House holiday rentals in Greenwood

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Top-rated house rentals in Greenwood

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Top guest favourite
A private deck features several black Adirondack chairs arranged for comfort, facing a panoramic view of a sunset over rolling hills and a lake. Soft lighting from string lights enhances the inviting atmosphere of the space.
Home in Woodstock
5 out of 5 average rating, 113 reviews

#1 View in Maine, Theater, HTub, Xbox, Putting Grn

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!

Top guest favourite
Home in West Paris
4.99 out of 5 average rating, 124 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 favourite
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, 267 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 favourite
A spacious two-story home is framed by a blanket of snow, showcasing a welcoming entrance and large seasonal porch. The exterior features a mix of light-colored siding and large windows with green accents, set against a serene winter landscape.
Home in Bethel
5 out of 5 average rating, 109 reviews

Dog-Friendly Ski House MountainViews+Sauna+Hot Tub

Escape to this dog-friendly Bethel, ME retreat on 4 private acres—perfect for your winter getaway! With 3 bedrooms, and 2.5 baths, it comfortably fits the whole crew. Enjoy an indoor sauna, hot tub, and shuffleboard. The property is located just minutes from Sunday River, where you can enjoy skiing, snowboarding and golf. If you’re looking for more outdoor adventure you can also enjoy snowmobiling, hiking, biking, and fishing. Book now for the perfect mix of adventure and relaxation!

Top guest favourite
A modern exterior of the eco-friendly retreat is displayed, showcasing a sloped roof and large windows. The deck features comfortable seating and steps leading to the welcoming entryway. Surrounding greenery adds a natural backdrop, enhancing the serene atmosphere of the waterfront sanctuary.
Home in Sweden
4.99 out of 5 average rating, 110 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

Top guest favourite
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
4.98 out of 5 average rating, 132 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 favourite
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
4.98 out of 5 average rating, 136 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.

Guest favourite
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
4.94 out of 5 average rating, 159 reviews

Bright, Vintage Maine Home, Awaiting Adventure!

The snow is already flying and the snow guns are firing-it's not long now before winter adventures begin! 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.

Top guest favourite
A cozy sleeping area is created with a spacious bed adorned with white linens and a decorative pillow that reads "lets cuddle." Soft, glowing string lights provide a warm ambiance against a lightly textured backdrop. A chunky knit blanket adds a touch of comfort on the bed.
Home in Bethel
4.98 out of 5 average rating, 334 reviews

Sunday River Orchard w/Fireplace, Firepit & Goats!

Charmingly rustic with tons amenities & modern touches minutes from the slopes! The Bungalow @ Sweet Tart Orchard is the perfect romantic escape <3 Pet the goats & watch the free-range chickens roam as the seasons change. Unwind & relax by the fireplace or explore the 1000s of acres of trails outside your door! Ideally located near Sunday River, Mt Abrams, Alder River, North Pond, Grafton Notch & historic covered bridges. Click our profile for more listings!

Top guest favourite
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, 143 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.

Superhost
Home in Rumford
4.89 out of 5 average rating, 347 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).

Guest favourite
A tranquil lake scene is captured, featuring an isolated island adorned with trees. The water reflects soft hues of orange and pink from the sunset, while gentle mist hovers over the landscape, enhancing the serene atmosphere of the natural setting.
Home in Greenwood
4.96 out of 5 average rating, 121 reviews

Lakefront summer 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.

Popular amenities for house rentals in Greenwood

When is the best time to visit Greenwood?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$513 SGD$556 SGD$490 SGD$392 SGD$359 SGD$461 SGD$455 SGD$453 SGD$392 SGD$439 SGD$392 SGD$482 SGD
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Quick stats about house rentals in Greenwood

  • Total holiday rentals

    Explore 70 holiday rentals in Greenwood

  • Nightly prices starting at

    Greenwood holiday rentals start at $131 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,780 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Greenwood holiday rentals include wifi 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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