
House vacation rentals in Greenwood
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Top-rated house rentals in Greenwood
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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.

#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!

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.

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.

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.

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.

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.

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.

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!

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.

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).

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 Greenwood house rentals
House rentals with a pool

Moose Pond Cottage - 3 mins to Pleasant Mountain!

The Lodge at Hidden Pines

Ski Resorts 15 mins, Updated Family Friendly Condo

Stunning Views-Pool- Sauna-2 Miles to Sunday River

Bear Brook House

Luxury Chalet | 3mi 2 Sunday River | Hot Tub+Sauna

3.5k sq ft | Pool, Hot Tub, Sauna & More!

Mtn/River/Ski/N. Conway/Jackson/Fireplace/1 level
Weekly house rentals

Alpine Edge

Leprechaun's Landing * Mountain Retreat

Ideal Maine Mountain Getaway | Sleeps 15 | Hot Tub

Quiet Hideaway, Lg Deck, Hot tub, Pet Friendly

Chic Greenwood Chalet

Cozy Lake & Mountain View w/ Hot Tub + Fire Pit

Blue Yodel

Cozy A-Frame at base of Mt Abram- walk to lifts!
Private house rentals

Peaceful Maine Mountain Escape

Adventure base! Hike, ski, relax, repeat.

Mountain House near Sunday River & Bethel Village

Washington View Lodge Hike Bike Ski Foliage Sunset

Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit

Private 10+ Acre Sanctuary

White Heat Retreat-The Black Bear House-Bethel, ME

Modern A-Frame| HotTub|Slps 12| 9 min Sunday River
When is the best time to visit Greenwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,443 | ﺩ.ﺇ1,564 | ﺩ.ﺇ1,377 | ﺩ.ﺇ1,102 | ﺩ.ﺇ1,010 | ﺩ.ﺇ1,296 | ﺩ.ﺇ1,278 | ﺩ.ﺇ1,274 | ﺩ.ﺇ1,102 | ﺩ.ﺇ1,234 | ﺩ.ﺇ1,102 | ﺩ.ﺇ1,355 |
| Avg. temp | -10°C | -9°C | -3°C | 4°C | 11°C | 16°C | 19°C | 18°C | 14°C | 7°C | 1°C | -6°C |
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 ﺩ.ﺇ367 per night before taxes and fees

Verified guest reviews
Over 1,780 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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- Rentals with a patio Greenwood
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- Pet-friendly rentals Greenwood
- Rentals with a hot tub Greenwood
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- Rentals with a fire pit Greenwood
- Rentals with lake access Greenwood
- House rentals Oxford County
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- Sebago Lake
- Story Land
- Sunday River Resort
- Mount Washington Cog Railway
- Saddleback Ski Mountain Maine
- East End Beach
- Diana's Baths
- Omni Mount Washington Resort
- King Pine Ski Area
- Belgrade Lakes Golf Club
- Waterville Valley Resort
- Wolfe's Neck Woods State Park
- Black Mountain of Maine
- White Lake State Park
- Conway Scenic Railroad
- Cranmore Mountain Resort
- Sunday River Golf Club
- Fox Ridge Golf Club
- Wildcat Mountain
- Bradbury Mountain State Park
- Brunswick Golf Club
- Portland Museum of Art
- Titcomb Mountain
- Purity Spring Resort




