
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.

Pet Friendly/Mt. Home/Beau Views/ 3 or more nights 20% DISC!
Three Peaks Cabin is a one of a kind Beautiful Mountain Home located in tranquil Bryant Pond Maine. Home sits atop peak that has direct views of the White Mountains, Lake Christopher and more as well as a stone throw away from world class skiing at Sunday River & Mt Abram. You'll feel right at home when you walk through the doors of this Bryant Pond vacation rental. The 3-bedroom, 2 -bath chalet-style house features 1625 square feet of beautiful living space complete with tasteful decor, with three large Pella French doors pointing directly west with views of Mt. Abram and Mt. Washington. Overlooking the Lake Christopher and surrounded by trees at the end of a cul-de-sac, this home offers families and groups plenty of outdoor recreation opportunities from boating and watersports to hiking, biking, and skiing! 65" Flat-Screen TV equipped with Dish Network Satellite, w/ Netflix, Prime Video, Dish Multisport w/ NFL Red zone | Gourmet Kitchen | Floor-to-Ceiling Windows From outdoor sports to downtown Bethel's unique shops and restaurants, this upscale retreat is the perfect getaway spot for families and groups! Bedroom 1: Queen Bed | Bedroom 2 Two Twin Beds | Bedroom 3: Two Twin Beds. OUTDOOR LIVING: Full private yard, with beautiful manicured grass and flowers during summer and fall months. Brand new Weber Gas grill, well designed fire pit with new Adirondack chairs & lovely outdoor sitting area with tables and chairs to sit and enjoy the view of the white mountains. INDOOR LIVING: 2 flat-screen TVs w/ streaming capabilities, Floor to ceiling fireplace which accompanies a large sectional couch to cozy up on the cool Maine nights next to the fireplace. dining table which sit four. The beautiful Gourmet Kitchen comes with stainless steel commercial gas range, Large stainless steel Refrigerator stocked with fresh neighboring Poland Spring waters, Stainless steel Dishwasher as well as an island where two additional seats are available. The downstairs bathroom also comes with a jacuzzi bath tub ready to relax the night away after a long day of enjoying western Maine festivities. KITCHEN: Fully equipped, drip coffee maker, keurig coffee & latte maker, toaster, cooking utensils, cutlery, spices, stainless steel appliances, dishware & flatware, breakfast bar GENERAL: Free Wi-Fi, central heat, central a/c, ceiling fans, towels/linens, complimentary toiletries such as Shampoo, Conditioner, Body Wash, Lotion, Goat Milk Soaps etc. & washer/dryer FAQ: Pet fee (paid pre-trip), stairs required for access PARKING: Driveway (4 vehicles) Three Peaks Cabin is located at 110 Yawkey Way, Bryant Pond, Maine. The home is located on a private street maintained by our HOA association. There are 6 total houses which included "Three Peaks Cabin". The property is located all the way up a steep paved road, last house on the right at the end of the culdesac.

Bearbrook: Cozy mountain escape
Take it easy at this unique and tranquil getaway. Bearbrook Cabin, nestled on the side of a mountain, offers modern amenities in a rustic natural setting. Watch the brook run down the mountain while sipping coffee on the deck. Listen to the birds and river while working remotely in the sun room. Conveniently located to 4-season recreation: hiking, hunting, fishing, swimming, boating, skiing, snowmobiling, ATVing and more. 30 min from Rumford, Bethel, Sunday River, Black Mountain, and Mt. Abram!

Cozy Cabin w/ Hot Tub & Fire Pit-Hike/Ski/Explore!
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!

Birch Barn-White Mountains-HGTV Designer-Fall Acti
Escape to The Birch Barn. Renovated, private and serene, surrounded by melodies of our brook. Close to skiing, Storyland, North Conway and Jackson Village. Picturesque and convenient location, high on the ridge and in the woods, nestled between Jackson and North Conway. Enjoy the large private deck, outdoor grill and secluded fire pit. 5 mins to Storyland, 12 mins to North Conway, 8 mins to Attitash, close to bakeries and restaurants. A perfect location; secluded but in the heart of the valley.

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.

Sunday River Open! Maine Paradise at North Pond
Camp Wigwam! Lake cottage on North Pond. Swim, fish, kayak, paddleboard and more. 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 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*

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).

Secluded, cozy cabin nestled in the Maine woods
Kick back and relax in this calm, stylish space with a semi-remote cabin experience while keeping the gentle daily living comforts. Right at the edge of the White Mountain National Forest in one direction and in the other direction, a short five minute drive to Kezar Lake this secluded cabin has it all for the nature lover in you! Close to local favorite trailheads for hiking and mountain biking as well having nearby ski mountains and snowmobile trails.

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.

CloverCroft - "Far from the madding crowd."
CloverCroft, a 200+/- year old farmhouse, is located in the rich farmland of the Saco River Valley at the foot of the White Mountains. We go the extra mile to make your stay enjoyable and comfortable. (Please note our mattress is FIRM and there is a long flight of outdoor stairs to access the suite.) COME ENJOY PRIVACY AND THE GREAT OUTDOORS. There are many summer and winter activities very close by and we look forward to hosting you.

Beautiful Renovated Schoolhouse w/Private Entrance
Come stay in our renovated school house! This guest suite has great history. It has a spacious room with private entrance and private bathroom. Original wood floors, ornate copper ceilings, private driveway and private deck. Minutes from great hiking, waterfalls, lakes and ponds, and gorgeous scenic views. I have a 5 star cleanliness rating and can ensure that every surface is thoroughly sanitized between guests.

The Lookout at The Cross Farm
An ultra modern Icelandic style house with 2+ bedrooms. The property is on 80+ acres with nice trails for walking and biking, but no motorized off-road vehicles are allowed. A vacation here is a green vacation, through a large solar array we produce more than 100% of our power needs.
Popular amenities for Greenwood family-friendly rentals
Family-friendly home rentals with a hot tub

Attitash Retreat

Cozy Private Lux Yurt W/Mt View/HOT TUB /AC/WiFi

Maine Lakes Region house (private hot tub)

An Amazing Mountain Getaway!

Riverside|Sauna|Hot tub|Pizza Oven|Dogs

#1 View in Maine, Theater, HTub, Xbox, Putting Grn

Cozy Rock Cabin #thewaylifeshouldbe

Cozy Cabin*HOT TUB*20 min to N. Conway*Dogs Ok
Family- and pet-friendly home rentals

Sunday River Bethel Village ! Walk to Restaurants

Mountain Escape w/ Trails & Skiing

Private Maine Camp

Mad Moose Lodge• Secluded Cabin w/ Mountain View’s

Studio, pet friendly, river views, Jackson NH

The Cape Ann Ranch

Mountain View Studio

Steep Falls Escape, river & falls just steps away
Family-friendly home rentals with a pool

Attitash Studio | 5min to Storyland| Pools

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

Family friendly + Mountain Views @amountainplace

Cozy Top Floor-1 King, Mtn View, Jetted Tub, Pools

Bartlett Condo; Great Views, Resort Access

KimBills’ on the Saco

Cozy Condo at The Seasons- 2 Bedrooms

White Mountain Renovated 1 Bdrm + queen sleep sofa
When is the best time to visit Greenwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £269 | £279 | £244 | £196 | £190 | £192 | £228 | £227 | £204 | £202 | £198 | £255 |
| 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 £69 per night before taxes and fees

Verified guest reviews
Over 4,910 verified reviews to help you choose

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
60 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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- Family-friendly rentals Oxford County
- Family-friendly rentals Maine
- Family-friendly rentals United States
- Sebago Lake
- Story Land
- Sunday River Resort
- Mount Washington Cog Railway
- Saddleback Ski Mountain Maine
- Diana's Baths
- East End Beach
- Omni Mount Washington Resort
- King Pine Ski Area
- Belgrade Lakes Golf Club
- Wolfe's Neck Woods State Park
- Waterville Valley Resort
- White Lake State Park
- Black Mountain of Maine
- Conway Scenic Railroad
- Sunday River Golf Club
- Fox Ridge Golf Club
- Cranmore Mountain Resort
- Brunswick Golf Club
- Bradbury Mountain State Park
- Wildcat Mountain
- Portland Museum of Art
- Purity Spring Resort
- Echo Lake State Park




