
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$23,024 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!
ValueLocationBreakfast
4.99 out of 5 average rating, 159 reviews
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.
LocationFamilyCondition
4.99 out of 5 average rating, 145 reviews
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.
LocationFamilyBackyard
4.88 out of 5 average rating, 139 reviews
Your Maine Base Camp
You have full access to this spacious house. Enjoy the large kitchen with a food prep island, ample counter space, basic cookware utensils and ingredients for cooking and baking. The dining room table comfortably seats eight. Relax in the living room with a TV monitor for streaming your preferred services, comfy furniture, and a pellet stove. One bedroom is on the ground floor and two upstairs. Living room is 4 steps down from other ground floor areas. There are no TV monitors in bedrooms.
LocationValueParks
4.98 out of 5 average rating, 193 reviews
Lakefront, Gas Fireplace, Hot tub, Private, Fall
Escape to ultimate privacy at this secluded WATERFONT cabin, the last house on a quiet road in Norway, Maine—no neighbors in sight. This modern 3BR/2BA retreat offers AC, dishwasher, and a home gym. Step out to your private waterfront on tranquil Sand Pond, with a dock, kayaks, canoe, and SUP for swimming. Relax in Hot tub, play pool or cozy up by the gas stove with stunning lake views. Enjoy the large yard, outdoor shower, and spacious porch with a gas firepit. Perfect for families and pets
FamilyValueGetting around
4.95 out of 5 average rating, 101 reviews
*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!
FamilyValueWalkability
4.95 out of 5 average rating, 174 reviews
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.
FamilyValueSkiing
5.0 out of 5 average rating, 247 reviews
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.
LocationValueCheckout
4.85 out of 5 average rating, 253 reviews
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.
FamilyLocationCleanliness
4.92 out of 5 average rating, 149 reviews
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!
FamilyLocationHeating
4.94 out of 5 average rating, 95 reviews
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.
FamilyLocationLaundry
4.98 out of 5 average rating, 103 reviews
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!
LocationValueCheckout
4.97 out of 5 average rating, 128 reviewsPopular amenities for Greenwood house rentals
House rentals with a pool

the lake house
LocationValueWifi
4.95 out of 5 average rating, 237 reviews
Farmhouse: Hot Tub, Mini Golf, Pickleball, POOL
LocationFamilyHiking
4.87 out of 5 average rating, 113 reviews
Top Notch Inn | Mt. Moriah Cottage
FamilyLocationAccuracy
4.88 out of 5 average rating, 103 reviews
Boo Bear Cabin, a Cozy Fall Mountain Retreat
FamilyLocationView
4.93 out of 5 average rating, 107 reviews
Moose Pond Mountain Escape
ValueFamilyOutdoor spaces
4.9 out of 5 average rating, 181 reviews
Ski Chalet|Ping-Pong|Fire Pit|5 min -> Slopes
LocationValueView
4.96 out of 5 average rating, 112 reviews
Downtown North Conway w private hot tub!
LocationValueAir conditioning
4.89 out of 5 average rating, 122 reviews
Fall Foliage, River, Mtn. Views, Golf, Storyland
LocationValuePool
4.99 out of 5 average rating, 136 reviewsWeekly house rentals

Quiet Hideaway, Lg Deck, Hot tub, Pet Friendly
FamilyValueCondition
4.92 out of 5 average rating, 50 reviews
5br/2ba Lake & Ski House w/ Waterfront & Hot Tub
FamilyValueNearby
4.84 out of 5 average rating, 45 reviews
Cozy A-Frame at base of Mt Abram- walk to lifts!
LocationFamilyWalkability
5.0 out of 5 average rating, 41 reviews
Leprechaun's Landing * Mountain Retreat
LocationValueAir conditioning
4.85 out of 5 average rating, 55 reviews
Classic Maine Chalet Near Sunday River + Fireplace
ValueLocationComfort
4.97 out of 5 average rating, 30 reviews
Barrel Sauna, Hot Tub & Movie Theater. 5 King Beds
FamilyValueCondition
4.98 out of 5 average rating, 64 reviews
Chic Greenwood Chalet
ValueLocationQuiet
5.0 out of 5 average rating, 45 reviews
Ideal Maine Mountain Getaway | Sleeps 15 | Hot Tub
FamilyValueGrill
4.98 out of 5 average rating, 42 reviewsPrivate house rentals

Alpine Edge
LocationValueQuiet
4.94 out of 5 average rating, 33 reviews
Quiet Lake House
LocationFamilyGetting around
4.99 out of 5 average rating, 74 reviews
Panoramic Lake-View Retreat | Hot Tub & Game Room
LocationValueDecor
4.97 out of 5 average rating, 67 reviews
White Heat Retreat-The Black Bear House-Bethel, ME
LocationFamilyKitchen
4.91 out of 5 average rating, 32 reviews
Norway Chalet
LocationFamilyAccuracy
4.99 out of 5 average rating, 71 reviews
Norway Chalet – Lake & Ski + Hot Tub & Game Room
LocationFamilyKitchen
4.98 out of 5 average rating, 86 reviews
Cozy Modern Mountain Cabin~
FamilyLocationHiking
5.0 out of 5 average rating, 62 reviews
The Round House in Bryant Pond
LocationFamilyTV
5.0 out of 5 average rating, 25 reviewsWhen is the best time to visit Greenwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$78,492 GYD | G$78,492 GYD | G$68,654 GYD | G$63,840 GYD | G$62,794 GYD | G$73,259 GYD | G$72,841 GYD | G$72,631 GYD | G$62,794 GYD | G$62,794 GYD | G$62,794 GYD | G$76,817 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
- Sunday River Resort
- Cranmore Mountain Resort
- East End Beach
- Saddleback Ski Mountain Maine
- Pleasant Mountain Ski Area
- Omni Mount Washington Resort
- Conway Scenic Railroad
- Wolfe's Neck Woods State Park
- Attitash Mountain Resort
- Echo Lake State Park
- Crawford Notch State Park
- Diana's Baths
- Waterville Valley Resort
- Portland Museum of Art
- Bradbury Mountain State Park
- Wildcat Mountain
- Grafton Notch State Park
- Mt. Abram
- Maine Mineral & Gem Museum
- Pineland Farms





