
Family-friendly holiday rentals in Greenwood
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Greenwood
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Cozy Cabin w/ Hot Tub & Fire Pit-Walk to Ski Lift!
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!

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.

Skiers Get-Away (1 BR near AT - w/views)
This newer House has a private 1-BR above-the-garage with a private back-entrance with a Living-room, Full Kitchen with a 2-person island, Large Bath with double-wide shower and a large BR w/ views of Sunday River as well as Mahoosuc Notch. Perfect for a two-person get-away, in the Western Mountains of ME. Great for Winter Sports at Sunday River, or Mt. Abrams, outdoor activities or quick-access to downtown Bethel. Accommodates Up to 2-Guests on our 9+ Acre lot. A/4WD required in Winter

Let's Ski! Mins to Slopes, Snow & Fun on the Pond
Winter at Camp Wigwam! Lake cottage on North Pond. Skate, hike, enjoy the firepit in the snow. 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*

Private Lakefront Cabin in Woods near Sunday River
Private waterfront Cabin in woods, nestled off private dirt road near Mt. Abrams and Sunday River. Kayak, swim & fish in pristine lake in Summer. Skate, XC Ski, Ice Fish, Snowshoe, Hike in Winter. Fireplace and Fire Pit. Excellent wifi - Private, quiet remote workspace. Rustic modern cozy decor: fully-equipped stainless steel kitchen with full sized appliances, dishes, utensils, coffee maker. Organic linens. Pristine bathroom-large hot shower area, heat lamp, soaking tub.

Private Apartment in the Foothills! A Gem!
One mile from Route 26! Charming apartment with private locked entrance and separate driveway attached to historic 1880s farmhouse in the foothills of Western Maine. Clean and cozy, it has one bedroom with a queen bed and two sofa sleepers which make it a great spot for a couple or a family of four. We're only fifteen minutes to Mt. Abram and 30 minutes to Sunday River. There's easy-access to snowmobile trails and Moose Pond right across the road. Oxford Casino is 30 minutes south.

Treehouse With Hot Tub Close to Sunday River!
This authentic, luxury treehouse was designed by B'Fer Roth, DIY Network TV host of The Treehouse Guys and built by the Treehouse Guys. Nestled in the woods on a quiet, private rd with no neighbors in sight, the treehouse is just 15 minutes to Sunday River Ski Resort, 5 minutes to Mt. Abram and 10 minutes to downtown Bethel. The treehouse is abutted by 626 acres of Bucks Ledge Community Forest (7 miles of hiking/snowshoeing trails accessible from the treehouse).

Have you found YOUR Happy Space yet?
Come find YOUR Happy Space in My Happy Place! Set against Egypt Mountain with serene views, nature will nurture your soul as you reconnect with a simpler pace of life and rejuvenate in Your Happy Space. A two bedroom in-law apartment with private entrance, full kitchen, private balcony, queen bed in master full in second bedroom. Enjoy a campfire, stargazing, walk along the private road, fields, or hike the mountain. See "Your property" for booking information.

The Burrow at Patch Mountain
Surrounded by nature, this is a perfect getaway for anyone seeking an active outdoor adventure or a quiet restful retreat. The Burrow is a small studio cottage, set between two other buildings, on a wooded 4.2 acre property. It’s a cozy space with a full kitchen, views of the river and abundant natural light. It has its own sunny patio for eating and shares a fire ring, sitting area and driveway with my other AirBnB- The Haven at Patch Mountain.

Powder House Hill Cottage Farmington, Maine
Powder House Hill Cottage rests on one of the trails of the Powder House Hill Trail System and is only 3/4 mile from downtown Farmington (and the University of Maine Farmington) with all its eateries, unique shops, bookstores, thrift stores, local art stores, and antique shops. Come enjoy Farmington's small town vibe! Sidewalks will lead you all the way to town! Or you can take the long way through the wooded paths ....

Tall Pines Hideaway
Classic Maine cottage on Papoose Pond, nestled among the trees. Enjoy the peace and quiet of this small pond, whether reading a book, or paddling a kayak, canoe or paddleboard. All the equipment is waiting for you. Lots to explore in the area as well, being close to Bethel and Sunday River, Fryeburg, North Conway and the White Mountains. Enjoy the glow of the fire pit at night, or gather inside for games or a movie.

Bright, Vintage Maine Home, Awaiting Adventure!
Winter is in full swing- snowy adventures await! 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 family-friendly rentals
Family-friendly home rentals with a hot tub

Romantic Glass Wall Waterfront Hot Tub Fireplace

Attitash Studio | 5min to Storyland| Pools

Attitash Retreat

Stunning Library Tiny Home *Private Hot Tub*King B

The Jackson House, Hot Tub, cozy fireplaces, 1 BR

An Amazing Mountain Getaway!

Brand New 4BR- fire pit, hot tub, game room.

Family Friendly Chalet with Serene Mountain Views
Family- and pet-friendly home rentals

Sunday River Bethel Village ! Walk to Restaurants

White Mountains Getaway * Ski * Hike * Relax

Cozy Cabin with Mountain Views

Sunny 2-BR 5 min to Bates & River Trails

Cozy Cottage w/ Lil' Pond, Fenced Yard & Firepit

Charming Victorian farmhouse 1880's bedrooms-2

Modern 1 Bedroom, Private Entrance, Great Location

Family Getaway in Oxford Hills!
Family-friendly home rentals with a pool

Remodeled Condo - Ski & Santa’s Village - Pool

Ski Condo on Cranmore Mountain-Pool and Hot tub!

Family friendly + Mountain Views @amountainplace

AttitashResort! 1-flr, studio, secure check-in

Nordic Village Resort | Highland Top Floor Room

Spacious White Mountain renovated 2 bedroom, Apt 3

Farmhouse: Ice Rink | Movie Cave | Hot Tub

Slope Side | Ground floor | Hot Tub, Pool, Sauna
When is the best time to visit Greenwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $446 SGD | $463 SGD | $405 SGD | $325 SGD | $315 SGD | $317 SGD | $378 SGD | $375 SGD | $338 SGD | $349 SGD | $340 SGD | $413 SGD |
| 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 |
Quick stats about holiday rentals that are family-friendly in Greenwood

Total holiday rentals
Explore 120 holiday rentals in Greenwood

Nightly prices starting at
Greenwood holiday rentals start at $126 SGD per night before taxes and fees

Verified guest reviews
Over 5,320 verified reviews to help you choose

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
120 of Greenwood holiday rentals include wifi 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!
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- House rentals Greenwood
- Rentals with a washing machine and dryer Greenwood
- Rentals with a fireplace Greenwood
- Rentals with a patio Greenwood
- Rentals with outdoor seating Greenwood
- Rentals with a hot tub Greenwood
- Rentals with a kayak Greenwood
- Waterfront rentals Greenwood
- Cabin rentals Greenwood
- Rentals with a firepit Greenwood
- Rentals with lake access Greenwood
- Pet-friendly rentals Greenwood
- Family-friendly rentals Oxford County
- Family-friendly rentals Maine
- Family-friendly rentals United States
- White Mountain National Forest
- Sebago Lake
- Story Land
- Sunday River Resort
- Mount Washington Cog Railway
- Saddleback Ski Mountain Maine
- Cranmore Mountain Resort
- King Pine Ski Area
- East End Beach
- Omni Mount Washington Resort
- Diana's Baths
- Waterville Valley Resort
- Wolfe's Neck Woods State Park
- Conway Scenic Railroad
- Pleasant Mountain Ski Area
- Wildcat Mountain
- Bradbury Mountain State Park
- Santa's Village
- Mt. Abram
- Portland Museum of Art
- Echo Lake State Park
- Jackson Xc
- Grafton Notch State Park
- Sunday River




