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.

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Guest favourite
A charming wooden chalet is surrounded by vibrant fall foliage, showcasing a welcoming deck with red Adirondack chairs. An American flag gently flutters outside, while the natural landscape offers a serene backdrop to the cozy exterior.
Cabin in Greenwood
4.93 out of 5 average rating, 149 reviews

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!

Top Guest favourite
A calm lake reflects the surrounding greenery under a partly cloudy sky. A wooden dock extends into the water, while a canoe rests alongside, ready for exploration. The stillness of the scene invites tranquility and outdoor adventure.
Farm stay in Norway
4.96 out of 5 average rating, 222 reviews

Waterfront Home on Norway Lake - Hillcrest Farm

Serene parklike setting on 11-acres with 1,300-ft of frontage on Norway Lake. Newly renovated 1 bedroom apartment with full kitchen in historic farmhouse has separate access for complete independence. Only 35 min to Sunday River & 1 mile to downtown Norway. Direct connection to miles of hiking, biking & ski trails on Shepherd's Farm Preserve. Fish from our dock, use our canoes and kayaks, rent boats from the local marina or watch abundant wildlife from the deck - unlimited outdoor activities!

Top Guest favourite
The kitchen features a mix of cabinetry and counter space with a double sink, electric stove, and refrigerator. A tiled floor with a patterned design provides a clean and functional aesthetic. Natural light enters through the window, illuminating the space.
Apartment in West Paris
4.98 out of 5 average rating, 242 reviews

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.

Guest favourite
The living area features a cozy blue sectional sofa complemented by an accent chair and a decorative pouf. Natural light fills the space through large windows, which are adorned with woven shades. Wall art and unique decor, including a moose silhouette, enhance the welcoming atmosphere.
Cabin in Greenwood
4.94 out of 5 average rating, 267 reviews

Let's Ski! Snow & fun on the Pond, mins to slopes

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 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*

Top Guest favourite
Treehouse in Woodstock
4.98 out of 5 average rating, 278 reviews

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).

Guest favourite
A snowy backyard is featured, with four red adirondack chairs arranged in a circle. Sunlight filters through the trees, casting gentle shadows on the snow-covered ground. In the distance, the outline of a mountain is visible among the trees.
Home in Locke Mills
4.94 out of 5 average rating, 159 reviews

Bright, Vintage Maine Home, Awaiting Adventure!

The snow is already flying and the snow guns are firing-it's not long now before winter adventures begin! 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.

Top Guest favourite
A cozy cabin interior features warm wooden walls and flooring. Twinkling string lights adorn the ceiling, creating a soft glow. A comfortable armchair is positioned beside a small lamp, with a spacious bed visible in the background, framed by large windows allowing natural light.
Cabin in Lovell
4.97 out of 5 average rating, 395 reviews

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.

Top Guest favourite
A cozy cottage is nestled among the trees, featuring large windows that invite natural light. A small deck with seating is visible in front, surrounded by lush greenery and a wooden base that enhances the connection to nature.
Guesthouse in Greenwood
4.96 out of 5 average rating, 112 reviews

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.

Top Guest favourite
The spacious interior features wooden beams and warm, rustic tones. A large bed is centrally positioned, accompanied by a wooden chest. A cozy seating area includes a rocking chair and lamps, while a dining table near windows offers natural light and views of the surroundings.
Guest suite in Conway
5 out of 5 average rating, 364 reviews

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.

Guest favourite
The exterior of the renovated school house is displayed, featuring light blue siding and a prominent arched window above the double glass doors. A wooden deck surrounds the front entrance, and planters are positioned along the edges, contributing to the inviting appearance.
Guest suite in Mexico
4.94 out of 5 average rating, 237 reviews

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.

Top Guest favourite
A spacious outdoor area features several horses roaming in a fenced pasture, with trees providing a natural backdrop. A rustic barn and a house are visible in the distance, surrounded by lush greenery. Paths lead towards a gravel road nearby.
Loft in Andover
4.98 out of 5 average rating, 172 reviews

Private studio loft, decks and hot tub

My place is close to three major ski areas including Sunday River in Bethel. Grafton Notch state park is only 15 miles away and the Appalachian trail passes through Andover in two locations. There are trails for hiking, biking, ATV, snowmobile or horseback riding. There are places to fish, swim, canoe or kayak all within a short drive. You’ll love my place because of the location and the coziness.

Guest favourite
The rustic cabin is framed by snow-covered ground, showcasing its wooden structure under a bright blue sky. A brightly painted purple door stands out, and an inviting covered porch is supported by sturdy wooden posts, with a few steps leading up to the entrance.
Cabin in Denmark
4.94 out of 5 average rating, 158 reviews

"Robins Nest" Off Grid Solar Powered Eco Cabin

Experience your own R & R retreat in "Robin's Nest Eco Cabin", tucked in the woods for your private nature getaway. Enjoy the back country feeling with relatively easy access…Inspired by Thoreau’s one room cabin, our most popular eco~cabin retreat. "Unplug", relax and enjoy! Robins Nest cabin has solar power; it does not have wi-fi. This cabin does not accommodate pets.

Popular amenities for Greenwood family-friendly rentals

When is the best time to visit Greenwood?

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Avg. price$604 NZD$627 NZD$548 NZD$440 NZD$426 NZD$430 NZD$512 NZD$509 NZD$457 NZD$454 NZD$445 NZD$572 NZD
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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 $154 NZD per night before taxes and fees

  • Verified guest reviews

    Over 4,910 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    120 of Greenwood holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Greenwood rentals

  • 4.9 Average rating

    Greenwood stays are highly rated by guests—averaging 4.9 out of 5!