
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 G$23,020 GYD 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.

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!

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.

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.

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.

*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!

The Modern Lakehouse
This modern lakehouse is situated on Hogan Pond in Oxford Maine. Here you can stay with all the comforts of a beautiful lakehouse built in 2020 while being feet from the water. This is a great place to vacation whether you prefer the private sandy beach, the A/C inside complete with Smart TV cable and Wifi, or the hottub! Sip a drink at the bar while watching the game or use the grill on the deck but be sure to use the built in sound system to play your music throughout the house and deck.

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.

Open concept 4 bedroom Lakehouse
Experience Stunning Sunsets at This Private Lakefront Retreat Escape to this 4-bedroom lakefront home on Pennesseewassee Lake (Norway Lake). Perched on a scenic hillside, it offers breathtaking water views and year-round relaxation. Ideal for families and groups, this spacious retreat sleeps 12 guests with direct lake access. Enjoy snowmobiling, skiing, and ice fishing in winter, boating, swimming, and fishing in summer, or leaf-peeping in fall—a perfect getaway for any season.

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

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.

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

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

Epic Views, 9Mi SR, GameRm

The Lodge at Hidden Pines

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

Farmhouse: Hot Tub, Mini Golf, Pickleball, POOL

Downtown North Conway private pool-hot tub

Bear Brook House

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

Leprechaun's Landing * Mountain Retreat

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

Sunday River Escape | Sauna, Hot Tub, Dog-Friendly

As Unique as they come!

Ideal Maine Mountain Getaway | Sleeps 15 | Hot Tub

Quiet Hideaway, Lg Deck, Hot tub, Pet Friendly

Chic Greenwood Chalet

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

Alpine Edge

The Woods Maine | A Luxury Treehouse Experience

Classic Maine Chalet Near Sunday River + Fireplace

Cozy Modern Mountain Cabin~

Ski Lodge by Slopes & Lakes w/ Hot Tub

Panoramic Lake-View Retreat | Hot Tub & Game Room

Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit

Luxury Mountain Stay-Hot Tub, Views, 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 | G$78,478 GYD | G$78,478 GYD | G$68,642 GYD | G$63,828 GYD | G$62,782 GYD | G$73,246 GYD | G$72,827 GYD | G$72,618 GYD | G$62,782 GYD | G$62,782 GYD | G$62,782 GYD | G$76,803 GYD |
| 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
- Mount Washington Cog Railway
- East End Beach
- Santa's Village
- Cranmore Mountain Resort
- Sunday River Resort
- Conway Scenic Railroad
- Pleasant Mountain Ski Area
- Wolfe's Neck Woods State Park
- Waterville Valley Resort
- Echo Lake State Park
- Diana's Baths
- Crawford Notch State Park
- Attitash Mountain Resort
- Portland Museum of Art
- Bradbury Mountain State Park
- Wildcat Mountain
- Grafton Notch State Park
- Mt. Abram
- Sunday River
- Maine Mineral & Gem Museum
- Mount Washington State Park





