House vacation rentals in Winslow

4.91 out of 5 average rating, 77 reviews

A covered outdoor seating area showcases a set of plush couches with vibrant blue cushions. A low table sits at the center, complemented by blooming flowers. The space offers unobstructed views of the water, with a flag gently waving in the breeze.

Home in Stockton Springs

Oceanfront Home Acadia-Camden -Belfast

Relax with the whole family at this peaceful place just one hour from Acadia National Park. Centrally located in Mid Coast Maine, this home is the perfect location to spend time by the salt water or take day trips to the surrounding attractions. Small private beach and 3 other public beaches nearby. Kayak right in front of the property or relax by the wood fire pit and look out onto the water. This home offers everything you will need to make for a great escape from the demands of daily life.

4.79 out of 5 average rating, 124 reviews

The living room features a light-colored sofa paired with two patterned armchairs, complemented by natural light from large windows. A plant sits in the corner, and a textured area rug covers the hardwood floor, creating a welcoming space. Ceiling fans enhance airflow.

Home in Owls Head

Bayview- Lobster Dinner included!

Come enjoy this newly updated house! This rental includes a lobster dinner for all guests, caught by a local fisherman and delivered to your door in the same day! Seasonal water views of Rockland Lighthouse. With expansive backyard and deck, great for grilling, lounging and visiting. Local artwork decorate the walls and wood floors run throughout. The kitchen is well stocked for your needs. The rooms are equipped with flatscreen smart TVs with Roku and Amazon Prime. Come experience real Maine!

4.9 out of 5 average rating, 21 reviews

A charming two-story house features blue shingles and a well-maintained garden. Decorative flower boxes adorn the windows, while a green archway leads to a pathway. Lush greenery surrounds the property, enhancing its inviting exterior.

Home in Phippsburg

Ahhh, Sweet Maine! Your Perfect Vacation Awaits!

The perfect home that's close to everything! The ocean is just a 3-minute walk at the end of the street. If you want to spend the day at a gorgeous beach, Popham is just a 10-minute drive. The Town Wharf is a short walk from the house and a great place to go fishing! Golf is a 2-minute drive over at the famous Sebasco Harbor Resort (open to the public!). Anna's Water Edge Restaurant, where you can eat lobster and clams while overlooking the ocean (Hello, Maine!), is a ten minute walk. FUN!

4.94 out of 5 average rating, 126 reviews

A light-filled entryway features a staircase leading down to an open space. A wooden dining table is set beside large windows offering views of the exterior greenery. A wall clock hangs near the doorway, adding a touch of practicality to the modern design.

Home in Windham

Waterfront Gem walkable to Restaurants!

Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Franco's Bistro for from Scratch Italian food, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

Home in Carrabassett Valley

The exterior of a multi-level home is showcased against a backdrop of vibrant autumn foliage. The structure features a combination of wood and metal siding, with large windows reflecting natural light. A gravel driveway leads to the entrance, surrounded by trees displaying fall colors.

4.92 out of 5 average rating, 37 reviews

A Perfect Home For Family Summer Vacations!

This expansive and family-oriented home is situated on Sugarloaf, offering 5 bedrooms, 4.5 bathrooms, two spacious living areas, and a generously sized kitchen and dining space. Located on the Winter shuttle route and within close proximity to hiking/biking trails, the Carrabassett River and golf course! Enjoy the gas fireplace after a day on the slopes or a game of ping pong with the family! Nestled in the mountains, this exquisite home presents an ideal setting for your upcoming vacation.

4.85 out of 5 average rating, 103 reviews

A fire pit is positioned near the water's edge, surrounded by two adirondack chairs. The setting sun reflects off the river, casting warm hues across the sky and water. Green trees frame the tranquil scene, creating a peaceful atmosphere.

Home in West Bath

Oak Leaf

Take it easy at this unique and tranquil getaway. This sweet cottage offers scenic water views and much more. Overlooking the New Meadows river, it is nestled in a quiet area and surrounded by 100 yr old oak trees. It is loaded with charm yet offers modern amenities. You feel tucked away, yet the place is only 10 to 20 minutes from beautiful beaches, hiking, fine dining, and shopping opportunities. Enjoy beautiful sunsets from the back porch and cozy up to fire pit while you make memories.

4.92 out of 5 average rating, 135 reviews

A screened-in porch features comfortable seating, including rocking chairs, and a coffee table. Views of the peaceful lake and lush greenery are visible through large windows. Natural light enhances the relaxing atmosphere, inviting moments of leisure while enjoying the scenic surroundings.

Home in Litchfield

Beautiful lake house on Tacoma Lakes near Coast

Beautiful 4BR on Tacoma Lakes 50' from water, amazing views Screened in Porch w/peaceful views 3 spring fed lakes joined by 2 bridges Private dock Bring your boat or local company can rent/deliver motor boat Canoe/2 Kayaks Wifi/3 SmartTV/Alarm System FirePit, Gas Grille, Lawn Chairs Shuffleboard table Washer/Dryer Provided: linens/towels/soap/shampoo/detergent NO SMOKING-NO PETS-NO SHOES INSIDE (please) *Must sign separate water front liability waiver after booking No cameras inside or out

4.9 out of 5 average rating, 20 reviews

A renovated house is visible along the water, surrounded by lush greenery. Two docks extend into the lake, with one seating area under a sunshade. The yard features a well-maintained lawn and cut wood nearby, creating a peaceful lakefront setting.

Home in Hartford

Maine Lake Escape* Hot Tub*

45 minute drive from Sunday River. New 7-Person Hot Tub. Newly renovated house on the water. A few steps from the backyard puts you right in the water. Each room has a mini split heat\AC unit. Fire rock with cut wood and propane fire pit allows you to choose which type of camp fire you would rather enjoy. Perfect Maine Lake getaway equipped with 5 kayaks, 1 paddle board, and 1 canoe. Two docks, one with a sitting area and sun shade. Bedrooms come fully furnished with bed linens.

4.83 out of 5 average rating, 6 reviews

Home in Boothbay

Tailwinds - Upscale Oceanfront! Stunning Views!

Welcome to Tailwinds in East Boothbay, where you will enjoy stunning sunsets over Linekin Bay from the comfort of this beautifully updated home. Formerly a B&B, this is a perfect place to gather frinds and family with en-suite baths 2 living rooms and a large porch. You will also find all new beds and furniture, luxurious 100% cotton linens, and AC window units in the bedrooms. Located between downtown Boothbay Harbor and Ocean Point, this is a gorgeous spot for your next family vacation!

A serene river scene is captured, reflecting lush green trees along the banks and a clear blue sky above. The calm water displays soft ripples, while the surrounding foliage offers a tranquil, nature-filled environment ideal for relaxation and wildlife observation.

4.91 out of 5 average rating, 23 reviews

Between the Dams

Enjoy Maines Best. Coffee mornings on the dock on the river right outside your back door. Working waterfront town located 4 minutes away. This location is true Maine in an old & well loved cottage that has nature & todays tech with high speed internet, smart TVs and office workstation. Two outside sitting areas. Picnic table & BBQ grill. Fire pit on the waters edge. Spy birds, river otters, beavers, Bald Eagles and more. The house can sleep 8-10 comfortably. Art retreat vibes throughout

5 out of 5 average rating, 24 reviews

A modern, two-story home is set against a backdrop of trees, featuring large windows that invite natural light. A spacious deck extends out, with multiple wooden chairs arranged in the foreground to create a welcoming outdoor seating area.

Home in Oakland

Peaceful 5 bedroom 4.5 bath waterfront house

This newly built (2021) Colonial has over 75 ft of shore frontage adjacent to the hosts 6 bedroom Cape Cod style house. Centrally located minutes from Intersate 95 and Colby College , Thomas college, and other Belgrade lakes destinations. Bar Harbor and Acadia National Park are only a couple hour drive through scenic countryside. In the winter you can ice fish, cross country ski, snowmobile, or enjoy the quite of the lake. Sugarloaf and Sunday River ski resorts are a 60 minute drive.

4.95 out of 5 average rating, 131 reviews

A dining area is illuminated by natural light, featuring a dark wooden table with a decorative centerpiece of fruit. Large windows offer a view of the water and nearby boats, while comfortable seating is arranged alongside the table.

Home in Cushing

Dockside Retreat - 2025 booking quickly

This beautiful, newly renovated home is three bedrooms and two bathrooms, with an open living and dining room waiting to give your family or group of friends the ideal Maine vacation experience! On site parking, a lovely yard, a new sauna on a beautiful deck overlooking the water, nearby fields and steps away from the famous Olson House on one side, you can sit on the deck and overlook the working lobster wharf with fishermen coming and going daily on the other side!

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House rentals with a pool

4.97 out of 5 average rating, 299 reviews

A clear blue swimming pool sits within a wooden deck, surrounded by lush greenery and a white privacy fence. A shaded seating area features comfortable lounge chairs, inviting relaxation in the sunlit outdoor space.

Home in Bangor

Cozy, fun, 3 bedroom home with a pool and Hot Tub.

4.9 out of 5 average rating, 67 reviews

A spacious blue house is set against a backdrop of lush green grass and trees. The property features a landscaped front area with various shrubs and stone walls, inviting outdoor seating arrangements, and a clear sky above, enhancing the serene atmosphere.

Home in Liberty

Luxe Liberty: Getaway with Heated Indoor Pool!

Home in Carrabassett Valley

The exterior of the upper-level condominium is showcased, featuring a blend of screened-in porches and large windows. The surrounding grassy area provides a natural setting, with trees visible in the background and a clear blue sky above.

4.75 out of 5 average rating, 28 reviews

*New to Market* 410 Snowflower

5 out of 5 average rating, 27 reviews

A fenced backyard features an in-ground pool, adorned with colorful floats. Several lounge chairs are positioned around the pool, providing ample seating for relaxation. Lush trees provide shade, enhancing the outdoor space for enjoyable gatherings.

Home in Bangor

New Boho Cape with Pool! Fenced yard, pet friendly

5 out of 5 average rating, 19 reviews

A classic three-story colonial home with white siding and black shutters is framed by well-manicured shrubs and greenery. The symmetrical facade showcases a central entrance with a gabled roof, and warm light emanates from the windows, creating a welcoming appearance.

Home in Mechanic Falls

Lovely home with hot tub and pool

4.86 out of 5 average rating, 7 reviews

A well-maintained pool surrounded by a neatly arranged garden with colorful flowers and greenery. The lawn extends into the distance, bordered by trees. A small shed is visible nearby, providing an additional outdoor feature.

Home in Washington

House in the woods

4.96 out of 5 average rating, 52 reviews

A well-maintained cape-style home is surrounded by lush green grass and flowering trees. A stone wall frames the property, complemented by a warm-colored front door and multiple windows that enhance the inviting façade.

Home in Rockport

Dog Friendly Midcoast Cape

Home in Carrabassett Valley

An indoor pool area is highlighted by a spacious swimming pool with clear blue water. Natural light filters through skylights, illuminating the wooden beams overhead. Several white lounge chairs are arranged nearby, and a hot tub is visible in the background.

4.84 out of 5 average rating, 68 reviews

SUGARLOAF, TRAILSIDE, 4-BDRM, & AC

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Weekly house rentals

4.96 out of 5 average rating, 45 reviews

The dining area is visible through a doorway, featuring a round table surrounded by chairs. Natural light enters through a window, illuminating the space. A rocking chair is positioned nearby, and a decorative chair can be seen in the foreground, adding character to the room.

Home in Newcastle

Cozy & quiet on the river... the Captain's House

5 out of 5 average rating, 92 reviews

A contemporary house is positioned on a hillside, surrounded by tall grasses. Large windows reflect natural light, and a spacious deck is visible on the second floor, showcasing outdoor seating. Lush greenery provides a backdrop of trees and vegetation.

Home in Hope

Treetop Vista: stunning views, modern farmhouse

4.95 out of 5 average rating, 19 reviews

The exterior of a charming coastal home is surrounded by lush greenery and features a multi-level porch with seating. A stone pathway leads to the front entrance, and additional seating is positioned on the lawn, while glimpses of the water are visible through the trees.

Home in Bristol

New Listing! Waterfront Round Pond Home

4.93 out of 5 average rating, 45 reviews

A cozy living area is presented with a large arched window offering views of the outdoors. A small table is set for two, and colorful glass bottles are displayed above the window. Light hardwood floors complement the seating arrangement with plush chairs and a side table.

Home in Ocean Point

137 Shore Road Ocean Point view now with WiFi

4.98 out of 5 average rating, 50 reviews

A serene view of a vibrant sunrise over the water, framed by leafless trees. Warm hues of orange and pink reflect on the calm surface, with silhouettes of distant trees enhancing the tranquil setting.

Home in Brunswick

Oceanfront, Mere Point year round home Brunswick

4.93 out of 5 average rating, 131 reviews

A recently renovated cottage is depicted, showcasing a light grey exterior with white trim. Lush green shrubs surround the home, and a white picket fence adds charm. Large windows illuminate the spacious design, while trees provide a natural backdrop, emphasizing the inviting setting.

Home in Camden

Cozy Cottage With River View

4.94 out of 5 average rating, 169 reviews

Charming Belfast home. Walk downtown/water

4.64 out of 5 average rating, 50 reviews

A light green house exterior features a welcoming white door with a decorative frame. Steps lead up to the entrance, flanked by flowers in a planter. A mailbox displaying the number '33' is positioned beside the stairs, with well-maintained grass and shrubs surrounding the area.

Home in Rockland

Downtown "NamaStay"

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Private house rentals

4.93 out of 5 average rating, 28 reviews

A fire pit area is surrounded by circular seating created with red Adirondack chairs and logs. A stone wall outlines the space, while a spacious yard is visible in the background, framed by tall pine trees and a glimpse of the house.

Home in Northport

Close to the Beach, Hiking, Golf course, and Town!

A charming coastal house is positioned beside a small guest house, both featuring shingled exteriors. A well-maintained pathway leads to the main entrance, surrounded by vibrant greenery and flowering plants. The landscape is framed by tall trees and a clear blue sky.

4.96 out of 5 average rating, 138 reviews

Cove House

5 out of 5 average rating, 30 reviews

Home in Bristol

Ocean-side home on 24 acres (w/ EV+Tesla charger)

4.98 out of 5 average rating, 87 reviews

A waterfront cabin is presented with a metal roof reflecting sunlight. The front porch features seating arrangements, while a grassy area leads to the surrounding woods, enhancing the natural setting of the property.

Home in Liberty

Kirby Island Road Retreat

5 out of 5 average rating, 16 reviews

4bed Full House on Private Dr. w/ Large Yard

4.67 out of 5 average rating, 58 reviews

The entrance showcases a staircase with a dark wooden railing, leading upwards. An octagonal window allows soft light to filter in, while a wall-mounted wreath and a framed picture add subtle decor. The wooden floor complements the neutral-colored walls.

Home in Bingham

Bingham Vacation Home

4.92 out of 5 average rating, 532 reviews

A spacious living area is furnished with two leather couches and a coffee table, placed on a colorful rug. Large glass doors open to an outdoor space, allowing natural light to fill the room. A sleek kitchen is visible in the background.

Home in Yarmouth

Beautiful Coastal Maine Getaway