
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$23,006 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.

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!
FamilyLocationSkiing

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.
ValueFamilyHeating

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.
FamilyLocationIndoor spaces

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.
ValueFamilyWifi

Quiet Hideaway, Lg Deck, Hot tub, Pet Friendly
Maine style home has plenty of room while still being cozy. Perfect destination for outdoor enthusiasts and nature lovers. Located 4 miles outside of Bethel, Maine on a dead-end road. Ideal retreat for couples and families, pet friendly. The home features 3 bedrooms, 2 full baths and a finished basement with bar area, air hockey, ping pong, dart board, TV/DVD,. Sleeps 10 comfortably with all linens provided! Large deck and wrap around porch/with screened in area. Gas grill, fire pit, hot tub!
ValueFamilyQuiet

*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!
ValueFamilyHospitality

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.
FamilyLocationView

Mirror Pond Cottage
A sweet space on a pond, this cottage is perfect for those looking for a quiet getaway. We offer swimming, kayaks and a canoe, life jackets along with a raft to float on. Endless fun in the water, with no motors to be heard. This is a quiet spot and we would hate to be responsible for ruining that. We are family friendly and kids are welcome, but please leave the party at the casino (5 minutes away)! The waterfront is sandy and shallow, perfect for young ones to splash around in.
LocationFamilyDecor

The Farmhouse at The Cross Farm
Both floors of a restored 1910 farmhouse less than a mile from Mt. Abram main lodge, and 6 miles from Bethel and Sunday river. 3 private bedrooms sleep 6, with one full bath on the first floor and a small half bath on the 2nd floor. Large living room, large kitchen with dining area, deck has outdoor dining area with gas grill and there is a full laundry room. Access to 80 acres (for walking and biking, but no motorized off-road vehicles are allowed) and approved dogs are welcome!
FamilyLocationPets

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.
LocationValueGetting around

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!
ValueFamilyCheckout

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

the lake house
ValueFamilyGrill

Farmhouse: Hot Tub, Mini Golf, Pickleball, POOL
FamilyValueQuiet

Top Notch Inn | Mt. Moriah Cottage
ValueFamilyQuiet

Moose Pond Mountain Escape
LocationFamilyView

Fall Mountain Retreat, near Storyland & Downtown!
FamilyLocationCheckout

Bear Brook House
FamilyValueKitchen

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

Fall Foliage, River, Mtn. Views, Golf, Storyland
FamilyValueAccuracy
Weekly house rentals

Leprechaun's Landing * Mountain Retreat
FamilyValuePool

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

Chic Greenwood Chalet
LocationValueAccuracy

Ideal Maine Mountain Getaway | Sleeps 15 | Hot Tub
FamilyLocationQuiet

Barrel Sauna, Hot Tub & Movie Theater. 5 King Beds
LocationFamilyView

Waterfront 4-bedroom home on South Pond, Greenwood
LocationFamilyHospitality

Apres-Ski House: 20 min Sunday River, Steam Room
FamilyOutdoor spacesComfort

Classic Maine Chalet Near Sunday River + Fireplace
ValueLocationOutdoor spaces
Private house rentals

Panoramic Lake-View Retreat | Hot Tub & Game Room
LocationFamilyHiking

Water's Edge in Norway, Maine
LocationFamilyCleanliness

The Woods Maine | A Luxury Treehouse Experience
ValueFamilyOutdoor spaces

Lux-Historic New England-Charming Farm House
LocationFamilySkiing

The Round House in Bryant Pond
FamilyLocationKitchen

Private, dog-friendly lodge with hot tub and views
FamilyValueBathroom

New Chalet w/ Views + Hot Tub, Dogs ok, Sleeps 14
FamilyLocationKitchen

Cozy Modern Mountain Cabin~
FamilyLocationCheckout
When is the best time to visit Greenwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$78,430 GYD | G$78,430 GYD | G$68,600 GYD | G$63,790 GYD | G$62,744 GYD | G$73,201 GYD | G$72,783 GYD | G$72,574 GYD | G$62,744 GYD | G$62,744 GYD | G$62,744 GYD | G$76,757 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
- Story Land
- Mount Washington Cog Railway
- Santa's Village
- East End Beach
- Cranmore Mountain Resort
- Sunday River Resort
- Omni Mount Washington Resort
- Pleasant Mountain Ski Area
- Conway Scenic Railroad
- Saddleback Ski Mountain Maine
- Wolfe's Neck Woods State Park
- Diana's Baths
- Crawford Notch State Park
- Waterville Valley Resort
- Echo Lake 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





