House vacation rentals in Greenwood

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Top-rated house rentals in Greenwood

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in West Paris
4.99 out of 5 average rating, 130 reviews

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.

Top guest favorite
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
4.96 out of 5 average rating, 281 reviews

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.

Top guest favorite
Home in Bartlett
4.99 out of 5 average rating, 138 reviews

Family Friendly Chalet with Serene Mountain Views

Welcome to the Bear Hill Chalet. Wake up to panoramic views of the mountains or sit by a cozy fire after a long day. Ideally located less than a mile from Story Land and just minutes to ski resorts, hiking, shops, restaurants, and all the fun activities Mt. Washington Valley has to offer. Located in a quiet wooded neighborhood the house includes a game room, Peloton, large stone fireplace, and fully equipped kitchen. Comfortably sleeps 8; perfect for 1-2 families or a getaway with friends.

Top guest favorite
A modern chalet-style exterior is visible, partially covered in fresh snow. Large windows reflect the snowy landscape, while the deck area is blanketed with a layer of snowflakes. The surrounding trees create a serene winter scene, enhancing the retreat’s natural charm.
Home in Sweden
4.98 out of 5 average rating, 124 reviews

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit

Escape to Camp Sweden, an eco-friendly waterfront sanctuary in the foothills of the White Mountains. Paddle across the private pond, go for a hike in the Mountains nearby, or jump in the new outdoor panoramic barrel sauna and let your worries evaporate away. Enjoy a unique and rejuvenating experience that connects you to nature without sacrificing comfort. This retreat offers all-season enjoyment for nature lovers and outdoor enthusiasts alike. Experience Maine’s beauty today

Guest favorite
A two-story cabin is situated amidst lush greenery, featuring a well-maintained driveway leading to the front entrance. Flower pots are placed on the porch, adding a touch of color. Surrounding trees provide privacy and a natural setting.
Home in Newry
4.91 out of 5 average rating, 140 reviews

Cozy Cabin with Mountain Views

Tucked off a dead end road, featuring sneaky mountains views, is the perfect year round getaway house for your next vacation! Whether you plan on visiting the area to hike, ski, snowmobile, or chase waterfalls the Bethel/Newry area has something to offer everyone year round! This 2-bedroom, 1-bath cabin is the perfect northern getaway for groups up to 8. The house features the best of cabin aesthetics with modern touches - the perfect blend of rustic and cozy charm!

Top guest favorite
The exterior of a red barn-style home is surrounded by lush greenery and colorful flower beds. A patio setup includes comfortable seating, a dining table with an umbrella, and a fire pit on a pebbled area, providing an inviting outdoor space.
Home in New Gloucester
4.97 out of 5 average rating, 155 reviews

The Barnhouse with hot tub

Get away with your whole family at this peaceful home in the country. Hear the frogs chirping in the pond, birds tweeting in the treetops and watch chickens roam around. Enjoy the clear, starry nights while relaxing in the hot tub or cozying up by the fire. Centrally located between coast and mountains. Head a hour north to take the family hiking or on the slopes to enjoy the mountains. Head 40 minutes south to take in the coast and see the iconic Maine lighthouse.

Top guest favorite
A mobile home is set within a spacious, grassy area, surrounded by trees and mountains in the background. A white picket fence delineates the property, while a small garden with flower beds is visible. The setting offers a peaceful, rural atmosphere.
Home in Andover
4.97 out of 5 average rating, 143 reviews

Cozy comfortable mobile home on private farm.

My place is close to the great outdoors! Hiking, biking, horseback riding, swimming and all water sports. We are an easy drive to three wonderful ski areas.. You’ll love my place because of the coziness, the location, the views and all the outdoor activities in the western mountains of Maine.. My place is good for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets). In season you can enjoy fresh vegetables from our gardens.

Top guest favorite
A lofted bedroom features a spacious bed adorned with a vibrant striped blanket. Light filters through a window, highlighting the sloped whitewashed ceilings and simple artwork on the walls. Warm wood accents complement the soft, neutral tones throughout the room.
Home in Bridgton
4.98 out of 5 average rating, 157 reviews

Wren Cabin + Wood fired Sauna

We built the Wren Cabin to be a serene space filled with light and art and with lots of cozy details. Lofted ceilings, a spiral staircase and large open concept with lofted bedroom. The cabin also has a gorgeous wood-fired sauna for those colder days. Wren cabin has a large wraparound deck for relaxing and an outdoor fire pit, as well as shared access to Adams Pond. The space is modern Scandinavian, light and aery, and filled with thoughtful details.

Guest favorite
Home in Rumford
4.89 out of 5 average rating, 364 reviews

House in a Mountain Valley Near Hiking & Skiing

The entire house is yours, easy Self Entry Doors, located on US Rt 2 and Androscoggin River, nestled in a Mountain Valley. Summer activities: Appalachian Mountain Hiking (Grafton Notch State Park) , Mountain Biking, River Public Boat launch, Kayak & Paddle Board Rentals, Gem & Mineral Museum, Golf Courses, Covered Bridges great Restaurants and Breweries. Winter activities: Ski Resorts Sunday River (18 mi), Black MT (12 mi) & MT Abram (16 Mi).

Top guest favorite
A cozy living room features a light-colored sofa and a coffee table centered on a colorful area rug. A television is mounted on the wall, and natural light enters through a large window, complemented by a door leading outside. A dining table with yellow stools is positioned against a wall.
Home in West Bethel
4.98 out of 5 average rating, 132 reviews

Cozy, pet friendly house located in West Bethel

We would like to welcome you to our family-friendly home located in West Bethel, 14 minutes to Sunday River, 5 minutes to downtown Bethel, and 18 minutes to Mt. Abram. This is the perfect space for a family or small group of friends exploring the Bethel area; whether you are skiing, golfing, hiking, fishing, biking, celebrating a wedding, enjoying the fall foliage, or simply looking for a space to get away, our cozy home awaits you!

Guest favorite
Home in Greenwood
4.96 out of 5 average rating, 122 reviews

Lakefront winter getaway cabin for 6

Located along Main Street, this beautifully restored lake front home had a private dock and yard facing the lake. Come enjoy summer on the lake with our canoes, kayaks and corn hole. In the winter come to ice skate in the front yard and ski at Sunday River (20mins) or Mt Abrams (5mins). House offers high speed internet, a smart TV and modern amenities. Custom dining nook, custom kitchen and modern, yet cozy finishes throughout.

Guest favorite
A snowy backyard is featured, with four red adirondack chairs arranged in a circle. Sunlight filters through the trees, casting gentle shadows on the snow-covered ground. In the distance, the outline of a mountain is visible among the trees.
Home in Locke Mills
4.95 out of 5 average rating, 164 reviews

Bright, Vintage Maine Home, Awaiting Adventure!

Winter is in full swing- snowy adventures await! 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.

Popular amenities for Greenwood house rentals

When is the best time to visit Greenwood?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$82,261 GYDG$89,169 GYDG$78,494 GYDG$62,795 GYDG$57,562 GYDG$73,889 GYDG$72,842 GYDG$72,633 GYDG$62,795 GYDG$62,795 GYDG$62,795 GYDG$76,819 GYD
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Quick stats about house rentals in Greenwood

  • Total vacation rentals

    Explore 70 vacation rentals in Greenwood

  • Nightly prices starting at

    Greenwood vacation rentals start at G$23,025 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,850 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Greenwood vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Greenwood rentals

  • 4.9 Average rating

    Greenwood stays are highly rated by guests—averaging 4.9 out of 5!

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