Family friendly vacation rentals in Lakeside, MI

Explore 33 family-friendly vacation rentals, homes, and villas in Lakeside, MI for your next getaway. With space for everyone, enjoy the comfort and privacy of a home filled with premium amenities such as Air Condition Homes, Best Affordable Homes and Great for Groups. Throughout your stay, settle in, spend quality time together, and enjoy a space designed for making memories. With options starting as low as $132 per night and homes offering up to 7 bedrooms and 6 bathrooms, it's easy to book a comfortable, personalized stay for your family. And with 24/7 local support and high-speed Wi-Fi, everyone stays connected and protected even while on vacation. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, making each trip more rewarding than the last. Book your next family escape and enjoy the moments that matter most.

33 Family-Friendly Homes in Lakeside

Landmark Home 1 Blk from Lake MI Game Rm & EV Chgr

Lakeside, MI, US
4 Bedrooms 10 Guests
Aug 30 - Sep 1
$597 night

Sumptuous 4 BR/2.5 BA vacation home, just 1 block from Lake Michigan. Fully refurbished with reclaimed flooring, antique beams, custom doors, and fixtures. High-end kitchen, dining, and living areas with French windows. Living room features a stone fireplace, stylish couches, and a wide-screen TV. Three ground-floor bedrooms and baths with a second-floor bunk bed loft. Detached garage is a posh game room with high-end tables and a big TV. Covered patio, 4-seat dining, and bluestone courtyard. Classy, awe-inspiring, and sumptuous, this 1928 4 BR/2.5 BA vacation home, located just a block from Lake Michigan in “Harbor Country,” was once a local retail gathering place. Recently refurbished into a stunning residential home, it includes gorgeous reclaimed flooring from antique beams, custom doors, light fixtures, and hardware, as well as top-of-the-line plumbing fixtures. The kitchen-dining room-living room area—a massive, superbly well-lit space—features entire walls of French windows, original glass-block, and a wide array of seating options for meals: 4 chic stools at the white marble island, 4 leather seats around a circular marble coffee table, and a 10-seat reclaimed wood dining table. The beautifully lit living room has a classic stone fireplace at its center, stylish (yet ultra-comfortable) couches and chairs, and a wide-screen TV. In addition to the three bedrooms and bathrooms on the ground floor, there’s a second-floor sleeping loft, perfect for kids with cute bunk beds and a real (mini) teepee. All bedrooms feature top-quality bedding and linens, ensuring a sound sleep and sweet dreams for you and your guests. Black Door Bungalow can sleep up to 10. MAIN FLOOR Primary Bedroom: 1 King bed Bedroom 2: 1 Queen bed Bedroom 3: 1 Queen bed UPSTAIRS FLOOR Bedroom 4: Full-over-full bunk bed that sleeps 4 Another “extra” is the detached garage, which has been turned into a posh game room, with high-end shuffleboard and foosball tables, a big-screen TV, and a sound system. The exterior—featuring a spacious covered patio with cozy rattan couch, chairs, and a 4-seat dining table, leading to a bluestone courtyard—has been extensively landscaped with lush plantings, trees, and professional lighting. The home also includes a high-end kitchen, EV charger, and laundry appliances. In addition to being an easy walk from a majestic, crystal-sand Lake Michigan beach—and a super-short drive to popular beaches like Pier Street Beach and Cherry Beach—you and your guests can also enjoy the many activities afforded by being near Warren Woods State Park, which offers all sorts of woodland hiking and biking trails. The region’s largest recreational harbor provides countless water-related excursions and rentals, from fishing trips to boat, kayak, jet-ski, and paddleboard rentals, as well as day and evening cruises. There’s also the Acorn Theater, a local treasure for live performances by nationally recognized music artists, and a number of nearby breweries, wineries, brew pubs, and even an award-winning distillery for you to check out. Of course, you and your guests can also enjoy sampling to your heart’s content the many popular restaurants, cafes, art galleries, boutiques, and antique shops just a hop, skip, and a jump away in Union Pier and downtown New Buffalo. We highly recommend a personal vehicle to get around and explore the local area. There is an Amtrak Station in New Buffalo (225 North Whittaker St.) that offers service to Chicago, as well as Ann Arbor and Detroit. The South Shore Line, another option for a day trip to Chicago, stops in Michigan City, IN about 15 minutes’ drive from the house. We will provide you with a helpful virtual guide prior to check-in that showcases a comprehensive list of area eateries, attractions, parks and more. From June 4 through August 26, 2026, this home has a 7-day minimum stay policy. Road construction is ongoing through the end of spring and the beginning of summer under Chikaming Township direction. To ensure a safe and compliant stay, all guests are required to complete identity verification prior to check-in. A valid government-issued photo ID will be collected and verified, and the name on the ID must match the credit card used for payment. When applicable, a background screening may also be required as part of the booking process. All guests are required to review and sign Juniper Holiday + Home’s Guest Occupancy Agreement prior to check-in. While we understand that events can affect your trip, it is our policy to stick to the agreed-upon cancellation policy in the listing. We recommend purchasing vacation travel insurance if you suspect you may need to cancel your reservation. The minimum age to rent this home is 25. A non-refundable Accidental Damage Waiver is included with your reservation. This waiver covers accidental damage or loss to the rental property caused by you or members of your party up to a maximum of $2,000. This plan does not cover intentional acts, gross negligence, or willful misconduct. We welcome up to 3 dogs at this home at no additional charge. Please include the number of pets you plan to bring or let our team know after booking.  One of the special qualities of the home is its remote setting, though that also means Wi-Fi signal can be less robust than in town. Guests planning to work remotely should keep this in mind, as the connection may not always support a dependable workday. We would be glad to recommend nearby cafes with stronger service. Out of respect for our staff and their families, we do not permit check-ins or check-outs on Thanksgiving Day or Christmas Day. Thank you for your understanding. Permit No: STR-25-0003 License number: STR-25-0003

Sanctuary Retreat, Private Pool, Hot Tub & Firepit

Union Pier, MI, US
4 Bedrooms 9 Guests
Aug 31 - Sep 2
$1,040 night

1.5-acre exquisite 4BR/2.5BA retreat near Lake Michigan beaches! Soaring cathedral ceilings, a stone fireplace, and hardwood floors create a warm, inviting space. The chef’s kitchen features a granite island and high-end appliances. Relax in the enclosed porch, on private decks, or by the pool and hot tub. The spacious yard includes a patio, grill, and outdoor shower. Stylish bedrooms, spa-like bathrooms, and just 5 minutes to dining, wineries, and more! A perfect getaway! "Sumptuous," "Elegant," "Rich"—these words come to mind upon setting foot in The Dakota, an exquisitely designed 4BR-2.5BA home nestled on 1½ acres in the serene woods of Union Pier, less than one mile from Lake Michigan’s beaches. Completely renovated in 2014, this stunning property features cathedral ceilings, a Great Room with a stone fireplace, Brazilian Cherry (espresso-stained) hardwood floors throughout—with white oak in the bedrooms—and luxurious yet comfortable furnishings in every room. The spacious kitchen is highlighted by a large granite island, high-end appliances, and a stylish bench-seat breakfast nook. A large, cozy porch with wall-to-wall windows and fashionable couches, chairs, and a "picnic table" provides you with great views of the massive backyard and surrounding trees, making it a relaxing oasis to sip coffee or your favorite wine. Speaking of the backyard, it’s perfect for entertaining, with a fenced, seasonal pool (with an outdoor shower and bathroom), a covered wooden deck, an outside patio (with a patio set), an eight-person hot tub, a barbecue grill, a huge lawn, and a fire pit. Back inside, all four bedrooms are large, super-comfortable, and professionally styled, and three have private decks. The Dakota can sleep up to nine. Primary Suite: 1 King bed Bedroom 2: 1 King bed Bedroom 3: 1 Queen bed Bedroom 4: Twin-over-full bunk bed + trundle (sleeps 3 total) Two bathrooms feature granite-topped double sinks and tiled showers. Besides being near the majestic, crystalline sand beaches of Lake Michigan, and some great spots to eat, drink, and be merry in Union Pier—along with its stylish boutiques and quaint antique shops—you’re also super-close to many popular restaurants, coffee shops, distinguished art galleries, and unique shops in downtown New Buffalo! Plus, you can enjoy countless activities afforded by being a stone’s throw from the region’s largest recreational harbor, including boat, jet-ski, kayak, paddleboard, and other watercraft rentals, as well as fishing expeditions and day or evening cruises. There are also all sorts of woodland, lake, and riverside parks with hiking and biking trails galore. In addition, Warren Dunes State Park is nearby, with its 2,000 acres of amazing sand dunes, gorgeous beachfront, wetland trails, and extraordinary birdwatching! Many of our guests also relish visiting New Buffalo’s Oselka Park, which has baseball fields, playground equipment, and tennis courts. And being so centrally located, there are plenty of nearby fun activities to keep you busy during your vacation, including: • Multiple public Lake Michigan beaches • Farmers markets • Seasonal festivals • Local award-winning breweries • Local award-winning wineries and wine tours • Golf courses …and more! The pool is open during the summer season only, please contact us for specific dates. To ensure a safe and compliant stay, all guests are required to complete identity verification prior to check-in. A valid government-issued photo ID will be collected and verified, and the name on the ID must match the credit card used for payment. When applicable, a background screening may also be required as part of the booking process. All guests are required to review and sign Juniper Holiday + Home’s Guest Occupancy Agreement prior to check-in. While we understand that events can affect your trip, it is our policy to stick to the agreed-upon cancellation policy in the listing. We recommend purchasing vacation travel insurance if you suspect you may need to cancel your reservation. The minimum age to rent this home is 25. The pool is seasonal and will be open from Memorial Day Weekend - Labor Day. Specific Open and closure dates are scheduled by the local pool vendor. We welcome up to 2 dogs at this home at no additional charge. Please include the number of pets you plan to bring or let our team know after booking.  A non-refundable Accidental Damage Waiver is included with your reservation. This waiver covers accidental damage or loss to the rental property caused by you or members of your party, up to a maximum of $2,000. This plan does not cover intentional acts, gross negligence, or willful misconduct. Out of respect for our staff and their families, we do not permit check-ins or check-outs on Thanksgiving Day and Christmas Day. Thank you for your understanding. Permit No: STR-25-0165 License number: STR-25-0165

Relax at Blue Beech - Hot Tub & Firepit

Union Pier, MI, US
3 Bedrooms 8 Guests
Aug 24 - 31
$497 night

Your Dream Escape Awaits! Tucked away on 1.25 acres of wooded paradise, Blue Beech Cottage is not just a home—it’s an experience! This 3-bed, 2.5-bath retreat is packed with fun and relaxation, featuring a hot tub and a firepit for storytelling under the stars, and an outdoor shower for that spa-like feel. Game on? The garage-turned-game room with foosball and ping pong is ready! Pet-friendly, adventure-filled, and oh-so-cozy—this is your perfect getaway! Step into a warm and inviting gathering space, where rustic charm meets modern comfort. The open-concept living area is the heart of the home, featuring a crackling fireplace, plush seating, and natural light pouring through expansive windows that frame the serene wooded surroundings. Whether you’re curling up for a movie night, hosting a lively dinner party in the spacious dining area, or retreating to the cozy board game nook under the stairs, every corner of this home is designed for connection and relaxation. High ceilings, soft lighting, and thoughtfully curated décor create a space that feels both luxurious and laid-back—a place where laughter flows as easily as wine. Each bedroom is a peaceful retreat designed for ultimate relaxation. The primary suite features a vaulted ceiling, serene wooded views, and a plush king bed, perfect for unwinding. A second bedroom, bathed in warm tones, offers a cozy queen bed and a tranquil ambiance. The bunk room, with its built-in bunk and trundle bed, is a dream for kids and guests alike, making it the perfect space for fun sleepovers and sweet dreams. Main Level: Primary Bedroom: 1 King bed Second Level: Bedroom 2: 1 Queen Bed Bedroom 3: 1 Bunk-bed (Twin-over-Full + Trundle bed) Sitting Area: Twin Daybed The bathrooms in this home aren’t just functional—they’re mini retreats! The primary bath is a serene oasis, featuring a double vanity for easy mornings and a walk-in shower with spa vibes. The second full bath offers a soaking tub perfect for bubble baths and relaxation. Even the half bath has personality, with its stylish design and bright, airy feel. And don’t worry about packing extra clothes—your hidden laundry nook with a full-size washer and dryer keeps adventures mess-free! Step outside and immerse yourself in nature’s playground! Whether you’re craving relaxation or adventure, this 1.25-acre wooded oasis has it all. Soak in the bubbling hot tub spa as the towering trees create your private retreat. Gather around the firepit for s’mores and starlit stories, or fire up the built-in grill for an epic backyard BBQ. The screened-in porch offers a cozy lounge area, perfect for morning coffee or late-night chats. And for a truly refreshing experience? Rinse off in the outdoor shower, surrounded by fresh air and forest views. This is outdoor living at its finest! Nestled along the pristine shores of Lake Michigan, Union Pier offers a delightful blend of relaxation and adventure. Begin your day with a stroll on the sandy beaches, where the gentle waves and panoramic views provide a serene backdrop. For the more adventurous, Red Arrow Ride offers rentals of bikes, kayaks, and paddleboards, allowing you to explore scenic landscapes and waterways at your own pace. Wine enthusiasts will appreciate the local tasting rooms, such as St. Julian Winery and Distillery and Round Barn Tasting Room, where you can savor award-winning wines crafted from locally grown grapes. For a unique shopping experience, the Antique Mall of Union Pier offers a treasure trove of vintage finds and collectibles. Nature lovers can explore the nearby Galien River County Park, featuring elevated walkways and observation platforms that provide stunning views of the marshlands and wildlife. After a day of exploration, indulge in the local culinary scene at establishments like Timothy’s Restaurant, known for its fine dining and fresh seafood. Whether you’re seeking relaxation on the beach, outdoor adventures, or a taste of local culture, Union Pier offers diverse activities to suit every interest. To ensure a safe and compliant stay, all guests are required to complete identity verification prior to check-in. A valid government-issued photo ID will be collected and verified, and the name on the ID must match the credit card used for payment. When applicable, a background screening may also be required as part of the booking process. All guests are required to review and sign Juniper Holiday + Home’s Guest Occupancy Agreement prior to check-in. While we understand that events can affect your trip, it is our policy to stick to the agreed-upon cancellation policy in the listing. We recommend purchasing vacation travel insurance if you suspect you may need to cancel your reservation. The minimum age to rent this home is 25. We welcome up to 2 dogs at this home at no additional charge. Please include the number of pets you plan to bring or let our team know after booking.  Your safety matters. This property features 3 exterior security cameras. Camera 1 is a doorbell camera located next to the front door facing the front entrance area, camera 2 is located on the front of the garage facing the front entrance and the driveway, and camera 3 is an inactive camera located on the side of the garage facing the front of the property. The cameras are outward facing and do not look into interior spaces. Cameras 1 and 2 record video and audio when activated by motion. Out of respect for our staff and their families, we do not permit check-ins or outs on Thanksgiving Day or Christmas Day. Thank you for your understanding. Permit No: STR-25-0232 License number: STR-25-0232

Goodwin Glow - Walk to Lake Michigan & Pool

Union Pier, MI, US
3 Bedrooms 8 Guests
Aug 30 - Sep 3
$460 night

Discover your perfect Lake Michigan escape at Goodwin Glow, a modern coastal retreat tucked into the heart of Union Pier, just steps from McKinley Public Beach and moments from downtown. This luxurious pet-friendly 3-bedroom, 2.5-bath getaway blends warm contemporary design with relaxed Harbor Country living, featuring bright gathering spaces, designer interiors, and inviting outdoor lounges with exclusive access to the Community Pool. Spend your days at nearby beaches, wineries, and cafés, then return home to unwind with family, friends, and even your pup. Goodwin Glow features thoughtfully designed interior gathering spaces that bring everyone together. The bright open-concept main living room offers oversized sectional seating, cozy accent chairs, expansive windows, and soft layered textures that create a welcoming place to relax after long beach days. The adjoining dining area provides an elegant setting for shared meals beneath exposed wood beams and designer lighting, while the chef’s kitchen serves as the heart of the home with an oversized island, quartz countertops, custom cabinetry, and premium appliances. A separate lounge on the lower level adds even more space to spread out, offering an additional comfortable retreat perfect for movie nights or unwinding after a day exploring Union Pier and Harbor Country. Each bedroom was thoughtfully designed to feel bright, peaceful, and relaxing, with soft coastal tones, warm natural light, and clean modern finishes throughout. From the spacious vaulted primary suite to the charming custom bunk room, every space offers a restful retreat worthy of a great night’s sleep. Primary Bedroom: King Bed Bedroom 2: Queen Bed Bedroom 3: Single Bunk Beds Additional Sleeping: Lower Level Living Room: Pull-Out Sofa Main Level Living Room: Pull-Out Sofa The home offers beautifully finished bathrooms with bright coastal-inspired details and modern fixtures throughout. The spacious primary ensuite features double vanities and a large walk-in glass shower, creating a private spa-like retreat, while the shared bathroom includes a double vanity and tub/shower combination that comfortably accommodates families and groups. An additional half bathroom on the main level adds extra convenience for gathering spaces and entertaining. A dedicated laundry area with washer and dryer makes extended stays, beach days, and family vacations feel effortless. Head outside to enjoy 2 distinct outdoor spaces designed for making the most of Michigan’s best seasons. The covered main level balcony offers a peaceful perch to relax and take in the fresh Harbor Country air, while the expansive upper deck features a full outdoor dining table beneath a pergola and open sky. Whether you’re hosting an al fresco dinner, watching the sun dip behind the treed, or simply unwinding after a long beach day, Goodwin Glow’s outdoor spaces give you every reason to linger a little longer. Guests also enjoy exclusive access to the Union Green Condominium Association Community Pool. Nestled in the heart of Union Pier, Goodwin Glow places you at the center of everything Harbor Country has to offer. Spend your days swimming and sunbathing along the pristine Lake Michigan shoreline, just a short walk from your front door. Explore the charming local shops, acclaimed restaurants, and celebrated wineries and breweries that have made this stretch of Southwest Michigan a beloved four-season destination. Visit nearby New Buffalo for waterfront dining and marina views, browse the boutiques and galleries of Harbert, Sawyer, and Three Oaks, or venture inland for farm stands, orchards, antique shops, and miles of scenic trails and nature preserves. Golf courses, yoga studios, live music venues, and world-class spa experiences round out a region built for those who want both adventure and relaxation. Whether you’re planning a packed itinerary or a slow, unhurried escape, Union Pier and the surrounding Harbor Country region offer the perfect backdrop for an unforgettable Lake Michigan getaway. To ensure a safe and compliant stay, all guests are required to complete identity verification prior to check-in. A valid government-issued photo ID will be collected and verified, and the name on the ID must match the credit card used for payment. When applicable, a background screening may also be required as part of the booking process. All guests are required to review and sign Juniper Holiday + Home’s Guest Occupancy Agreement prior to check-in. While we understand that events can affect your trip, it is our policy to stick to the agreed-upon cancellation policy in the listing. We recommend purchasing vacation travel insurance if you suspect you may need to cancel your reservation. The minimum age to rent this home is 25. A non-refundable Accidental Damage Waiver is included with your reservation. This waiver covers accidental damage or loss to the rental property caused by you or members of your party up to a maximum of $2,000. This plan does not cover intentional acts, gross negligence, or willful misconduct. This complex is 100% smoke-free and vape-free. The policy applies to all areas of the premises, including the exterior, balconies, porches, parking areas, and pool deck. Guests who wish to smoke or vape must exit the complex entirely. The pool is seasonal and will be open from Memorial Day Weekend - Labor Day. Specific Open and closure dates are scheduled by the local pool vendor. We welcome up to one dog at this home at no additional charge. Please include your dog in the reservation details or let our team know after booking. Out of respect for our staff and their families, we do not permit check-ins or check-outs on Thanksgiving Day and Christmas Day. Thank you for your understanding. Permit No: STR-25-0410 License number: Chikaming Township - STR-25-0410

Stunning Woodland Retreat with Pool

Three Oaks, MI, US
4 Bedrooms 8 Guests
Sep 8 - 10
$640 night

Set on a 1.25-acre wooded lot less than two miles from Townline Beach, this luxurious home is a vacation dream! The open design of the living room, dining room, and kitchen, high ceilings, majestic stone fireplace, and natural light draw you in. Elegant furnishings and stylish decor, plus a pool, huge deck, and screened gazebo invite you to relax. Gather around the kitchen’s large center island or breakfast nook for coffee. Relax by the outdoor fireplace and count the stars. Boom. Stepping inside Gray Haven, you and your guests will find yourselves immediately relaxing and breathing easy, given the spacious, rich atmosphere created by the vaulted ceilings and magnificent views of the surrounding woods, the pool, and large deck through the home’s expansive windows. Add to that the breathtaking natural light and stylish, hand-selected furniture, artwork, and accessories, and you’re living large! Enjoy a glass of your favorite beverage while unwinding in front of a fire in the magnificent stone fireplace. Or cozy up to a movie or show on the living room’s flat-screen TV. Either way, we’ve got you covered. The roomy kitchen features high-end appliances for making scrumptious vacation meals, as well as a huge center island that our guests say is a popular gathering spot for morning coffee. And by the way, we provide you with premium coffee and fixings. There’s a sweet dining area, too, that looks out onto the lush outdoor surroundings. If you’re in the mood for some “me time” or prefer chilling with a book, there’s a cushy, well-lit spot upstairs that’ll do nicely. All four bedrooms are spacious and stylishly appointed, have plenty of storage, great natural light, and come with top-quality bedding and linens to ensure a sound sleep and sweet dreams. The main floor’s primary bedroom is beautifully designed with an elegant Asian motif and has an ensuite bathroom and walk-in closet. Main Floor: Bedroom 1 - King bed Upstairs Floor: Bedroom 2 - King bed Bedroom 3 - Queen bed Bedroom 4 - 2 Full-size beds Each of the three bathrooms comes with deluxe fixtures and finishes, some featuring walk-in showers, and others offering shower-soaker tub combos. The primary bathroom has a double vanity and a walk-in stone-tile shower with a rain showerhead. One bathroom also includes a washer-dryer combo and all the essentials to meet your and your guests’ laundering needs. Some of what makes Gray Haven such a great vacation rental are its outdoor living amenities. As you walk outside, you’ll find the serenity of the woods around you breathtaking. And then there’s an awesome pool awaiting you, with an adjacent wraparound deck, a patio dining set, comfy chairs, and chaise lounges—all calling your name for swimming, chilling, and sunbathing. Guests also love hanging out in the screened gazebo not far from the pool, which has plenty of views of the forested ravine, plus a hammock and super-comfy chairs. At night, you will surely want to check out the brick patio’s outdoor fireplace, where you can sip wine and chat about the good life you’ll all be enjoying! Besides being near the majestic, crystalline sand beaches of Lake Michigan and great spots to eat, drink, and be merry in Union Pier, as well as its stylish boutiques and quaint antique shops, you’re also super-close to the many popular restaurants, coffee shops, distinguished art galleries, and unique shops of downtown New Buffalo! Plus, you can enjoy the countless activities afforded by being a stone’s throw from the region’s largest recreational harbor—including boat, jet-ski, kayak, paddleboard, and other watercraft rentals, as well as fishing expeditions and day or evening cruises—and all sorts of woodland, lake, and riverside parks with hiking and biking trails galore. In addition, Warren Dunes State Park is close by, with its 2,000 acres of amazing sand dunes, gorgeous beachfront, wetland trails, and extraordinary birdwatching! Many of our guests also relish visiting New Buffalo’s Oselka Park, which has baseball fields, playground equipment, and tennis courts. And being so centrally located, there are plenty of nearby fun activities to keep you busy during your vacation, including: • Multiple public Lake Michigan beaches • Farmers markets • Seasonal festivals • Local award-winning breweries • Local award-winning wineries and wine tours • Golf courses …and more! To ensure a safe and compliant stay, all guests are required to complete identity verification prior to check-in. A valid government-issued photo ID will be collected and verified, and the name on the ID must match the credit card used for payment. When applicable, a background screening may also be required as part of the booking process. All guests are required to review and sign Juniper Holiday + Home’s Guest Occupancy Agreement prior to check-in. While we understand that events can affect your trip, it is our policy to stick to the agreed-upon cancellation policy in the listing. We recommend purchasing vacation travel insurance if you suspect you may need to cancel your reservation. The minimum age to rent this home is 25. The pool is seasonal and will be open from Memorial Day Weekend - Labor Day. Specific Open and closure dates are scheduled by the local pool vendor. We welcome up to one dog at this home at no additional charge. Please include your dog in the reservation details or let our team know after booking.   A non-refundable Accidental Damage Waiver is included with your reservation. This waiver covers accidental damage or loss to the rental property caused by you or members of your party, up to a maximum of $2,000. This plan does not cover intentional acts, gross negligence, or willful misconduct. Out of respect for our staff and their families, we do not permit check-ins or check-outs on Thanksgiving Day and Christmas Day. Thank you for your understanding. Permit No: STR-24-0048 License number: STR-24-0048

Stunning HGTV Harbor Country Cottage with Hot Tub

Union Pier, MI, US
3 Bedrooms 8 Guests
Sep 11 - 13
$863 night

It’s no surprise that this stunning cottage has been feat on HGTV, and in Lonny and Cottage Living magazines - with its stylishly rustic touches and comfy vibes, the Leo Cottage perfectly embodies Harbor Country’s curated, casual aesthetic. Designed and previously owned by the sought-after firm of Kate Marker Interiors (whose work has been recognized by Architectural Digest and Luxe Home + touted as one of Domino’s “20 Designers to Watch”), this home offers the best combination of beauty and The cottage exterior greets guests with a charming wood picket gate and an award-winning garden featured in Better Homes and Gardens magazine. Upon entering, patterned floors and a charming palette provide the utmost in cottage comfort. Two queen bedrooms are perfectly appointed, in addition to a generous bunk room that sleeps 4. The main bedroom and bathroom showcase a stand-alone clawfoot tub, ideal for the kids to bathe in after a day at the beach or for enjoying some private time with a glass of wine. Vaulted ceilings and rustic exposed beams lend a dramatic aspect to the main living area, while accents of rattan, rope, natural fiber, whitewash, and shiplap contribute to the home’s Lake Michigan vacation themes. Perhaps the greatest feature of the home is the wood-burning, free-standing fireplace in the front family room. The Leo Cottage kitchen has been updated to include many modern amenities while still retaining a vintage lake house feel, with newly installed kitchen cabinets, appliances, lighting, and faucets. You’ll love preparing tonight’s vegetables in the generous farmhouse sink! The well-equipped kitchen includes an oversized center prep island with bar stools for entertaining, plus a breakfast area with booth seating. Serve in the gorgeous dining room or extend the options for gathering over meals to the outdoors with a large furnished patio and a well-appointed screened-in gazebo to keep the bugs away. Guests will also have access to a private hot tub (a great place to unwind), a fire pit area, and an outdoor shower to rinse away the sand after a long day at the beach. The Leo Cottage comes with 2 adult bikes and 2 children’s bikes for guest use, along with beach chairs in the garage for some family entertainment. With so much to offer, this home is sure to provide your family with beautiful and lasting memories! What’s nearby: Access to the beach is just a short trip away. The area is known for its mom-and-pop bakeries, destination design stores, woodsy gravel roads, and pristine Lake Michigan beach access. There are plenty of biking paths, vineyards, and distilleries within a short distance that draw families and couples from across the Midwest. To ensure a safe and compliant stay, all guests are required to complete identity verification prior to check-in. A valid government-issued photo ID will be collected and verified, and the name on the ID must match the credit card used for payment. When applicable, a background screening may also be required as part of the booking process. All guests are required to review and sign Juniper Holiday + Home’s Guest Occupancy Agreement prior to check-in. While we understand that events can affect your trip, it is our policy to stick to the agreed-upon cancellation policy in the listing. We recommend purchasing vacation travel insurance if you suspect you may need to cancel your reservation. The minimum age to rent this home is 25. Pets are not allowed at this home. A non-refundable Accidental Damage Waiver is included with your reservation. This waiver covers accidental damage or loss to the rental property caused by you or members of your party up to a maximum of $2,000. This plan does not cover intentional acts, gross negligence, or willful misconduct. Out of respect for our staff and their families, we do not permit check-ins or outs on Thanksgiving Day and Christmas Day. Thank you for your understanding. Permit No: STR-25-0160

NEW!Elevated Lake Living, Walk to Beach, EV & Pool

Union Pier, MI, US
3 Bedrooms 8 Guests
Aug 24 - 27
$556 night

Shorehouse Townhouse brings an elegant Union Pier stay just steps from McKinley Public Beach. After time on Lake Michigan, return to layered coastal interiors and a treetop balcony, with outdoor seating and access to the Union Green community pool. A private garage with EV charger adds value for modern travel. Three bedrooms, 3.5 baths, high-speed mesh Wi-Fi, and a Harbor Country location place guests near the shoreline, restaurants, wine country, beach towns, and wooded trails all season long. Shorehouse Townhouse is designed to make group travel easy. The second floor serves as the home’s main gathering space, bringing together the living room, dining area, kitchen, balcony, and powder room in one open layout. Whether you’re returning from the beach, preparing dinner, or planning the next day’s Harbor Country adventures, everyone can comfortably stay connected without feeling crowded. The fully equipped kitchen features generous prep space, seating at the island, and everything needed for family meals, holiday gatherings, and extended stays. Adjacent dining and living areas create a natural flow for shared meals, movie nights, and conversation. Just outside, the private balcony provides additional outdoor living space and a quiet place to enjoy the surrounding wooded setting. The first-floor den, fully built out with a wet bar, sofa bed, and smart TV, functions as a second living area, giving larger groups or families with young children room to spread across two floors without sacrificing comfort. A pack-and-play is available for traveling families with infants or toddlers. The adjacent full bathroom makes this level especially practical for guests returning from the beach who want to rinse off before heading upstairs. High-speed mesh Wi-Fi throughout the home supports remote work, streaming, and multiple connected devices. All three bedrooms are located on the third floor, creating a dedicated sleeping level separate from the home’s social spaces. Bedroom 1: King Bed with private en suite bathroom Bedroom 2: Queen Bed Bedroom 3: Double Bunk Bed Shorehouse Townhouse offers 3.5 bathrooms thoughtfully positioned across all three levels for added convenience. The primary suite includes a private en suite bathroom with a walk-in shower and double vanity. The shared bathroom features a double vanity and a tub/shower combination, helping guests get ready efficiently after beach days and local excursions. On the first floor, the full bathroom is located adjacent to the secondary lounge, providing a convenient place to shower and rinse off after visiting nearby Lake Michigan beaches. A half bathroom on the main living level adds easy access for guests enjoying the kitchen, dining area, and living room. A dedicated laundry room with a full-size washer and dryer makes longer stays and family vacations even more comfortable. Beyond the interior, Shorehouse Townhouse offers multiple outdoor spaces designed to extend your stay beyond the walls of the home. The covered front porch provides a welcoming place to enjoy morning coffee or unwind after a day exploring Harbor Country. The second-floor balcony offers additional outdoor seating and peaceful views of the surrounding treetops. Guests also enjoy access to the Union Green community pool, a sought-after amenity for summer stays in Union Pier. A private garage with EV charging provides added convenience for electric vehicle owners, while Lake Michigan and McKinley Public Beach remain just a short walk away. Union Pier sits at the sun-soaked heart of Michigan’s beloved Harbor Country, where Lake Michigan’s powdery white sand beaches, towering dunes, and legendary sunsets set the stage for an unforgettable escape. Spend your days swimming and lounging at Townline Beach or McKinley Street Beach, kayaking and paddleboarding the scenic Galien River, or hiking the old-growth trails of Warren Woods State Park. Wine enthusiasts will delight in world-class tastings at Round Barn Winery, Tabor Hill, Hickory Creek, and St. Julian, while craft beer lovers can explore Ghost Isle Brewery, Greenbush Brewing, and Beer Church Brewing. Dine al fresco at Union Pier Social, savor locally sourced bites at Blue Plate Café, or enjoy a memorable evening at Timothy’s Restaurant. Shop charming boutiques along Red Arrow Highway, catch live music and indie films at The Acorn Theater or Vickers Theatre, and try your luck at Four Winds Casino just minutes away. Shorehouse Townhouse places you perfectly at the center of it all. To ensure a safe and compliant stay, all guests are required to complete identity verification prior to check-in. A valid government-issued photo ID will be collected and verified, and the name on the ID must match the credit card used for payment. When applicable, a background screening may also be required as part of the booking process. All guests are required to review and sign Juniper Holiday + Home’s Guest Occupancy Agreement prior to check-in. While we understand that events can affect your trip, it is our policy to stick to the agreed-upon cancellation policy in the listing. We recommend purchasing vacation travel insurance if you suspect you may need to cancel your reservation. The minimum age to rent this home is 25. A non-refundable Accidental Damage Waiver is included with your reservation. This waiver covers accidental damage or loss to the rental property caused by you or members of your party up to a maximum of $2,000. This plan does not cover intentional acts, gross negligence, or willful misconduct. This complex is 100% smoke-free and vape-free. The policy applies to all areas of the premises, including the exterior, balconies, porches, parking areas, and pool deck. Guests who wish to smoke or vape must exit the complex entirely. The pool is seasonal and will be open from Memorial Day Weekend - Labor Day. Specific Open and closure dates are scheduled by the local pool vendor. Out of respect for our staff and their families, we do not permit check-ins or check-outs on Thanksgiving Day and Christmas Day. Thank you for your understanding. Permit No: STR-25-0407 License number: Chikaming Township STR-25-0407

Harbor Country Meets Modern- Pool, HotTub, EVChrgr

Three Oaks, MI, US
4 Bedrooms 9 Guests
Aug 24 - 28
$1,326 night

A mixture of modern design, an inviting color palette, and curated furnishings create a sophisticated Harbor Country enclave that will impress even the most seasoned traveler. Owlwood boasts 4 ensuite bedrooms, open social areas, high-end appliances, and indoor/outdoor living, brilliantly built around a large private courtyard with a pool. Pet-friendly with a nice list of amenities including radiant floors, hot tub, fire pit, outdoor shower, Tesla charger, Apple TV, and a 10-minute walk to Designed and built by UrbanLab Architects, Owlwood is a unique multi-wing home where every element has been executed to perfection. Set against a panoramic backdrop of peaceful forest views in the middle of Harbor Country, the showstopper at this stunning house is the modern architectural design that allows pure natural light to be enjoyed from nearly every room. Oversized sliding doors and windows throughout beautifully showcase the surrounding landscape, and every corner of the residence has been expertly styled with a richly refined flair to provide a getaway experience like no other. SOCIAL WING A gorgeous kitchen stocked with a deluxe housewares package anchors one end of the main social space with custom terrazzo counters, top-of-the-line appliances, and a massive island with bar seating. In the middle, the dining area makes a statement with a farmhouse table that seats 10 and 360° views of the space. On the far end of the room, a comfy seating area with leather sofas is ideal for great conversation or watching the Smart TV. Custom lighting designed by UrbanLab, radiant heat concrete floors, and a sleek gas fireplace lend both visual and tactile warmth to the room, while sliding doors all along this room open to the center courtyard, allowing easy access to the pool, fire pit, and hot tub. Head out the glass door off the seating area to access the oversized screened porch. There’s a 10-person table for casual dining, a seating area, and a second gas fireplace to keep the ambiance warm during cooler evenings. BEDROOM WINGS Two angular wings comprise the sleeping quarters, where the home’s 4 ensuite bedrooms are set up for maximum privacy. Each bedroom is a masterpiece of design simplicity while at the same time rich with lavish features. Sliding doors from every room overlook the courtyard, and each bedroom has a gorgeous ensuite bathroom—3 with walk-in showers and 1 with a bathtub. Three bedrooms have queen beds, and the fourth has a fantastic built-in triple bunk with Twin XL mattresses that kids (and adults) love! Each bunk bed is outfitted with a light, privacy curtains, and an outlet to charge phones and tech. With attention to detail at the forefront of every design element, the beautiful forest image imprinted on the sheer panels and drapes in the bedrooms is a photo taken in Harbert Woods. Bedroom 1: Queen Bed Bedroom 2: Queen Bed Bedroom 3: Queen Bed Bedroom 4: 3-stacked XL Twin beds At the end of these wings is a very quiet den with 3 large glass openings to maximize sunlight and connection to the exterior landscape. The room has a plush sofa and café table—a great space to get away from the group to study, work remotely, or even play games. Need to wash clothes during your stay? There is a full laundry room with a separate washer & dryer and a laundry sink that connects these two wings. OUTDOOR LIVING Outdoors is filled with amenities, too. There’s an 8-person hot tub, pool, fire pit, outdoor shower, BBQ grill, and Tesla charger, not to mention the expansive green lawn that is perfect for yard games. When it’s time for a day on the water, a short 10-minute walk will take you to the public access beach. Pet-friendly, 4-zone HVAC for maximum comfort, beach gear for excursions to the lake, a fab foyer drop zone, and Apple TV add to the long list of thoughtful on-property extras. Owlwood is conveniently located a 10-minute walk from both Harbert village center and Cherry Beach and just a short distance away from acclaimed restaurants, wineries, breweries, vintage boutiques, and antique shops. It’s also just 70 miles from downtown Chicago. Located along the scenic shores of Lake Michigan, Harbert is a quaint and peaceful village that offers visitors a delightful mix of natural beauty, local charm, and cultural attractions. Harbert Beach is a hidden gem, offering a serene and less crowded alternative to the busier beaches nearby. Enjoy a peaceful day soaking up the sun, swimming in the clear waters, or taking in the stunning sunsets that Lake Michigan is famous for. Harbert boasts a variety of charming eateries and gourmet food shops. Enjoy fresh, locally sourced meals at the Harbert Swedish Bakery and Café, known for its delicious pastries and hearty breakfasts. For a more upscale dining experience, try the renowned Café Gulistan, which offers a unique menu featuring Kurdish and Mediterranean cuisine. Southwest Michigan is known for its wine country, and Harbert is no exception. Take a tour of nearby wineries like St. Julian Winery and Tabor Hill Winery, where you can sample a variety of local wines. If you prefer craft beer, the nearby Greenbush Brewing Co. offers a great selection of locally brewed beers. In addition to beach activities, Harbert and the surrounding area offer opportunities for kayaking, fishing, and birdwatching. The nearby Galien River County Park has boardwalks and observation platforms, making it an ideal spot for nature lovers to explore wetlands and observe wildlife. To ensure a safe and compliant stay, all guests are required to complete identity verification prior to check-in. A valid government-issued photo ID will be collected and verified, and the name on the ID must match the credit card used for payment. When applicable, a background screening may also be required as part of the booking process. All guests are required to review and sign Juniper Holiday + Home’s Guest Occupancy Agreement prior to check-in. While we understand that events can affect your trip, it is our policy to stick to the agreed-upon cancellation policy in the listing. We recommend purchasing vacation travel insurance if you suspect you may need to cancel your reservation. The minimum age to rent this home is 25. A non-refundable Accidental Damage Waiver is included with your reservation. This waiver covers accidental damage or loss to the rental property caused by you or members of your party up to a maximum of $2,000. This plan does not cover intentional acts, gross negligence, or willful misconduct. The pool is seasonal and will be open from Memorial Day Weekend - Labor Day. Specific Open and closure dates are scheduled by the local pool vendor. We welcome up to 2 dogs at this home at no additional charge. Please include the number of pets you plan to bring or let our team know after booking.  Out of respect for our staff and their families, we do not permit check-ins or outs on Thanksgiving Day and Christmas Day. Thank you for your understanding. Permit No: STR-25-0138 License number: STR-25-0138

Artistic Home with Pool, HotTub & Walk to Beach

Union Pier, MI, US
5 Bedrooms 10 Guests
Aug 31 - Sep 4
$1,128 night

Welcome to Casa Azur, your ideal vacation retreat in the sought-after Gowdy Shores neighborhood of Union Pier, just minutes from popular SW Michigan attractions! This exceptional 5-BD/3-BA residence offers an array of luxuries, including a private pool, hot tub, sun porch, outdoor shower, and a bike. Nestled within walking distance of the neighborhood’s pristine private association beach on Lake Michigan, this luxurious haven is not just a place to stay – it’s an unforgettable experience. Step inside to discover a stunning interior thoughtfully designed for comfort and enjoyment. The well-appointed kitchen, featuring Caesarstone counters and Fisher & Paykel appliances, is a haven for culinary enthusiasts. Gather at the expansive dining table or cozy up to the bar seating for unforgettable meals. The living area beckons with contemporary furnishings and a 55-inch TV equipped with a gaming system, ensuring entertainment for all ages. Stay connected with Xfinity cable and high-speed Wi-Fi. The gorgeous screened sun porch offers another wonderful spot to dine and relax. With five spacious bedrooms, including two with king-size beds, Casa Azur accommodates your group with ease. Bedroom configuration is as follows: FIRST FLOOR Primary Ensuite: 1 king bed + ensuite bathroom w/ walk-in shower Bedroom 2: 1 king bed Bedroom 3: 1 queen bed SECOND FLOOR Bedroom 4: 1 queen bed + 1 double bed Bedroom 5: 2 twin beds The three remodeled bathrooms, adorned with high-end finishes, provide a touch of elegance while keeping the morning and evening routines on track. A convenient laundry room is ideal for cleaning up after a day at the beach. Outside, you’ll find your own private paradise. Cool off in the azure pool, soak in the sun on the spacious deck, relax in the hot tub, or take a refreshing outdoor shower. The beautifully landscaped yard offers ample space for outdoor games and leisurely strolls. Guests can also enjoy the provided bike—perfect for exploring the neighborhood or cruising the nearby biking/walking paths. Casa Azur is just minutes from both downtown New Buffalo and downtown Union Pier, with easy access to the area’s new biking/walking pathway, world-class dining, unique boutiques, and the shows/entertainment at Four Winds Casino. To ensure a safe and compliant stay, all guests are required to complete identity verification prior to check-in. A valid government-issued photo ID will be collected and verified, and the name on the ID must match the credit card used for payment. When applicable, a background screening may also be required as part of the booking process. All guests are required to review and sign Juniper Holiday + Home’s Guest Occupancy Agreement prior to check-in. While we understand that events can affect your trip, it is our policy to stick to the agreed-upon cancellation policy in the listing. We recommend purchasing vacation travel insurance if you suspect you may need to cancel your reservation. The minimum age to rent this home is 25. The pool and hot tub are seasonal and will be open from Memorial Day Weekend - Labor Day. Specific open and closure dates are scheduled by the local pool vendor. We welcome up to one dog at this home at no additional charge. Please include your dog in the reservation details or let our team know after booking.   Per HOA rules, golf carts and off-road vehicles are not allowed on Gowdy Shores roads, beaches, or lots. Any fines incurred due to violations will be the responsibility of the guest. A non-refundable Accidental Damage Waiver is included with your reservation. This waiver covers accidental damage or loss to the rental property caused by you or members of your party up to a maximum of $2,000. This plan does not cover intentional acts, gross negligence, or willful misconduct. Out of respect for our staff and their families, we do not permit check-ins or check-outs on Thanksgiving Day or Christmas Day. Thank you for your understanding. Permit No: PR230082 License number: PR230082

The Sand House

Harbert, MI, US
5 Bedrooms 8 Guests
Sep 1 - 3
$412 night

THE SAND HOUSE SLEEPS: 8 BEDROOMS: 5 BATHROOMS: 2 *5 minute Walk to Private Lake Michigan Beach *BALCONY *SCREENED-IN PORCH *QUIET TIME: We ask that guests be respectful of our great neighbors by keeping quiet hours between 10:00 pm and 7:00 am EST when out on the back deck. You can’t see the neighbors but they will hear every sound from the deck. If you are out on the deck past 10:00 pm (9:00 pm Chicago time) please be quiet and respectful to the neighbors. NO EXCEPTIONS-- We have many other places if you need a space where you can be loud with your music, and voices. Lake Michigan is still beautiful, but because of storms and rising waters, the size of our beach is constantly changing. The beach may be narrow, but there is still room to sit! We do ask that you please not walk, climb or jump off the dunes however, and use extra care on the recently repaired beach stairs. And we no longer allow beach fires or fireworks. In 2020, we gratefully request that you adhere to CDC, State of Michigan, Berrien County and Chikaming Township Covid-19 guidelines. Please keep a six-foot distance between your group and anyone else on the beach, walks and shopping. Wear a mask when walking, shopping or picking up take-out in town. Please try to purchase all you will need from your home grocery store; if you need to shop locally, try to get everything you need for your stay on one trip. We’re all in this together : ) The Sand House is an ideal spot for a vacation with your family, or a getaway with friends. Just 90 minutes from Chicago, this five-bedroom, two-bath summer house on two levels via spiral staircase will provide comfort, fun and memories for all. Just a one-block walk to the beautiful, sandy, private Harbert Woods beach, you can swim, build sandcastles, and watch spectacular sunsets. At the house, have your morning coffee out on the upstairs deck surrounded by trees. The combined kitchen, dining and living room area, with vaulted ceiling, allows everyone to be together, and there is a dining table for ten. Property provides widescreen HD TV with cable and Blu-ray DVD as well as Wi-Fi. If you bring music on your iPod or phone you can connect to the integrated sound system that plays upstairs and downstairs in your vacation treehouse. You will find movies on hand for the kids or books to read for any age. In addition to the upstairs living space, there is a family room and many games, books, toys and puzzles. Or, relax with a glass of wine on the screen porch. Book your stay today at the Sand House in Harbert Woods! You must be at least 25 years old to rent The Sand House. FREQUENTLY ASKED QUESTIONS Accessibility: You must climb four steps to enter the main floor of the house. Once on the main floor, no further stairs exist to reach the master bedroom, adjacent bathroom, kitchen, dining area, living room and deck. The additional bedrooms, second bathroom, family room, screen porch and laundry room are downstairs. Beach/Swimming: Private swimming beach is just a one-block walk from the house! Less than a 3 minute walk. Even my 8 year old doesn’t complain! Beach Chairs/Umbrellas: Please bring your own. Cable: Yes, there is HD cable TV and a DVD player. Dining Area: There is a dining room table for ten. There are additional chairs if more needed. Deck: There is a deck on the main level with a small table and four chairs, as well as a cozy screen porch downstairs. Family Room Area: There is a family room upstairs and a second family room downstairs. You will find many books, games, toys and puzzles for your use. Fires: Sorry, no fires allowed at the property. If the fire rings are on the Lake Michigan beach, you may bring your own firewood and have a fire. Grill: Yes, there is a charcoal grill. Internet: Yes, there is Wi-Fi! Kitchen Accessories: 1. Coffee Maker: Yes (standard) 2. Cooktop stove/oven: Yes 3. Dishes: Yes 4. Microwave: Yes 5. Pots & Pans: Yes 6. Refrigerator: Yes Linens: Yes, we provide your sheets and linens. Parking: The driveway easily fits four cars. May fit five if some cars are compact. No parking is allowed on the roadside. It must be open for emergency vehicles (non emergency vehicles will be towed). Pets: At this time, pets are not welcome. Sorry! Towels: Yes, we provide towels. It’s always good to bring extra though, and please bring beach towels. Washer and dryer: Yes. Winery Tours: The nearest wineries for tastings and tours are a 20-minute drive, but as of May 2020 most are closed due to Covid-19. LOCAL ATTRACTIONS COVID-19: Note, as of May 2020, all of the restaurants below are offering curbside pickup for takeout. See websites or in some cases Facebook pages for info. Grand Mere and Warren Dunes appear to be open but please keep a 6-foot distance when hiking or visiting the beaches. Not sure about the ice cream shops. Sawyer Home & Garden Center offers curbside pickup and delivery (for a fee). Both Acorn and Vickers Theaters offer streaming events — check out their web sites. Grand Mere State Park: totally undeveloped dunes and Lake Michigan shoreline, often you are the only people on the beach, trails (beach is a two-mile walk from the parking lot, a one mile paved path and one mile dune trail); at Stevensville, a 16 minute drive north on Interstate 94 Warren Dunes State Park: 4 miles north on Red Arrow Highway, Sawyer (7 minute drive); requires fee to enter, 2000 acres, six miles of hiking trails, three miles of Lake Michigan coastline, beaches, rugged dune formation rises 260 feet above the lake Beach Bucket Fudge & Popcorn: ice cream shop 4 miles north at 12021 Red Arrow Highway, Sawyer (7 minute drive) Falatics Meat Market: incredible place, 12236 Red Arrow Hwy, Bridgman (269) 426-3224 (6 minute drive). Order ahead for curbside pick up. Greenbush Brewing Company: taproom, annex and beer garden (3 miles north / 7 minute drive; Sawyer Road) Sawyer Home & Garden Center: myriad fresh produce, wine, flowers (3 mile drive; north side of Sawyer Road) Sawyer Market & Deli: grocery store and ice cream shop with excellent pre-bake pies at the deli (finish baking them at home) (269) 426-4646 (3 mile drive; south side of Sawyer Road) Cafe Gulistan: tasty Middle Eastern restaurant and wine bar, Harbert (1 mile) Luisa’s Cafe & Harbert Swedish Bakery: coffee cake, pastry, donuts, bread etc. at the bakery; lovely fresh-cooked breakfast or lunch in attached restaurant (.8 mile / 15 minute walk) Capozio’s: Tasty pizza, south to 13982 Red Arrow Highway, Harbert (4 miles / 4 minute drive) Thursday to Sunday (269) 469-4001 Red Arrow Roadhouse: the classic, south to 15710 Red Arrow Highway, Union Pier (269) 469-3939 burgers, salads, whitefish, crab cakes, ribs, fun (9 minute drive) The Wine Sellers: lovely wine shop at the southern end of Union Pier, 16409 Red Arrow Hwy Ghost Isle Brewery: restaurant and brewery, views of sweeping marsh and wetlands, 17684 U.S. Highway 12, New Buffalo;sandwiches, BBQ, seafood; seasonal, ethnic flair Barney’s Market: grocery store in New Buffalo Oink’s Ice Cream and Yogurt: famous ice cream shop in New Buffalo Stray Dog Bar & Grill: 245 N Whittaker Street, New Buffalo Beer Church Brewing Company: wood fire pizza, small plates and small batch beer in re-purposed church 24 S Whittaker Street, New Buffalo Acorn Theater: live music, comedy and drama 107 Generation Drive, Three Oaks Vickers Theatre: historic movie house at 6 N Elm Street, Three Oaks Three Oaks art galleries: along Elm Street — Studio B Gallery, art gallery at the Vickers Theatre, Judy Ferrara Gallery, Trilogy Antiques and Design (13 minute drive, take Three Oaks Road) Harbor Country chamber of commerce: find out about road construction as well as Covid-19 "stay safe" and retail curbside pick up info as well as other events.

Living My Best Life w Private Gordon Beach Access

Union Pier, MI, US
3 Bedrooms 10 Guests
Sep 8 - 10
$917 night

With private beach access and amazing amenities nearby, this vacation home is R-and-R heaven! The chic open design of the LR-DR-Kitchen, vaulted ceilings, and wall of windows will put you in Relax Mode. Cozy up to one of two stone fireplaces, cook in the custom Chef’s Kitchen, or enjoy coffee at the island, breakfast nook, or family room. The Primary bedroom has a spa tub and tiled walk-in shower. Add a wraparound deck, screened porch, outdoor hot tub, and a firepit. Boom. Stepping in the front door, you’ll be swept up by the spacious, elegant open design, with its breathtaking wall of windows, cathedral ceilings, and superb natural lighting. When it’s time to chill, you can opt to recline in front of a roaring fire with your favorite beverage in hand EITHER in the living room OR in the family room – knowing BOTH have those amazing walls of windows. The fully equipped, custom Chef’s Kitchen features high-end appliances, a stone-top island and waterfall counter, plus everything you need to make delicious vacation meals and snacks, or excellent Keurig-made coffee. There’s also a breakfast nook and dining table to gather around. And for a change of pace, head out to the furnished screened porch with a glass of vino, play some cards, and enjoy the birdsongs coming from the surrounding trees. Upstairs, you’ll find another spacious, comfy area to lay back, read a book, do yoga, or simply reflect on The Good Life! Besides the stylish décor, excellent natural lighting, and plentiful storage space, each of the bedrooms is highlighted by our use of high-quality bedding and linens to ensure a sound sleep and sweet dreams. MAIN FLOOR Bedroom 1: 1 King Bed Bedroom 2: 1 King Bed Living Room: Queen Sleeper Sofa UPSTAIRS FLOOR Primary Bedroom: 1 King Bed Loft: Ultimate Sleepover with 4 Twin Beds The designer bathrooms feature deluxe vanities and fixtures, luxurious tile walk-in showers – and in the Primary Bathroom, a spa-style tub – and all the essentials you and your guests may require. There’s also a top-quality washer/dryer to handle your laundry needs. Outside, you’ll find a large wraparound deck, upon which you can chill out, soak in the sunshine, and talk amongst yourselves to your heart’s content. After a day at the beach, unwind in the private hot tub, surrounded by trees and fresh lake air. At night, you can gather with your guests around the firepit, count falling stars, and enjoy the peaceful, easy feeling a vacation here brings forward. If kids want to play outside, there’s a nice lawn area, too, in the midst of the professionally landscaped yard. And lest we forget to mention it again – because it bears repeating – you and your guests are just a short walk, on a private access pathway, from exclusive Gordon Beach and its majestic, crystal sand shoreline of Lake Michigan. Yes, yes, yes! Besides being just a short walk from the majestic, crystalline sand of exclusive Gordon Beach on Lake Michigan AND some great spots to eat, drink, and be merry in Union Pier – including several fine dining restaurants, a brewery, a wine and spirits tasting room, and quaint antique shops – you’re also super-close to the many popular restaurants, coffee shops, stylish boutiques, distinguished art galleries, and nightlife of downtown New Buffalo! Plus, you can enjoy the countless activities afforded by being a stone’s throw from the region’s largest recreational harbor – including boat, jet-ski, kayak, paddleboard, and other watercraft rentals, as well as fishing expeditions and day or evening cruises – and all sorts of woodland, lake, and riverside parks with hiking and biking trails galore. In addition, Warren Dunes State Park is close by, with its 2,000 acres of amazing sand dunes, gorgeous beachfront, hiking and biking trails, and extraordinary birdwatching! Many of our guests also relish visiting New Buffalo’s Oselka Park, which has baseball fields, playground equipment, and tennis courts. And being so centrally located, there are plenty of nearby fun activities to keep you busy during your vacation, including: • Multiple Public Lake Michigan Beaches • Farmers’ Markets • Seasonal Festivals • Breweries and Brew-pubs • Local award-winning Wineries and Wine Tours • Golf courses … and more! To ensure a safe and compliant stay, all guests are required to complete identity verification prior to check-in. A valid government-issued photo ID will be collected and verified, and the name on the ID must match the credit card used for payment. When applicable, a background screening may also be required as part of the booking process. All guests are required to review and sign Juniper Holiday + Home’s Guest Occupancy Agreement prior to check-in. While we understand that events can affect your trip, it is our policy to stick to the agreed-upon cancellation policy in the listing. We recommend purchasing vacation travel insurance if you suspect you may need to cancel your reservation. The minimum age to rent this home is 25. The pool is seasonal and will be open from Memorial Day Weekend - Labor Day. Specific Open and closure dates are scheduled by the local pool vendor. We welcome up to 2 dogs at this home at no additional charge. Please include the number of pets you plan to bring or let our team know after booking.  Out of respect for our staff and their families, we do not permit check-ins or outs on Thanksgiving Day or Christmas Day. Thank you for your understanding. Permit No: PRyy0054

Walk to Beach, Chic Modern-Metro Vacay Home & Deck

Union Pier, MI, US
5 Bedrooms 10 Guests
Sep 7 - 9
$693 night

Enjoy the best of Union Pier, just steps from your door in this well-appointed modern retreat near Townline Beach. Townline Treasure is a striking 5BR/3.5BA home with soaring ceilings, expansive windows, and warm contemporary finishes. This spacious getaway features seamless indoor-outdoor living, a designer kitchen, a private deck with a fire table, and a game-ready garage with ping-pong, perfect for family vacations, couples, and group escapes. Designed for effortless gathering, the home’s light-filled main level combines contemporary style with exceptional comfort. Soaring vaulted ceilings, expansive windows, and warm hardwood floors create an open, airy atmosphere where every space feels connected. Relax in the inviting living area before stepping onto the spacious deck through oversized glass doors. The fully equipped designer kitchen features quartz countertops, stainless steel appliances, open shelving, and a large island that keeps everyone connected while meals are prepared. Just beyond, the dining table comfortably seats eight, making it the perfect setting for shared dinners, celebrations, game nights, or slow mornings before a day at the beach. Each bedroom is the perfect combination of comfort and style, featuring high-quality bedding and premium linens to ensure a restful night’s sleep. Every furnishing and décor piece has been carefully selected to create a space that is both beautifully designed and thoughtfully functional. UPPER LEVEL Master Bedroom: King Bed Bedroom 2: Single Bunk Bed Bedroom 3: Queen Bed MAIN LEVEL Bedroom 4: Double Bed Bedroom 5: Double Bunk Bed Townline Treasure features 3.5 stylish bathrooms thoughtfully distributed across both levels to comfortably accommodate groups of all sizes. The primary ensuite features a spacious glass walk-in shower and custom vanity, while the upper-level shared bathroom includes a tub/shower combination, ideal for families. On the lower level, guests will find a full bathroom with a walk-in shower, plus a convenient powder room. A dedicated laundry room with a full-size washer and dryer makes extended stays easy and hassle-free. Make the most of Michigan’s warm seasons on the spacious elevated deck, complete with comfortable lounge seating, an outdoor dining area, and a fire table for relaxing evenings under the trees. The private, tree-lined yard offers plenty of open green space for kids to play and guests to unwind, while the home’s peaceful wooded setting provides a quiet retreat just moments from Townline Beach and the best of Union Pier. When you’re ready for some friendly competition, head to the oversized garage, thoughtfully set up with a ping-pong table and additional space for games, making it the perfect hangout for guests of all ages. What you’ll love most about Townline Treasure is its outstanding location, with Townline Beach just to the west and Union Pier’s shops and restaurants to the east. Walk to Black Currant Bakery for fresh coffee and donuts, rent a bike from Red Arrow Ride to explore the scenic non-motorized trail along Red Arrow Highway, or spend the day relaxing on the sandy shores of Lake Michigan. Beyond the beach, discover Harbor Country’s renowned wineries, breweries, farm markets, boutique shopping, and exceptional dining, or explore nearby New Buffalo, Three Oaks, and Sawyer. Outdoor enthusiasts can enjoy kayaking, paddleboarding, hiking through towering sand dunes, birdwatching, fishing, and countless opportunities to experience Southwest Michigan’s natural beauty. Whether you’re planning a relaxing lakeside escape or an adventure-filled getaway, Union Pier offers the perfect blend of recreation, charm, and year-round appeal. Guests will have exclusive access to the entire home during their stay, including all indoor living spaces, the elevated outdoor deck, private yard, laundry room, and attached garage game area featuring a ping-pong table. The garage is available for recreation only and is not available for vehicle parking. Guests may park in the driveway. Self check-in is provided with a smart lock, allowing for a seamless arrival at any time after check-in. A car is recommended for making the most of your stay, though you’ll find plenty within walking distance. Townline Beach, Black Currant Bakery, Red Arrow Ride bike rentals, local restaurants, and neighborhood shops are all just a short stroll away. From the home, it’s only a quick drive to New Buffalo, Three Oaks, Sawyer, Bridgman, and other Harbor Country destinations, where you can explore wineries, breweries, golf courses, parks, farmers’ markets, and local attractions. Free parking is available in the driveway, making it easy to come and go throughout your stay. To ensure a safe and compliant stay, all guests are required to complete identity verification prior to check-in. A valid government-issued photo ID will be collected and verified, and the name on the ID must match the credit card used for payment. When applicable, a background screening may also be required as part of the booking process. All guests are required to review and sign Juniper Holiday + Home’s Guest Occupancy Agreement prior to check-in. While we understand that events can affect your trip, it is our policy to stick to the agreed-upon cancellation policy in the listing. We recommend purchasing vacation travel insurance if you suspect you may need to cancel your reservation. The minimum age to rent this home is 25. A non-refundable Accidental Damage Waiver is included with your reservation. This waiver covers accidental damage or loss to the rental property caused by you or members of your party up to a maximum of $2,000. This plan does not cover intentional acts, gross negligence, or willful misconduct. We welcome up to 2 dogs at this home at no additional charge. Please include the number of pets you plan to bring or let our team know after booking. Out of respect for our staff and their families, we do not permit check-ins or check-outs on Thanksgiving Day or Christmas Day. Thank you for your understanding. Permit No: PR240040 License number: New Buffalo Township - PR240040

Cozy Luxury Bungalow with Hot Tub & EV Charger

Sawyer, MI, US
3 Bedrooms 8 Guests
Aug 25 - 27
$225 night

The White Owl is a 3BR-2½BA home with radiant heat floors and elegant furnishings. The living room offers great views and a gas fireplace. The kitchen features high-end appliances. The primary bedroom has a king bed and chic bath with twin marble vanities and a walk-in shower. One guest room has a queen bed, the other has bunk beds (twin, full) with a twin trundle. Includes 3 Smart TVs, EV charger, outdoor hot tub, fire pit, and patio. Near beaches, cafes, pubs, shops, and more! Enchanting and richly designed, this home’s newly upgraded interior is brimming with elegant yet comfortable furnishings throughout! The living room features a cozy gas fireplace, lots of light, and great views of the patio and backyard. The well-stocked kitchen comes with high-end appliances, a butcher-block breakfast nook with stools, and all the utensils and cookware you need. Each bedroom is a perfect combination of comfort and style – we use only high-quality bedding and linens to ensure a good night’s sleep. All the furnishings and décor are hand-selected with aesthetic appeal and practical use in mind. Bedroom 1: King Bed Bedroom 2: Queen Bed Bedroom 3: 1 Bunk Bed (Twin-over-Full) + Trundle Bed (Twin) The sumptuous primary ensuite has a luxurious bathroom with twin sinks, marble vanities, and a walk-in shower. The other 2 bathrooms (one powder room and one full) are styled with classic fixtures and handsome wooden cabinetry, and the full bath has a whirlpool tub that is ideal for bathing children after a fun day of play. Radiant heat in concrete floors throughout. Includes high-speed internet, 3 Smart TVs (in the master bedroom, one guest bedroom, and the living room), an EV charger, and outdoor living space with a hot tub, gas grill, fire pit, and patio furnishings. Located near the fabulous beaches at Warren Dunes State Park, outstanding craft-brew pubs, restaurants, coffeehouses, boutique shops, golf, and summer and winter activities galore. Perfect for families, there are school sports fields behind the house (a 1-minute walk) with a basketball court, soccer field, picnic tables, and even frisbee golf. When it’s time for some fun in the water, Harbert Beach is only a 4-minute drive or 10-minute bike ride away! Harbert is a delightful destination with a range of activities and attractions for visitors. For those who love antiques, the Harbert Antique Mall is a fantastic place to explore unique items from various vendors, offering a variety of vintage collectibles and decor pieces. Nature enthusiasts will find the Harbert Road Nature Preserve a serene spot for hiking, bird watching, and enjoying the natural beauty of the area. Additionally, Harbert Community Park is a family-friendly location featuring a Little League baseball field, playground, fishing pond, sand volleyball courts, and a dog park. In the winter, the park transforms into an ice skating rink and a smaller rink for young children, complete with free ice skates. Art lovers should not miss the Judith Racht Gallery, which showcases contemporary art and fine crafts, highlighting the talents of local artists. For a culinary treat, Cafe Gulistan offers delicious Mediterranean cuisine, making it a popular dining spot in Harbert. The town is also known for its beautiful beaches along the Lake Michigan shoreline, perfect for relaxing, engaging in water activities, or simply soaking in the stunning views. Additionally, the nearby Round Barn Winery provides a great escape with wine tastings, live music events, and delightful food, offering a taste of local flavors. The White Owl does not have garage access. The EV charger is conveniently located on a hook beside the garage’s exterior door. The school sports fields behind the house are currently under construction. A dedicated EV charger is available for guest use. Tesla vehicles require a compatible adapter to use the charger. There is no 220V outlet available for plugging in portable EV charging equipment. To ensure a safe and compliant stay, all guests are required to complete identity verification prior to check-in. A valid government-issued photo ID will be collected and verified, and the name on the ID must match the credit card used for payment. When applicable, a background screening may also be required as part of the booking process. All guests are required to review and sign Juniper Holiday + Home’s Guest Occupancy Agreement prior to check-in. While we understand that events can affect your trip, it is our policy to stick to the agreed-upon cancellation policy in the listing. We recommend purchasing vacation travel insurance if you suspect you may need to cancel your reservation. The minimum age to rent this home is 25. Pets are not allowed at this home. A non-refundable Accidental Damage Waiver is included with your reservation. This waiver covers accidental damage or loss to the rental property caused by you or members of your party up to a maximum of $2,000. This plan does not cover intentional acts, gross negligence, or willful misconduct. Out of respect for our staff and their families, we do not permit check-ins or check-outs on Thanksgiving Day and Christmas Day. Thank you for your understanding. Permit No: STR-25-0176 License number: STR-25-0176

Uber-Stylish Home - Private Beach Access&Fire Pit

Union Pier, MI, US
4 Bedrooms 10 Guests
Sep 7 - 9
$594 night

This dreamy 4BR/3BA getaway is nestled in the Gordon Beach Association, offering a private beach, peaceful community, and proximity to Union Pier and New Buffalo. The light-filled open living area features elegant furnishings, a stone fireplace, and a beautifully appointed kitchen (marble island) and baths (1 with walk-in shower). It also includes a large screened porch, gas grill, and lush backyard. Just minutes to popular SW Michigan attractions! Walk in the front door to find a cozy living area with a stone-trimmed fireplace for chillier weather, bookshelves stocked with books and games, and an open dining area with a harvest table that seats 8. Continue into the kitchen, which is styled with quartz counters, white oak custom cabinetry, and an island with seating for three. Adjacent to the kitchen is a lounge area with comfy seating and a flat-screen TV. Out the back door is a spacious outdoor living area overlooking the large backyard. The screened porch is where you’ll love to be on summer evenings, listening to the frogs sing and reminiscing about your day at the beach. Each bedroom is a perfect combo of comfort and style—we use only high-quality bedding and linens to ensure a good night’s sleep. Plus, all the furnishings and décor are hand-selected with aesthetic appeal and practical use in mind. MAIN LEVEL: Bedroom 1: King bed, ensuite Bedroom 2: 2 Twin Beds UPPER LEVEL: Bedroom 3: Queen bed Bedroom 4: 2 Twin Bunk beds + trundle The main level primary ensuite has a lovely bath with a walk-in tile shower, private water closet, and beautiful custom cabinetry. A second full bath with a walk-in shower is across the hall. Upstairs, there’s a full bath with a combination tub/shower, plus a vanity and toilet in a separate space, making it easy for everyone to share. Upstairs also has plenty of play space for younger visitors. A small loft lounge area offers a little couch for relaxing with a book or puzzle, and there is also a Pack ‘N Play and high chair available for the littlest travelers. Laundry facilities and supplies are conveniently located on the main level. Step out the front door and it’s a 5-minute walk to the private Gordon Beach access point, where you can take a long walk hunting for beach glass, enjoy a swim, nap in the sun, or soak up a glorious southwest Michigan sunset during any season. For those looking to explore nature, nearby Galien River County Park provides a serene escape into Michigan’s lush landscapes. Hike along scenic trails that meander through forests and along riverbanks, perfect for birdwatching and picnicking amidst tranquil surroundings. Union Pier also boasts a vibrant arts scene, with local galleries showcasing the talents of regional artists. From colorful paintings to intricate sculptures and handmade crafts, these galleries offer a glimpse into the creative spirit of the community and provide opportunities to find unique souvenirs. When hunger calls, Union Pier offers a variety of dining options to satisfy every palate. Enjoy fresh seafood, farm-to-table dishes, or casual fare at charming eateries overlooking the lake. Nearby wineries and breweries add to the culinary experience with tastings of local wines and craft beers. Whether you’re seeking relaxation on the beach, outdoor adventures in nature, artistic inspiration, or culinary delights, Union Pier invites you to unwind and enjoy the simple pleasures of lakeside living. From June 15 - August 24, this home has a 7-day minimum with check-ins/outs on Saturdays only. To ensure a safe and compliant stay, all guests are required to complete identity verification prior to check-in. A valid government-issued photo ID will be collected and verified, and the name on the ID must match the credit card used for payment. When applicable, a background screening may also be required as part of the booking process. All guests are required to review and sign Juniper Holiday + Home’s Guest Occupancy Agreement prior to check-in. While we understand that events can affect your trip, it is our policy to stick to the agreed-upon cancellation policy in the listing. We recommend purchasing vacation travel insurance if you suspect you may need to cancel your reservation. The minimum age to rent this home is 25. A non-refundable Accidental Damage Waiver is included with your reservation. This waiver covers accidental damage or loss to the rental property caused by you or members of your party up to a maximum of $2,000. This plan does not cover intentional acts, gross negligence, or willful misconduct. Due to the owner’s severe allergies, pets are not allowed at this home. There is a security camera on the front of the house overlooking the driveway and road. Out of respect for our staff and their families, we do not permit check-ins or check-outs on Thanksgiving Day and Christmas Day. Thank you for your understanding. Permit No: PRyy0061 License number: PRyy0061

Harbor Ctry-Gorgeous Cape Cod Home- 2 Wooded Acrs

Sawyer, MI, US
4 Bedrooms 8 Guests
Aug 26 - 28
$272 night

This elegant vacation home features vaulted ceilings, a stacked stone fireplace, and a 4-season room/den with a flat-screen TV and great wooded views. All 4 spacious bedrooms are stylish and comfy, with chic tiled bathrooms featuring walk-in showers, a soaking tub, or dual vanity sinks. The chef’s kitchen is fully equipped for tasty meals. Relax on the large patio with a fire pit or unwind with ping pong and a movie. Explore nearby parks, cafes, and nightlife for a memorable stay! "Luxurious" is the perfect word to describe this home’s gorgeous common social spaces—and yet the lush furnishings and décor have also been hand-selected with a focus on keeping things cozy and comfortable throughout. We’re sure you and your guests will find the living room a regular gathering place, with its amazing stacked stone, wood-burning fireplace—with a gas starter—and breathtaking cathedral ceilings. The cherrywood floors add a richness to the space, too! Bring a glass of your favorite beverage and step through the sliding glass doors to enjoy a superb 4-season room/den with a large flat-screen TV and plenty of seating options. You’ll also have magnificent views of the surrounding woodlands. Back inside the chef’s kitchen, there are all the essentials for making excellent vacation meals, including top-end stainless-steel appliances and a granite-top island for prepping or simply chatting around. Upstairs, there’s a great flex space—use its in-home office amenities or hang out with the kiddos or challenge friends and family to a lively game of ping-pong on the full-size table. We should mention that this home is also pet-friendly—just let us know in advance if you’re bringing a beloved pet. In each of the 4 super-comfy bedrooms, we use only high-quality bedding and linens to ensure a cozy, sound sleep. They all have stylish furnishings and décor, great lighting, and lots of storage space. MAIN LEVEL Primary Bedroom: 1 King bed + Ensuite bathroom with walk-in shower + soaking tub UPSTAIRS LEVEL Bedroom 2: 1 Queen bed Bedroom 3: 1 Queen bed Bedroom 4: 1 Full bed The luxurious primary bathroom is highlighted by a tiled walk-in shower, a soaking tub, and stone-top dual vanity sinks, while the other full bath also has a walk-in tiled shower and deluxe vanity. The half-bath is nicely appointed and has all the necessities. There’s also a laundry room upstairs with a high-end washer and dryer to handle all your laundry needs. There’s nothing but the extraordinary beauty of nature surrounding Pete’s Place. The 1.7 acres of property are blessed with some of the Midwest’s most glorious trees, flora, and fauna. When you grab a seat on the patio (there’s a nice outdoor dining set there), you’ll be swept up in the peace and tranquility, along with the birdsongs all around you. For the times when sitting by a firepit with a drink in hand is what you want, we’ve got you covered there, too! Given Pete’s Place is in Sawyer, Michigan, one of the most charming of all eight culturally-rich Harbor Country towns, you’re also just a few minutes from Cherry Beach, with the opportunity—whenever you and your guests are in the mood—to head over and enjoy one of Lake Michigan’s most popular crystalline-sand beaches. There are also numerous nearby parks, one of which is particularly stunning: Warren Dunes State Park, featuring hiking- or biking trails galore, plus plenty of water-related activities to explore, including boat, kayak, jet-ski, canoe, and paddleboard rentals. You’ll also be super-near acclaimed art galleries, antique shops, boutiques, and restaurants, as well as coffee shops, brewpubs, and wineries. To ensure a safe and compliant stay, all guests are required to complete identity verification prior to check-in. A valid government-issued photo ID will be collected and verified, and the name on the ID must match the credit card used for payment. When applicable, a background screening may also be required as part of the booking process. All guests are required to review and sign Juniper Holiday + Home’s Guest Occupancy Agreement prior to check-in. While we understand that events can affect your trip, it is our policy to stick to the agreed-upon cancellation policy in the listing. We recommend purchasing vacation travel insurance if you suspect you may need to cancel your reservation. The minimum age to rent this home is 25. A non-refundable Accidental Damage Waiver is included with your reservation. This waiver covers accidental damage or loss to the rental property caused by you or members of your party up to a maximum of $2,000. This plan does not cover intentional acts, gross negligence, or willful misconduct. We welcome up to 2 dogs at this home at no additional charge. Please include the number of pets you plan to bring or let our team know after booking.  Out of respect for our staff and their families, we do not permit check-ins or check-outs on Thanksgiving Day and Christmas Day. Thank you for your understanding. Permit No: STR-25-0161

Loma House - Pool, Hot Tub & Sauna walk to Lake MI

Harbert, MI, US
4 Bedrooms 10 Guests
Aug 26 - 28
$808 night

Loma House is on a wooded lot near Warren Dunes, a short walk from Lake Michigan’s sandy beach and dune trails. A seasonal heated pool, year-round hot tub and cedar sauna define outdoor living, while a large kitchen, 2 living areas + 4 bedrooms create a polished retreat for families and friends who want a refined Harbor Country stay close to the shore. With serene outdoor spaces and inviting amenities, it’s the ideal space for unforgettable gatherings, getaways and vacations the kids will love. Inside, the main level centers around a larger kitchen with room for shared cooking, conversation, and unhurried meals. Two sitting areas provide separate zones for movies, games, or quieter time, each with a smart TV for film nights after the beach or pool. Tall ceilings and refreshed finishes keep the interior bright and the second family room offers plush seating and a wood-burning fireplace. Each bedroom is thoughtfully styled with plush bedding, warm lighting, and serene design touches. The bonus den, complete with a pop-up sofa and sliding barn door, provides an additional cozy retreat. UPPER LEVEL Primary Bedroom: King Bed Bedroom 2: King Bed Bedroom 3: King Bed + Air Mattress LOWER LEVEL Bedroom 4: King Bed + Queen Bed OTHER SLEEPING AREA Living Room: Pull-out Couch With 3.5 beautifully updated bathrooms featuring subway tile showers, modern sinks, and stylish hardware, the home provides a comfortable, spa-like retreat for guests. The well-equipped laundry room with premium LG appliances and organized storage adds everyday convenience to your stay. Outside, the yard feels sheltered by mature trees that mark the edge of the property. The heated saltwater pool is seasonal, typically open from mid-May to early October, with space around it for loungers and relaxed afternoons between dune hikes. The hot tub operates year-round, and the cedar sauna sits just off the deck for a warm pause after cool lake swims or winter walks. A fire pit set beneath the trees becomes the natural endpoint to many days here, with room for story-filled evenings and stargazing once the pool lights dim. The lawn gives space for play and lawn games, while the deck works well for serving casual dinners after time at the beach or the park. Surrounded by the best of Harbor Country, Loma House puts you minutes from Warren Dunes State Park, Lake Michigan beaches, and miles of wooded hiking trails. Spend afternoons wine tasting at local vineyards, exploring artisan markets, or visiting farm stands and orchards. Enjoy craft breweries, boutique shopping, and award-winning dining, or head out for kayaking, biking, fishing, or scenic sunset walks along the shoreline. Please note that there is ongoing construction within the neighborhood. Guests may occasionally see or hear construction activity during daytime hours. While this activity is beyond our control, we want guests to be aware when planning their stay. To ensure a safe and compliant stay, all guests are required to complete identity verification prior to check-in. A valid government-issued photo ID will be collected and verified, and the name on the ID must match the credit card used for payment. When applicable, a background screening may also be required as part of the booking process. All guests are required to review and sign Juniper Holiday + Home’s Guest Occupancy Agreement prior to check-in. While we understand that events can affect your trip, it is our policy to stick to the agreed-upon cancellation policy in the listing. We recommend purchasing vacation travel insurance if you suspect you may need to cancel your reservation. The minimum age to rent this home is 25. A non-refundable Accidental Damage Waiver is included with your reservation. This waiver covers accidental damage or loss to the rental property caused by you or members of your party up to a maximum of $2,000. This plan does not cover intentional acts, gross negligence, or willful misconduct. We welcome up to one dog at this home at no additional charge. Please include your dog in the reservation details or let our team know after booking.   Garage parking is NOT available for this home. Out of respect for our staff and their families, we do not permit check-ins or check-outs on Thanksgiving Day and Christmas Day. Thank you for your understanding. Permit No: STR-25-0151

2-Acres, HotTub, Pickleball&BB, Game Room, Firepit

Sawyer, MI, US
7 Bedrooms 14 Guests
Aug 31 - Sep 2
$890 night

Elegantly furnished and comfy throughout, this spacious home is perfect for a large group. The 3-bedroom Main House features a Chef’s Kitchen and 4 dining/entertaining areas with woodland views. Relax by the fireplace or watch a movie! The Guest Cottage offers 4 spacious suites, each with a private bathroom, deck, and Apple TV. Outside, enjoy a hot tub, 2 decks, 2 gazebos, and a firepit. Plus, there’s pickleball, bocce ball, and more. Boom. Stepping into Rabbit Run, you and your guests will immediately be swept up by the remarkable sense of style and taste throughout this exquisite vacation rental home. With a combination of open design and adjoining living spaces, each room has been professionally designed to create a sumptuous yet relaxed ambiance. The fully equipped Chef’s Kitchen is a common place to gather for morning coffee or a bite of breakfast around the cute nook. Delicious vacation meals are easier to make when you’ve got this kitchen’s top-of-the-line appliances, excellent cookware, and plenty of room to move—and two dishwashers! The formal dining table seats 10, but there are plenty more seating and eating options nearby for larger groups. The family room’s cushy couches, gas fireplace, and cable-Apple TV make for another alternative dining—or wine-sipping—spot. The amazing woodland views add an extra-inviting vibe to the living room, where there’s also a book library with hundreds of titles, including kids’ books, plus board games and puzzles galore, and a good collection of DVDs and VHS movies. In addition to 3 bedrooms in the main house, there are 4 separate "suites" that have their own entrances in the front and back. The 2 upstairs suites are accessed via a common door and have access to a deck in the back with stairs down to the backyard. While these suites are "attached to the main house," you cannot reach the main house without going outside and walking to it. We cannot overstate how truly lush and beautifully styled each bedroom is—including flat-screen Apple TVs in many of the rooms. From the choicest furnishings and hand-selected art and décor to the lavish bedcovers and top-quality linens and pillows, no detail was left undone to provide a rich vacation experience and ensure a sound sleep and Sweet Dreams for you and your guests. MAIN HOUSE Bedroom 1: 1 queen bed Bedroom 2: 1 queen bed Bedroom 3: 2 twin beds GUEST SUITES Bedroom 4: 1 queen bed Bedroom 5: 1 queen bed Bedroom 6: 1 queen bed, 1 twin sofa bed Bedroom 7: 1 queen bed, 1 twin sofa bed It should come as no surprise that each of the 6 bathrooms is richly appointed with luxurious detailing, premium fixtures, and all the essentials. You and your guests will enjoy a mix of tiled walk-in showers, claw-foot soaking tubs, or handsome shower tubs with rain-shower heads, plus gorgeous custom vanities and chic metro styling and lighting. There’s also a nicely equipped laundry area with a high-quality washer and dryer for all your laundering needs. Your outdoor relaxation options are many and plentiful here at Rabbit Run. Starting with America’s most popular sport—pickleball! We have a private and exclusive court that also doubles as a basketball half-court. Anyone wanting to try their hand at bocce ball, we’ve got a set-up for those interested. And if ping-pong is your jam, there’s a fabulous table set up in the party barn—a fun vibe runs free out there! There are two furnished decks for when you and your guests want to mingle, birdwatch, or just share a drink and chat together. By the way, there’s a gas grill for barbecuing, too! Another option is chilling out at either of the two gazebos out on the lawn. Or maybe you’d like to while away some time counting stars around the firepit—we’ve got you covered there, too. If there are kids in your party, the huge lawn area will offer them an open invitation to run around and play to their heart’s content! Last but not least, two porches have been furnished with comfy couches for those seeking a little ‘me’ time to simply enjoy the birdsongs on a vacation morning, afternoon, or evening. Besides the fact that Rabbit Run is in Sawyer, Michigan—one of the most charming of all eight culturally rich Harbor Country towns—you’re also just a few minutes from Cherry Beach, providing you and your guests with the opportunity to head on over to enjoy one of Lake Michigan’s most popular crystalline-sand beaches. There are also numerous nearby parks, one of which is the majestic Warren Dunes State Park, featuring over 1,500 acres of hiking and biking trails galore through an extensive network of richly forested, spectacular sand dunes—featuring some renowned birdwatching opportunities—plus plenty of water-related activities to be explored, including boat, kayak, jet-ski, canoe, and paddleboard rentals. You’ll also be super-near acclaimed golf courses, art galleries, antique shops, boutiques, and restaurants, as well as coffee shops, brew-pubs, and wineries. Go ahead, people… have at it! As a final note, we should add this vacation rental property is pet-friendly—up to 2 dogs are uber-welcome here! To ensure a safe and compliant stay, all guests are required to complete identity verification prior to check-in. A valid government-issued photo ID will be collected and verified, and the name on the ID must match the credit card used for payment. When applicable, a background screening may also be required as part of the booking process. All guests are required to review and sign Juniper Holiday + Home’s Guest Occupancy Agreement prior to check-in. While we understand that events can affect your trip, it is our policy to stick to the agreed-upon cancellation policy in the listing. We recommend purchasing vacation travel insurance if you suspect you may need to cancel your reservation. The minimum age to rent this home is 25. A non-refundable Accidental Damage Waiver is included with your reservation. This waiver covers accidental damage or loss to the rental property caused by you or members of your party up to a maximum of $2,000. This plan does not cover intentional acts, gross negligence, or willful misconduct. We welcome up to 2 dogs at this home at no additional charge. Please include the number of pets you plan to bring or let our team know after booking.  Out of respect for our staff and their families, we do not permit check-ins or check-outs on Thanksgiving Day and Christmas Day. Thank you for your understanding. Permit No: STR-25-0178

Walk to Journeyman Distillery - Pet-Friendly House

Three Oaks, MI, US
3 Bedrooms 8 Guests
Aug 24 - 26
$195 night

Located just steps from Journeyman Distillery, The Fourth Oak offers the perfect spot for those looking to enjoy the vibrant atmosphere of Three Oaks. With the distillery’s craft cocktails and the cozy Staymaker Restaurant just a short walk away, your days can start and end with great local drinks, food, and live music. After exploring the distillery or shopping downtown, return to your home base to unwind, grill in the backyard, or relax on the porch as the evening settles in. Upon walking in the front door, the charming coziness of the spacious living room invites you into a relaxing vacation atmosphere. With lots of comfortable seating options—including some vintage antique chairs—a gas fireplace, and a flat-screen TV, it’s a popular gathering spot. But then, so is the large, deluxe kitchen island, where drinks, snacks, and good conversation can be shared day or night. The island also has a built-in stovetop for preparing scrumptious vacation meals. The fully equipped kitchen has high-end appliances and is stocked with all the essentials to help with your and your guests’ cooking needs. The welcoming dining room features a table that seats 8, and it can also be used as a work-station with excellent Wi-Fi throughout the house. All of the super-comfortable rooms use top-quality bedding and linens to ensure a sound sleep and sweet dreams. Each room is stylishly decorated, with an emphasis on plush coziness. The living room has a sofa bed, so the total number of guests’ sleeping options is eight. MAIN FLOOR Bedroom 1: 1 Queen bed with ensuite bathroom Living Room: Sofa bed 2ND FLOOR Bedroom 2: 1 Queen bed Bedroom 3: Twin bunk beds The first-floor ensuite bathroom is highlighted by twin vanity sinks and an awesome clawfoot soaker tub-shower combo with a Rain Shower head. The upstairs full bathroom has a stylish walk-in tiled shower. There’s also a washer-dryer combo for any of your laundering needs. The huge lawn in the backyard will greet you and your guests—kids love it, too—and the gas barbecue grill can help you make mouthwatering meals to tickle your taste buds! There’s also a back porch, accessible from the kitchen, where you can chill to your heart’s content. Three quick notes to mention: the backyard is not fenced in, but this vacation rental is pet-friendly—just let us know about your 4-legged friend when you’re booking. You and your guests have full access to the house and yard, except for the basement and garage. Just a stone’s throw from the gorgeous shores of Lake Michigan, the super-charming village of Three Oaks is a superb vacation destination. Downtown Three Oaks offers great restaurants, cafes, tasty bakeries, and stylish boutiques. You’ll also be able to explore nearby parks, a farmers’ market, brewpubs, the popular Journeyman Distillery, and the much-heralded Acorn Theater, a Midwestern hub for the performing arts, featuring local and regional performers and renowned national and international artists. Our guests have raved about the natural beauty of nearby Warren Woods State Park, with its lush and well-maintained hiking trails and extraordinary birdwatching opportunities. Plus, there’s Granor Farm, a local organic farm that sells produce, serves meals, and offers a variety of educational opportunities. Being a historic town, Three Oaks also has the Vickers Theater, a showcase for nearly a century of high-quality cinema. Another advantage of staying at The Fourth Oak is being quite near the many popular restaurants, galleries, and boutique shops of downtown New Buffalo, as well as several majestic, crystal-sand Lake Michigan beaches! Plus, you can enjoy the many activities afforded by being a short drive from the region’s largest recreational harbor— including boat and other watercraft rentals, fishing expeditions, day or evening cruises, and all sorts of woodland, lake, and riverside parks with hiking and biking trails galore. Lest we forget to mention, the stunning Warren Dunes State Park is close by, with its 2,000 acres of amazing sand dunes, beachfront, wetland trails, and extraordinary birdwatching! You and your guests might also relish visiting New Buffalo’s Oselka Park, which has baseball fields, playground equipment, and tennis courts. And for even more variety, nearby Union Pier also has a number of great restaurants, coffee shops, and breakfast spots. Plus, being so centrally located, there are plenty of nearby fun activities to keep you busy during your vacation, including: • Local wineries • Art galleries • Antique shops • Golf courses …and more! To ensure a safe and compliant stay, all guests are required to complete identity verification prior to check-in. A valid government-issued photo ID will be collected and verified, and the name on the ID must match the credit card used for payment. When applicable, a background screening may also be required as part of the booking process. All guests are required to review and sign Juniper Holiday + Home’s Guest Occupancy Agreement prior to check-in. While we understand that events can affect your trip, it is our policy to stick to the agreed-upon cancellation policy in the listing. We recommend purchasing vacation travel insurance if you suspect you may need to cancel your reservation. The minimum age to rent this home is 25. We welcome up to 2 dogs at this home at no additional charge. Please include the number of pets you plan to bring or let our team know after booking.  Out of respect for our staff and their families, we do not permit check-ins or check-outs on Thanksgiving Day and Christmas Day. Thank you for your understanding. License number: N/A

Breathtaking Home on Lake MI w Priv Beach & VIEWS

New Buffalo, MI, US
6 Bedrooms 12 Guests
Sep 9 - 11
$1,055 night

Stay at a breathtaking luxury home on Lake Michigan with upgrades and amenities! Enjoy a private beach, two decks, lake view windows, a fireplace, and million-dollar views from a bluff. The chef’s kitchen features high-end appliances, and the custom dining table seats 12. There’s a cozy living room, sitting room, and screened porch. The sumptuous primary bedroom has a designer bath and deck access. Upstairs has 3 bedrooms and 2 baths; the lower level has 2 bedrooms and a bath. Pure luxury! The amazingly beautiful, family-friendly Shore House is nestled on a bluff overlooking Lake Michigan, and every square inch has been designed for vacation bliss! The three-story home sits at the top of the hill, boasting never-ending million-dollar views. Backyard entertainment features are truly epic here, with a private white sand beach, a lower chaise lounge sundeck, and an upper-level dining and entertainment area that runs the full length of the home. Inside, the Shore House’s main floor boasts a gorgeous chef’s kitchen with stainless-steel appliances, dining with a view and a table that expands to seat up to 12, an inviting living room with a fireplace, and an intimate sitting room that leads to a screened porch. A sumptuous ensuite defines the ultimate escape with never-ending views, access to the deck, and a designer bathroom that rivals a spa. Head upstairs to find three bedrooms and two full baths. The residence’s lower level has two more bedrooms and an additional full bath, and every space on each floor is lushly styled for luxury and comfort. SLEEPING CONFIGURATION MAIN LEVEL Bedroom 1: King bed UPPER LEVEL Bedroom 2: Queen bed Bedroom 3: Queen bed Bedroom 4: Queen bed LOWER LEVEL Bedroom 5: King bed Bedroom 6: Two twin-sized beds The Shore House features five well-appointed bathrooms. The primary ensuite includes a luxurious bathtub, walk-in shower, and double vanity. Near the entrance, there’s a bathroom with a walk-in shower, perfect for guests. The upper level has two bathrooms, each with a bathtub and shower-tub combo, conveniently located parallel to each other. The lower level offers a bathroom with a walk-in shower. Recently listed by Travel + Leisure magazine as one of America’s 50 Best Places to Travel, New Buffalo — just 70 miles from Chicago — is not just known for its pristine beaches but also its wide range of outdoor activities, fine restaurants and art galleries, vintage and antique stores, stylish boutiques, distinguished wineries, and local craft beer pubs. And the fact is, Harbor Haven is super-close to all of these! Plus, you’re less than a stone’s throw from the region’s largest recreational harbor, which includes boat, jet-ski, kayak, and other watercraft rentals, as well as fishing expeditions and day or evening cruises. There are all sorts of nearby woodland, lake, and riverside parks with hiking and biking trails galore, the most popular of which is Warren Dunes State Park, with its 2,000 acres of amazing sand dunes, gorgeous beachfront, and wetland trails, as well as its extraordinary birdwatching! You and your guests might relish visiting New Buffalo’s Oselka Park, which has baseball fields, playground equipment, and tennis courts. And for even more variety, nearby Union Pier also has a number of other great restaurants, coffee shops, and breakfast spots. Plus, being so centrally located, there are guided tours of local vineyards and award-winning breweries. To ensure a safe and compliant stay, all guests are required to complete identity verification prior to check-in. A valid government-issued photo ID will be collected and verified, and the name on the ID must match the credit card used for payment. When applicable, a background screening may also be required as part of the booking process. All guests are required to review and sign Juniper Holiday + Home’s Guest Occupancy Agreement prior to check-in. While we understand that events can affect your trip, it is our policy to stick to the agreed-upon cancellation policy in the listing. We recommend purchasing vacation travel insurance if you suspect you may need to cancel your reservation. The minimum age to rent this home is 25. Pets are not allowed at this home. A non-refundable Accidental Damage Waiver is included with your reservation. This waiver covers accidental damage or loss to the rental property caused by you or members of your party up to a maximum of $2,000. This plan does not cover intentional acts, gross negligence, or willful misconduct. Out of respect for our staff and their families, we do not permit check-ins or check-outs on Thanksgiving Day and Christmas Day. Thank you for your understanding. Permit No: PRyy0073 License number: PRyy0073

Explore Dunes, Lake MI, Breweries from Wonderwood

Harbert, MI, US
3 Bedrooms 8 Guests
Aug 25 - 27
$328 night

Wonderwood Cottage is a woodland retreat with layered interiors, rare privacy, and exquisite design throughout. Two screened porches, a fire pit and winding brick path through the trees create a sense of quiet retreat, while interiors pair warm woods, soft neutrals, and inviting textures with views that blur the line between indoors and out. Just minutes from Lake MI’s shoreline and Sawyer’s markets, breweries, and trails, the setting balances natural escape with easy access to everything local. THE SPACE Inside, the main gathering space centers around a Tuscany-inspired wood-burning fireplace framed by cathedral ceilings and rich wood floors. French doors open from the living and dining area to a screened porch with a peaceful view of the woods. The kitchen pairs unique character with purpose, offering treetop light and seamless flow to the living spaces. Another set of French doors leads from the family room to a larger screened porch, which opens to a deck with sweeping views ideal for unhurried meals and long conversations. Each bedroom is thoughtfully designed with its own personality, one bright and cheerful with golden tones and floral art, another grounded by rich colors and a handwoven rug. Downstairs, a playful bunk room features a Murphy bed, slide, and whimsical touches perfect for little adventurers. Soft lighting, crisp linens, and forest-facing windows create a peaceful atmosphere throughout. MAIN LEVEL Bedroom 1: Queen-sized bed Bedroom 2: Queen-sized bed LOWER LEVEL Bedroom 3: Murphy Full-sized bed and Twin Bunkbed The primary bath features a deep soaking tub, a walk-in rainfall shower, and a charming window that connects to the bedroom for natural light and a spa-like feel. Another full bathroom combines updated fixtures with warm, classic details like beadboard paneling and natural wood accents. On the lower level, a full bath and laundry area offer added flexibility, an ideal setup for longer stays and easy transitions after time at the lake. Outside, the cottage feels fully immersed in the landscape. Two screened porches with peaceful views of the surrounding trees offer shaded spots to relax, rain or shine. Adirondack chairs gather on the covered front porch beside a chiminea, and the wooded setting encourages unhurried walks, stargazing, and evenings by the fire pit. The atmosphere remains quiet and unhurried, shaped by the sound of wind through the trees and the glow of a fire after dark. Located in the heart of Harbor Country, Wanderwood Cottage places you minutes from some of Southwest Michigan’s most beloved destinations. Spend sunny days along the sugar-sand shores of Warren Dunes State Park, hike forested dune trails with sweeping lake views, or explore the artsy charm of nearby Three Oaks. Wine lovers will appreciate being close to local gems like Dablon, Round Barn, and Tabor Hill, while craft beer enthusiasts can unwind at Greenbush Brewing Co. or grab a bite at local favorites like Fitzgerald’s or Infusco. Farmers markets, antique shops, and boutique galleries line the scenic Red Arrow Highway, and come evening, live music, bonfires, and beach sunsets complete the perfect Michigan day. To ensure a safe and compliant stay, all guests are required to complete identity verification prior to check-in. A valid government-issued photo ID will be collected and verified, and the name on the ID must match the credit card used for payment. When applicable, a background screening may also be required as part of the booking process. All guests are required to review and sign Juniper Holiday + Home’s Guest Occupancy Agreement prior to check-in. While we understand that events can affect your trip, it is our policy to stick to the agreed-upon cancellation policy in the listing. We recommend purchasing vacation travel insurance if you suspect you may need to cancel your reservation. The minimum age to rent this home is 25. A non-refundable Accidental Damage Waiver is included with your reservation. This waiver covers accidental damage or loss to the rental property caused by you or members of your party up to a maximum of $2,000. This plan does not cover intentional acts, gross negligence, or willful misconduct. We welcome up to one dog at this home at no additional charge. Please include your dog in the reservation details or let our team know after booking.  The additional building featured in photos is for owner use only and not accessible to guests. Out of respect for our staff and their families, we do not permit check-ins or check-outs on Thanksgiving Day and Christmas Day. Thank you for your understanding. Permit No: STR-25-0358 License number: STR-25-0358

Lodge Retreat w Hot Tub,Firepit,Foosball,BBQ&POOL

New Buffalo, MI, US
4 Bedrooms 9 Guests
Aug 24 - 26
$601 night

If you fancy a fabulous vacation rental, look no further! This gorgeously designed and stylishly furnished 4BR-3.5BA woodland lodge offers beauty, comfort, and amenities galore: Chef’s Kitchen, majestic fireplace, flat-screen TVs, deluxe hot tub, two 4-season porches, 2 decks, gas grill, firepit, and access to a private community pool. Also, you’re super-near beaches, the region’s largest harbor, state parks, downtown shops, galleries, excellent restaurants, brewpubs, wineries, golf, and more! Our guests commonly say they’re swept up by the combination of spaciousness, natural beauty, and elegant design found upon stepping through the doorway of Lodged in the Trees. From the Great Room’s vaulted ceilings and rustic cypress columns and trusses to the magnificent stone fireplace and large windows bringing in wonderful natural light, you’ll feel the true spirit of R-and-R embracing you immediately. Posh and comfy living room couches and chairs provide fireside seating for sipping wine or simply chilling out to a movie or show on the large flat-screen TV. Hungry for a meal or snack? The high-end kitchen is fully equipped to help you serve up scrumptious food with joy and ease. With stainless-steel appliances, a Chef’s gas stove, a pro range hood, wraparound stone countertops, and all the primo cookware you could want, you’ll be able to fix up a great meal whenever the mood strikes! Morning coffee lovers? The breakfast nook is your hangout, but be aware—the Keurig habit may never leave you, as we provide only excellent coffee fixings for our guests! When your group feels it’s time for a formal meal, there’s a lovely dining room with great views to enjoy while sharing tasty vacation food together. Another popular gathering spot is the upstairs family room, with a cool game table, a dedicated laptop space, and more super-cushy places to sit, read a book, chat with your group, or simply do some peaceful reflection or meditation. Did we mention there are not one, but TWO 4-season porches, both handsomely furnished, in which y’all can relax and share some time being serenaded by the countless neighboring birds in the area? All four super-comfy, richly appointed bedrooms offer warmth and elegant lodge styling you and your guests will love, plus high-quality bedding and linens to ensure a sound sleep and sweet dreams. Deluxe ensuite bathrooms, flat-screen TVs, access to 4-season porches, and beautiful woodland and private ravine views are some of the bedroom highlights, as well as plenty of closet and storage space. MAIN FLOOR Primary Bedroom: 1 Queen bed + Ensuite Bathroom UPSTAIRS FLOOR Bedroom 2: 1 Queen bed + Ensuite Bathroom Bedroom 3: 1 Queen bed Bedroom 4: Bunk beds – 1 Full, 1 Single As exquisite as this vacation lodge-style home is, you’ll find the 3.5 bathrooms will satisfy and add to the experience of good mojo, with handcrafted stone tile walk-in showers or shower-soaker tub combos, deluxe stone-top vanities, and top-quality lighting and fixtures throughout, plus all the essentials to meet your every need. There’s also a high-end washer-dryer combo with the requisite accoutrements to handle your laundry. Boom. Here at Lodged in the Trees, you’ll relish having lots of outstanding outdoor amenities to choose from, starting with a year-round relax-to-the-max hot tub on a covered lower deck right outside the main floor’s 4-season porch. While peacefully soaking away, you can take in the splendor of the tranquil surrounding woods, remembering why a vacation is so desirable in the first place. When you emerge from the hot tub, there’s a wonderful firepit on the stone patio just a few steps away, where you can enjoy a glass of your favorite beverage, listen to the birdsongs coming from the majestic trees encircling the property, or simply count stars with your family or friends. Anyone hankering for barbecue? We’ve got you covered, as there’s a spacious upper deck with a fab gas grill, ready and waiting to get fired up for making a delicious meal. Want to swim? You’ll have seasonal access to the Camp Buffalo community pool, just a short walk away. Guests of Lodged in the Trees also have access to Camp Buffalo’s pool, pickleball courts, playground, outdoor theatre, and clubhouse areas for personal recreation use. Besides being super-close to the many popular restaurants, galleries, and boutique shops of downtown New Buffalo, you’re just a short distance from a number of truly majestic, crystal-sand Lake Michigan beaches! Plus, you can enjoy the many activities afforded by being a stone’s throw from the region’s largest recreational harbor—including boat and other watercraft rentals, as well as fishing expeditions and day or evening cruises—and all sorts of woodland, lake, and riverside parks with hiking and biking trails galore. Lest we forget to mention, the stunning Warren Dunes State Park is close by, with its 2,000 acres of amazing sand dunes, beachfront, wetland trails, and extraordinary birdwatching! You and your guests might also enjoy visiting New Buffalo’s Oselka Park, which has baseball fields, playground equipment, and tennis courts. For even more variety, nearby Union Pier also has a number of other great restaurants, coffee shops, and breakfast spots. Plus, being centrally located, there are plenty of nearby fun activities to keep you busy during your vacation, including: • Multiple Public Lake Michigan Beaches • Local breweries • Local wineries • Art galleries • Antique shops • Golf courses …and more! To ensure a safe and compliant stay, all guests are required to complete identity verification prior to check-in. A valid government-issued photo ID will be collected and verified, and the name on the ID must match the credit card used for payment. When applicable, a background screening may also be required as part of the booking process. All guests are required to review and sign Juniper Holiday + Home’s Guest Occupancy Agreement prior to check-in. While we understand that events can affect your trip, it is our policy to stick to the agreed-upon cancellation policy in the listing. We recommend purchasing vacation travel insurance if you suspect you may need to cancel your reservation. The minimum age to rent this home is 25. A non-refundable Accidental Damage Waiver is included with your reservation. This waiver covers accidental damage or loss to the rental property caused by you or members of your party up to a maximum of $2,000. This plan does not cover intentional acts, gross negligence, or willful misconduct. We welcome up to 2 dogs at this home at no additional charge. Please include the number of pets you plan to bring or let our team know after booking.  Out of respect for our staff and their families, we do not permit check-ins or check-outs on Thanksgiving Day or Christmas Day. Thank you for your understanding. Permit No: CR24-0128

Lakefront Home - Sunroom, Deck, Grill & Lake View

New Buffalo, MI, US
3 Bedrooms 6 Guests
Aug 26 - 28
$549 night

Enjoy stunning views of Lake Michigan from this New Buffalo 3BR/2BA vacation home, with an exciting new private pool coming in December 2026! The sunroom and three walls of windows offer views of the lake and expansive backyard, plus a deck with a grill. Inside, find chic furnishings and a kitchen with custom wood cabinets, a white marble island, and deck access. The signature suite has a Queen bed and lake view, while the other two bedrooms have twin beds. Close to upscale shops, restaurants, and New Buffalo beach. Lake Michigan Getaway features a spacious open floor plan all on one level with a wall of windows looking out over the expansive backyard and Lake Michigan. The kitchen opens to the deck for easy indoor/outdoor entertaining and flows through to the living area, so everyone can enjoy each other’s company and the glorious view. Each bedroom combines comfort and style – we use only high-quality bedding and linens to ensure a good night’s sleep. All furnishings and décor are hand-selected with both aesthetic appeal and practical use in mind. Bedroom 1: Queen bed + lake view Bedroom 2: Two twin beds Bedroom 3: Two twin beds Bathroom 1: Tub only, single vanity Bathroom 2: Walk-in shower, single vanity An all-season sunroom has three walls of windows looking toward the lake and provides another great spot for your group to hang out, enjoy a card game, watch a movie, or just relax and watch the ever-changing colors and moods of Lake Michigan. Recently listed by Travel + Leisure magazine as one of America’s 50 Best Places to Travel, New Buffalo – just 70 miles from Chicago – is known not only for its pristine beaches but also for its wide range of outdoor activities, fine restaurants, art galleries, vintage and antique stores, stylish boutiques, distinguished wineries, and local craft beer pubs. And the fact is, Lake Michigan Getaway is super close to all of these! Plus, you’re less than a stone’s throw from the region’s largest recreational harbor, which includes boat, jet-ski, kayak, and other watercraft rentals, as well as fishing expeditions and day or evening cruises. There are all sorts of nearby woodland, lake, and riverside parks with hiking and biking trails galore, the most popular of which is Warren Dunes State Park, with its 2,000 acres of amazing sand dunes, gorgeous beachfront, wetland trails, and extraordinary birdwatching! You and your guests may also enjoy visiting New Buffalo’s Oselka Park, which has baseball fields, playground equipment, and tennis courts. For even more variety, nearby Union Pier has a number of other great restaurants, coffee shops, and breakfast spots. Plus, being centrally located, there are guided tours of local vineyards and award-winning breweries. Please note that this property is lakefront, but right now there is no access to the beach due to unprecedented high water levels in our area. We know from experience that this is a cycle and the beach will be back, but for now you are best served by the New Buffalo public beach less than a mile from the house. Upcoming Pool Installation: We’re excited to be adding a new private pool, expected to be completed in December 2026! If you’re staying with us during November 2026, please note that pool construction will be taking place throughout the month during normal daytime working hours. While we do not anticipate the work interfering with your stay or access to the home’s interior, you may occasionally notice construction activity or daytime noise. Thank you for your understanding as we make this exciting addition to the property for future guests. To ensure a safe and compliant stay, all guests are required to complete identity verification prior to check-in. A valid government-issued photo ID will be collected and verified, and the name on the ID must match the credit card used for payment. When applicable, a background screening may also be required as part of the booking process. All guests are required to review and sign Juniper Holiday + Home’s Guest Occupancy Agreement prior to check-in. While we understand that events can affect your trip, it is our policy to stick to the agreed-upon cancellation policy in the listing. We recommend purchasing vacation travel insurance if you suspect you may need to cancel your reservation. The minimum age to rent this home is 25. A non-refundable Accidental Damage Waiver is included with your reservation. This waiver covers accidental damage or loss to the rental property caused by you or members of your party, up to a maximum of $2,000. This plan does not cover intentional acts, gross negligence, or willful misconduct. While this home is waterfront, there is no sandy beach or swimming area. There is a rock wall at the edge of the property that drops off to the rock erosion barrier. The garage and the indoor fireplace are not available for guest use. We welcome up to 2 dogs at this home at no additional charge. Please include the number of pets you plan to bring or let our team know after booking.  Out of respect for our staff and their families, we do not permit check-ins or check-outs on Thanksgiving Day or Christmas Day. Thank you for your understanding. Permit No: CR25-0171

The Whit

New Buffalo, MI, US
5 Bedrooms 10 Guests
Aug 31 - Sep 4
$914 night

The Whit SLEEPS: 10 BEDROOMS: 5 BATHROOMS: 2.5 *Hot Tub *Heated Swimming Pool (available Memorial Day through Labor Day) *Near Beach *1 camera facing driveway The Whit features 2.5 luxuriously equipped bathrooms with stone-top vanities, high-end fixtures, and glass-enclosed showers and tubs. The master bath includes twin vanities and a walk-in shower. There’s also a top-tier washer-dryer combo for convenience. Outside, enjoy the stunning pool with its expansive deck and a massive Jacuzzi hot tub. There’s outdoor dining overlooking the pool, complemented by a cozy fire-pit perfect for evening relaxation under the stars. The property includes five off-street parking spaces. Located just two blocks from New Buffalo’s bustling downtown, you’re close to fine dining, galleries, and boutique shopping. A short walk takes you to a pristine Lake Michigan beach. The area offers numerous recreational activities with its large harbor nearby—think boat rentals, kayaking, and fishing cruises. Explore surrounding parks with extensive hiking and biking trails. New Buffalo’s Oselka Park features sports facilities, and nearby Union Pier offers additional dining and coffee spots. With such a central location, a myriad of engaging vacation activities are at your fingertips. FREQUENTLY ASKED QUESTIONS Air Conditioning: Yes, Central Air Bathrooms: Main Floor- Bathroom 1- Shower/tub, toilet, 2 sinks Bathroom 2- Toilet, sink Lower Level- Bathroom 3- Shower, toilet, sink Beach/Swimming: A short walk to New Buffalo Beach(.7 miles) Bedroom Configurations: Main Level- Bedroom 1: 2 Twins Bedroom 2: Queen Bed Bedroom 3: King Bed Lower Level- Bedroom 4: King Bed Bedroom 5: Queen Bed Additional sleeping: Queen sleeper sofa Boats: None provided Boat Launch: Public boat launch is .9 miles away! Cable: Not traditional cable but all TV’s are capable of streaming! Cell Phone Service: Excellent service in this area Coffee Maker: Dual 12 cup/Keurig combo. Coffee and sugar provided Distances: * New Buffalo Beach: 3 minutes (0.7 miles) * Oselka’s Snug Harbor Marina: 3 minutes (0.8 miles) * Galien River County Park: 7 minutes (2 miles) * Four Winds Casino: 7 minutes (3.4 miles) * Washington Park Zoo: 16 minutes (10.6 miles) * Warren Dunes State Park: 17 minutes (13.5 miles) * Lighthouse Place Premium Outlets: 20 minutes (14 miles) * Fernwood Botanical Garden: 34 minutes (25.6 miles) * Krasl Art Center: 32 minutes (27.6 miles) * Curious Kids’ Museum: 32 minutes (27.8 miles) * Notre Dame University: 40 minutes (39 miles) * Chicago: 1 hour 20 minutes (70 miles) * Grand Rapids: 1 hour 44 minutes (109 miles) * Toledo, OH: 3 hours (189 miles) * Detroit: 3 hours 18 minutes (215 miles) Dock: Not on property, but marina is just down the street! Drinking Water: City water Drugs/Smoking/Fireworks: Freshwater does not permit illegal drugs of any kind on the property. Due to the location of the properties, smoking is strongly discouraged around the home and strictly prohibited in the home. Fireworks are prohibited at a Freshwater location for the safety of all persons in and around the property, even if it is legal in that city. Fireplace: Yes, Electric fireplace in lower level Fire-pit: Yes, wood not provided Fishing: Nearby in local Harbor Fishing License: A license is required to fish in Michigan. Golf: Woodlands Course at Whittaker 5 min (2.9 miles) Grand Beach Golf Course 9 min (4.3 miles) Grill: Yes, Natural gas grill Grocery Store: Barney’s 1 min(.2 miles) Heat: Forced air furnace Internet/WIFI: Yes, 700 mbps Linens: Yes, we provide your sheets and linens. Just like a hotel, the beds will be made for you upon arrival. We have just the basic sheets, pillows, pillowcases, and bath towels. Parking: Enough for 3 cars in driveway plus 2 in back. No street parking or parking on the grass. Pets: Freshwater Vacation Rentals currently charges $75/per pet for your entire stay. Yes, we do accept dogs, yet we do ask that you please clean up after them both inside and outside the cabin. Plus, if you allow them on the furniture, we do ask that you please bring your own linens/blankets for them to sleep on. Just let us know which bed you will be using with them, and we’ll make sure it is ready for your sheets when you arrive. Plus, if the pet hair starts to build, we do ask that you please run the vacuum. Generally, dogs love the water and places to explore. Pet food does tend to attract mice, so vigilance is needed. Please Note: Pets are not permitted in the pool or hot tub. Pool/hot tub: The pool opens around Memorial Day and closes at end of September. This is scheduling and weather dependent. We cannot guarantee the pools past the 22nd or so of September. The hot tubs will remain open all year. Privacy: In a neighborhood, but backyard has privacy fencing for pool area and Hot Tub Space: Multi level(Main and lower floor) Special Features: Hot Tub Heated Pool Seniors: Welcome, there are steps to lower level and to pool Televisions: Living Room- 55" Smart TV Bedrooms- 43" Smart TV’s in all bedrooms Lower Level Living- 55 " Smart TV Towels: All bath and kitchen towels will be provided during your stay. Please bring beach towels with you! Washer and Dryer: Yes, detergent provided Winter Activities: * Warren Dunes State Park (7 miles) – Snowshoeing and cross-country skiing. * Lake Michigan Wine Trail (10-15 miles) – Winter wine tastings at local wineries. * Four Winds Casino (2 miles) – Indoor gaming and dining. * Galien River County Park (5 miles) – Winter hiking and wildlife watching. * Lions Park (0.5 miles) – Sledding hill for winter fun. * Ice Skating (20-30 miles) – Nearby rinks in Michigan City and St. Joseph. Wood: Not provided

NB Getaway with HotTub, Pool & Priv Screening Room

New Buffalo, MI, US
6 Bedrooms 14 Guests
Aug 24 - 26
$1,215 night

Richly designed 6BR/5BA home near New Buffalo Harbor and beaches. Great Room with stone fireplace. Chef’s kitchen with marble-top island. 3-season sunroom. Elegant, comfy furniture. Primary BR with stone fireplace, twin sinks, tile walk-in shower, and jacuzzi. Lower-level Guest BR with fireplace, full BA, game room, and screening room. Second floor features loft space, 3 BRs, 2 BAs, and a Mother-in-Law Suite with kitchen. Smart TVs in 5 BRs. BBQ deck, firepit patio, and hot tub. Relax and recline in sumptuous leisure at the Moose House, a richly designed 6 BR/5 BA home just a stone’s throw from New Buffalo Harbor and Lake Michigan beaches. Your memorable family vacation or special weekend gathering is ensured here with a gorgeous Great Room and stone fireplace, a chef’s gourmet kitchen with a large marble-top island and wine fridge, a spacious 3-season sunroom, and elegant, comfy furniture throughout. On the main floor, the roomy Primary Bedroom has its own stone fireplace, plus a Primary bath that includes twin sinks (with custom wood cabinetry), a luxurious stone tile walk-in shower with dual rain-shower heads, and a jacuzzi tub. (Separate laundry rooms are located on both the main and second floors.) The lower level has a guest bedroom with another fireplace, plus a full bath with a stone tile shower, a game room for relaxation and entertainment (includes foosball and card tables), and a posh theater-style screening room, perfect for viewing your favorite movies or TV shows. On the second floor is a well-lit loft space and work area (especially nice for telecommuters), plus 3 cozy bedrooms, each with super-comfy beds, and 2 bathrooms. There is also a completely self-sufficient Mother-in-Law Suite with a kitchen and full bath, accessed through one of the bedrooms. This extraordinary home sleeps 14, and there are Smart TVs in every bedroom. Sleeping Configuration: MAIN FLOOR Primary Bedroom: 1 King bed UPSTAIRS FLOOR Bedroom 2: 1 King bed (accessed via Bedroom 3) Bedroom 3: 1 Queen bed Bedroom 4: 1 Queen bed Bedroom 5: 1 Queen bed + 1 Sofa bed LOWER LEVEL Bedroom 6: 1 Queen bed The backyard features a high-end outdoor BBQ grill deck, a couch-circle patio with a firepit, and an extra-large hot tub. Guests of the Moose House also have access to Camp Buffalo’s pool, pickleball courts, playground, outdoor theater, and clubhouse areas for personal recreation use. Besides being super-close to the many popular restaurants, galleries, and boutique shops of downtown New Buffalo, you’re just a short distance from a number of truly majestic, crystal-sand Lake Michigan beaches! Plus, you can enjoy the many activities afforded by being a stone’s throw from the region’s largest recreational harbor – including boat and other watercraft rentals, fishing expeditions, and day or evening cruises – as well as all sorts of woodland, lake, and riverside parks with hiking and biking trails galore. Lest we forget to mention it, the stunning Warren Dunes State Park is close by, with its 2,000 acres of amazing sand dunes, beachfront, wetland trails, and extraordinary birdwatching! You and your guests might also relish visiting New Buffalo’s Oselka Park, which has baseball fields, playground equipment, and tennis courts. And for even more variety, nearby Union Pier also has a number of other great restaurants, coffee shops, and breakfast spots. Plus, being so centrally located, there are plenty of nearby fun activities to keep you busy during your vacation, including: • Multiple Public Lake Michigan Beaches • Local breweries • Local wineries • Art galleries • Antique shops • Golf courses …and more! • I-94 Exits 1 & 4 • US-12 & M-239 We highly recommend a personal vehicle to get around and explore the local area. Those arriving by boat will find an around-the-clock public boat launch and a full service transient dock facility. There is an Amtrak Station in New Buffalo (225 North Whittaker St.) that offers service to Chicago, as well as Ann Arbor and Detroit. The South Shore Line, another option for a day trip to Chicago, stops in Michigan City, IN about 10 minutes’ drive from the house. We will provide you with a helpful virtual guide prior to check-in that showcases a comprehensive list of area eateries, attractions, parks and more. To ensure a safe and compliant stay, all guests are required to complete identity verification prior to check-in. A valid government-issued photo ID will be collected and verified, and the name on the ID must match the credit card used for payment. When applicable, a background screening may also be required as part of the booking process. All guests are required to review and sign Juniper Holiday + Home’s Guest Occupancy Agreement prior to check-in. While we understand that events can affect your trip, it is our policy to stick to the agreed-upon cancellation policy in the listing. We recommend purchasing vacation travel insurance if you suspect you may need to cancel your reservation. Bedroom 2 is only accessible by going through Bedroom 3. The minimum age to rent this home is 25. A non-refundable Accidental Damage Waiver is included with your reservation. This waiver covers accidental damage or loss to the rental property caused by you or members of your party, up to a maximum of $2,000. This plan does not cover intentional acts, gross negligence, or willful misconduct. We welcome up to 3 dogs at this home at no additional charge. Please include the number of pets you plan to bring or let our team know after booking.  Out of respect for our staff and their families, we do not permit check-ins or check-outs on Thanksgiving Day or Christmas Day. Thank you for your understanding. Permit No: CR25-0006 License number: CR26-0011

Vacation Rentals in Lakeside by Amenities & Features

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Vacation Rentals Near Lakeside

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