
House holiday 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.

Sunset & Lake View, Theater, HTub, Xbox, Woodstove
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.

Sunday River Escape | Sauna, Hot Tub, Dog-Friendly
Unwind at this dog-friendly Bethel, ME getaway set on 4 private acres, this is the ideal winter escape. The home features 3 bedrooms and 2.5 baths, comfortably accommodating your group. Enjoy a chefās kitchen with high-end appliances, an indoor sauna, hot tub, and shuffleboard. Cozy up by the fire after a day of adventure! Located just minutes from Sunday River for skiing and snowboarding, plus nearby snowmobiling and cross-country skiing, the perfect blend of adventure and relaxation awaits.

The Jackson House, Hot Tub, cozy fireplaces, 1 BR
PRICING IS FOR 1 Bedroom. The priority is to rent the house to larger groups however when vacant we offer as a 1 BR. PLEASE DON'T REQUEST PEAK/WEEKENDS in advance as we will decline. You will have the Inn to yourself, however, must keep to the 1Bedroom/bath & common space. IF YOU NEED more Bedrooms we can add for a fee. FMR Jackson House BNB is renovated, fireplace, hot tub, cozy beds. Close to Jackson Ctr, Skiing, snow showing, hiking, sleigh rides, story land, wonderful restaurants, etc.

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.

Sunny 2-BR 5 min to Bates & River Trails
A classic 1920s Maine bungalow lovingly renovated. Our pet-friendly plant-filled home is an Auburn favorite. Unwind in our sunlit yoga studio - ideal for meditation, painting, or movement. Whisper-quiet heat-pump HVAC plus a hybrid water heater for eco-friendly comfort. Enjoy the rewilded pollinator garden of native Maine blooms. 5 min to Bates & St. Maryās, 40 min to Portland, Brunswick, Bath, and Freeport. Stays of 14+ nights include complimentary weekly cleaning.

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.. Youāll 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.

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.

Family Getaway in Oxford Hills!
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. 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.

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).

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!
Popular amenities for house rentals in Greenwood
House rentals with a pool

New! Book Luxury Sauna, HotTub, View, GameRM, Pool

Pleasant River 3 bed | 2 bath, Hot Tub

Epic Views, 9Mi SR, GameRm

Ski Resorts 15 mins, Updated Family Friendly Condo

Walk to Downtown North Conway w Private hot tub!

Bear Brook House

On Attitash - Ski, Hike, Swim!

Skiing, North Conway, Jackson, Fireplace, 1 level
Weekly house rentals

The Berry Place

Cozy Modern Mountain Cabin~

Norway Chalet-Lake & SkiRetreat. Game Rm, Hot Tub!

Ski Getaway: Lake & Mountain View w/ Hot Tub

Blue Yodel

Mountain House near Sunday River & Bethel Village

New + Hot-Tub + Sauna + Theater + Pets + Private + 14min-Sun

Luxury, 7 bed, 7 Min. to N. Conway, Fireplace
Private house rentals

Alpine Edge

Intown Cabin Nesr Ski Resort + SnowmobileTrails

Ideal Maine Mountain Getaway | Sleeps 15 | Hot Tub

Beautiful Log Home, Mtn Views, Sleeps 14, Hot Tub

Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit

Luxury Mountain Stay-Hot Tub, views, Sunday River

Little Red

Waterfront Home on North Pond
When is the best time to visit Greenwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £290 | £315 | £277 | £222 | £203 | £261 | £257 | £256 | £222 | £222 | £222 | £271 |
| 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 holiday rentals
Explore 70 holiday rentals in Greenwood

Nightly prices starting at
Greenwood holiday rentals start at £81 per night before taxes and fees

Verified guest reviews
Over 1,850 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 ā averaging 4.9 out of 5!
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- Rentals with a patioĀ Greenwood
- Rentals with a firepitĀ Greenwood
- Rentals with outdoor seatingĀ Greenwood
- Waterfront rentalsĀ Greenwood
- Rentals with a fireplaceĀ Greenwood
- Rentals with a hot tubĀ Greenwood
- Rentals with lake accessĀ Greenwood
- Rentals with a kayakĀ Greenwood
- Rentals with a washing machine and dryerĀ Greenwood
- Cabin rentalsĀ Greenwood
- Pet-friendly rentalsĀ Greenwood
- Family-friendly rentalsĀ Greenwood
- House rentalsĀ Oxford County
- House rentalsĀ Maine
- House rentalsĀ United States
- White Mountain National Forest
- Sebago Lake
- Story Land
- Sunday River Resort
- Mount Washington Cog Railway
- Saddleback Ski Mountain Maine
- Cranmore Mountain Resort
- King Pine Ski Area
- East End Beach
- Omni Mount Washington Resort
- Diana's Baths
- Waterville Valley Resort
- Wolfe's Neck Woods State Park
- Conway Scenic Railroad
- Pleasant Mountain Ski Area
- Wildcat Mountain
- Bradbury Mountain State Park
- Santa's Village
- Mt. Abram
- Portland Museum of Art
- Echo Lake State Park
- Jackson Xc
- Grafton Notch State Park
- Sunday River




