
Family-friendly vacation rentals in Greenwood
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Greenwood

Total vacation rentals
Explore 130 vacation rentals in Greenwood

Nightly prices starting at
Greenwood vacation rentals start at G$20,924 GYD per night before taxes and fees

Verified guest reviews
Over 5,920 verified reviews to help you choose

Pet-friendly vacation rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
130 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 family-friendly rentals in Greenwood
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Mt Abram ski in ski out Log Home. NO GUEST FEE
This cozy 15 year old log cabin sleeps 6 comfortable and has that log cabin and log furniture feeling and look. Situated on the slopes of Mt Abrams with very easy ski in and out. With a outdoor fireplace on large deck. This is truly your log cabin experience and sking adventure. The cabin has great views of the mountain range for viewing in Fall and Winter. it has 2 King beds, 2 Queen beds, 4 Twin beds, and 1 Full size bunk bed. This log cabin sits half way up Mount Abrams so you ski in and out.
Indoor spacesKitchenRiver
4.92 out of 5 average rating, 157 reviews
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!
FamilyKitchenHospitality
4.99 out of 5 average rating, 159 reviews
Fall Mountain Escape! Hot Tub | Fire Pit | Foliage
Whether you want to relax by the fire pit or chill in the hot tub under the stars, grill out on deck w/ mountain views, get cozy by the fireplace playing board games, hike local trails & waterfalls, swim/boat/fish at the beach, or walk to Mt Abram 2 min from cabin to hike/mountain bike/ski/snowmobile &enjoy live music, dinner & drinks at the outdoor beer garden-The Mountain House truly has it all! Explore surrounding area with a quick drive to downtown Bethel,Sunday River,& The White Mountains!
KitchenIndoor spacesAccuracy
4.93 out of 5 average rating, 170 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.
FamilyKitchenAccess
4.99 out of 5 average rating, 145 reviews
Log Home Upper Unit - Hot Tub - Fall Foliage
Do you want to truly get away and have no neighbors in sight? I want to welcome you to our secluded chalet in the woods. The chalet has everything you need for a restful and luxurious stay near Bethel and the beautiful surrounding area. We are located across the street from Round Pond and have access to some of Maine's best uncrowded fishing spots. Hiking abounds in the surrounding mountains along with the beautiful town of Bethel nearby. Also Mt. Abram is only a 5 minute car ride away.
Indoor spacesKitchenHospitality
4.94 out of 5 average rating, 116 reviews
Sunday River & Lake Chalet, 2 Kitchens, Hot Tub
Family-friendly Chalet-Style cabin on three acres. Minutes away from world class skiing and across the street from Glover's Marsh Wildlife Sanctuary and beautiful North Pond, with lake access minutes away. Kayaks available for rent during summer months! Updated recently with upgrades including luxurious Egyptian cotton sheets, memory foam mattress toppers, & plush down alternative comforters. Hot Tub with Pavilion next to new stone firepit! Come relax and enjoy the beautiful Maine landscape!
KitchenIndoor spacesLaundry
4.97 out of 5 average rating, 177 reviews
The Copper Fox Treehouse
Named the 10th most spectacular tree house in the world by the BBC Featured in the book: Modern Tree Houses by Taschen Airbnb's Most wishlisted property in Maine in 2025! Come experience the whimsy and craftsmanship of this red fox head shaped treehouse for yourself. The magic of this wild adventure awaits you in the treetops... Come to relax, explore and make lasting memories your family and friends will talk about for years. Follow our journey on IG at @thecopperfoxtreehouse
Indoor spacesKitchenView
4.99 out of 5 average rating, 198 reviews
Sun&Fun on the Pond! Swim, Fish, Kayak, Paddle
Summer at Camp Wigwam! Lake cottage on North Pond. Swim, paddle, hike, enjoy the firepit. Stay in comfort with all the amenities. Explore Western Maine or just relax at camp. Watch the nesting pair of bald eagles swoop down to capture fish, listen to the loons. Strong WiFi with Streaming. Enjoy the Wii, 100+ DVDs' and the record turntable. Near Bethel with lovely restaurants, bars and other venues. Great for kids, couples and families. *Bring your 4-footed friend-pet fee applies*
Indoor spacesKitchenComfort
4.95 out of 5 average rating, 279 reviews
Cozy Camp on North Pond
Charming waterfront camp on a quiet dead end road. Freshwater lake is great for fishing, swimming, boating and simply relaxing! Watch for the family of bald eagles that call this lake their home and listen to the loons as you watch the sunset. Plenty of room for the whole family with two bedrooms and trundle beds . Hike Bucks Ledge right from the camp or make the 5 mile loop around the pond. Cookout on the gas grill, propane provided, and then toast marshmallows over the campfire.
Indoor spacesKitchenView
4.95 out of 5 average rating, 118 reviews
Sunday River | Mt Views | Dog Fndly | 20% Off 3+
Luxury mountain retreat minutes from Sunday River slopes. Designed for discerning guests, this upscale estate features breathtaking panoramic views, a private hot tub, a gourmet chef’s kitchen, and an open living space with a cozy fireplace. Whether you're here for world-class skiing, hiking, or a premium alpine getaway, enjoy high-end finishes and ultimate comfort. Perfect year-round Maine escape for families and groups seeking outdoor adventure and relaxation. Book your stay!
FamilyIndoor spacesWalkability
4.93 out of 5 average rating, 198 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!
Indoor spacesFamilySkiing
4.97 out of 5 average rating, 128 reviews
Bright, Vintage Maine Home, Awaiting Adventure!
Ahh, FALL! 🍁 Enjoy the slower pace and countless hiking, biking and exploring opportunity in the mountains right here! 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.
Indoor spacesFamilyCleanliness
4.95 out of 5 average rating, 181 reviewsPopular amenities for Greenwood family-friendly rentals
Family-friendly home rentals with a hot tub

One of a kind Lakefront home near Sunday river
Indoor spacesKitchenLayout
4.88 out of 5 average rating, 139 reviews
Off-Grid Cabin with Wood Fired Hot Tub. 4 Kayaks
KitchenIndoor spacesSleep quality
5.0 out of 5 average rating, 213 reviews
Log cabin, stunning views, hot tub, fire pit
Indoor spacesFamilyLocation
4.96 out of 5 average rating, 227 reviews
Glass Wall Waterfront Hot Tub Fireplace Private
Indoor spacesFamilyDecor
4.93 out of 5 average rating, 270 reviews
Luxury Romantic Yurt •Hot Tub •Mt Views •AC •WiFi
KitchenIndoor spacesGetting around
5.0 out of 5 average rating, 291 reviews
Hot Tub | Game Room | Dog-Friendly | Sleeps 14
FamilyKitchenCheckout
4.99 out of 5 average rating, 113 reviews
Cozy Chalet | Hot Tub*Sauna*Game Room*Fire Pit*BBQ
FamilyIndoor spacesNearby
4.99 out of 5 average rating, 104 reviews
Mountain View Chalet with Hot Tub and Game Room
KitchenIndoor spacesLaundry
4.96 out of 5 average rating, 159 reviewsFamily- and pet-friendly home rentals

Private Lakefront Cabin in Woods near Sunday River
Indoor spacesFamilyHeating
4.95 out of 5 average rating, 177 reviews
Cabin retreat just steps from adventure
Indoor spacesKitchenWifi
4.99 out of 5 average rating, 553 reviews
Have you found YOUR Happy Space yet?
FamilyKitchenTV
4.97 out of 5 average rating, 278 reviews
Your Maine Base Camp
FamilyKitchenGrill
4.98 out of 5 average rating, 193 reviews
Red Shed Cottage at Pickett Hill Farm
Indoor spacesFamilyCheck-in
4.96 out of 5 average rating, 105 reviews
Rustic Cabin Near Mt Abram & Sunday River
Indoor spacesFamilyWifi
4.97 out of 5 average rating, 92 reviews
Cozy A-Frame at base of Mt Abram- walk to lifts!
KitchenFamilyCondition
5.0 out of 5 average rating, 41 reviews
Exquisite Rustic Modern Ski Haus| Bike Park Access
FamilyIndoor spacesCleanliness
5.0 out of 5 average rating, 44 reviewsFamily-friendly home rentals with a pool

An Amazing Mountain Getaway!
Indoor spacesKitchenWifi
4.94 out of 5 average rating, 341 reviews
Romantic hideaway cabin w/ access to spa - 26
Indoor spacesFamilyNearby
4.98 out of 5 average rating, 123 reviews
the lake house
KitchenFamilyComfort
4.95 out of 5 average rating, 237 reviews
Ski in/ski out Sunday River Condo Brookside 2a210
Indoor spacesKitchenAccuracy
4.7 out of 5 average rating, 261 reviews
Saco River Private Chalet: 2BR/2BA
Indoor spacesKitchenHospitality
4.97 out of 5 average rating, 132 reviews
Family Lodge | Jacuzzi, Resort Pools, Story Land
KitchenIndoor spacesOutdoor spaces
4.85 out of 5 average rating, 267 reviews
Cozy Family Retreat with Saco River Access
FamilyIndoor spacesTV
4.91 out of 5 average rating, 149 reviews
Slope Side | Ground floor | Hot Tub, Pool, Sauna
FamilyIndoor spacesRiver
4.93 out of 5 average rating, 119 reviewsWhen is the best time to visit Greenwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$73,234 GYD | G$73,443 GYD | G$63,399 GYD | G$57,541 GYD | G$58,378 GYD | G$60,261 GYD | G$62,562 GYD | G$62,144 GYD | G$55,867 GYD | G$57,750 GYD | G$56,285 GYD | G$68,421 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 |
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- Family-friendly rentals Oxford County
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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
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- Wildcat Mountain
- Grafton Notch State Park
- Mt. Abram
- Maine Mineral & Gem Museum
- Pineland Farms





