Large group vacation rentals in Wiscasset, ME

Explore 159 large group vacation rentals, homes, and villas in Wiscasset, ME for your next getaway or business trip. With space for everyone, enjoy the comfort and privacy of a home designed for gathering, alongside premium amenities such as Air Condition Homes and Best Affordable Homes. Throughout your stay, spend time together, share meals, and relax in spacious living areas that make group travel feel cohesive. With options starting as low as $128 per night and homes offering up to 7 bedrooms and 5 bathrooms, it's easy to book a stay that fits your group. And with 24/7 local support and high-speed Wi-Fi, everyone stays connected and protected. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, making each trip more rewarding than the last. Book your next group getaway with Homes & Villas by Marriott.

159 Great for Groups in Wiscasset

Nickels-Sortwell House

Wiscasset, ME, US
3 Bedrooms 5 Guests
Aug 21 - 23
$707 night

Experience an unforgettable stay at the Nickels-Sortwell House, the only New England historic landmark available as a vacation rental. Fine Federal-style architecture and traditional décor welcome your group into this 3BR home. Located in the heart of the Wiscasset Village, you’re walking distance from an array of boutique shops and antique galleries. Stroll to Treats for gourmet food and freshly baked goods in 1 minute. LIVING AREAS Built in 1807, this warm and welcoming home promises an unforgettable vacation experience in historic New England. The sun-drenched living room has the ambiance of a parlor. Settle in with a book, watch a film on the 40” TV, or pen a postcard at the writing desk. A sofa and two chairs offer plenty of seating for your group to relax. KITCHEN & DINING Cook up a storm in the huge eat-in kitchen. Butcher block countertops, an industrial stainless steel sink, and an array of cookware and gadgets make meal prep simple. When it’s time to eat, gather around the wood dining table for eight. BED & BATH This two-story home sleeps five guests in three charming bedrooms. Each bedroom is located on the second floor. The spacious master bedroom has a four-poster full-size bed, and the twin-size second bedroom is accessible through the hallway and the master bedroom. A cozy queen-size bed awaits in the third bedroom, and the bright shared bathroom is equipped with a tub/shower combination. OUTDOOR AREAS Enjoy a cup of tea on the covered back porch, where there’s a cafe table for two overlooking the lush gardens. EXTRA AMENITIES Additional perks include garage parking for one car and complimentary Wi-Fi. THE LOCATION Wiscasset Village is a foodie’s delight. Red’s Eats is famous for its classic American fare right around the corner, and Little Village Bistro serves up creative dishes with an Italian kick in .6 miles. Don’t miss a quintessential lobster roll at Sprague’s, a waterfront eatery 4 blocks from your door. The Nickels-Sortwell House makes for a great base to explore all of Midcoast Maine. Boothbay Harbor is 15 minutes away, Bath awaits in 10, and Rockland is 30 minutes away. The Coastal Maine Botanical Gardens offer enchantment in 13 miles, and picturesque Popham Beach State Park is 40 minutes southwest.

Sheepscot River Perch

Wiscasset, ME, US
4 Bedrooms 11 Guests
Aug 23 - 26
$1,016 night

Experience spectacular river views from nearly every room of this completely renovated, large, comfortable home in downtown Wiscasset. Enjoy breezy space, light, and comfort in this stylish combination of traditional and modern design in an 1800s house. While steps from freshly shucked Maine oysters or the world-famous Red’s Eats Lobster Roll. Entertain in the beautiful all-new gourmet kitchen with a large wooden island, where everyone can cook, eat, and relax while one step from both outdoor decks. Bountifully stocked with a brand new Cafe range with a double oven, a Panasonic microwave, and new tools and stainless steel cookware. Bedrooms are bright and airy, with expansive views of the Sheepscot River estuary and its spectacular sunrises and fading evening light. The third floor is a large, modern, open loft space that feels like its own apartment overlooking the river from above. There are multiple spaces for communal gathering throughout, while plenty of room to retreat for privacy as well. Air conditioning, private washer/dryer, 3 1/2 bathrooms - 2 1/2 completely brand new, and all feature walk-in showers. Includes two decks with a river view, a new gas grill, and easy access to the community. Easy stroll to all downtown shops and restaurants in lovely Wiscasset, while only a quick drive away for discovery along the prime Midcoast from Coastal Maine Botanical Gardens to Pemaquid Point Lighthouse and more. Attraction Distance Red’s Eats One Block Main Street Galleries and Shops One Block Jolie Rogers Raw Bar One Block Jodie’s Restaurant One Block Water Street Kitchen Three Blocks Back River Bistro Five Blocks WW&F Railway 4.8 Miles Damariscotta 8.2 Miles Library Park 10.5 Miles Maine Maritime Museum 11.5 Miles Boothbay Harbor 13 Miles Coastal Maine Botanical Gardens 13 Miles Swan Island 13.2 Miles Pemaquid Lighthouse 22.0 Miles THINGS TO KNOW Streaming services are available with guests’ own account(s). Parking for 2 cars is available next to the house. Additionally, 4+ cars can park across the street. There is an attached apartment with year round renters

Finest Kind

Wiscasset, ME, US
1 Bedrooms 2 Guests
Aug 23 - 25
$315 night

Located in the charming village of Wiscasset, ME, this quaint and colorful apartment is just a short walk away from the Sheepscott River and the bustling downtown area. With a theme of adventure, historic charm, and proximity to tourist attractions, this apartment offers a unique and memorable stay. Enjoy the convenience of being near restaurants, museums, and outdoor activities like hiking, fishing, and whale watching. For outdoor enthusiasts, stand-up paddleboarding and kayaking are just steps away, while nearby attractions like Wiscasset Speedway provides entertainment for all. Explore boutique shops, art galleries, antiques, and local eateries. Walk to “RED’s Eats” for their world-famous lobster roll, or take a seven minute drive to the James Beard Award winning “Alna Store” for an unforgettable meal you’ll want to write home about. There are many other delicious places to eat within walking distance. Try the pastry’s and coffee at “Treats”, or enjoy the full menu complete with river views at “Jodie’s Café and Bakery”, and the “Water Street Grill”. “Back River Bistro”, and “The Jolie Rogers Raw Bar” are popular choices among the locals as is “In a Silent Way Wine Bar & Shop”. While here immerse yourself in the town’s history, all within walking distance, visiting the ancient cemetery, Castle Tucker, Nickels-Sortwell House, Maine Art Gallery, and the Lincoln County Historical Society’s Museum. Or travel a bit further and spend the day exploring Boothbay, Damariscotta, Rockland, Camden or Bar Harbor. This delightful apartment offers a serene retreat with original pine floors, a deck and patio furniture to enjoy the peaceful surroundings. Inside, you’ll find modern amenities such as a washer/dryer, partial AC, internet, a generator and walk in shower, as well as a fully equipped kitchen with all the essentials. Relax in the comfortable living room with a TV, or unwind in the king bed after a day of exploring the town. Experience the best of Wiscasset and create lasting memories at this lovely vacation rental. Whether you’re looking for adventure, history, or simply a relaxing getaway, you will find what you are looking for in “the prettiest village in Maine” and this charming house is the perfect home base for your Wiscasset vacation. Book your stay today and start planning your Maine getaway! Things to Know -There is a video doorbell at this home -There is no smoking, vaping or recreational drug use allowed anywhere at this property -You must be 25 years or older to rent this property. -No pets are allowed at this vacation rental. -Parking notes: There is free parking available for 1 vehicle.

High Street Stunner

Wiscasset, ME, US
6 Bedrooms 12 Guests
Aug 25 - 27
$1,798 night

Completely restored and renovated, this 1889 antique Victorian mansion can be the dream destination for you and your loved ones. Wander into town to discover local eateries (just steps from Red’s Eats, Maine’s best lobster roll!), boutique shops, antiquing, arts, entertainment, and an array of family-friendly attractions. The historic town of Wiscasset is fondly known as the ’prettiest village in Maine,’ and walking around and taking pictures is a dream come true for history buffs - be sure to explore the ’Museum in the Streets’ walking tour. Inside you’ll find a bright interior filled with natural light and new kitchen appliances, as well as a warm feeling of welcome throughout the space. Enjoy spacious rooms, delightful architecture, and a sprinkle of history among the modern upgrades. The chef of your group will love preparing grand meals and beach picnic snacks in the fully updated kitchen, featuring stainless steel appliances, a massive floating island breakfast bar, and all the space you need to maneuver. Around the corner from the formal dining room is a full walk-in pantry with a wine rack and wet bar. For those who need to stay connected, there are four work-from-home spaces, complete with desks, chairs, and monitors. The bathrooms have been fully remodeled and upscaled to boast luxurious walk-in showers. The main bedroom is exquisite with unbeatable views, ample space for personal effects, and an en suite bathroom. Kids and adults can enjoy open landscaping perfect for lawn games and outdoor entertaining, fire pit included. In the basement, there is a Peloton for a quick workout and a Ping-Pong table for hours of family fun. At the end of the day, observe the north Atlantic sunset from the front wrap-around deck and watch the stars come out on either of the other two spacious decks off of the kitchen. THINGS TO KNOW

Wiscasset Holiday

Wiscasset, ME, US
3 Bedrooms 6 Guests
Aug 21 - 23
$712 night

Discover an iconic New England hideaway at this 3BR home! Beautifully updated, the Wiscasset Holiday" 1815 home boasts an array of modern comforts. You’ll love the sparkling kitchen, the smart TVs, and the convenient home office. Original paintings in every room pay homage to the area’s rich history. Grill tasty meals in the shade on the well-appointed deck. The convenient central location is a short stroll from Main Street restaurants and the waterfront. LIVING AREA Stream favorite shows on the smart TV in the living area. The original paintings are an elegant addition. Find quiet privacy in the office, furnished with a laptop-friendly desk. KITCHEN & DINING Prepare tasty meals in the kitchen, newly appointed with granite countertops and stainless steel appliances. The table in the dining area seats six. BED & BATH This home sleeps six guests in three bedrooms. Rest easy on a queen bed in the first bedroom. The second bedroom holds a full-size bed and a smart TV, and the third bedroom has two twin beds. The bathroom is configured with a walk-in shower and a clawfoot bathtub. OUTDOOR AREA & AMENITIES Outfitted with a Char-Broil gas grill and a table for six, the deck is perfect for relaxing alfresco dinners. EXTRA PERKS & MORE DETAILS Extra perks include complimentary Wi-Fi and a washer/dryer. Parking is available for two cars in the driveway. Access to this two-story home is via six exterior steps. THE LOCATION Stroll to the Sheepscot River in just 3 minutes. While you’re at the waterfront, pay a visit to the Wiscasset Yacht Club, which welcomes visitors. Wiscasset is known as The Prettiest Village in Maine. Surround yourself with historic beauty on Main Street, just a 5-minute walk from home. Dine at Red’s Eats for an authentic lobster roll.

Topgallant

Wiscasset, ME, US
2 Bedrooms 4 Guests
Aug 21 - 23
$840 night

Watch the sun come up over the Sheepscot River each morning at this beautiful home in Wiscasset, thoroughly immersed in the charm of Midcoast Maine. From its gorgeous interior with banks of windows to the spacious deck overlooking the water out back, this home is truly a special escape. Topgallant is enviably located on the tip of downtown Wiscasset, a picturesque village on the banks of the Sheepscot River. Within blocks, you can stroll to shops and art galleries on Main Street as well as local institutions like Red’s Eats for lobster rolls. And with Route 1 running through town, it’s the perfect home base for exploring, with Boothbay Harbor (12 miles), Bath (12 miles), Reid State Park (23 miles), and Popham Beach State Park (25 miles) within a short, scenic drive. As you step inside, you’ll be greeted by beautiful elements of design, from wide-plank wood floors to walls of windows that flood the rooms with sunlight. A highlight is the chef’s kitchen, complete with a Viking gas range and other stainless steel appliances. Whether you’re preparing a homemade meal, sitting down to one at the live-edge dining room table, or gathered around the gas fireplace in the living room, you’ll never lose sight of the beautiful view. Begin each morning with coffee and breakfast on the back deck, and linger into the afternoon to barbecue your lunch on the gas grill. In the evenings, you’ll find a wonderful spot to snuggle up, stream movies, and play board games in the den. When it’s time to turn in, both bedrooms are upstairs - each with its own private bathroom and a lovely view of the water. One features a small step-out balcony; the other, a fantastic desk workspace by the window. Things to Know Check-in time: 4:00 PM. Check-out time: 10:00 AM. All guests shall abide by The Good Neighbor Policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM. No smoking is permitted anywhere on the premises.

The View at Sheepscot River

Edgecomb, ME, US
1 Bedrooms 2 Guests
Aug 18 - 20
$324 night

Nestled on the bank of the river in Sheepscot Harbour Resort, this newly constructed 1BR/1BA condo sleeps four comfortably. Your family will feel right at home with a fully stocked kitchen, water-view deck, and open concept living and dining area. The central location puts you within walking distance of Red’s Eats, a famed seafood eatery serving the best lobster roll in Maine. Take the short drive to Fort Edgecomb State Park and enjoy a picnic on the waterfront. Inside this newly constructed condo, sunshine pours through a set of French doors and brightens every corner of the open layout. Prepare home-cooked meals in a stocked kitchen with stainless steel appliances, and dine together at a table for four. The living area invites up to five guests to sink into the sofa and chaise lounge to watch the wall-mounted flatscreen TV. The sofa converts to a queen-size sleeper. Spend quiet evenings sipping wine on a shared deck with seating for two, and look out at the Sheepscot River below. Get a good night’s sleep in a queen-size bedroom with handsome wood furnishings and a 32” wall-mounted flatscreen TV. An adjoining guest bathroom is configured with a shower. Situated within the Sheepscot Harbour Resort in Edgecomb, your condo is within walking distance (15 minutes) to Red’s Eats, a famed seafood joint serving up the best lobster roll in Maine. Or drive 10 minutes to Fort Edgecomb State Park and enjoy a picnic on the waterfront. The central location near Route 1 means neighboring towns are easily accessible. Get out and explore nearby Wiscasset, Boothbay Harbor, Damariscotta, Bath, Brunswick, and Camden. House Rules Check-in time: 4:00 PM. Check-out time: 10:00 AM. All guests shall abide by The Good Neighbor Policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM. No smoking is permitted anywhere on the premises. Things to Know The balcony now features a divider, so each retreat has a private balcony.

The View IV at Sheepscot River

Edgecomb, ME, US
1 Bedrooms 2 Guests
Aug 26 - 28
$311 night

Newly built and lovingly furnished, your vacation rental has coastal touches and a relaxing vibe. Located in a quiet spot overlooking the river, the place is perfect for a couple or small family. The Resort is across the bridge from Wiscasset and within easy driving distance of Boothbay Harbor, Damariscotta, Camden, and Brunswick. Sheepscot Harbor Resort offers the ideal location to explore everything coastal Maine offers. Visit the School House Pond Preserve and Zak’s Preserve, just over 7 miles away. Be beachside at pristine Popham Beach after only a short drive. Jewel-toned furniture invites you to kick back and relax in the sunny living room. A comfy sleeper sofa, lounger, and armchair offer plenty of space to watch the 40’ TV or get lost in a good book. Coastal-chic decor runs the gamut—from lobster-patterned pillows to ocean-inspired artwork. The open-concept kitchen features new stainless steel appliances the group chef is sure to love. Fix special home-cooked meals, or put together a picnic basket for excursions around town. Step out onto the spacious balcony for a breath of fresh air and views of the Sheepscot River. Chairs offer a perch for morning coffee or evening drinks. The balcony even has a divider, creating a more private space to relax so that every day can begin and end with gorgeous views of the surrounding landscape. Things to Know House Rules Check-in time: 4:00 p.m. Check-out time: 10:00 a.m All guests shall abide by The Good Neighbor Policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises.

The View III at Sheepscot River

Edgecomb, ME, US
2 Bedrooms 4 Guests
Aug 23 - 26
$393 night

Your two-bedroom chic condo offers stunning views of the Sheepscot River. The woodsy setting offers the perfect place to relax in peace and quiet. The culinary-minded guests at your party will love the open-concept kitchen with new stainless steel appliances. Conveniently located just off Route 1, you’re just across the bridge from Wiscasset and a short drive from Boothbay Harbor, Damariscotta, Bath, Brunswick, and Camden. Looking for the best lobster roll in Maine? Find it at Red’s Eats, just a short walk across the bridge. Stylish coastal decor brings a true Maine ambience to this beautifully maintained two-bedroom condo. Hardwood floors gleam, and pretty prints and paintings of ocean life add seaside sophistication. Natural light fills the open-concept main space. Take a seat on comfortable furniture that includes a queen-size sleeper sofa, love seat, and armchair. A 40” TV promises relaxing evenings spent watching movies. The spacious kitchen is detailed with new stainless steel appliances, plenty of work space, and an eye-catching tile backsplash. A modern dining table offers seating for four. A balcony overlooks the trees and the shimmering Sheepscot River—pull up a chair and take in the natural beauty. Please note that the balcony now has a divider, creating a more private space to relax. The king-size primary bedroom features a sleigh bed and a 32-inch TV. The shared en-suite bath has a shower and white wainscoting. The guest bedroom has a queen bed with smartly patterned linens and another 32-inch TV. Three adjoining units can be rented together. Ideal for families- porches all adjoin, and two units within the building connect. A short and picturesque drive takes you to Boothbay Harbor, Damariscotta, Bath, Brunswick, and Camden. An easy stroll to Red’s Eats promises indulgence in the state’s best lobster rolls. Sheepscot Harbor Resort offers the ideal location to explore everything coastal Maine has to offer. Explore the woods at School House Pond Preserve and Zak’s Preserve, just over 7 miles away. Relish time on Popham Beach within a 30-minute drive, and enjoy a night on the town at Montsweag Roadhouse 4.3 miles from your door. House Rules Check-in time: 4:00 p.m. Check-out time: 10:00 a.m All guests shall abide by The Good Neighbor Policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises. Things to Know

The View II at Sheepscot River

Edgecomb, ME, US
1 Bedrooms 2 Guests
Aug 18 - 20
$324 night

This newly constructed one-bedroom condo in Sheepscot Harbour Resort is a perfect home away from home on the Edgecomb waterfront. With a well-equipped kitchen, a water-view deck, and an open-concept living and dining area, there’s plenty of space for four guests. Walk to Red’s Eats for the best lobster roll in Maine, or drive to Fort Edgecomb State Park to enjoy a picnic on the waterfront. Neighboring towns are easily accessible and waiting to be explored. Whip up a favorite recipe in a well-equipped kitchen with stainless steel appliances. Gather in the dining area to savor home-cooked meals around a table set for four. Come together in an open-concept living area, where a sofa provides seating for four guests. Sit back and enjoy each other’s company, or watch a movie on the wall-mounted flat-screen TV. The sofa converts to a queen-size sleeper bed. Begin each day with a hot cup of coffee on the balcony overlooking the Sheepscot River. Two patio chairs and a side table offer a quiet place to sit and enjoy the morning. Please note that the balcony now has a divider, creating a more private space to relax. Slumber in a queen-size bedroom featuring a dark wood headboard, matching bedside tables, and a 32-inch wall-mounted flatscreen TV. An adjoining guest bathroom—also accessible from the hallway—has a shower. There are three adjoining units which can be rented together. Ideal for families- porches all adjoin, and two units within the building connect. Situated within the Sheepscot Harbour Resort in Edgecomb, your newly constructed condo is within walking distance (15 minutes) to Red’s Eats, a famed seafood joint serving up the best lobster roll in Maine. Or drive 10 minutes to Fort Edgecomb State Park and enjoy a picnic on the waterfront. The central location near Route 1 means neighboring towns are easily accessible. Get out and explore nearby Wiscasset, Boothbay Harbor, Damariscotta, Bath, Brunswick, and Camden. House Rules Check-in time: 4:00 p.m. Check-out time: 10:00 a.m All guests shall abide by The Good Neighbor Policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises. Things to Know

Edgecomb Riverhouse

Edgecomb, ME, US
3 Bedrooms 5 Guests
Sep 8 - 10
$719 night

Perched on the banks of the Sheepscot River in Edgecomb, ME, the ’Edgecomb Riverhouse’ is a stunning 3-bedroom, 2.5-bath retreat that offers a picturesque view of the river and direct access to the water, perfect for launching kayaks and exploring the serene surroundings. Imagine starting your day with a cup of coffee while admiring the tranquil beauty of the Sheepscot River from your own private deck, surrounded by lush gardens. This updated home boasts top-of-the-line Subzero & Wolf appliances, and a year round outdoor saltwater hot tub, and a German Hase wood stove, ensuring a comfortable and luxurious stay for guests. Conveniently located between the charming villages of Wiscasset and Damariscotta, this riverfront oasis offers a perfect blend of seclusion and accessibility. Whether you’re relaxing in the hot tub, enjoying a meal on the deck, or cozying up by the wood stove, every moment at the ’Edgecomb Riverhouse’ is designed for ultimate relaxation and enjoyment. Guests can take advantage of amenities such as a washer/dryer, internet access, gas grill, and a fully equipped kitchen with modern appliances. With board games, children’s games, and outdoor activities like kayaking and hiking at your doorstep, there’s something for everyone to enjoy during their stay at this waterfront retreat. Experience the best of Maine’s natural beauty and coastal charm at the ’Edgecomb Riverhouse.’ Book your stay today and create unforgettable memories in this idyllic riverside escape.

Wiscasset Woodlands

Wiscasset, ME, US
3 Bedrooms 6 Guests
Aug 21 - 23
$974 night

Enviably situated in the heart of the Midcoast, this serene home in the wooded outskirts of Wiscasset seems to bring the best of Maine to you. In this private, pastoral setting, you’ll have a beautiful yard, gorgeous views of the trees, and fantastic access to nearby villages, harbors, beaches, and scenic drives. This two-story woodland home sits less than three miles north of downtown Wiscasset, a 5 min walk away from the river with dock access and close to Red Eats. A picturesque town on the Sheepscot River with an assortment of cute shops, restaurants, and seafood shacks. It’s a great place to relax and stay put but it’s also perfect for exploring, with Boothbay Harbor (15 miles), Bath (15 miles), the Pemaquid Point Lighthouse (24 miles), Popham Beach (29 miles), Rockland (36 miles), and Camden (39 miles) all within easy striking distance. The home’s natural setting is beautiful in every season, but it’s the long summer days you’ll spend outside in the yard. Sip your first cup of coffee among the trees each morning and gather on the patio for afternoon barbecues on the gas grill. The heart of the house is the lofty living room, where you can flip on the gas fireplace, unwind on the soft sectional, and marvel at the view of the forest through floor-to-ceiling windows. There’s a well-equipped kitchen with stainless steel appliances, a dining room for nightly dinners and board games, and a smart TV to stream your favorite movies. A private washer/dryer and complimentary WiFi are provided as well. THINGS TO KNOW

Riverfront Coastal Escape with Deep Water Dock!

Edgecomb, ME, US
6 Bedrooms 15 Guests
Aug 24 - 28
$1,006 night

The second you step foot in 'Soloman's Landing,' you will feel right at home with coastal activities galore at your fingertips! This renovated 6-bedroom, 3.5-bath vacation rental in Westport Island features a full kitchen, an inviting interior, and unbeatable access to the Sheepscot River. Bring your boat and keep it right at the property with the home's deep water dock. Unwind at the end of each day on the furnished deck, sharing stories with loved ones and admiring the waterfront sunset! -- THE PROPERTY -- 2,750 Sq Ft | Built in 1820 | Furnished Deck | River Views Rest and restore along the banks of the Sheepscot River when you stay at this historic New England home, perfect for outdoor-minded groups in need of a coastal escape! Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: Full Bed | Bedroom 5: Full Bed | Bedroom 6: Full Bed, 3 Twin Beds OUTDOOR LIVING: Large private deck, outdoor dining tables, patio furniture, spacious yard, deep water dock, private pier, front porch, access to public boat launch INDOOR LIVING: Smart TV w/ Roku, completely remodeled interior, stone fireplace, exposed wooden beams, hardwood floors, formal dining room KITCHEN: Fully equipped, stainless steel appliances, large kitchen island w/ eat-in breakfast bar, dishwasher, toaster oven, coffee maker, Crockpot, toaster, cooking basics, dishware & flatware GENERAL: Free WiFi, linens/towels, window air conditioning, laundry machines, first aid kit, hair dryer, trash bags, paper towels PARKING: Driveway (5 vehicles) -- THE LOCATION -- MAINE LOBSTER: North End Lobster Co-Op - seafood market (1.8 miles), Red's Eats (5.1 miles), Sprague's Lobster (5.1 miles), Taste of Maine (9.1 miles), Boothbay Lobster Wharf (18.4 miles), Five Islands Lobster Co (21.5 miles) COASTAL HIKES + PARKS: Clough Point Town Preserve (2.0 miles), Segerstrom Preserve (5.1 miles), Penny Lake Preserve (17.3 miles), Lobster Cove Preserve (17.9 miles), Pine Tree Preserve (17.9 miles), Coastal Maine Botanical Gardens (18.0 miles), Barret Park (18.6 miles), Gregory Hiking Trail (18.9 miles), Porter Preserve (19.5 miles), Hendricks Head Preserve (22.1 miles), Reid State Park (23.1 miles), LaVerna Preserve (24.4 miles), Popham Beach State Park (25.7 miles), Hunnewell Beach (26.4 miles) NEARBY TOWNS: Wicasset (5.0 miles), Bath (11.1 miles), Boothbay Harbor (18.0 miles) THINGS TO SEE + DO: Sheepscot River access (on-site), Balmy Days Cruises - Monhegan Island (18.1 miles), Schooner Lazy Jack Cruises & Eastwind Schooner (18.1 miles), Boothbay Golf Course (18.2 miles), Cap'n Fish's Whale Watch (18.9 miles), Sweet Action Charters (18.9 miles), Maine State Aquarium (19.7 miles), Catch22 Sport Fishing & Charters (21.4 miles) AIRPORT: Portland International Jetport (47.9 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

Westport Waterfront

Westport Island, ME, US
3 Bedrooms 6 Guests
Aug 23 - 25
$673 night

Located just minutes from Wiscasset, this stunning 3BR/2BA home offers an unbeatable riverfront getaway on Westport Island. Enjoy river views throughout, including two seasonal sunrooms with alfresco dining and a sunny living area. The backyard features a wooded oasis where you can fish, host an afternoon cookout, or gather around the wood-burning firepit. LIVING AREA Detailed with cathedral ceilings and floor-to-ceiling windows, the welcoming living area is an ideal spot to relax after a fun-filled day. A 65” smart TV sets the scene for movie nights. For the temperate months, a Samsung curved monitor (HDMI) is provided in both seasonal sunrooms for a great workspace with river views. KITCHEN & DINING Whip up delectable meals in the well-equipped kitchen, appointed with a full suite of appliances and ample cookware. When it’s time to eat, the formal dining table seats six. BED & BATH This home sleeps up to six guests in three bedrooms. Find comfort in the master bedroom, which provides a king-size bed, river views, and access to a lovely seasonal sunroom with alfresco dining and a door to the backyard. The en-suite bathroom offers a double vanity and a tub/shower combination. The second bedroom has a queen-size bed and access to a second seasonal sunroom with a desk and amazing river views. The guest bathroom is configured with a walk-in shower. Sleep soundly in the third bedroom, furnished with a twin-size and a queen-size bed. OUTDOOR AREA & AMENITIES The sprawling backyard is nestled along the scenic Back River. Fire up the gas grill and enjoy an afternoon cookout. Fish for stripers in the river and keep an eye out for bald eagles, seals, and osprey. In the evening, gather for conversation around the wood-burning firepit. EXTRA PERKS & MORE DETAILS Extra perks include complimentary Wi-Fi and a washer/dryer. Parking is available for three cars in the driveway. Please note, the decorative wood-burning fireplace in the living area is non-functional and not available for guest use. THE LOCATION Nestled on Westport Island, travel just minutes to the village of Wiscasset to visit popular attractions such as the Nickels Sortwell Museum, Castle Tucker, or Fort Edgecomb. Try the world’s best lobster roll at Red’s Eats. A community dock and boat ramp are located just a short stroll away for days spent fishing on the river. Easily explore midcoast Maine from this rental, including Boothbay Harbor (30 minutes), Bath (20 minutes), and Camden (1 hour).

The Dome House

Boothbay, ME, US
2 Bedrooms 4 Guests
Aug 30 - Sep 1
$395 night

The Dome House | A One-of-a-Kind Waterfront Escape in Boothbay, Maine Experience one of Maine’s most unique vacation rentals at The Dome House, a stunning geodesic dome nestled on two private wooded acres overlooking the tranquil Back River in Boothbay. Combining architectural wonder, waterfront serenity, and unforgettable Midcoast Maine adventures, this dog-friendly retreat offers a stay unlike anywhere else. Designed for travelers seeking something beyond the ordinary, this distinctive geodesic home is flooded with natural light through its soaring windows and curved architecture, creating a warm and inviting atmosphere that feels connected to the surrounding landscape. Whether you’re planning a romantic getaway, a family vacation, a kayaking adventure, or a peaceful retreat with your four-legged companion, The Dome House delivers an unforgettable Maine experience. Wake to sunrise views over the Back River and enjoy your morning coffee on the expansive waterfront deck. Spend your days exploring the beauty of the Boothbay Peninsula, launching a kayak from the nearby shared dock, hiking scenic coastal trails, or discovering the world-renowned Coastal Maine Botanical Gardens just minutes away. Nature lovers and photography enthusiasts will especially enjoy visiting the famous Giant Troll sculptures hidden throughout the gardens, a must-see attraction for visitors to Midcoast Maine. After a day of exploration, return to the comfort of your private woodland retreat. Prepare fresh local seafood in the fully equipped kitchen, gather around the dining table for a family meal, or fire up the grill and enjoy dinner overlooking the saltwater tidal river. The property offers a unique opportunity to witness nature’s constant transformation, from sparkling waterways to tranquil mudflats rich with life and beauty, there is a constant sound of running water where the little stream confluences at the property entrance. In the evening, stream your favorite shows, connect with loved ones using high-speed WiFi, or simply relax beneath Maine’s star-filled skies. The Dome House is perfectly situated for exploring some of Maine’s most beloved destinations. Stroll through the breathtaking Coastal Maine Botanical Gardens, play a round of golf at Boothbay Harbor Country Club, visit Pinkham’s Gourmet Market – Where Fresh Seafood Meets Gourmet, shop and dine along Boothbay Harbor’s waterfront, or take a scenic drive along Maine’s iconic Route 1 to charming coastal villages and lighthouses. Winter visitors can experience the magical Gardens Aglow holiday light display, transforming the peninsula into a festive wonderland. Why Guests Love The Dome House Unique geodesic dome architecture Waterfront views overlooking the Back River Dog-friendly accommodations Private wooded setting on two acres Expansive deck for outdoor dining and relaxation Shared dock access nearby for kayaking and waterfront enjoyment Minutes from Coastal Maine Botanical Gardens and the famous Troll sculptures Convenient access to Boothbay Harbor, Wiscasset, hiking, boating, dining, and shopping High-speed WiFi and central air conditioning Fully equipped kitchen with dishwasher For travelers searching for a truly special place to stay in Maine, The Dome House offers the perfect blend of architectural intrigue, waterfront beauty, outdoor adventure, and peaceful seclusion. This hidden gem on the Boothbay Peninsula is more than a vacation rental—it’s a destination all its own. Please Note: The private gravel road leading to the home is not ideal for low-clearance vehicles. Guests must travel by car to reach the property. Swimming and kayaking are at guests’ own risk. Boats are not permitted.

Beaver Run Cabin

Boothbay Harbor, ME, US
4 Bedrooms 10 Guests
Aug 26 - 28
$859 night

Escape to a new and secluded cabin in the woods in charming Boothbay. This spacious 4BR/3BA home offers comfortable accommodations for your group of 15. Feel right at home in the open-concept living area with vaulted ceilings and warm wood paneling, and step out to a wraparound deck with open-air dining. Soak up rich maritime history in East Boothbay, or discover eclectic shopping and waterfront dining in Boothbay Harbor - both just minutes from your door. ABOUT THE CABIN The open-concept kitchen, living, and dining area is both spacious and cozy, with soaring ceilings and knotty pine paneling. Settle as a group onto the inviting sofas (one converts to a queen sleeper) and plush armchair to swap stories from the day’s adventures in Boothbay Harbor, or step out to a sprawling, wraparound deck with reclining lounge chairs, and open-air dining for seven. The second living area is configured with a queen sleeper sofa. Prepare family meals in the luxe kitchen with granite countertops and stainless steel appliances, including a French-door fridge. Or lend the chef a hand at a center island bar with seating for four. Bay windows lend sunlight and sophistication in the dining area, where a wood table is a lovely gathering spot for eight. BED & BATH The master suite boasts a king bed, twin sleeper chair, massive walk-in closet, sliding door access to the deck, a Peloton bike, and a TV. Get some work done at a wood writing desk, and refresh in the private en-suite bathroom with soaking tub and glass shower. Upstairs, find three additional bedrooms with full closets. The second guest room includes two twin beds and a twin trundle. The third bedroom has three twin beds. The fourth room is outfitted with a comfy queen bed. A guest bathroom on the main level features a shower and pedestal sink, while the second-floor bathroom has a tub/shower combination. EXTRA AMENITIES & DETAILS Your reservation at this wooded retreat includes complimentary Wi-Fi, a washer/dryer, and parking for four cars. Please note that a 4WD vehicle is required to access this property during the winter months. LOCATION Nestled in the trees on a quiet wooded lot, this secluded log cabin is ideally located just 10 minutes from the heart of Boothbay Harbor. Give the cook the night off and dine at Lobsterman’s Wharf, a casual seafood tavern with a waterview deck just a 5-minute walk away. Soak up maritime history in the village of East Boothbay with a rich shipbuilding heritage. Then, head to East Boothbay General Store for lunch fare and fresh baked goods.

Damariscotta Lakefront Retreat

Newcastle, ME, US
2 Bedrooms 4 Guests
Aug 30 - Sep 1
$459 night

Dock your boat at the private slip and enjoy the lovely confines of this Newcastle home. You get a lot of amenities at this comfortable, homey cottage. Downtown Newcastle is just five miles away but you’re right on lovely Damariscotta Lake with its myriad fishing and swimming spots. This two-level home has it all! The living room has a TV, vaulted ceiling, hardwood floors, a blue sofa, and beige recliners. The futon doubles as a sleeper and you can relax and gaze out on the water or head out onto the deck for some grilled goodies! Another seating area has a comfortable chair surrounding a wood-burning fireplace. The dining room has a table for six and the kitchen has a wealth of counter space, a white fridge, and range, among other accoutrements. Up to six guests will have their choice of two bedrooms separated by floors, as well as the available futon. The main-floor bedroom has a double bed and wood floors. There’s a full bath down the hall. The second-floor master has a queen bed, wood ceilings, and an en-suite bath with a standalone shower. You have a private washer and dryer, cable, internet access, and access to a family farm across the road. One dog is welcome in the home with an additional fee. Newcastle is a great place to get away from it all. Hike or bike along scenic trails or spend the day fishing or swimming on the lake. It’s peaceful and quiet. This lovely Midcoast Maine vacation home is the perfect refuge from the hustle and bustle of city life.

Moose House

Westport, ME, US
3 Bedrooms 10 Guests
Aug 18 - 20
$791 night

Bright, open, and stunningly positioned where the Sheepscot River meets the Atlantic Ocean, this oceanfront home on Kehail Point is the Midcoast Maine escape you’ve always dreamed of. This special house is full of natural wood and stone finishes, stainless steel appliances, and plentiful windows, including a wall of windows in the living room that frame incredible views of the water. You’ll have an in-home fitness room with a treadmill and an elliptical machine, a wrap-around deck with rocking chairs overlooking the ocean, as well as a wet bar and two fireplaces - one wood and one gas - to make cool coastal evenings all the more cozy. What’s nearby: This waterfront home is located on scenic Kehail Point, 12 miles south of darling downtown Wiscasset and Maine’s famous Route 1. If you take the short drive up to town, you’ll find one of the most beloved lobster rolls in Maine at Red’s Eats, as well as canoes and kayaks to rent at Wiscasset Trading Post. When you’re not relaxing in this spectacular setting, you’ll also be wonderfully positioned for day trips around the Midcoast, whether you choose to explore the historic shipbuilding town of Bath (20 miles west), charming Boothbay Harbor (25 miles southeast), or Georgetown Island and Reid State Park (30 miles southwest). Things to know: Free WiFi Full kitchen Treadmill and elliptical machine The wood-burning fireplace is on the main level; the gas fireplace is on the lower level

Head of the Harbor

Boothbay Harbor, ME, US
4 Bedrooms 8 Guests
Aug 31 - Sep 3
$840 night

Retreat into the romance of coastal Maine at this exquisite Boothbay Harbor vacation rental that bursts with vintage character and seaside charm. Your harbor-view gem comprises two separate three-level homes. You’ll love the antique decor and original 1800s wood floors, while modern amenities include updated kitchens and smart TVs. Across the street, you’ll find sunset chairs with the best footbridge view in town. Stroll to the pier, waterfront parks, and tasty dining options. Pack your binoculars for Cap’n Fish’s Whale Watching, climb aboard the Windjammer Eastwind, or rent a seafaring vessel at Schooner Eastward. Boothbay Harbor Country Club and Coastal Maine Botanical Gardens are within a short drive. Captain’s Quarters’ modern living area presents a Sonos system and a large 4K smart TV with access to Netflix, Hulu, Apple TV, and all of today’s online entertainment. Prepare delicious dishes in the convenient full kitchen, configured with a small eat-in table and a larger nearby dining table. Sleep soundly in the primary suite that has an en suite bathroom that is also accessible via the hallway. One of the guest bedrooms includes a telescope for harbor gazing. All bedrooms provide a smart TV, bedside USB charging, and a Bluetooth music system. Head of the Harbor has an inviting living area with twin and queen sofa beds. The 4K smart TV provides access to Netflix, Hulu, Apple TV, and other services. A large farmhouse sink and an eat-in table highlight the beautifully updated kitchen. The gas grill on the deck is perfect for sunny afternoon cookouts. The bedroom occupies the entire top floor and features a charming antechamber with a window air-conditioning unit. Extra perks include complimentary commercial-grade WiFi and a backup generator. Each home is equipped with a private washer/dryer. THINGS TO KNOW The homes are not directly connected.

Waterfront Condo: Walk to Downtown Boothbay Harbor

Boothbay, ME, US
2 Bedrooms 4 Guests
Dec 5 - 11
night

Cove Views | Breakfast Nook | WFH Friendly | Ground-Floor Unit | 4 Mi to Coastal Maine Botanical Gardens A serene coastal retreat awaits at this Boothbay Harbor vacation rental! With a picturesque waterfront setting and a prime location just a short walk from downtown shops and eateries, this 2-bedroom, 2-bath condo is perfect for a seaside stay. Embark on a sailboat tour, visit Coastal Maine Botanical Gardens, or check out Barrett's Park before returning home to relax on the furnished patio. -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 2 twin beds - Additional Sleeping: 1 queen air mattress INDOOR LIVING - Smart TVs w/ cable, gas fireplace - Laptop-friendly desk w/ printer - Breakfast nook, dining table - En-suite bathroom, walk-in showers OUTDOOR LIVING - Furnished patio w/ cove view, electric grill - Spacious yard KITCHEN - Refrigerator, stove/oven, microwave, dishwasher - Drip coffee maker, toaster - Dishware & flatware, cooking basics, spices GENERAL - Keyless entry, self check-in, free WiFi, central heating - Washer & dryer, laundry detergent, iron/board, trash bags/paper towels - Towels/linens, complimentary toiletries, shampoo/conditioner, hair dryer FAQ - No A/C - 2 exterior security cameras (facing out) ACCESSIBILITY - Single-story condo, step-free entry - 2 interior steps required to access living room PARKING - Designated parking spots (2 vehicles) - Overflow lot -- THE LOCATION -- - Walking distance to downtown dining & shopping, boat tours, Hodgdon Marina - 3 miles to Maine State Aquarium - 4 miles to Coastal Maine Botanical Gardens - 2 miles to Barrett's Park - 60 miles to Portland Int’l Jetport -- 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 ADDITIONAL INFORMATION - While this single-story condo offers step-free entry, 2 interior steps are required to access the living room - The designated parking spots are not adjacent to the unit. Guests must travel across the parking lot to access the condo - This property does not offer air conditioning - Your safety matters. The property features 2 Ring security cameras located at the front and back doors facing outward. The cameras do not look into any interior spaces. The cameras record video and sound when motion is detected

Damariscotta Vistas

Boothbay, ME, US
3 Bedrooms 8 Guests
Aug 23 - 26
$655 night

Paradise awaits at this beautiful, two-story home conveniently located on a dead-end street near the East Boothbay Village! This is the perfect spot to bring family and friends and experience a truly relaxing and memorable escapade. You will be a short three-mile drive from Boothbay Harbor, where numerous restaurants and marinas await. Discover amazing attractions within a short drive, including Boothbay Harbor Country Club, Coastal Maine Botanical Gardens, Maine State Aquarium, Chocolate Church Arts Center, Maine Maritime Museum, Pemaquid Beach Park, and Fisherman Museum. This splendid retreat boasts a beautifully decorated open floor plan that seamlessly combines all living spaces into one. Spread out comfortably in the living room, furnished with an extensive sofa, a wood stove, and a smart TV with streaming services to keep you entertained during your stay. When mealtime comes, put on the chef’s apron and prepare exquisite homemade meals for your crew in the well-appointed, open kitchen, complete with all the major appliances to whip up everything that comes to mind. The living area opens onto a screened porch offering impressive views of the Damariscotta River and a wonderful spot to dine alfresco. The adjoining open deck is also a fantastic spot to take in the marvelous river views. Another great perk is the access to a shared beach and dock at the residence, which are shared with 2-3 neighboring homes. Additional perks include a gas grill, a washer/dryer, high-speed WiFi, and a soaking tub. Things to Know Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. All guests shall abide by The Good Neighbor Policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises.

Head of the Harbor II

Boothbay Harbor, ME, US
3 Bedrooms 8 Guests
Aug 31 - Sep 3
$529 night

Captain’s Quarters | Historic Coastal Luxury in the Heart of Boothbay Harbor Experience the perfect blend of historic New England charm and modern luxury at Captain’s Quarters, a beautifully restored 1800s cottage nestled in the heart of Boothbay Harbor. Overlooking the iconic footbridge and located directly across from the harbor, this elegant retreat offers a front-row seat to one of Maine’s most beloved coastal destinations. Step outside and immerse yourself in the vibrant harbor atmosphere. Downtown shops, restaurants, galleries, and waterfront attractions are just a short stroll away. Enjoy a leisurely brunch at a local favorite, indulge in a relaxing spa treatment nearby, or take in the spectacular harbor sunsets from the Adirondack chairs located across the street. For adventure seekers, golf courses, sailing excursions, whale-watching tours, harbor cruises, and boat rentals are all within easy reach. Inside, the home seamlessly combines classic architecture with contemporary comforts. The inviting living area is designed for relaxation, featuring comfortable furnishings, a Sonos sound system, and a 55-inch 4K Smart TV with access to Netflix, Hulu, Apple TV, and other popular streaming services. The well-appointed kitchen makes meal preparation a pleasure, offering modern appliances, ample workspace, and a dishwasher for easy cleanup. Guests may also enjoy the shared outdoor patio area with a gas grill, perfect for casual summer cookouts. Spanning three levels, each bedroom is thoughtfully equipped with its own Smart TV, Bluetooth music system, and convenient USB charging stations. The primary suite offers a peaceful retreat with access to a private en-suite bathroom. One guest bedroom even features a telescope, allowing guests to enjoy harbor views and stargazing from the comfort of the home. Additional amenities include: Central air conditioning Commercial-grade high-speed WiFi Washer and dryer Sonos whole-home audio system Backup generator Smart TVs throughout the home Whether you’re exploring the waterfront, setting sail on the harbor, enjoying fresh Maine seafood, or simply relaxing while watching boats pass by, Captain’s Quarters offers an unforgettable Boothbay Harbor experience. Things to Know This vacation rental is accessed by two steep flights of stairs and may not be suitable for guests with mobility limitations. The outdoor gas grill and patio area are shared with neighboring guests. Convenient walking access to downtown Boothbay Harbor, waterfront attractions, dining, shopping, and excursion departures.

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Vacation Rentals Near Wiscasset

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