
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.

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.

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.

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

Secluded home-Upper Unit, Hot Tub & Pond Access
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.

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 dishes, utensils, pots, pans, coffee maker & espresso machine. Organic linens. Pristine bathroom-large hot shower area, heat lamp, soaking tub.

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*

Bright, Vintage Maine Home, Awaiting Adventure!
Spring has SPRUNG in the mountains! Hike, bike, explore and take it all in before the hustle & bustle of summertime. 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.

LuxuryTreehouse w/ Hot Tub Near Sunday River
Escape to an authentic luxury treehouse designed by B’Fer Roth of DIY Network’s Treehouse Guys and built by The Treehouse Guys. Hidden on a private wooded road with no neighbors in sight, this unique retreat borders 626 acres of Bucks Ledge Community Forest with 7 miles of trails right outside your door. Enjoy peaceful seclusion just 15 minutes to Sunday River, 5 minutes to Mt. Abram, and 10 minutes to Bethel for the perfect mix of adventure and relaxation.

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.
Popular amenities for Greenwood family-friendly rentals
Family-friendly home rentals with a hot tub

Tiny house in the Birch Grove with private HOT TUB

Hot Tub | Game Room | Dog-Friendly | Sleeps 14

Ski, Swim, Hike, Bike, Repeat!

3 min to Sunday River w/ Views, Game room, Hot tub

Cozy Library Tiny Home *Private Hot Tub* King Bed

Maine Lakes Region house (private hot tub)

Riverside|Sauna|Hot tub|Pizza Oven|Dogs

Sunset & Lake View, Theater, HTub, Xbox, Mini Golf
Family- and pet-friendly home rentals

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

Sunny Artist’s Home Filled with Plants

Bearbrook: River, hikes, nature, adventure, relax

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit

Sunny Cabin Near Sunday River River Front

Chic Greenwood Chalet

Cozy, pet friendly house located in West Bethel

Good For The Soul Gorgeous Views! No pet fee
Family-friendly home rentals with a pool

Cranmore Mountain Condo | Pool, Hot Tub | Sleeps 6

Charming Chalet 3 min to SKIING & PVT beach access

NoCo Village King/kitchenette

Farmhouse: Hot Tub, Mini Golf, Pickleball, POOL

3 bd / 2 bth, SLOPE SIDE at Cranmore! Unit#1104

Cozy, clean, 2nd floor condo in Conway, NH!

Cozy Family Retreat with Saco River Access

Family Ready Home Close to Town Trails and Outlets
When is the best time to visit Greenwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £260 | £261 | £225 | £191 | £185 | £187 | £222 | £221 | £198 | £205 | £200 | £243 |
| 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 £74 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!
Destinations to explore
- Plainview Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Island of Montreal Holiday rentals
- Capital District, New York Holiday rentals
- Erie Canal Holiday rentals
- Cabin rentals Greenwood
- Rentals with lake access Greenwood
- Pet-friendly rentals Greenwood
- Rentals with a kayak Greenwood
- Rentals with a patio Greenwood
- Rentals with a firepit Greenwood
- Rentals with a hot tub Greenwood
- House rentals Greenwood
- Waterfront rentals Greenwood
- Rentals with a washing machine and dryer Greenwood
- Rentals with outdoor seating Greenwood
- Rentals with a fireplace 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
- East End Beach
- Omni Mount Washington Resort
- King Pine Ski Area
- Cranmore Mountain Resort
- Waterville Valley Resort
- Saddleback Ski Mountain Maine
- Wolfe's Neck Woods State Park
- Conway Scenic Railroad
- Diana's Baths
- Pleasant Mountain Ski Area
- Echo Lake State Park
- Portland Museum of Art
- Wildcat Mountain
- Attitash Mountain Resort
- Bradbury Mountain State Park
- Santa's Village
- Jackson Xc
- Mt. Abram
- Grafton Notch State Park





