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

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.

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

Brand New 4BR- fire pit, hot tub, game room.
North Star Hideaway – Cozy Retreat Near Sunday River Escape to North Star Hideaway, a brand-new, 4BR/3.5BA home just 10 minutes from Sunday River! Sleeps 12 with a game room & fire pit. 🛏️ Bedrooms: (4 bedrooms) Upstairs: 2 King suites w/ Smart TVs, mini-split AC & ensuite baths. Downstairs: 1 Queen room, 1 Bunk room (2 sets), plus a bonus room w/ sleeper sofa. 🔥 Fireplace | Starlink Wi-Fi | Xbox Game Room | Ski Mudroom | S’mores Kit Book now for adventure & relaxation!

Private Lake House, Firepit & Amazing Sunset Views
Escape to Lakeshore Point, a winter wonder in Maine! This updated, modern lakehouse is nestled in the woods overlooking beautiful Canton Lake. Relax, unwind and recharge as you wake up surrounded by nature and incredible water views. With 200' of lakefront, you're just steps away from the lake with your own private sandy beach. Lakeshore Point is the last house on a private dirt road with all the amenities you're looking for- Full kitchen, wifi, outdoor shower and fire pit.

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.

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).

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!

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

Treehouse Farm - Sebago

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

Pleasant River 3 bed | 2 bath, Hot Tub

Epic Views, 9Mi SR, GameRm

Moose Pond Cottage - 3 mins to Pleasant Mountain!

Ski Resorts 15 mins, Updated Family Friendly Condo

Walk to Downtown North Conway w Private hot tub!

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

Alpine Edge

The Berry Place

BryantPond Cabin Getaway|HotTub|Views|Dog Friendly

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

Ski Getaway: Lake & Mountain View w/ Hot Tub

Mountain House near Sunday River & Bethel Village

Little Red

White Heat Retreat-The Black Bear House-Bethel, ME
Private house rentals

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

Intown Cabin Nesr Ski Resort + SnowmobileTrails

Quiet Lake House

Blue Yodel

Luxury Mountain Stay-Hot Tub, views, Sunday River

Private 10+ Acre Sanctuary

Modern Getaway - Hot Tub/Fire Pit/Pool table

Luxury, 7 bed, 7 Min. to N. Conway, Fireplace
When is the best time to visit Greenwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £292 | £316 | £278 | £223 | £204 | £262 | £258 | £257 | £223 | £223 | £223 | £272 |
| 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 £82 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 – averaging 4.9 out of 5!
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- Rentals with a firepit Greenwood
- Pet-friendly rentals Greenwood
- Waterfront rentals Greenwood
- Rentals with a patio Greenwood
- Rentals with a hot tub Greenwood
- Family-friendly rentals Greenwood
- Cabin rentals Greenwood
- Rentals with a kayak Greenwood
- Rentals with lake access Greenwood
- Rentals with a washing machine and dryer Greenwood
- Rentals with a fireplace Greenwood
- Rentals with outdoor seating Greenwood
- House rentals Oxford County
- House rentals Maine
- House rentals 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




