
House vacation rentals in Greenwood
Find and book unique houses on Airbnb
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.ﺇ 404 per night before taxes and fees

Verified guest reviews
Over 2,170 verified reviews to help you choose

Family-friendly vacation rentals
70 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 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!
Top-rated house rentals in Greenwood
Guests agree: these houses are highly rated for location, cleanliness, and more.

Privacy, River, Pond, A frame Hot Tub EPIC Views,
14 Acres Secluded A-frame nestled along Clean Crooked River, Hot tub with breathtaking VIEWS and world-class fishing. Swim in the river, private pond or explore hiking trails right from your door. Central AC - Gas Fireplace - Modern Kitchen. Just minutes from pristine lakes, primo golf courses, and thrilling ski slopes, this charming private oasis offers an ideal mix of tranquil relaxation and outdoor adventure. Invite a private chef, florist or yoga teacher to fully unwind. Heated bath floors.
LocationFamilyGrill

Sunset & Lake View, Theater, HTub, Xbox, Mini Golf
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!
LocationValueQuiet

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.
FamilyLocationComfort

One of a kind Lakefront home near Sunday river
Amazing large lakefront home right on the water near Sunday river ski resort. Sleeps upwards of 25 people. There is a small surcharge per person for groups larger than 20. At certain times of year we rent to smaller than average groups at an other than listed price. Great for family reunions, weddings etc. Largest yard on the lake! And our hot tub is very invigorating after a day of skiing or hiking! Hot tub is charged separately. NOTE: From late June to late August we only rent by the week.
LocationFamilyHospitality

As Unique as they come!
We hope you're sitting down. This unique place has a style all its own. If you want to stay in a place that has you talking about it for years to come then look no further. Hot tub with moving roof ✔ Cinema screen for a TV ✔ Fire pit along a small flowing stream ✔ Dog friendly ✔ 2 indoor fireplaces ✔ Surround sound system ✔ Quirky & thoughtful decor ✔ The longer you stay the more you will discover in this home that takes the otherwise ordinary and turns it in to something truly remarkable.
LocationValueBackyard

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.
FamilyLocationCheck-in

*1MMview*Bar,Hot Tub,3mins2Pleasant Mnt, Pool tab.
This special, completely renovated place can host your family gathering or group of friends in an inviting setting. This unique house with a private bar, spa, and a pool table will satisfy all your vacation needs! Located close to everything, but absolutely quite and private 20 acres property! It is situated on a ridge with a spectacular mountain view. Our house offers comfort & entertainment. The property will give you the full vacation in the woods experience. This is just what you need!
FamilyValueSkiing

Maine Lakes Region house (private hot tub)
Cozy new construction, Chalet style, year-round house, on 9 wooded acres. Lots of Privacy, Short drive to Ski slopes, snowmobile trails, hiking, or beautiful lake to swim, or kayak. Gage beach a 10-minute drive. Close to great hiking, Also Shawni peak and Sunday River. Great restaurants, Mt Washington, NH shopping outlets. Full Desk / office, 200 mb of streaming. Wi-Fi, Netflix via ROKU, Canines only, NO CATS, NO EXCEPTIONS. Portable generator in the event of a power failure provided.
FamilyLocationSleep quality

River Valley Sunset Retreat Bethel & Newry Skiing
Your adventure begins at River Valley Sunset Retreat. Nestled on 8.75 private acres in Rumford with stunning mountain and sunset views, this spacious rental is your gateway to Western Maine's best. A skier's dream, it's approximately 20 minutes from Sunday River, Black Mountain, and other premier resorts. Step directly onto the property to cast a line into the adjacent Androscoggin River. Discover the ultimate four-season escape tailored for families and outdoor enthusiasts.
ValueLocationCheckout

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!
FamilyValueGrill

Bright, Vintage Maine Home, Awaiting Adventure!
Spring has SPRUNG in the mountains! Hike, bike, explore and take it all in before the hustle & bustle of summertime. 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.
ValueLocationCleanliness

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

Pleasant River 3 bed | 2 bath, Hot Tub
LocationFamilyKitchen

The Lodge at Hidden Pines
FamilyLocationIndoor spaces

Ski Chalet|Ping-Pong|Fire Pit|5 min -> Slopes
ValueLocationOutdoor spaces

Farmhouse: Hot Tub, Mini Golf, Pickleball, POOL
LocationValueOutdoor spaces

Downtown North Conway private pool-hot tub
ValueLocationCheck-in

Bear Brook House
FamilyLocationWalkability

Pool, Dream Home Gym, TV+Desk Each Room, Games
FamilyLocationComfort

River, Mountain View, Pool, Golf, Storyland, Grill
FamilyLocationRiver
Weekly house rentals

Mirror Pond Cottage
FamilyLocationComfort

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

Open concept 4 bedroom Lakehouse
FamilyValueCleanliness

Classic Maine Chalet Near Sunday River + Fireplace
FamilyLocationSkiing

Quiet Hideaway, Lg Deck, Hot tub, Pet Friendly
ValueLocationSleep quality

Dreamy Mountain Home w/ Hot Tub, Firepit, + Views!
FamilyLocationDecor

Cozy A-Frame at base of Mt Abram- walk to lifts!
FamilyLocationLayout

Woodroad Chalet - Ski house close to water
LocationFamilyAccuracy
Private house rentals

Alpine Edge
FamilyValueDecor

The Woods Maine | A Luxury Treehouse Experience
FamilyValueLong stay

Leprechaun's Landing * Mountain Retreat
ValueFamilyQuiet

Ideal Maine Mountain Getaway | Sleeps 15 | Hot Tub
LocationFamilyIndoor spaces

Cozy Modern Mountain Cabin~
LocationFamilyComfort

Chic Greenwood Chalet
ValueFamilyKitchen

Ski Lodge by Slopes & Lakes w/ Hot Tub
FamilyValueView

Panoramic Lake-View Retreat | Hot Tub & Game Room
LocationFamilyTV
When is the best time to visit Greenwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,377 | ﺩ.ﺇ 1,377 | ﺩ.ﺇ 1,205 | ﺩ.ﺇ 1,120 | ﺩ.ﺇ 1,102 | ﺩ.ﺇ 1,285 | ﺩ.ﺇ 1,278 | ﺩ.ﺇ 1,274 | ﺩ.ﺇ 1,102 | ﺩ.ﺇ 1,102 | ﺩ.ﺇ 1,102 | ﺩ.ﺇ 1,348 |
| 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 |
Destinations to explore
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- Sebago Lake
- White Mountain National Forest
- Story Land
- Sunday River Resort
- Santa's Village
- Mount Washington Cog Railway
- East End Beach
- Cranmore Mountain Resort
- Omni Mount Washington Resort
- King Pine Ski Area
- Conway Scenic Railroad
- Saddleback Ski Mountain Maine
- Pleasant Mountain Ski Area
- Wolfe's Neck Woods State Park
- Attitash Mountain Resort
- Waterville Valley Resort
- Crawford Notch State Park
- Echo Lake State Park
- Diana's Baths
- Portland Museum of Art
- Bradbury Mountain State Park
- Wildcat Mountain
- Grafton Notch State Park
- Jackson Xc





