
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.

Mt Abram ski in ski out Log Home
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.

Cozy Cabin w/ Hot Tub & Fire Pit - Hike/Bike/Swim!
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.

Glass Wall Waterfront Hot Tub Fireplace Tiny Home
Wake up to rushing waterfalls right outside your glass wall in this romantic waterfront tiny home in Norway, Maine! Private hot tub with river views, see-through gas fireplace, cozy raised queen bed overlooking the water, outdoor shower, hammocks, and direct access to hiking trails. Total privacy—no neighbors in sight. Modern kitchen, heated floors, fast WiFi, and thoughtful touches for couples or solo escapes. Romantic getaway near Sunday River skiing, golf & Maine adventures. Nature's oasis

Cabin retreat just steps from adventure
Nestled on 80 acres in the woods alongside a stream, this cabin is the perfect retreat. Whether you are looking for a romantic getaway, a family vacation, or a gathering of your closest friends-this cabin is ideal. It is located on a private road and close to Howard Pond, Androscoggin River, and Sunday River skiing. No matter the season, opportunities await, whether you decide to stay close or venture out. There are plenty of trails nearby to explore, canoe rentals, skiing and so much more.

Luxury Romantic Yurt •Hot Tub •Mt Views •AC •WiFi
Escape to Birdsong Yurt, a romantic and luxurious retreat nestled in the mountains of Maine. Enjoy beautiful mountain views, serene privacy on 2 acres, and a cozy yurt experience you won’t forget. Perfect for couples, friends, or small families seeking a magical getaway. Whether sipping wine under the stars, relaxing sunsets in the hot tub, or cozying up by the fireplace, Birdsong Yurt is your perfect mountain escape. Book your unforgettable experience today! •Full Kitchen/Bathroom •WiFi/AC

Sun&Fun on the Pond! Swim, Fish, Kayak, Paddle
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.

The Maine Frame | Modern A-Frame Cabin in Freeport
• Perfect for small families or couples, our signature A-Frame cabin features a modern interior gas burning fireplace, soaring ceilings, huge windows, stylish interiors, and all the comforts of home. • This cozy 1,100 square foot space comfortably accommodates up to four guests in two bedrooms (one with a King-size bed and the other with a Queen-size bed) and a shared bathroom. • 7 minute drive to downtown Freeport. • Proud to be ranked in the top 1% and voted Guest Favorite!

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).

Ski, Swim, Hike, Bike, Repeat!
Come to a cozy mtn getaway (private separate entrance apt within the host's home) nestled in the foothills of the Mahoosuc Range with a view of the White Mtns. In winter, enjoy the hot tub aprés ski, and in warm months enjoy the shaded patio or the apt's naturally cool interior. Outdoor & dining destinations are within as few as ten minutes. Since there is no traditional oven or stove, guests are welcome to safely use their own portable grill on the patio.

Lakefront winter getaway cabin for 6
Located along Main Street, this beautifully restored lake front home had a private dock and yard facing the lake. Come enjoy summer on the lake with our canoes, kayaks and corn hole. In the winter come to ice skate in the front yard and ski at Sunday River (20mins) or Mt Abrams (5mins). House offers high speed internet, a smart TV and modern amenities. Custom dining nook, custom kitchen and modern, yet cozy finishes throughout.
Popular amenities for Greenwood family-friendly rentals
Family-friendly home rentals with a hot tub

Sunday River & Lake Chalet, 2 Kitchens, Hot Tub

Tiny house in the Birch Grove with private HOT TUB

Maine Lakes Region house (private hot tub)

Troy’s Cabin: N. Conway w/ Hot Tub, A/C, Fireplace

Cozy Cabin*Hot Tub*Lake Access w/Beach*A/C*Dogs OK

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

Chasing Affinity Riverside, Modern, Hot Tub

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

Naughty Dog Private Island Log Cabin

On the water Boathouse!

Family Getaway in Oxford Hills!

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit

The Loons' Nest: Lakefront oasis w/ private dock

Nordic House | Glamping Cabin w Private Hot Tub

Mountain View Studio

Sunday River Orchard w/Fireplace, Firepit & Goats!
Family-friendly home rentals with a pool

Ski Condo on Cranmore Mountain-Pool and Hot tub!

Attitash Retreat

Spacious Vaca! N-Conway, Storyland, Hiking, Saco

Family friendly + Mountain Views @amountainplace

Farmhouse: Hot Tub, Mini Golf, Pickleball, POOL

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Swiss-Style w/Jacuzzi, Deck, Pool & Spa access

An Amazing Mountain Getaway!
When is the best time to visit Greenwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $451 SGD | $468 SGD | $409 SGD | $328 SGD | $318 SGD | $321 SGD | $382 SGD | $380 SGD | $341 SGD | $353 SGD | $344 SGD | $418 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 130 holiday rentals in Greenwood

Nightly prices starting at
Greenwood holiday rentals start at $128 SGD per night before taxes and fees

Verified guest reviews
Over 5,790 verified reviews to help you choose

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
130 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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- Rentals with a firepit Greenwood
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- Rentals with a fireplace Greenwood
- Rentals with lake access Greenwood
- Rentals with a hot tub Greenwood
- Rentals with a kayak 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
- East End Beach
- King Pine Ski Area
- Cranmore Mountain Resort
- Omni Mount Washington Resort
- Diana's Baths
- Waterville Valley Resort
- Wolfe's Neck Woods State Park
- Pleasant Mountain Ski Area
- Conway Scenic Railroad
- Wildcat Mountain
- Portland Museum of Art
- Bradbury Mountain State Park
- Santa's Village
- Echo Lake State Park
- Mt. Abram
- Grafton Notch State Park
- Jackson Xc
- Sunday River




