House vacation rentals in Winslow

4.99 out of 5 average rating, 124 reviews

The cabin's exterior is captured through a flickering flame, showcasing large glass windows that invite natural light. Surrounded by lush trees, the cozy structure features a modern design, blending seamlessly with the serene outdoors.

Home in Naples

LUX Designer Private Waterfront

Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming beach, pets are welcome. Come enjoy privacy and the space to run around seconds to Sebago.

4.96 out of 5 average rating, 156 reviews

A large blue house with multiple sections is pictured beside a clear lake. A private dock extends into the water, and outdoor seating in the form of two chairs is visible on the lawn, surrounded by lush trees.

Home in Augusta

Lakefront: Private Hot Tub, Sauna & Free Massages!

Make memories at our updated, 2500 sq. ft., lakefront home. Use our kayaks, canoes & peddle boats for the family! Great fishing - 648 acre lake. We offer many outside games, range of indoor games & arcade systems. Amazing 4-seasons room with outdoor dining setup viewing the lake. Enjoy our new hot tub, and grilling deck right outside master bedroom. Lavish soaking tub in master bath. Only 4 minutes to golf, 10 minutes to capital city, Augusta, and 45 minutes to skiing as well as Atlantic Ocean!

4.96 out of 5 average rating, 135 reviews

An outdoor fire pit is surrounded by eight colorful chairs, providing a cozy gathering spot amidst nature. The chalet-style house in the background features a metal roof and is set against a backdrop of trees, enhancing the tranquil ambiance.

Home in Sumner

Quiet and Private in Oxford Hills – Dog Friendly!

Experience this 2BR/2BA retreat, perfect for couples and small families. Nestled among nature, this hillside getaway offers privacy, modern comforts, and a peaceful ambiance. Unwind by the fireplace, fire pit, relax on the deck, or explore the great outdoors with your furry friend—yes, we're pet-friendly! Whether you're seeking outdoor adventure or relaxation, this hideaway is the perfect home base for your next getaway. Families of 5 or 6 can be accommodated with the queen size pull out sofa.

4.92 out of 5 average rating, 120 reviews

A spacious farmhouse exterior is illuminated by warm lights against the evening sky. The porch features several wooden chairs, inviting relaxation. Large windows reveal the welcoming interior, surrounded by lush greenery.

Home in Starks

Heavenly 4bd farmhouse in Maine.

Medicine Hill is a 125 acre farm on the Sandy river complete with an old fashioned swimming hole and an entire island to explore. We grow a wide variety of vegetables, herbs & flowers. Our animals include sheep, chickens & rabbits. You will have full access to all areas of the farm! Spend time fishing or relaxing on the river. Or literally just sitting on the porch taking it all in. 4 bedrooms have incredible views and are surrounded by trees or fields. And if the Chef is available..eat!

4.97 out of 5 average rating, 220 reviews

The open-concept living area showcases natural wood walls and a ceiling, with large windows allowing ample light. A soft sofa and a daybed are arranged around a round coffee table on a striped area rug. A staircase leads to the upper level, visible in the background.

Home in Farmington

Carriage House

Renovated circa 1920 carriage house in a quaint New England college town. Eight-minute walk to busy downtown with restaurants, bars, shops, and grocery store. Elegant contemporary style. Open concept downstairs with sofa, daybed (napping in the sun!), and chef-designed kitchen. Second level with two queen beds and small balcony. Adjoins miles of walking trails and forest, full of wildlife. Less than 5-minute drive to a 1.5 mile running trail along the Sandy River, with refreshing swimming.

4.95 out of 5 average rating, 131 reviews

A two-story house showcases a charming design with a gray exterior and red front doors. Green trees frame the property, providing a natural backdrop. The inviting driveway leads to the entrance, with windows allowing for ample natural light.

Home in Oakland

The Modern Maine Retreat

Stay at our Maine Getaway. Our fully renovated 1940s New Englander is sure to bring you peaceful vibes and luxury. Come play Pickleball with just a quick walk over to the courts, driving not necessary!Close to downtown Waterville, Colby College, Thomas College, UMaine Farmington. 2 min from Messalonskee Lake boat launch where you can boat, kayak, canoe, & ice fish. Proximity to ski mountains, Titcomb, Black Mountain, Sugar Loaf & Sunday River. Please note BBQ is only accessible May-October.

4.98 out of 5 average rating, 130 reviews

A spacious bedroom features a large bed with blue bedding against a dark blue accent wall. Two bedside lamps provide soft lighting. A comfortable leather armchair is positioned next to a small nightstand, which holds a tissue box and a framed print.

Home in Hallowell

Hilltop Retreat with Hot Tub & Sauna near Downtown

Discover this newly renovated 2-bedroom, 1-bathroom home in a quiet family-friendly neighborhood in Hallowell. This home's rustic-modern design, natural light, and all-new amenities make it a perfect getaway. Relax in the hot tub or infrared sauna, grill on the deck, enjoy the backyard or visit downtown Hallowell and explore its restaurants, cafes, live music and antique shops. This home is also minutes away from several hiking and walking trails that can all be found in our guidebook.

4.99 out of 5 average rating, 154 reviews

A pedal boat is docked on calm waters, reflecting vibrant hues of orange and purple from the sunset. Soft waves create a serene atmosphere, with distant hills framing the peaceful lake view. The scene invites relaxation and appreciation of nature's beauty.

Home in Canton

Private Lakehouse, Firepit & Amazing Sunset Views

Escape to Lakeshore Point, a serene lakeside retreat in Maine! Our charming lake house offers the perfect spot for families to unwind and enjoy warm, sunny days. Surrounded by lush greenery, take in stunning views of Canton Lake from your private beach access. With 200' of lakefront, enjoy swimming, kayaking, or simply relaxing by the shore. Begin your day with the sounds of nature and end it by the fire pit under the stars. Experience the beauty of Lakeshore Point this summer season!

4.96 out of 5 average rating, 174 reviews

A red, two-story building is set among vibrant autumn trees, with hues of orange, yellow, and green. The structure features multiple windows and a covered porch, surrounded by a grassy field showcasing its peaceful rural setting.

Home in Appleton

The Barn

I call my place "The Barn" because as I was finishing it it took the shape and feel of a barn. It's not a barn. It's a quiet post and beam open concept building (a Jamaica Cottages kit) set among the fields of Appleton, Maine. You'll sleep in the loft or on a futon on the main floor. The bathroom is huge, 10X10, with a heated floor. It's an open concept kitchen and living space. From Appleton you are 20 miles away from the tourist destinations of Camden, Rockland, and Belfast.

4.85 out of 5 average rating, 194 reviews

A spacious living room features a large sectional sofa adorned with colorful cushions. A decorative area rug rests on hardwood flooring, complementing the light walls and artwork. A lamp emits soft light beside the sofa, while a potted plant adds a touch of greenery.

Home in Waterville

Cozy House in Waterville

Our private Cozy House has just been renovated! We put in a new kitchen, bathroom, laundry room, and a big 4k smart tv. It's in a friendly neighborhood located in the heart of Waterville only five minutes from Colby College, Thomas College (by car) and just a few minutes from downtown Waterville. Everything is very close to our location. There's a Hannafords nearby, Maine General Hospital and many restaurants, schools and stores. We are located on a private dead-end driveway .

4.86 out of 5 average rating, 100 reviews

A serene outdoor area is framed by lush greenery and trees, showcasing vibrant orange flowers in the foreground. A meandering stone path leads towards a gathering area in the distance, partially visible through the foliage.

Home in Sidney

Brook Ridge Retreat

Work, play, & relax at Brook Ridge Retreat! Come visit your Colby or Thomas College student and have the comforts of home. Do some grilling or cook up a favorite meal in the full kitchen. Remotely connect to work or school at our custom-made desk and dedicated office area with wireless printer and available computer monitor. Splash in the brook or in the basin, and sit under the waterfalls. WiFi, firepit, Keurig or french press, electric fireplace, large decks, & big yard.

4.82 out of 5 average rating, 124 reviews

A collage captures the serene waterfront home amid autumn foliage. Images depict fishing activities, a turtle sunbathing, grilling with sausages, and a tranquil evening scene with a starry sky reflecting on the water.

Home in Pittsfield

Cozy Waterfront Home With Breathtaking Views!!!

That's right, you're booking for an entire Waterfront home! Our home features a single floor with opened concept and one of a kind waterfront view. Rain or shine, the home offers a spectacular 180 view of nature that is breathtaking! Located in downtown Pittsfield, you are surrounded by all the amenities that you will need! Boating, fishing, hiking, golfing, parks, restaurants, skydiving, brewery, museum, library, farmer market, supermarket and many more to explore!

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Popular amenities for Winslow house rentals

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House rentals with a pool

4.97 out of 5 average rating, 308 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.

5 out of 5 average rating, 5 reviews

A spacious kitchen features a large granite island with four supportive stools. Large windows allow natural light to illuminate the area, showcasing the warm wood beams overhead. A festive tree adds a seasonal touch to the corner, while the open space flows into a dining area.

Home in Windham

Nature, Pool, Hot tub&Lakes! Mins to Sebago &More

5 out of 5 average rating, 28 reviews

The backyard features a fenced-in in-ground pool, surrounded by a concrete patio. Colorful floatables and pool toys are scattered throughout the clear water. Several lounge chairs are positioned poolside, providing space for relaxation in a tranquil outdoor setting.

Home in Bangor

New Boho Cape with Pool! Fenced yard, pet friendly

4.85 out of 5 average rating, 13 reviews

A swimming pool is surrounded by paved decking, with several lounge chairs positioned throughout. A green umbrella offers shade near the poolside, and lush landscaping with trees and flowering plants is visible in the background, complemented by a clear blue sky.

Home in Lincolnville

Coastal Retreat with Pool and Cheerful Vibes

4.91 out of 5 average rating, 74 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!

5 out of 5 average rating, 19 reviews

The backyard features an above-ground pool surrounded by a spacious deck, offering ample seating and relaxation areas. A shaded dining space is visible under an umbrella, while the two-story colonial home stands in the background, framed by lush greenery.

Home in Mechanic Falls

Lovely home with hot tub and pool

4.95 out of 5 average rating, 20 reviews

A calm tidal pool is bordered by smooth stones and rocky edges, reflecting soft hues of pink and orange from the sunset. The tranquil water contrasts with the lush green trees in the background, creating a serene and natural setting by the ocean.

Home in Stonington

The Boathouse at Spruce Harbor

4.86 out of 5 average rating, 7 reviews

A stone pathway winds through a lush garden adorned with colorful flowers and greenery. Natural rocks are integrated into the landscape, while wooden barrels add a rustic touch. In the background, a pool is partially visible, set against a backdrop of trees.

Home in Washington

House in the woods

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Weekly house rentals

4.9 out of 5 average rating, 96 reviews

A scenic lakeside view captures the sunset reflecting on the water, outlining the dock and several boats nearby. The grassy area leads to the water's edge, with trees providing natural framing to the picturesque setting of the Lake House.

Home in Oakland

Lake-House on water, East Lake, Near Waterville

4.93 out of 5 average rating, 15 reviews

The living area features a cozy sectional sofa paired with a rocking chair, positioned around a wooden coffee table. Natural light streams through large windows, accentuating the warm wooden floor and the decorative area rug underneath.

Home in Skowhegan

Cute house in town Skowhegan.

4.94 out of 5 average rating, 72 reviews

The exterior of a two-story house is shown, featuring a white facade with green shutters. A shaded front yard is visible, with a large tree and manicured shrubs. A driveway leads to a garage on the left side, and a parked vehicle is seen nearby.

Home in Oakland

Classy AF Home, walk across the street to Colby!

5 out of 5 average rating, 15 reviews

An outdoor area features a gravel patio surrounded by trees. Red Adirondack chairs are arranged around a fire pit, with a picnic table nearby. The exterior of the cottage showcases wooden shingles, large windows, and a welcoming entrance.

Home in Rome

Newly built in 2024, Long Pond lake access

4.86 out of 5 average rating, 21 reviews

A cozy living area features a stone fireplace as a focal point, with a wide-screen TV mounted above it. Large windows allow natural light to brighten the space, while comfortable sofas provide seating. A view of the lake is visible through sliding glass doors.

Home in Belgrade

Family's Paradise: 3BR/2BA,Game Room & Lake Access

5 out of 5 average rating, 11 reviews

A serene lake landscape is depicted at dawn, with smooth water reflecting the soft hues of the sky. Tree-lined shores and distant hills create a tranquil backdrop, enhancing the peaceful atmosphere of the setting.

Home in Canaan

Zeus's Landing| Lakefront | Close to Colby

4.98 out of 5 average rating, 94 reviews

A cozy bedroom features a king-sized bed with a textured blue coverlet and accent pillows. Two windows provide natural light, while decorative lamps sit atop the bed's headboard. A fan is positioned nearby, and a vibrant orange door adds a pop of color.

Home in Brooks

Cozy New Home with Hot Tub: Cornerton

4.76 out of 5 average rating, 21 reviews

A tranquil lake scene is presented, featuring a wooden dock with a boat and a swim float visible. The calm water reflects the surrounding trees and distant islands under a clear sky.

Home in Liberty

House on Lake St. George

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Private house rentals

5 out of 5 average rating, 31 reviews

A vibrant sunset paints the sky with shades of orange and pink, reflecting on the calm waters of Brewer Lake. Dark silhouettes of trees frame the foreground, creating a serene and picturesque landscape at dusk.

Home in Holden

Sunset Retreat on Brewer Lake

4.8 out of 5 average rating, 30 reviews

A single-story house is positioned beside a lake, featuring a light yellow exterior and dark purple shutters on the windows. A small wooden staircase leads up to the entrance, framed by a grassy area and trees in the background, with calm waters visible beyond.

Home in Canaan

Pond House

4.85 out of 5 average rating, 67 reviews

A spacious living area features a wooden ceiling and a stone accent wall. A dining table with metal chairs is positioned near large windows, allowing natural light to fill the space. A cozy seating area includes a gray couch and a mounted TV, contributing to a welcoming atmosphere.

Home in Burnham

The Maine Lake House with an Amazing Sand Beach!

4.89 out of 5 average rating, 79 reviews

A serene lakeside view is captured from a wooden deck, showcasing calm waters reflecting the sky. Subtle ripples create gentle patterns, while trees frame the scene, adding a natural touch to the tranquil atmosphere.

Home in Greene

Beautiful Maine Lakeside Cottage

5 out of 5 average rating, 9 reviews

A single-story home with a brown shingle exterior is set against a backdrop of lush green grass and trees, overlooking a calm river. A wooden deck extends from the house, leading to a private dock visible in the distance.

Home in Belgrade

River Front Maine Stay

4.91 out of 5 average rating, 77 reviews

A spacious screened porch is featured, furnished with comfortable seating and a swing bed dressed in soft linens. Large windows allow natural light to fill the area, complemented by a view of the surrounding nature through the screening.

Home in Liberty

Modern Lake Front Home with Hot Tub

5 out of 5 average rating, 20 reviews

The exterior of the house is presented, featuring a green metal roof and a large driveway leading to a two-car garage. Lush green grass surrounds the home, while trees and a clear blue sky enhance the peaceful rural atmosphere.

Home in Cornville

Modern Cornville Ranch