House vacation rentals in Greenwood

A private hot tub is situated outdoors, surrounded by greenery and offering views of the lake and mountains in the background. Two glasses of sparkling wine are placed on the tub's edge, reflecting the natural scenery under a clear blue sky.

4.99 out of 5 average rating, 156 reviews

Sunset & Lake View, Theater, HTub, Xbox, Mini Golf

Welcome to the Sunday River retreat in our luxury chalet with the best views in Maine. Our sanctuary can comfortably sleep 12 and boasts Lake Christopher panoramic views with Mt. Abram sights. Minutes from Sunday River Resort, a public boat launch and other area attractions. Private hot tub, fire pit, wood stove and deck await your arrival. Enjoy arcade games, Xbox, a movie theatre room, BBQ grill and speakeasy theme bar setup. Don't forget to take a picture in the gondola and to catch a sunset!

LocationValueAccuracy

4.9 out of 5 average rating, 364 reviews

Home in Harrison

Privacy, River, Pond, A frame Hot Tub, EPIC Views,

14 Acres Secluded A-frame nestled along Clean Crooked River, Hot tub with breathtaking VIEWS and world-class fishing. Swim in the river, private pond or explore hiking trails right from your door. Central AC - Gas Fireplace - Modern Kitchen. Just minutes from pristine lakes, primo golf courses, and thrilling ski slopes, this charming private oasis offers an ideal mix of tranquil relaxation and outdoor adventure. Invite a private chef, florist or yoga teacher to fully unwind. Heated bath floors.

FamilyLocationPets

A spacious lakefront home is depicted against a backdrop of lush greenery. A large deck with seating is visible, complemented by colorful landscaping. The yard, featuring well-kept grass, offers ample space, while the sun casts gentle shadows across the scene, inviting outdoor relaxation.

4.88 out of 5 average rating, 138 reviews

One of a kind Lakefront home near Sunday river

Amazing large lakefront home right on the water near Sunday river ski resort. Sleeps upwards of 25 people. There is a small surcharge per person for groups larger than 20. At certain times of year we rent to smaller than average groups at an other than listed price. Great for family reunions, weddings etc. Largest yard on the lake! And our hot tub is very invigorating after a day of skiing or hiking! Hot tub is charged separately. NOTE: From late June to late August we only rent by the week.

FamilyValueLong stay

4.99 out of 5 average rating, 143 reviews

Home in West Paris

Four Season Western Maine Adventure Base

Make some memories at this family-friendly property. Enjoy panoramic views of Maine's western foothills. Owned by an outdoor-loving family, complete with hounds and chickens, this is a perfect spot to launch your Maine adventures. On the doorstep of skiing, hiking, biking, hunting, fishing, kayaking,canoeing. Enjoy beautiful sunrises and sunsets, sightings of eagles, moose, deer, sounds of peepers, woodcock, wild turkey gobbles and whip-o-wills. Enjoy the lifestyle that makes this Vacationland.

FamilyLocationLaundry

4.98 out of 5 average rating, 190 reviews

The spacious kitchen features wooden cabinetry and ample counter space. A central food prep island is surrounded by four wooden chairs. Basic cookware and utensils are visible, along with modern appliances, including a refrigerator and microwave, set against a patterned backsplash.

Home in Rumford

Your Maine Base Camp

You have full access to this spacious house. Enjoy the large kitchen with a food prep island, ample counter space, basic cookware utensils and ingredients for cooking and baking. The dining room table comfortably seats eight. Relax in the living room with a TV monitor for streaming your preferred services, comfy furniture, and a pellet stove. One bedroom is on the ground floor and two upstairs. Living room is 4 steps down from other ground floor areas. There are no TV monitors in bedrooms.

LocationValueSleep quality

4.95 out of 5 average rating, 171 reviews

A hot tub is positioned on a spacious deck, offering a stunning view of a mountain during sunset. The scenery features a blend of warm hues in the sky, with gentle slopes visible in the background. Steps lead up to the hot tub, enhancing accessibility.

Home in Bridgton

*1MMview*Bar,Hot Tub,3mins2Pleasant Mnt, Pool tab.

This special, completely renovated place can host your family gathering or group of friends in an inviting setting. This unique house with a private bar, spa, and a pool table will satisfy all your vacation needs! Located close to everything, but absolutely quite and private 20 acres property! It is situated on a ridge with a spectacular mountain view. Our house offers comfort & entertainment. The property will give you the full vacation in the woods experience. This is just what you need!

ValueLocationSleep quality

5.0 out of 5 average rating, 245 reviews

Home in Oxford

The Modern Lakehouse

This modern lakehouse is situated on Hogan Pond in Oxford Maine. Here you can stay with all the comforts of a beautiful lakehouse built in 2020 while being feet from the water. This is a great place to vacation whether you prefer the private sandy beach, the A/C inside complete with Smart TV cable and Wifi, or the hottub! Sip a drink at the bar while watching the game or use the grill on the deck but be sure to use the built in sound system to play your music throughout the house and deck.

ValueFamilyHospitality

4.92 out of 5 average rating, 146 reviews

Two wooden chairs are situated on a dock overlooking a calm pond surrounded by dense trees. The water reflects the sky and greenery, creating a serene backdrop. A sense of tranquility is conveyed through the peaceful atmosphere of the natural setting.

Home in Oxford

Mirror Pond Cottage

A sweet space on a pond, this cottage is perfect for those looking for a quiet getaway. We offer swimming, kayaks and a canoe, life jackets along with a raft to float on. Endless fun in the water, with no motors to be heard. This is a quiet spot and we would hate to be responsible for ruining that. We are family friendly and kids are welcome, but please leave the party at the casino (5 minutes away)! The waterfront is sandy and shallow, perfect for young ones to splash around in.

LocationFamilyComfort

4.98 out of 5 average rating, 103 reviews

Open concept 4 bedroom Lakehouse

Experience Stunning Sunsets at This Private Lakefront Retreat Escape to this 4-bedroom lakefront home on Pennesseewassee Lake (Norway Lake). Perched on a scenic hillside, it offers breathtaking water views and year-round relaxation. Ideal for families and groups, this spacious retreat sleeps 12 guests with direct lake access. Enjoy snowmobiling, skiing, and ice fishing in winter, boating, swimming, and fishing in summer, or leaf-peeping in fall—a perfect getaway for any season.

LocationValueWalkability

4.98 out of 5 average rating, 113 reviews

An open-concept living area features a spacious sectional sofa, a coffee table, and a large smart TV mounted on the wall. High ceilings with wooden beams enhance the room, while large windows allow natural light to fill the space, creating a welcoming atmosphere.

Home in Rumford

River Valley Sunset Retreat Bethel & Newry Skiing

Your adventure begins at River Valley Sunset Retreat. Nestled on 8.75 private acres in Rumford with stunning mountain and sunset views, this spacious rental is your gateway to Western Maine's best. A skier's dream, it's approximately 20 minutes from Sunday River, Black Mountain, and other premier resorts. Step directly onto the property to cast a line into the adjacent Androscoggin River. Discover the ultimate four-season escape tailored for families and outdoor enthusiasts.

LocationFamilyLaundry

4.95 out of 5 average rating, 179 reviews

Bright, Vintage Maine Home, Awaiting Adventure!

Spring has SPRUNG in the mountains! Hike, bike, explore and take it all in before the hustle & bustle of summertime. Classic 3 bedroom, 1 bath centrally located Western Maine home, with hot tub! Much of the vintage charm remains in this early 1900's home, with modern comforts added throughout. This area offers four seasons of fun and you won't have to go far to find it! A mile to skiing & biking at Mt. Abram/15 minutes to Sunday River and five minutes to Bethel Village.

LocationFamilyWalkability

4.97 out of 5 average rating, 132 reviews

An open-concept living area features comfortable couches adorned with yellow pillows. A glass coffee table sits on a plush rug, and hardwood floors add warmth. The space is complemented by modern kitchen elements, including a large hooded range and sleek cabinetry, visible in the background.

Home in Bethel

Sunday River Escape | Sauna, Hot Tub, Dog-Friendly

Maine summers don’t get better than this. 4 private acres. Hot tub. Sauna. Chef’s kitchen. And your dogs are 100% welcome. Step outside to waterfall swims at Step Falls, river tubing on the Androscoggin, mountain biking, kayaking, and miles of trails through the White Mountains. Come home to a fire, a cold drink, and zero obligations. 3 bed · 2.5 bath · Sleeps 10 · Dog-friendly This one books fast in summer — grab your dates before they’re gone!

LocationFamilyQuiet

Popular amenities for Greenwood house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.87 out of 5 average rating, 113 reviews

Home in Newry

Farmhouse: Hot Tub, Mini Golf, Pickleball, POOL

LocationFamilyGetting around

4.94 out of 5 average rating, 236 reviews

A log cabin is nestled among tall trees on a gentle slope. Large windows create airy views from the exterior, showcasing a front deck that extends along the house. The natural surroundings provide a peaceful and serene setting.

Home in Peru

the lake house

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4.88 out of 5 average rating, 102 reviews

The exterior of a restored cottage is showcased with light shingle siding and a covered front porch. Vibrant flowerbeds are highlighted along the walkway, and a wooden arch frames the entrance. Lush green grass surrounds the home, complemented by a white picket fence.

Home in Gorham

Top Notch Inn | Mt. Moriah Cottage

LocationFamilyAmenities

4.92 out of 5 average rating, 101 reviews

Home in Intervale

Fall Mountain Retreat, near Storyland & Downtown!

ValueLocationHospitality

4.89 out of 5 average rating, 180 reviews

A chalet-style home is nestled among tall trees, featuring a wooden deck with a set of stairs leading down to the ground. Large windows provide glimpses into the living spaces, welcoming natural light into the interior.

Home in Bridgton

Moose Pond Mountain Escape

FamilyLocationCheckout

4.96 out of 5 average rating, 110 reviews

Home in Bartlett

Ski Chalet|Ping-Pong|Fire Pit|5 min -> Slopes

LocationFamilyCheckout

4.89 out of 5 average rating, 121 reviews

Home in Conway

Downtown North Conway private pool-hot tub!

LocationFamilyComfort

4.99 out of 5 average rating, 134 reviews

Home in Bartlett

Fall Foliage, River, Mtn. Views, Golf, Storyland

ValueFamilyHospitality

Weekly house rentals

A stunning sunset is captured over rolling mountains, with layers of warm colors blending into the sky. Silhouettes of distant peaks are visible, creating a tranquil backdrop. A portion of the farmhouse's roof with solar panels is seen in the foreground.

4.94 out of 5 average rating, 94 reviews

The Farmhouse at The Cross Farm

FamilyValueLaundry

A spacious Maine-style home is set amidst natural surroundings, featuring a screened-in front porch and multiple entries. The roof is gabled, and large windows allow light to fill the interior. A gravel path leads up to the porch, providing access to the entryway.

4.92 out of 5 average rating, 48 reviews

Quiet Hideaway, Lg Deck, Hot tub, Pet Friendly

LocationValueAccuracy

Superhost

4.82 out of 5 average rating, 45 reviews

5br/2ba Lake & Ski House w/ Waterfront & Hot Tub

LocationFamilyKitchen

4.98 out of 5 average rating, 42 reviews

Ideal Maine Mountain Getaway | Sleeps 15 | Hot Tub

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A modern living area features large windows that provide views of the surrounding hills. A cozy seating arrangement includes a spacious leather sofa and two armchairs, positioned around a wooden coffee table. A television is mounted on the wall above a stylish fireplace, enhancing the inviting ambiance.

5.0 out of 5 average rating, 45 reviews

Chic Greenwood Chalet

LocationFamilyKitchen

The cottage exterior features a welcoming entrance with a wooden staircase leading to a door framed by decorative shutters. A colorful wheel decoration and autumn-themed accents are present near the door, while neatly trimmed shrubs line the front for a natural touch.

4.85 out of 5 average rating, 55 reviews

Leprechaun's Landing * Mountain Retreat

LocationValueCheck-in

Superhost

A large, multi-story house is surrounded by lush greenery, featuring a wraparound porch and multiple seating areas on a stone patio. A fire pit and lounge chairs are positioned for relaxation, while a pool is glimpsed in the background, inviting outdoor gatherings.

5.0 out of 5 average rating, 3 reviews

Waterfront 4-bedroom home on South Pond, Greenwood

FamilyLocationAmenities

4.97 out of 5 average rating, 30 reviews

Classic Maine Chalet Near Sunday River + Fireplace

LocationFamilyHospitality

Private house rentals

A charming treehouse-style home stands elevated among tall trees, showcasing wooden siding and a sloped roof. Multiple decks with wooden railings create inviting outdoor spaces. Soft lighting from wall fixtures adds warmth to the exterior, while glass doors invite natural light.

5.0 out of 5 average rating, 16 reviews

The Woods Maine | A Luxury Treehouse Experience

FamilyLocationLong stay

A two-story house is seen from across a calm pond. Its exterior features a mix of wood siding and a red metal roof. The reflection of the house and surrounding trees is visible in the water. Kayaks are stored nearby, with a wooden fence providing privacy.

4.94 out of 5 average rating, 53 reviews

Water's Edge in Norway, Maine

LocationFamilyTV

4.97 out of 5 average rating, 67 reviews

Panoramic Lake-View Retreat | Hot Tub & Game Room

FamilyValueAmenities

4.99 out of 5 average rating, 74 reviews

A charming white house is nestled among snow-covered trees, with expansive windows reflecting the serene winter landscape. The peaceful surroundings showcase a blanket of fresh snow, creating a calm atmosphere. Nearby, stone features are partially obscured by the snow, adding to the natural beauty.

Home in Stoneham

Quiet Lake House

ValueFamilyWifi

5.0 out of 5 average rating, 8 reviews

Ski Lodge by Slopes & Lakes w/ Hot Tub

FamilyLocationView

5.0 out of 5 average rating, 20 reviews

Lux-Historic New England-Charming Farm House

LocationFamilyCleanliness

Superhost

Home in Bethel

Peak and Pine Hideway | Hot Tub & Arcade

LocationFamilyCheck-in

5.0 out of 5 average rating, 4 reviews