Yarmouth Port, MA Vacation Rentals

20028 - Flagship: Short Drive to Gray’s Beach! Experience a coastal getaway like no other at Flagship, a stunning sea captain’s house nestled in the charming enclave of Yarmouth Port. Just 1.3 miles from the serene shores of Gray’s Beach, this finely decorated home promises comfort and style.<br><br>Step inside and be greeted by a meticulously curated interior meant to give a modern nod to the home’s past. Gather with family in the two adjoining living rooms. Enjoy the well appointed kitchen where you can gather around the island for cocktails, or sit at the dining room to enjoy a family meal. Spend leisurely mornings savoring breakfast and coffee on your private brick patio, surrounded by lush greenery. Even on rainy days, indulge in relaxation within the inviting confines of the finished basement, equipped with board games and streaming TV for endless entertainment. <br><br>Explore the beauty of Cape Cod with ease, as Flagship is in proximity to a myriad of attractions. Revel in the sun, sand and surf at Gray’s Beach, a tranquil beach great for families and enjoying the sunset. Take a short drive to discover other bayside beaches. Golf enthusiasts will delight in the proximity to Bayberry Hills Golf Course, just 1.9 miles away.<br><br>Indulge your culinary cravings at nearby eateries, starting your day with a fresh brew at Nirvana Coffee Co. Before hitting the beach, swing by Peterson’s Market to pick up delectable sandwiches for a seaside picnic. Conclude your evenings with delicious dinners and cocktails at The Pheasant or Old Yarmouth Inn, soaking in the atmosphere.<br><br>Whether you seek relaxation, adventure, or culinary delights, Flagship promises an unforgettable Cape Cod retreat, where every moment is infused with seaside charm and hospitality.<br><br>*Please note there is a separate cottage on the property where a year round tenant lives*<br><br>Home Details:<br>-Dogs Welcomed (w/fee of $40/night per dog)<br>-Sleeps 12<br>Bedrooms<br>-Total 5<br>-2nd Floor Bedroom: 1 King Bed<br>-2nd Floor Bedroom: 1 Queen Bed<br>-2nd Floor Bedroom: 1 Queen Bed<br>-2nd Floor Bedroom: 1 Full Bed<br>-Carriage House - 2nd Floor: 2 Queen Beds<br>Bathrooms<br>Main House<br>-Total 2<br>-1st Floor: Full Bathroom w/ Shower<br>-2nd Floor: Full Bathroom w/ Shower/Tub Combo<br>Carriage House<br>-Total 1<br>-1st Floor: Full Bathroom w/ Shower<br>Other Amenities <br>-Central AC<br>-WiFi<br>-TV<br>-TV Streaming<br>-Washer/Dryer (Main House)<br>-Washer/Dryer (Carriage House)<br>-Propane Grill<br>-Outdoor Shower Not Enclosed (Rinse Station)<br>-Gas Fireplace <br>-Please note outdoor amenities are available seasonally<br>-Sheets and Bath Towels Provided with Beds made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>-Parking for 4 cars maximum<br>C0488523510

This property is professionally managed by Pretty Picky Properties Dennis Bayside: Updated, Pool, Hot Tub, Walk to Beaches Sleeps 12 5 Bedrooms, 4.5 Baths Rents Saturday to Saturday during Peak Season Linens Included, Beds Made You won’t have to worry about parking at the beach. You can walk there, and not in the road, either. Here you have private paths to two of the best beaches on Cape Cod Bay. You’ll have your feet in the sand at either Mayflower or Bayview Beach in five minutes or less. You’ll want to come back for sunset. It can be absolutely stunning over the Bay. And after sunset, take a short walk to Chapin’s - an excellent spot for dinner and cocktails! You’ll also enjoy a beautiful sunset back at the house, where you’ll quickly understand why the road is called Dunes View, as you look out over the sandy dunes that shape this part of the bay’s coast. After leaving the beach, rinse off the sand and salt in the outdoor shower, then unwind by the stunning heated pool. Alternatively, have the kids start a game of “Marco Polo" while you relax in the calming hot tub. The outdoor living areas are exceptional, and the pool is just the start. Beyond the gate lies a separate outdoor space with a large dining table, chairs, a hot tub, a gas fire pit, and a large gas grill. A new pool cabana features an additional bar area that opens to the pool deck, along with extra seating to watch the ball game while staying connected to the poolside activities. The upper decks offer a captivating elevated view of the well-kept, private yard and gardens, with the beach dunes visible beyond. The large upstairs deck features shaded seating under an awning. Inside, you’ll be captivated by the cheerful, bright, open floor plan. The modern kitchen features top-tier stainless steel appliances, extensive granite countertops, and a wet bar with a wine fridge, offering more than you could imagine. Next to the kitchen, a spacious dining table seats twelve, with three additional seats at the kitchen island, which includes a second sink for easier meal preparation. The kitchen and dining space seamlessly connect to the living room, furnished with lounge seating and a large wall-mounted TV. Sleeping arrangements include 12 beds, starting with two main-level bedrooms, each furnished with a comfortable queen-sized bed. These share a beautifully renovated, spacious full bathroom. Upstairs, there are two additional bedrooms, each a primary suite with a generous king-sized bed and a private full bath, one featuring a two-person shower. The house also offers a large bonus space above the pool cabana, featuring a great room with a large TV, a full bath, and ample lounge seating. Four XL single beds are located here, two of which are built-in trundle beds, increasing the total sleeping capacity to 12. The pool cabana provides another area with a TV and a half bath nearby for poolside use. This home has four full baths and one half bath. There’s central air conditioning, high-speed Wi-Fi, smart/cable TV, a Sonos® Sound System, and a ping-pong table for guest use. Please enter your travel dates in the top right corner of this page for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $245.00 In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%. Be sure to search this site for your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ®

20029 - Summer Street: Private Hot Tub, Near Dennis Pond Tucked away in the charming town of Yarmouth Port, this serene multi-unit dwelling retreat offers the perfect blend of relaxation and adventure. With a private hot tub, a spacious patio, and a layout designed for both privacy and togetherness, this home is your ideal Cape Cod escape.<br><br>Just a five-minute stroll away, Dennis Pond invites you to spend your days fishing, kayaking, or enjoying a peaceful picnic by the water’s edge. Venture a little further to scenic Grays Beach and its picturesque boardwalk, or take a short drive to downtown Hyannis, where delectable dining and unique shops await. Don’t forget to stop by Just Picked, a beloved consignment shop where hidden treasures abound.<br><br>This property includes two charming cottages, each offering a cozy, single-level layout. The main house features three bedrooms and 1.5 bathrooms, while the guest cottage provides a private 1-bedroom, 1-bathroom retreat with its own full kitchen—perfect for multi-generational stays or those craving extra space. Not up to cooking during your stay? For breakfast, you can head to Jack’s Outback II, just up the road for a homestyle breakfast. For dinner, you can grab a delicious meal nearby at the Old Yarmouth Inn, or try Inaho for sushi. If you’re in the mood for fine dining, Leonessa is right around the corner.<br><br>After a day of coastal adventures, return home to unwind on the expansive back patio, where ample seating makes for the perfect spot to gather with loved ones. End your evening soaking in the private hot tub, the warm water melting away any lingering stress as the Cape Cod breeze drifts through the trees.<br><br>With space for the whole family—including your four-legged companions—and parking for three vehicles, this home offers the perfect setting for memory-making.<br><br>The main house and cottage can also be booked separately in the non-summer months as our homes:<br>20030 - Main House - available for rent in non-summer months<br>20031 - Cottage - available for rent in non-summer months<br><br>Book your stay today and discover the best of Cape Cod—your private oasis is waiting!<br><br>Home Details:<br>-Dogs Welcomed (w/fee of $40/night per dog)<br>-Sleeps 8<br>Bedrooms<br>-Total 4<br>-1st Floor Bedroom: 1 King Bed (Main House)<br>-1st Floor Bedroom: 1 Queen Bed (Main House)<br>-1st Floor Bedroom: 2 Twin Beds (Main House)<br>-1st Floor Bedroom: 1 Queen Bed (Cottage)<br>Bathrooms<br>-Total 2.5<br>-1st Floor: ½ Bath (Main House)<br>-1st Floor Floor: Tub/Shower Combo (Main House)<br>-1st Floor: Shower (Cottage)<br>Other Amenities <br>-Central AC via Mini-Split System<br>-Smart TV<br>-Streaming Service<br>-Washer/Dryer <br>-Gas Fireplace in Cottage<br>-Propane Grill<br>-Fire pit<br>-Hot Tub<br>-Outdoor Shower<br>-Please note outdoor amenities are available seasonally<br>-Cleaned with Hospital Grade Disinfectant<br>-Parking for 3 cars maximum<br>-C0508643510<br>

20030 - Summer Style: Stylish Updated Home, walk to Dennis Pond, Hot Tub! Tucked away in the charming town of Yarmouth Port, this serene cottage offers the perfect blend of relaxation and adventure. With a private hot tub, and a spacious patio this home is your ideal Cape Cod escape.<br><br>Just a five-minute stroll away, Dennis Pond invites you to spend your days fishing, kayaking, or enjoying a peaceful picnic by the water’s edge. Venture a little further to scenic Grays Beach and its picturesque boardwalk, or take a short drive to downtown Hyannis, where delectable dining and unique shops await. Don’t forget to stop by Just Picked, a beloved consignment shop where hidden treasures abound.<br><br>This house features three bedrooms and 1.5 bathrooms. There is a cottage on the property that is available for rent separately, or you can rent both cottages.<br><br>After a day of coastal adventures, return home to unwind on the expansive back patio, where ample seating makes for the perfect spot to gather with loved ones. End your evening soaking in the private hot tub, the warm water melting away any lingering stress as the Cape Cod breeze drifts through the trees.<br>Not up to cooking during your stay? For breakfast, you can head to Jack’s Outback II, just up the road for a homestyle breakfast. For dinner, you can grab a delicious meal nearby at the Old Yarmouth Inn, or try Inaho for sushi. If you’re in the mood for fine dining, Leonessa is right around the corner.<br><br>With space for the whole family—including your four-legged companions—and parking for two vehicles, this home offers the perfect setting for memory-making.<br><br>The cottage or both properties can also be booked:<br>20029 - Main house + cottage - available year round for rent<br><br>20031 - Just cottage - available in non-summer months <br><br>Book your stay today and discover the best of Cape Cod—your private oasis is waiting!<br><br>Home Details:<br>-Dogs Welcomed (w/fee of $40/night per dog)<br>-Sleeps 6<br>Bedrooms<br>-Total 3<br>-1st Floor Bedroom: 1 King Bed <br>-1st Floor Bedroom: 1 Queen Bed <br>-1st Floor Bedroom: 2 Twin Beds <br>Bathrooms<br>-Total 1.5<br>-1st Floor: ½ Bath <br>-1st Floor Floor: Tub/Shower Combo <br>Other Amenities<br>-Central AC via Mini-Split System<br>-Smart TV<br>-Streaming Service<br>-Washer/Dryer<br>-Propane Grill<br>-Outdoor Shower<br>-Hot Tub<br>-Please note outdoor amenities are available seasonally<br>-Cleaned with Hospital Grade Disinfectant<br>-Parking for 2 cars maximum<br>-C0508643510

19944 - Dennis Delight: 3 Min to Beach, Dog Friendly! Welcome to Dennis Delight, a serene private home nestled amidst beautiful gardens and a spacious yard, offering the perfect escape for families seeking relaxation. Enjoy the tranquility of this peaceful setting while still being just moments away from the vibrant charm of East Dennis.<br><br>Step inside to discover an inviting layout featuring a cozy den, a comfortable living room, and a spacious dining area—all seamlessly connected to a central kitchen. This design fosters togetherness, whether you’re gathering for family meals or enjoying Happy Hour around the kitchen island.<br><br>In the evenings, the backyard patio transforms into a delightful gathering spot. Roast s’mores over the fire pit, enjoy al fresco dinners at the picnic bench, or spread out for some quiet time among the various living spaces. With plenty of room for yard games and relaxation, your family will feel right at home.<br><br>Just a quick three-minute drive brings you to the stunning Mayflower Beach, where you can bask in the sun and enjoy the best of East Dennis. Explore local favorites like The Cape Playhouse, Scargo Cafe, and Pizza Shark, all within easy reach. Don’t miss the vibrant shops at Harvest Gallery and delicious entrees at Encore Bistro and Bar, or the beloved Chapin’s Bayside for a taste of local fare.<br><br>At Dennis Delight, you’ll create cherished memories in a beautiful setting, blending the best of relaxation and adventure on Cape Cod. Your perfect getaway awaits!<br><br>Home Details:<br>-Dogs Welcomed (w/fee of $40/night per dog)<br>-Sleeps 8<br>Bedrooms<br>-Total 3<br>-1st Floor Bedroom: 1 Queen Bed w/ en suite bathroom<br>-1st Floor Bedroom: 4 twins, Triple Bunk Bed plus Single Bed<br>-1st Floor Bedroom: 1 Queen Bed<br>Bathrooms<br>-Total 2<br>-1st Floor: Full Bathroom w/ Shower (en suite Queen Bedroom)<br>-1st Floor: Full Bathroom w/ Tub/Shower Combo<br>Other Amenities <br>-Split System A/C<br>-WiFi<br>-Smart TV<br>-Washer/Dryer <br>-Propane Gas Grill<br>-Outdoor Shower<br>-Indoor Fireplaces are not for guest use(fines remitted)<br>-Please note outdoor amenities are available seasonally<br>-Sheets and Bath Towels Provided with Beds made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>-Parking for 3 cars maximum<br>-C0501830750<br>

19952 - Amity at Scargo: Luxurious Escape, Pool, Hot Tub, Game Room! Luxurious and charming, this tasteful ’Jaws’ themed home near the iconic Scargo Tower in Dennis is an exquisite five-bedroom vacation home. Just a short walk from the serene Scargo Lake and a quick drive to Corporation and Mayflower Beaches, it’s perfectly poised for both adventure and relaxation. <br><br>Begin your day with a refreshing dip in the heated pool or unwind in the bubbling hot tub. The outdoor kitchen, complete with a grill, invites you to enjoy culinary delights under the expansive Cape sky. <br><br>Inside, a vibrant Jaws-themed decor sets the stage for memorable gatherings with suites named after beloved characters, and tasteful decor with a nod to ’Jaws’. Five bedrooms spread across three floors—each with its own distinct charm—ensures there’s ample space for everyone. The master bedroom, with its king-sized bed, promises restful nights. Vaulted ceilings and a stone gas fireplace define the great room, creating a cozy atmosphere for movie nights by the Smart TV. The basement game room features retro arcade games and shuffleboard.<br><br>If you can bear to leave the home, you’ll have your choice of exploring the gorgeous bayside beaches of Dennis, the scenic Cape Cod Bike Trail or the cultural offerings at Dennis Village and Cape Playhouse. Savor the local flavors at nearby Scargo Café or Sesuit Harbor Café, just minutes away. Whether you’re cycling along coastal trails or lounging poolside, this home is your gateway to the ultimate Cape escape. Don’t miss your chance to experience this blend of comfort and style. Book your unforgettable getaway today, and immerse yourself in Cape Cod’s timeless allure.<br><br>Home Details:<br>-Dogs Welcomed (w/fee of $40/night per dog)<br>-Sleeps 14<br>Bedrooms<br>-Total 5<br>-Ground Floor Bedroom: 2 Bunk Beds - Twin over Queen<br>-1st Floor Bedroom: 1 Queen Bed w/ Ensuite<br>-1st Floor Bedroom: 1 King Bed w/ Ensuite<br>-2nd Floor Bedroom: 1 King Bed w/ Ensuite<br>-2nd Floor Bedroom: 1 King Bed w/ Ensuite<br>Bathrooms<br>-Total 5.5<br>-Ground Floor: Full Bath w/ Shower<br>-1st Floor: Full Bath w/ Tub/Shower Combo (ensuite)<br>-1st Floor: Full Bath w/ Shower (ensuite)<br>-1st Floor: 1/2 Bath<br>-2nd Floor: Full Bath w/ Shower (ensuite)<br>-2nd Floor: Full Bath w/ Shower (ensuite)<br>Other Amenities <br>-Central A/C <br>-WiFi<br>-Smart TV<br>-Streaming Services<br>-Washer/Dryer Ground Floor and 2nd Floor<br>-Natural Gas Grill<br>-Gas Fire Pit<br>-Outdoor Shower<br>-Outdoor Games: Bocce<br>-Heated Pool - available May 15- Sept 15 <br>-Hot Tub available May 15- Sept 15<br>-Water Sports: Kayaks and Surfboard<br>-Gas Fireplace (for guest use)<br>-Please note outdoor amenities are available seasonally<br>-Sheets and Bath Towels Provided with Beds made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>-Parking for 4 cars maximum<br>-C0337340750 License number: C0337340750

This property is professionally managed by Pretty Picky Properties Exceptional Home with Guest House, Walk to Mayflower Beach, Heated Pool 4 Bedrooms plus 2 Bonus Rooms, 3.5 Bathrooms, Sleeps 10 Linens provided, Beds made Rents Saturday to Saturday during peak season Pool and hot tub open from Memorial Day to Columbus Day Beautiful Mayflower Beach is just a three-minute stroll from this property through an attractive, upscale Dennis bayside neighborhood. And after the beach, you have the private heated pool and spa to keep your group of up to 10 entertained and happy. You’ll love the heated saltwater pool with lounge seating all around the hardscape. The pool has a built-in spa in one corner, so it’s easy to move from one water temp to the other. There’s also a built-in fire table at one end of the pool and a built-in grill and mini-bar at the other with high boy chairs for socializing with the grill-meister. You’ll also enjoy a fresh water rinse-off in the enclosed outdoor shower apres beach or pool. Then there’s this property’s proximity to so much, so good, all along Main Street, Dennis (Route 6A). Eateries such as Scargo Café and Cape Cod Creamery are a handy three-minute drive. You won’t find any better fresh meat or fish than at Peterson’s Market, only a six-minute drive. This property is comprised of a main house and a guest house, so in all, you have four bedrooms plus two bonus rooms, three and a half baths and two kitchens. The fully equipped kitchen in the main house is especially appealing with its granite counters, updated appliances and roomy center island with high boy seating for four. The kitchen flows into the dining area with its pleasing bright and cheery ambiance. Then you enter the living room, spacious and luxurious in tones of gray. Here there’s a large flat screen TV mounted over the imposing fireplace. The master queen suite is located on the main level as well, with a private full bath, a two-sink vanity and step-in shower. There’s a half bath on this level also. Upstairs you’ll find one bedroom with a king size bed plus a twin with pull-out trundle under. Next, there’s a bedroom with a queen size bed and a single twin. Then, a bedroom with three twins. There is a full bath on this level as well. The guest house has one bonus room with a queen bed and a second bonus room with two sets of bunkbeds. In addition, a full kitchen and full bath. This home is air conditioned using in-wall split units plus window units in some locations. You’ll enjoy Smart TV and high speed Wi-Fi. There’s also a vehicle charging station. Please enter your travel dates in the top right corner of this page for up-to-date pricing. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $ 245.00 In addition, there are state and local taxes applied to all rental terms less than 31 days that total 14.45%. Be sure to search this site for other Pretty Picky Properties - your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ®

20031 - Summer Rose: Adorable Updated Cottage, Walk to Water! Tucked away in the charming town of Yarmouth Port, this adorable cottage offers the perfect blend of relaxation and adventure. Just a five-minute stroll away, Dennis Pond invites you to spend your days fishing, kayaking, or enjoying a peaceful picnic by the water’s edge. Venture a little further to scenic Grays Beach and its picturesque boardwalk, or take a short drive to downtown Hyannis, where delectable dining and unique shops await. Don’t forget to stop by Just Picked, a beloved consignment shop where hidden treasures abound.<br><br>This cottage provides a private 1-bedroom, 1-bathroom retreat with a full kitchen, as well as a patio featuring a gas fire pit and your own gas grill. Not up to cooking during your stay? For breakfast, you can head to Jack’s Outback II, just up the road for a homestyle breakfast. For dinner, you can grab a delicious meal nearby at the Old Yarmouth Inn, or try Inaho for sushi. If you’re in the mood for fine dining, Leonessa is right around the corner.<br><br>This compact cottage that allows you to bring your four legged friends and explore the best of the Cape is part of a larger property with a main house that can be rented separately in the non-summer months or together year round. With central AC, and a cozy gas fireplace, this is the perfect retreat for two-- don’t wait to book today!<br><br>The main house and cottage can also be booked separately in the non-summer months as our homes:<br>20029 - Cottage + Main House - available for rent year round<br>20030 - Main House - available for rent in non-summer months<br><br>Home Details:<br>-Dogs Welcomed (w/fee of $40/night per dog)<br>-Sleeps 2<br>Bedrooms<br>-Total 1<br>-1st Floor Bedroom: 1 Queen Bed (Cottage)<br>Bathrooms<br>-Total 1<br>-1st Floor: Shower (Cottage)<br>Other Amenities<br>-Central AC via Mini-Split System<br>-Smart TV<br>-Washer/Dryer<br>-Streaming Service<br>-Gas Fireplace in Cottage<br>-Gas Fire Pit<br>-Gas Grill<br>-Please note outdoor amenities are available seasonally<br>-Cleaned with Hospital Grade Disinfectant<br>-Parking for 1 cars maximum<br>-C0508643510

An idyllic Cape Cod retreat awaits at this charming 2-bedroom, 1-bath cottage. Nestled steps from Follins Pond in the town of Dennis, this vacation rental offers ideal proximity to hiking, swimming, and paddleboarding, making it ideal for active, outdoorsy groups. Just 4 miles away, soak in the sunshine on Mayflower Beach, then come home to relax on the furnished deck or screened porch. With so much to see and do, this home is bound to become a new summertime favorite! -- THE PROPERTY -- Permit C0341680750 | 4 Miles to Beaches | Outdoor Shower | 7-Night Rentals Only Ideal for a small family gateway, this nostalgic Cape Cod cottage is sure to provide a blissful week of fun in the sun. Bedroom 1: Queen Bed | Bedroom 2: 2 Twin Beds COTTAGE DETAILS: Smart TV, screened porch, 4-person dining table, board games, wood panel walls & floors OUTDOOR SPACES: Deck w/ dining set & gas grill, fenced backyard GENERAL: Free WiFi, towels/linens, beach chairs & umbrella, central A/C FAQ: 1 small step required for home access, fireplace (decorative only) PARKING: Driveway (2 vehicles) -- THE LOCATION -- FOLLINS POND (steps away): Swimming, fishing, boating, paddleboarding, water sports, picnicking & sunset viewing BEACHES: Corporation Beach (3.9 miles), Mayflower Beach (4.0 miles), Chapin Memorial Beach (5.1 miles), West Dennis Beach (5.8 miles), Windmill Beach (5.8 miles), Seagull Beach (8.9 miles), Nauset Beach (17.3 miles) TRAILS: Flax Pond Conservation Land (0.9 miles), Indian Lands Conservation Area (2.2 miles), Fresh Pond Conservation Land (3.2 miles), Bell’s Neck Conservation Land (5.2 miles), Crowes Pasture Conservation Area (5.4 miles), Wing Island (5.8 miles), Eddy Bay Trail (6.7 miles), Cape Cod Rail Trail (9.7 miles) CAPE ATTRACTIONS: Cranberry Bog Tours (4.4 miles), Cape Cod Museum of Natural History (5.8 miles), Bud’s Go-Karts (6.2 miles), Whydah Pirate Museum (6.8 miles), John F Kennedy Hyannis Museum (10.5 miles), Mashpee Commons (23.0 miles) AIRPORT: Boston Logan International Airport (79.6 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The fireplace is not available for guest use - NOTE: The pond is currently undergoing restoration. Guests still have full access to the pond and beach area; however, the beach is narrower than usual during this time. Please note that a portion of the beach is marked with signage and roped off for restoration work Licence number: C0341680750

19901 - Fairway to Heaven: Amazing Backyard, Spacious, Dog Friendly! This beautifully remodeled Dennis home offers the quintessential Cape Cod experience. With room for eight guests across four welcoming bedrooms—including a serene king suite and a cheerful twin room for the kids—there’s space for the whole family, pups included (with a nightly fee).<br><br>Inside, coastal style meets modern ease. The kitchen gleams with stainless appliances and quartz counters, and every comfort has been considered—from central A/C, a gas fireplace, and beds made fresh for your arrival.<br><br>Outside, the private backyard becomes your summer playground. Fire up the grill, sip cocktails on the deck, play horseshoes on the lawn, and gather around the fire pit under the stars. The big outdoor shower is a welcome treat after sun-soaked days at Mayflower or Corporation Beach, just over a mile away.<br><br>Walk or bike to everything you love about Dennis Village. Swim in the freshwater serenity of Scargo Lake. Browse the library, stroll the mercantile, or take in a show at the theater. Hungry? You’re moments from local favorites like Pizza Shark, Scargo Café, and Corner of Yum.<br><br>Whether it’s family fun on the lawn or a sunset dinner in the village, this home has everything you need to relax, reconnect, and make Cape memories that last.<br><br>Don’t miss your chance to call this dreamy Dennis retreat home—book now and make summer yours.<br><br>Home Details:<br>-Dogs Welcomed (w/fee of $40/night per dog)<br>-Sleeps 8<br>-Two floors<br>Bedrooms<br>-Total 4<br>-1st Floor Bedroom: 1 Queen Bed<br>-2nd Floor Bedroom: 1 King Bed<br>-2nd Floor Bedroom: 1 Queen Bed<br>-2nd Floor Bedroom: 2 Twin Beds<br>Bathrooms<br>-Total 2<br>-1st Floor: Full Bathroom w/ Shower/Tub combo<br>-2nd Floor: Full Bathroom w/ Shower/Tub combo<br>Other Amenities<br>-WiFi<br>-TV<br>-DVD player<br>-Washer and dryer<br>-Central A/Cs<br>-Gas fireplace<br>-Gas grill<br>-Outdoor shower<br>-Private yard<br>-Sheets and Bath Towels Provided with Beds Made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>C0436040750

20026 - Water’s Edge : Luxury Waterfront Home w/ Heated Pool and Hot Tub Embrace the allure of a private escape with this exclusive home, where the backyard opens up to the enchanting Follins Pond. Follow the lit pathway to your own private dock where a serene water haven awaits. After a day exploring the pond with the provided kayaks, a heated pool and rejuvenating hot tub with stunning views will draw you back home. Discover a world of opulence in this luxurious abode. Marvel in the carefully chosen details of the home that were hand picked to cater to your every vacation need. The interior seamlessly blends modern design with upscale Cape charm, offering a stylish and comfortable retreat for your family. Imagine leisurely lunches on the deck, with the picturesque view of Follins Pond serving as the backdrop. Ample dining spaces inside cater to family meals, fostering moments of shared joy. Getting ready for a day out? The instant hot water heater makes getting ready for the whole group a breeze. <br><br>Entertainment options abound, from foosball in the bonus living space to lively games on the bocce court and evenings by the fire pit in the front yard. As the day winds down, unwind with a cocktail on the dock, taking in the tranquility of the pond. <br><br>While this home provides everything you need for a perfect stay, nearby attractions are waiting to be explored. Grays Beach and the renowned Bass River Golf Course are just a short ride away. For a night out, indulge in the culinary delights of Captain Parker’s-- famous for their chowder. For lunch dine in at Oliver’s & Planks Tavern or grab some fresh deli sandwiches from Peterson’s to bring to the beach!<br><br>With an array of amenities at your disposal, this vacation home invites you to immerse yourself in a retreat where comfort and natural beauty converge. Ask us about wine delivery service, fridge stocking, and other add ons to make your vacation extra memorable and leave you feeling like royalty. Whether lounging by the pool, engaging in friendly competitions, or discovering local gems, this getaway ensures an unforgettable experience for the entire family.<br><br>Home Details:<br>-Dogs Welcomed (w/fee of $40/night per dog)<br>-Sleeps 16<br>Bedrooms<br>-Total 6<br>-1st Floor Bedroom: 1 King Bed and 2 Twins (Daybed/Trundle) - Ensuite Shower and Tub<br>-2nd Floor Bedroom: 1 King - Ensuite Shower Only w/Shower Bench<br>-2nd Floor Bedroom: 1 King - Jack N’ Jill Bathroom w/Tub/Shower Combo adjoining another bedroom<br>-2nd Floor Bedroom: 1 King - Jack N’ Jill Bathroom w/Tub/Shower Combo adjoining another bedroom<br>-2nd Floor Bedroom: 1 Queen<br>-2nd Floor Bedroom: 4 Twins - 2 Bunk Beds<br>Bathrooms<br>-Total 4.5<br>-1st Floor: ½ Bath<br>-1st Floor: Tub and Shower<br>-2nd Floor: Tub/Shower Combo<br>-2nd Floor: Shower<br>-2nd Floor: Shower<br>Other Amenities <br>-Central AC<br>-WiFi<br>-Smart TV<br>-Washer/Dryer<br>-Instant Hot Water Heater<br>-Propane Grill<br>-Fire Pit, please source your own wood locally<br>-Outdoor Shower <br>-Outdoor Games (Bocce, Cornhole, etc.)<br>-Heated Pool (Pool Open from May 1 to Nov 1 - may be longer but not guaranteed)<br>-Hot Tub (Hot Tub Open from May 1 to Nov 1 - may be longer but not guaranteed)<br>-Kayaks (please be sure to return them to their spot when not in use)<br>-Indoor Fireplace<br>-Please note outdoor amenities are available seasonally<br>-Sheets and Bath Towels Provided with Beds made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>-Parking for 5 cars maximum<br>C0293573510 License number: C0293573510

20001 - Serenity Skies: Shopping Restaurants 6 mins to Beach! AC! When you book Serenity Skies, you’ll be stepping into a newly renovated home with all the charm of Cape Cod’s sea-faring past and convenience of modern luxury. This home features a main house and two separate apartment-style suites, making it perfectly suited for multi-generational families! Enjoy a coffee on the wrap-around porch, whip up a fabulous breakfast in the newly updated kitchen with brand new appliances, then set out to explore the area!<br><br>Serenity Skies is ideally located to explore Hyannis’s main shopping center—a 10-minute drive will bring you to Cape Cod Mall, and a 12-minute drive will take you to Main Street in Hyannis where you can enjoy local shops and great restaurants like Anejo, Brazilian Grill, and Embargo. You can also explore the famed Hyannis Port or Barnstable Village, a quaint Main Street just 2.5 miles away.<br><br>Looking to spend your days on the beach? You’re in luck with Serenity Skies, because gorgeous Grays Beach in Yarmouth is just a 6-minute drive away. Splash around in gentle bayside waves, or soak up the sun on the warm white sands. Dennis Pond Beach and Recreation Area is also less than a mile away if you want to discover Cape Cod’s freshwater offerings, hike local trails, and get on the water in a kayak or canoe. <br><br>After a day out, return to our comfortable home. Relax in one of two living areas, a parlor at the front of the home or living room with Smart TV in the back of the main home. Three bedrooms are on the second story of the main house. You will find A king bedroom, a queen bedroom with an en-suite bathroom, and one bedroom with two twin beds. There is also a full bathroom with a shower on the second floor. The fourth bedroom in the main house is located toward the back of the home near the living room with TV. It is a lofted queen bedroom with its own private entrance. There is an additional full bathroom with a shower/tub combo located on the 1st floor of the main home. The apartment-style suites behind the main house also have their own queen beds, full bathrooms with showers, kitchenettes, and dining areas. <br><br>Serenity Skies has a great patio area, spacious front porch, and large lawn to enjoy with your family and up to two dogs. Stay cool inside with central AC in the main house and mini-split ACs in the suites. Whether you choose to stay in and enjoy the splendors of the home or venture out for full days of exploring the area, swimming, and shopping, Serenity Skies is the perfect home base for your family vacation!<br><br>Home Details:<br>-Dogs Welcomed (w/fee of $40/night per dog)<br>-Sleeps 12<br>-2 Floors<br>-Main House, Apartment 1, Apartment 2<br>Bedrooms<br>-Total 6<br>Main House<br>-2nd Floor Bedroom: 1 King Bed<br>-2nd Floor Bedroom: 1 Queen Bed with en suite full bathroom <br>-2nd Floor Bedroom: 2 Twin Beds<br>-Loft Bedroom: 1 Queen Bed<br>Apartment 1:<br>-2nd Floor: Queen Bed with en suite full Bathroom<br>Apartment 2:<br>-1st Floor: Queen Bed with en suite full Bath<br>Bathrooms<br>-Total 5<br>Main House<br>-1st Floor: Full Bathroom w/ Shower/Tub combo<br>-2nd Floor: Full Bathroom w/ Shower (en suite Queen Bedroom)<br>-2nd Floor: Full Bathroom w/ Shower<br>Apartment 1<br>-2nd Floor: Full Bathroom w/ Shower<br>Apartment 2<br>-1st Floor: Full Bathroom w/ Shower<br>Other Amenities<br>-Central A/C in Main House<br>-Washer/Dryer<br>-Mini-Split A/C in the Apartment Suites<br>-WiFi<br>-Smart TV<br>-Chef-grade Gas Range<br>-Propane Grill<br>-Large Backyard with Several Seating Areas<br>-Outdoor Shower<br>-Indoor Fireplaces are not for guest use (fines remitted)<br>-Walkable Location in Village Center<br>-Sheets and Bath Towels Provided with Beds made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>C0330113510

This property is professionally managed by Pretty Picky Properties New Custom Built Luxury Home, Heated Pool, Close to Bay Beaches “Stony Brook Sanctuary” 95-B Rents Saturday to Saturday during peak season Linens Included, Beds Made Sleeps 10 Location In 2022, the owners turned a vacant wooded lot into a tasteful luxury home. The lot is just under two acres and offers plenty of privacy and ample outdoor yard space. When you’re ready for the beach, you won’t have to go far. It’s less than a five-minute drive to Sea Street Beach and the intriguing Brewster Flats. It’s also about a 25-minute walk along an appealing path through the scenic marshlands leading to the beaches on Cape Cod Bay. You have your choice of several sandy beaches along the Bay in East Dennis, including the exceptional Corporation and Mayflower Beaches. You can also drive a few more minutes to Paine’s Creek Beach in Brewster for some of Cape Cod’s most beautiful sunsets. You’re also near excellent dining at several highly rated restaurants scattered along Main Street (Route 6A). Check out the Brewster Fish House, Scargo Café and the Sesuit Harbor Café, to name just a few favorites. Outside Living Space The centerpiece, of course, is the extra long heated pool, ideal for swimming laps as well as for splashing around with the kids. The superb outdoor living space behind the house features a large patio with an umbrella shaded oversized picnic table. The kids will make good use of the playscape/swing set as well! You’ll also take advantage of the enclosed outdoor shower and handy gas grill. Fire up the grill and serve dinner outside. Off the front side of the house you’ll enjoy a generous screened porch with comfy seating and a full-scale wood burning fireplace. Inside Living Space This home has 3,700 sq ft of interior living space, not counting the large screened porch and the finished lower level. You’ll be impressed by the combination of taste and quality the owners have brought to bear on all three levels of the house for your vacation enjoyment. And in case you have any office work to be done, the home has two offices equipped with high speed Wi-Fi. The extraordinary kitchen features a large center island with counter seating for five. The new, top of the line appliances are a pleasure to use, including the induction range. There is also a custom wood topped wet bar island in the kitchen with a wine fridge included. Immediately adjacent is the dining area with seating for eight, which can be expanded to 12, at a table lovingly crafted from reclaimed 17th century red pine. And just off that, the living room is light and bright with comfortable lounge seating and a gas fireplace. The finished lower level offers a comfy TV lounge, a recreation room with a regulation size pool table and another full bath. In all, the house has 5.5 baths. Sleeping Accommodations Start with the primary bedroom on the main level. It has a king size bed and a full private bath and a large TV. On the second level there are four more bedrooms. Two have queen size beds. One has a bunk bed with a full-size double under a twin on top. Finally, the fifth bedroom has a king size bed plus a sleep sofa with a fold out twin. It also has an adjacent full bath. For more information on bedrooms and baths, please click on the Room Details tab above. Amenities This amenity-rich home has two laundries, central air conditioning, high speed Wi-Fi, a Sonos® Sound System, cable/smart TV and much more. For a complete list of amenities please click on the Amenities tab above. Please enter your travel dates in the top right corner of this page for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Damage Protection fee totaling $245.00 In addition, there are state and local taxes applied to all reservations of l 31 days or less that total 14.45%. Be sure to search this site for your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ®

Escape to this newly remodeled open-concept stunner, located right next the Cape Cod Rail Trail bikepath. Quick access to great bayside & oceanside beaches - w/ all the beach essentials provided! Enjoy an evening under the stars in our huge backyard with a firepit, outdoor seating & tables + a grill. Plenty of space in the house to spread out w/ numerous living rooms and dining areas. Books, games & ping pong for rainy days. Ideal for families or groups seeking classic Cape Cod charm & comfort. HIGHLIGHTS: ★ 3 Bedrooms + 5 Beds + 3 Baths ★ Less than 10 minutes to both bay & oceanside Beaches ★ Beach essentials provided such as towels, chairs & beach toys ★ Direct access to the Cape Cod Rail Trail - perfect for biking, walking & running ★ Massive backyard and terrace with a BBQ Grill, outdoor seating & tables, and a fire pit ★ Game Room in the basement with a Ping Pong table ★ 3 Living Room areas to hang out in, including a huge sunroom filled with books + games ★ Expandable dining table with seating for 8-10, plus additional dining table in the kitchen that seats 6-8 ★ Fully stocked kitchen with a granite island, barstools, and all the appliances & utensils you would need ★ Piano ★ Smart HD TV with all the Streaming Apps available ★ Washer/Dryer ★ AC available through central air and wall units ★ High-speed WiFi ★ 5 min to Stop & Shop or Ring Bro’s Marketplace for groceries ★ Minutes to downtown Dennis Port restaurants & shopping ★ Desk to work from ★ Very secluded & private property ★ Free parking in the driveway ★ Near Breweries such as Devil’s Purse Brewing Company ★ Walking distance to a Bike Rental shop ★ Stroll across the path into the Indian Lands, with beautiful paths along Bass River ★ Close to the ferries that go to Nantucket & Martha’s Vineyard BEDS: Bedroom 1: King Bed + toddler bed Bedroom 2: King Bed Bedroom 3: Twin-over-Full Bunk Bed + Twin Daybed BATHROOMS: Bathroom 1: Full size bathroom attached to Bedroom #1 with a standing shower Bathroom 2: Full size bathroom with a standing shower and the washer / dryer Bathroom 3: Full size upstairs bathroom with a bathtub / shower combo BEACH DETAILS: The town of Dennis has easy access to plenty of beautiful bayside, oceanside, and freshwater beaches. ★ West Dennis Beach: a popular 2-mile long beach on Cape Cod known for its calm, salt-water swimming and various recreational activities. ★ Mayflower Beach: Kid-friendly bay-side beach with a concession stand and restrooms. ★ Corporation Beach: Big bay-side beach, with concession stand and swing set. Great place to watch the sunset. ★ South Village Beach: Oceanside (Nantucket Sound) beach. Lots of seashells and horseshoe crabs on the beach. Walk east to where the Swan River meets the ocean, for some fun swimming and beautiful scenery. ★ Scargo Lake. Freshwater, shallow and good for young children. There are a few entry points, including one off of Route 6a. NEARBY TRANSPORTATION: 20 minutes from the following places: ★ Cape Cod Gateway Airport ★ Hy-Line Cruises (ferries to Martha’s Vineyard and Nantucket) ★ The Steamship Authority (ferries to Martha’s Vineyard and Nantucket) We are located on the Cape Cod Rail Trail and near lots of restaurants, activities, family attractions, hiking trails, golfing, and shopping. You will love this cozy, classic home, and will thoroughly enjoy staying in this area! NEARBY PLACES (Alphabetical Order): ★ Barb’s Bike Shop ★ Bass River Beach + Picnic Area ★ Bass River Golf Course ★ Captain Frosty’s ★ Captain Parkers ★ Clancy’s Restaurant ★ Devil’s Purse Brewing Company ★ Great Western Deli ★ Haigis Beach ★ Harvest Gallery Wine Bar ★ Ocean House Restaurant ★ Pleasant Road Beach ★ Raycroft Beach ★ Red Cottage Restaurant ★ Red Nun Bar & Grill ★ Ring Bro’s Marketplace ★ Sea Street Beach ★ Sesuit Harbor Cafe ★ Solstice Fly Fishing Charter ★ Stop & Shop Groceries ★ Sundae School Ice Cream ★ The Ocean House ★ The Oyster Company ★ The Sailing Cow ★ The Ocean House ★ Three Fins Coffee Roasters ★ Woolfie’s Coffee & Breakfast Bakery ★ Yarmouth Pizza by Evan We are located in the heart of South Dennis, a charming and historic village in the town of Dennis on Cape Cod. Our neighborhood blends classic Cape character with modern convenience. We’re right next to the famous Cape Cod Rail Trail bike path, which leads for miles in either direction. The Indian Lands Conservation Area is on the other side of the CCRT, with paths through evergreen groves along the Bass River. Bring a picnic to watch the sunset from picnic tables overlooking the water. South Dennis is full of quiet, tree-lined streets and boasts a central location between the bay and the sound. Come stay for a relaxed, family-friendly atmosphere perfect for vacationers and year-round visits. You’ll have the whole home to yourself! Please note we do not provide propane for the BBQ grill or wood for the fire pit, but there may be some leftover from a previous guest. If not, propane is readily available from Breakaway (one block away) or Ace Hardware. The fireplaces are not usable.

19905 - Mariners Retreat: Fully Renovated Walk to Scargo Lake! Located in the heart of Dennis, a stay at Mariner’s Retreat retreat puts you just minutes from some of the area’s most beloved beaches—an 8 minute walk to Princess Beach on Scargo Lake, 3 minute drive to Scargo Beach, and 5 a minute drive to Corporation Beach—making it easy to fill your days with sun, sand, and salt air.<br><br>Step inside to a bright and welcoming space where gleaming wood floors, clean modern décor, and a cozy living room with a gas fireplace create an atmosphere that feels both fresh and comfortable. The updated kitchen and bath make everyday living easy, whether you’re preparing meals or getting ready for a day out.<br><br>All three bedrooms are located on one level, including two with queen beds and a third with two sets of bunk beds perfect for the little ones.<br><br>Outdoors this home truly shines. The large mahogany deck is made for summer living, complete with plenty of seating and a outdoor granite bar with a built-in gas grill—perfect for summer BBQs with family and friends. Start your mornings in the outdoor shower, spend afternoons relaxing in the private yard, and end the day around the fire pit under the stars.<br><br>Additional amenities like WiFi, TV, washer/dryer, window A/C, and provided linens ensure a seamless stay from start to finish.<br><br>Close to everything yet tucked into a peaceful setting, this Dennis getaway is ready for your next Cape escape—book now and make Mariner’s Retreat the highlight of your summer.<br><br>Home Details:<br>-Dogs Welcomed (w/fee of $40/night per dog)<br>-Sleeps 8<br>-1 Floor<br>Bedrooms<br>-Total 3<br>-1st Floor Bedroom: 1 Queen Bed<br>-1st Floor Bedroom: 1 Queen Bed<br>-1st Floor Bedroom: 2 Bunk Beds (4 Twins)<br>Bathrooms<br>-Total 1<br>-1st Floor: Full Bathroom w/ Shower/Tub combo<br>Other Amenities <br>-Window A/C<br>-TV<br>-WiFi<br>-Washer/dryer<br>-Tub<br>-Gas fireplace<br>-Outdoor shower<br>-Private yard with mahogany deck and granite bar<br>-Gas grill<br>-Fire pit<br>-Walking distance to Princess Beach on Scargo Lake<br>-Sheets and Bath Towels Provided with Beds Made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>C0422180750

19923 - Royal Retreat: Sunroom, Spacious Deck, 8 Mins to Mayflower Beach! Your Cape Cod vacation begins here. This home offers everything you need for a memorable and relaxing stay. The large deck with ample seating provides the perfect setting for outdoor dining under the warm Cape Cod sun. Located just 3 miles away from the beloved Mayflower Beach, a favorite among locals and visitors alike, you’ll have easy access to the beautiful bayside shores and stunning sunsets. And if you’re looking for a quick bite to eat, Grumpy’s, a local institution, is just a short 0.4 miles away, offering delicious breakfast and lunch options and a laid-back atmosphere. For those with a sweet tooth, the Ice Cream Smuggler is a mere 0.7 miles away, offering a delightful array of frozen treats to satisfy any craving. When it comes to dining out, you have many options just a short drive away- The Marshside, Scargo Cafe, and Encore Bistro and Bar all located nearby. And if you’re a golfer, the Dennis Pines Golf Course is less than 2 miles away, providing the perfect opportunity to test your skills on well-manicured fairways. Beyond the beaches and dining options, there are plenty of attractions to explore. Climb Scargo Tower for breathtaking panoramic views, relax at Princess Beach, or take a leisurely stroll through Scargo Park. Inside the vacation rental, you’ll find comfort and convenience at every turn. With three bedrooms and sleeping accommodations for up to 8 guests, there’s plenty of room for everyone. To ensure your utmost comfort, central air conditioning keeps the interior cool during those hot summer days, while WiFi and a wall-mounted TV provide entertainment options. The gas grill on the patio promises delicious cookouts. Don’t miss out on the opportunity to experience everything Cape Cod has to offer. Book this fantastic vacation rental today and make memories that will last a lifetime! Home Details: -Dogs Welcomed (w/fee of $40/night per dog) - Sleeps 8 Bedrooms -Total 3 - 1st Floor: 1 King Bed - 1st Floor: 1 Queen Bed - 1st Floor: 1 Full bed & 3 Twin Bed (2 Bunk) Bathrooms -Total 2 -1st Floor: Full Bathroom, with Tub/Shower Combo -1st Floor: Full Bathroom, with Tub/Shower Combo - Central A/C - WiFi - Wall Mounted TV - Washer/Dryer (off kitchen) - Gas Grill - Patio with Furniture - Sheets and Bath Towels Provided with Beds made Upon Arrival - Cleaned with Hospital Grade Disinfectant -C0412990750

This home is professionally managed by Pretty Picky Properties Beautiful Barnstable Home Just 600 Feet from the Beach! Sleeps 16 Please note: This home can accommodate up to 16 people, but if the group consists entirely of adults, the maximum occupancy is 12. 6 Bedrooms, 4.5 Baths Rents Saturday to Saturday during Peak Season Linens Included, Beds Made If you have a larger group and are looking for a stylish, comfortable home with plenty of living space, your search ends here. The home has been fully renovated to offer a unique vacation experience. It features 6 bedrooms, 4 and a half bathrooms, and can comfortably sleep 14-16 people. Two of the bedrooms have private baths. The home offers ample living space, including three lounge areas and two enclosed porches. Relax on the porch with Barnstable Harbor as your backdrop or enjoy a game of pool in the upstairs lounge. The custom gourmet kitchen is fully equipped to handle any meal. The casual dining room, along with a table on the adjacent covered porch, provides plenty of seating for everyone. Walk 600 feet down the road to reach your private association beach on Barnstable Harbor, offering stunning views of Sandy Neck Lighthouse across the water. Remember to return each evening for beautiful sunsets over the bay! You can also stroll to Barnstable Harbor to enjoy a meal at Mattakeese Wharf, try fresh fish from Osterville Fish, or board a whale-watching tour—all within a five-minute walk from the residence. Venture a bit further into Barnstable Village for additional dining options, a local market, and a gourmet coffee shop. Head back to the house to wrap up the day by the fire pit and plan the next day’s activities! Consider a trip to Nantucket or Martha’s Vineyard from nearby Hyannis, or spend a day exploring Main Street in Hyannis and the JFK Museum. This amazing home was custom prepared to provide a sensational Cape Cod experience. Please enter in your travel dates in top right corner of this page for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $245.00 In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%. Be sure to search this site for your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ®

20032 - Riverside Resort: Stunning Waterfront Home! Wake up to the soft glow of sunrise over Bass River, sipping coffee as birds wade through the shimmering waters. This six-bedroom waterfront retreat offers an unparalleled Cape Cod experience—where days begin with fresh coastal air and end with golden sunsets viewed from the bubbling comfort of your private hot tub.<br><br>With sweeping river views from nearly every room, this home invites relaxation at every turn. The spacious layout includes an in-law suite with a private kitchenette, and breathtaking water vistas—perfect for multi-generational stays. Central AC ensures comfort, while the outdoor shower adds a touch of seaside charm.<br><br>Launch a kayak from your private dock, or take a short 1.3-mile drive to Windmill Beach and the warm waters of Nantucket Sound. Golfers will love being less than a mile from Bass River Golf Course, while food lovers can indulge in local flavors—from the cozy trattoria dishes at Four Seasons to the lively atmosphere of Sea Dog’s trivia and live music nights.<br><br>Back home, the expansive yard invites carefree play for kids and dogs, while the riverfront setting makes for dreamy afternoons on the deck, a good book in hand. Whether you’re unwinding in the hot tub or gathering for a family meal as boats glide by, every moment here is steeped in the magic of Cape Cod.<br><br>The only thing missing? You. Book today and start your waterfront adventure!<br><br>Home Details:<br>-Dogs Welcomed (w/fee of $40/night per dog)<br>-Sleeps 14<br>Bedrooms<br>-Total 6<br>-Ground Floor: Bed w/ full bath and kitchenette<br>-1st Floor Bedroom: 1 King Bed w/ ensuite shower<br>-2nd Floor Bedroom: 1 Full Bed<br>-2nd Floor Bedroom: 1 Full Bed, 2 Twin Beds<br>-2nd Floor Bedroom: 1 Full Bed, 1 Twin Bed<br>-2nd Floor Bedroom: 1 Queen Bed, 1 Twin Bed<br>-Total 4 Full, 3 Half<br>-Ground Floor: Full Bath w/ Shower<br>-1st Floor: Ensuite Full Bath w/ Shower<br>-1st Floor: Full Bath<br>-2nd Floor: ½ Bath Ensuite<br>-2nd Floor: Jack and Jill Shower<br>-2nd Floor: ½ Bath Ensuite<br>-2nd Floor: Tub/Shower Combo<br><br>Other Amenities <br>-Central AC<br>-WiFi<br>-Smart TV<br>-Streaming Service<br>-Washer/Dryer <br>-Propane Grill<br>-Wood Fire Pit<br>-Outdoor Shower<br>-Hot Tub<br>-Private dock for kayaks, canoes, and swimming<br>-5 Kayaks<br>-Gas Fireplaces are for guest use, wood burning fireplaces are NOT for guest use<br>-Please note outdoor amenities are available seasonally<br>-Sheets and Bath Towels Provided with Beds made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>-Parking for 6 cars maximum<br>-C0524513510<br>

This property is professionally managed by Pretty Picky Properties Magnificent Mansion, Privacy, Pool, Water Views in Brewster Come for July 4th! Arrive on Thursday July 2 or Friday July 3rd and enjoy the holiday! Sleeps 22 in 10 Bedrooms, 9.5 Baths Linens and Bed Making Included The newly constructed Quivett Compound is the perfect summer retreat for your discerning group of up to 22. The property is secluded on seven-plus acres and set far back from the historic Old King’s Highway in beautiful West Brewster by the bay, the property serves up sweeping views of Quivett Creek and Cape Cod Bay beyond. Launch an owner-provided kayak or canoe and explore the creek. Watch the kids frolic in the in-ground heated pool, which provides continuous entertainment when they come off the nearby bay side beaches in both Brewster and Dennis. You’ll spend a lot of time on the expansive shaded deck or outdoor patio with its built-in gas grill, fire pit and large dining table. Set up the net provided and organize a volley ball or badminton tournament. You certainly have plenty of space to do it! Inside, you’ll roam through 6,300 square feet of modern luxury, exquisitely designed and superbly furnished and appointed. The main level common living space includes an immense living room with two seating areas, one with a large flat screen, wall mounted TV. There is also a separate TV lounge with wet bar upstairs. The kitchen is big, bright and totally social. It is equipped with everything you could ask for, including two dishwashers, a beverage center and a Keurig coffee maker. The adjacent dining room offers a great place to gather inside, although you’ll likely choose to eat outside most summer days on the deck and patio. The lower level has a very cool game room, ready for action with a pool table, ping pong table, air hockey, video games and more. Then, it’s show time in the home theater, with its huge movie screen and comfy recliner chair seating. The laundry lives on this level, as well, with not one but two new washers and dryers. The ten bedrooms break down as follows: six kings, three queens, one full size double and two twins. The 9.5 baths sort out this way: one half bath on the main level, six bedrooms with en suite baths plus two full baths on the lower level. Finally, there is a room above the detached garage withe a King bed and a full bath. Of course, the home is centrally air conditioned and has high-speed Wi-Fi and Cable TV. **Please note that the bedroom and bathroom over the garage is fully winterized from 11/1 - 5/1 each year. As a result the property only has 9 bedrooms and 7.5 baths from November through April sleeping a maximum of 20 guests*** *** Pool is open and heated from Memorial Day (late May) through Columbus Day (early October)*** ****The Quivett Creek Compound does consider small events (with a maximum of 50 attendees including guests staying at the property) on site on a case by case basis in May, June, September and October. There are no events allowed in July and August. Please contact us for more details.**** Please enter your travel dates for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $245.00 In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%. Be sure to search the Pretty Picky site for your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ®

This property is professional managed by Pretty Picky Properties Stunning New Construction with Heated Pool & Hot Tub in Harwich NEW Listing for 2026! Sleeps 12 Linens provided, beds made Rents Saturday to Saturday during peak season 7 night minimum stay required for all seasons Pool is open Memorial Day weekend through Columbus Day weekend Welcome to Olivia’s Oasis! Tucked away in East Harwich and crafted with fresh, modern elegance, this brand-new five-bedroom retreat sets the tone for an effortless Cape Cod escape. Thoughtfully designed and impeccably furnished, the home blends clean coastal style with the comforts of a true luxury stay. The layout offers privacy and flexibility for families or groups traveling together, with five spacious bedrooms—each featuring its own ensuite bath. The first-floor primary suite is a serene sanctuary with a king bed, while three upstairs bedrooms also offer king accommodations. A fifth bedroom, accessed by a separate staircase, features two twin beds with trundles, making it ideal for children or younger guests seeking their own space. At the heart of the home, the chef’s kitchen showcases high-end appliances and sleek finishes, opening seamlessly to inviting living and dining areas perfect for gathering. A second living space upstairs includes a wet bar, creating a relaxed lounge for evening cocktails or movie nights, while a private office provides a quiet place to check in—if you must. Outside, the experience continues with a heated saltwater pool, hot tub, and gas fire pit, all set within a private outdoor setting designed for long summer days and cool Cape evenings. Whether you’re returning from the beach or lingering under the stars, this outdoor oasis invites you to unwind in style. Ideally located, the home is just a 10-minute drive to several beautiful beaches including expansive Red River Beach (1.5 miles) and downtown Chatham, offering easy access to dining, shopping, and classic Cape Cod charm—while still enjoying the tranquility of East Harwich. Polished, private, and perfectly appointed, this exceptional home is a refined base for making lasting Cape memories. Please enter in your travel dates for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $245.00. In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%. This property offers a 3-night minimum stay outside of the peak season. Guests are charged a cleaning fee for all stays less than 7 nights. Stay 7-nights or more and the cleaning fee is waived. Be sure to search this site for your best selection of prime vacation homes available for rental on Cape Cod. ​​​​​​​ It’s your vacation. Get Picky! ®

This property is professionally managed by Pretty Picky Properties Magnificent Harwich Port Estate, Heated Pool, Walk to Wychmere Harbor and Village Sleeps 20 Linens Included, beds made Rents Friday to Friday during peak season Pets considered Pool is open Memorial Day weekend through Columbus Day weekend Just across the street from picturesque Wychmere Harbor, “Wychmere Heights” offers unique and private accommodations in the heart of Harwich Port. The 6800+ square foot property is located on a large acre lot and features tremendous indoor and outdoor living spaces for your group of up to 20. Featuring 9 bedrooms, 7 full baths, and 2 half baths there is ample room for groups to spread out and have their own space inside. Outside your focus will no doubt be the heated 20x40 saltwater pool and surrounding spacious patio. The property also has a lush, irrigated lawn for recreation or relaxation. Interior Living Space The property’s main level is comprised of a spacious living and dining room. There is seating for 18-20 at two dining tables. The living room has a TV, ample seating and has a slider out to the pool area. The updated kitchen is adjacent to the dining rooms and features new appliances, 2 full size refrigerators, 2 ovens, 2 dishwashers, a waterfall granite counter, and a spacious bar area. The roomy kitchen area is ideal for entertaining and has a slider to the pool area. There are two primary bedroom suites on this level as well. Both rooms have private baths and king-size beds. Finally, there is a private wing off the other side of the kitchen that has a small den, two bedrooms with a queen bed in each plus a full bath. This area may be ideal for a young family or anyone who may need some extra privacy from the rest of the group. In all, the main level has four bedrooms. The lower level is set up with a King bedroom suite with a spa-like private bath, a secondary TV lounge plus a game room. There is also a half bath down here. Upstairs, you’ll find 4 additional bedrooms. There are two primary suites (Orleans Room & Brewster Room) each with a king size bed. The Dennis Room features a double bed plus a twin. The final bedroom upstairs is the "bunk room" and in here you will find 3 XL twin beds plus a queen size bed. There is a full bath in the hallway up here as well. Outdoor Space The heated pool is surrounded by a spacious patio with plentiful lounging and seating. The dining area has seating for up to 18-20 and features chaise lounges to soak up the sun. The pool includes an auto safety cover that can be closed with a flick of a switch. This keeps the pool safe for any young ones and also helps to keep debris out and heat in the pool. You will also find a stand alone hot tub and a gas firepit. There is a playset on the side yard for the kids to enjoy. Harwich Port From the house, you can head west into Harwich Port Village, about a 7-minute walk. The village has several dining and bar options to choose from. There’s also ice cream, boutiques, and art studios to browse. It’s a charming village center that features Port Summer Nights on Wednesdays in the summer. The streets are closed to vehicle traffic and the area is festive with live music, food trucks and other attractions. Saquatucket Harbor You can also head just east to Saquatucket Harbor. There are waterfront dining options here as well as a great selection of charter boats on which to get out on the water with a rod and reel. Or, head out to Nantucket for the day! The Freedom Ferry will have you over to the island in just over an hour. Don’t forget the beach! You can walk across the street and down Snow Inn Road to Merkel Beach, about a 10-minute walk from the house (half a mile). Here you have an expansive Nantucket Sound beach with the calm warm waters of the sound massaging the shoreline. Wychmere Harbor Wychmere Harbor is a stone’s throw from the property and is one of the most photographed vistas on the Cape. Wychmere is also home to the Wychmere Beach Club. The club is private but is very popular for weddings and events. “Wychmere Heights” is uniquely set up to welcome guests of events for long weekends in the shoulder seasons. Though large events are not permitted at “Wychmere Heights”, modest dinner gatherings or the like are considered with approval. Experience the best of Cape Cod at “Wychmere Heights” with all your favorite people! Please enter in your travel dates for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $245.00. In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%. This property offers a 3-night minimum stay outside of the peak season. Guests are charged a cleaning fee for all stays less than 7 nights. Stay 7-nights or more and the cleaning fee is waived. Be sure to search this site for your best selection of prime vacation homes available for rental on Cape Cod. It’s your vacation. Get Picky! ®

This property is professionally managed by Pretty Picky Properties Luxurious Estate by the Bay in Brewster: Sleeps 20 with Expansive New Pool, Walk to Beach, Walk to Town Rents Saturday to Saturday in Peak Summer Off-Season Weekends and Partial Weeks Available Choose this vacation headquarters and give your group of up to 20 the best of all options. A main house plus separate guest house on nearly an acre and a half of level yard for play space. A stunning new 20’ X 60’ heated saltwater pool with large stone patio. A three-minute walk to Brewster’s Breakwater Beach. And an eight-minute walk to the iconic Brewster Store and Main Street/Route 6A, where you’ll discover some excellent restaurant choices. The main house, just completed in 2020, offers elegance without pretense, centered on its spacious, thoughtfully outfitted chef’s kitchen. Here you’ll appreciate the large center island with high boy seating, beautiful granite and tile, as well as abundant counter space bathed in natural light. The kitchen opens to a TV lounge, which walks out to the expansive patio and pool. There is also a good-sized dining room here, as well as a handy half bath and laundry. The main house has sleeping for up to 12 in five bedrooms, two of which are king masters, one on the main level, the other upstairs. Each master has its own private full bath en suite. The separate guest house offers single level living and sleeps up to eight in three bedrooms with a full bath. You have a full eat-in kitchen here, as well as a TV lounge. Your outdoor summer living is optimized on the oversized patio which envelops the big pool. There’s also a hot tub, a large gas grill, a fire pit and an enclosed outdoor shower. Each house is centrally air conditioned, has cable TV, a SONOS Sound system and high speed Wi-Fi. Please enter your travel dates for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $ 245.00 In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%. Be sure to search this site for more Pretty Picky Properties - your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ®

19908 - Grand Cove: Water Views Private Pool, Hot Tub, Access to Cove! This gorgeous West Dennis home, located on Grand Cove in Bass River, is the perfect place for your next luxury vacation! Two huge wrap around decks offer spectacular water views of the cove, and with direct water access, you are just steps from being able to kayak, paddleboard, or swim in this beautiful body of water. After your adventures on the cove, walk back to our private fenced in yard, which features an in-ground pool complete with a waterfall, as well as a poolside patio. If the backyard wasn’t spectacular enough, the large front yard is grassy and a great place to play a classic game of summer whiffle ball. <br><br>Inside, you will find an eat-in kitchen with brand new appliances, and a large formal dining area that opens into a family room (with a large, sectional leather couch and flat screen TV) with a slider out to a large deck - perfect for summer cookouts. The top level master suite features a king size bed under a vaulted, pine planked ceiling with bright skylights, and a slider leading to another large, wrap around deck with panoramic views of the cove. There are two more bedrooms upstairs, one with a king bed and en suite full bathroom and the other with two full beds, as well as another full bathroom. The fourth bedroom is located on the first floor and has a queen bed, with a third full bathroom down the hall.<br><br>Downstairs is the Game Room with a foosball table, couches, flat screen TV, and slider that steps out to the pool and the private yard. Other amenities include smart TV, WiFi, washer/dryer in the basement, air conditioning, an outdoor shower, and linens and bath towels provided for each guest. Take your next vacation in style and book our gorgeous vacation home now!<br><br>Home Details:<br>-Sleeps 10<br>-3 Floors<br>-3,624 Sq Ft<br>Bedrooms<br>-Total 4<br>-Bedroom #1: 1 Queen Bed, 1st Floor<br>-Bedroom #2: 1 King Bed, 2nd Floor<br>-Bedroom #3: 1 King Bed w/ en suite Full Bathroom,, 2nd Floor<br>-Bedroom #4: 2 Queen Beds 2nd Floor<br>Bathrooms<br>-Total 3<br>-Bathroom #1: Full Bath w/ Shower, 1st Floor<br>-Bathroom #2: Full Bath w/ Shower, 2nd Floor<br>-Bathroom #3: Full Bath w/ Tub/Shower Combo, en suite, 2nd Floor<br>-Fully Equipped Kitchen<br>-Central A/C & Mini-Split A/C Systems<br>-Smart Lock/Self Check-In<br>-Smart TV<br>-WiFi<br>-Washer/Dryer<br>-NO Pets (fines remitted)<br>-Hot Tub (Open from Memorial Day to Labor Day - may be longer but not guaranteed)<br>-Outdoor Shower <br>-Private Yard<br>-Private Saltwater Pool (no heat) (Pool Open from Memorial Day to Labor Day - may be longer but not guaranteed)<br>-Gas Grill<br>- Fire Pit<br>-Game Room!<br>-Air Hockey<br>-Pack Man<br>-Water Views<br>-Multiple Decks<br>-Direct Access to Grand Cove<br>-Sheets and Bath Towels Provided with Beds Made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>C0346480750

This property is professionally managed by Pretty Picky Properties. Sea Captain’s Estate with Heated Pool and Pickle Ball Court Sleeps 20 in 8 Bedrooms, 4.5 Baths Linens Included and Beds Made Rents Saturday to Saturday during the summer months Pets considered up to 40lbs. Pool Heating Fee Prior to June 22 and after September 13 Labor Day Weekend 4-night minimum stay From its rooftop Victorian cupola perfect for stargazing to its classically coffered ceilings and gleaming hardwood floors, this one-of-a-kind, historic grand manor warms your heart the minute you step onto the property and pass under the towering linden trees that define the expansive front yard. Originally built in 1856 for Sea Captain Russell Marston, the 5,600-square-foot property has been fully renovated and modernized over the past decade, retaining the character of a grand estate while featuring tasteful décor and elegant finishes. The result is the perfect balance of historic charm and modern amenities, comfortably and memorably accommodating up to 20 guests. The home’s central location in mid-Cape puts it in the charming Centerville Historic District, less than a mile from Craigville Beach, known for its wide sandy shore and stunning views of Nantucket Sound. Owners offer a beach pass if you prefer to drive to other area beaches! It’s a short walk along the sidewalk to the water, or a quick two-minute drive. Just five minutes down Main Street, you can enjoy award-winning Four Seas Ice Cream, perfect for a treat at any time or after dinner. Nearby, you’ll find the 1856 Country Store, which still sells “penny candy" along with gifts and souvenirs, as well as the library and a new playground. While your group may prefer staying on the grounds, the home offers easy access to all parts of Cape Cod. It’s just 5 minutes to upscale shopping and dining in Osterville, 10 minutes to the variety of options in downtown Hyannis and the ferries to the Islands, and 15 minutes to trendy Mashpee Commons. You’re also close to excellent local markets, bakeries, and coffee shops, along with convenient stores like Whole Foods and Trader Joe’s. It truly offers the best of everything! The main level of this home offers a common space that is remarkably open for a home of this vintage, including a bright, thoughtfully equipped kitchen with high-end appliances and an impressive great room with plush seating and a large smart TV for movie nights. There’s a full dining room and an additional dining area just off the great room and kitchen, which could easily host family game nights. In addition, several living spaces complete the expansive first floor and are ideal for your large group to spread out. There is an elegant lounge perfect for reading by day or for hosting cocktails by night, as well as a more contemporary family room, ideal for kids and teens, with a large smart TV, an Xbox gaming system, and a selection of board games. The main level also includes a sunroom with access to the spacious grounds, a half bath, and a mudroom with two sets of washers and dryers. The home offers various sleeping arrangements across eight bedrooms on three levels. The main level features a spacious bedroom with a King bed and an ensuite bathroom with a step-in shower. Ascending the grand, winding staircase, the second level includes several sleep areas. There is a luxurious King suite with an ensuite bath that has a soaking tub and a large shower. This primary bathroom also has a second door for direct hall access, ensuring privacy for the master suite occupants. Adjacent are two tastefully decorated bedrooms—one with a King bed and the other with a Queen bed—that share a hall bath with a step-in shower. In a separate wing of the second floor, there’s another large King suite with its own private exterior entrance, ideal for a family. This suite includes a bedroom with a comfy King bed, a kitchenette, a full bath with a step-in shower, and an additional sleeping area with two twin beds. From this suite, you can step out onto a spacious deck overlooking the pool and grounds. The third level features three cozy bedrooms: one with a Queen bed, another with two twin beds, and a third with four twin beds. This level also has a smart TV and a PlayStation gaming system. Overall, the house contains four full bathrooms and one half bath. Your outdoor summer experience here will be truly unforgettable! Picture sunny days relaxing by the spacious, secluded heated pool (gated for safety!). This beautiful area will become a favorite spot, featuring resort-style lounge chairs and a dining table perfect for outdoor lunches. There’s also a pool cabana equipped with a fridge/freezer, an outdoor rinse station, and a convenient half bath. Your group will appreciate the many outdoor living options available! On the opposite side of the house, accessible from the great room, is another spacious outdoor entertaining area. It’s a large stone courtyard with premium lounge seating around a gas fire pit, a large gas grill, and a whole-home generator. Additionally, two expansive sundecks with lounge seating and a table with an umbrella—perfect for lunch or cocktails — overlooking the pool are located on the second level. A unique amenity, a private pickleball court. Ideal for family tournaments! This home will be your private resort on the Cape! The house is set on 1.37 acres of private, professionally landscaped, park-like grounds with ample flat yard space for kids to run and play safely. You can enjoy family soccer matches, cornhole games, or basketball at the driveway hoop. The home is equipped with central air conditioning, high-speed Wi-Fi, multiple smart TVs, and a Sonos sound system. Please enter your travel dates in the top right corner of this page for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $245.00 In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%. Be sure to search this site for your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ®