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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, 151 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
Home in West Paris
4.99 out of 5 average rating, 125 reviews

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.

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
4.94 out of 5 average rating, 224 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 interior of the yurt features a high, circular ceiling supported by wooden beams. Natural light filters through multiple windows, illuminating a cozy seating area with two chairs and a small table. A pellet stove provides warmth, complemented by a decorative rug on the wooden floor.
Yurt in Woodstock
5 out of 5 average rating, 258 reviews

Romantic Cozy Yurt with Hot Tub/ Mt Views /AC/WiFi

Birdsong yurt is a truly unique and special lodging experience you won’t forget. An ideal couple’s getaway or perfect place for friends and family to relax and connect with loved ones. Located on two private acres of land surrounded by trees, you will feel close to nature while still having the comforts of modern conveniences. The deck is the perfect place to enjoy the Mountain View, watch the sunsets and stargaze with a glass of wine by the gas fireplace! Relax in the Hot Tub to end the day!

Top Guest favourite
A serene mountain view is presented, featuring rolling peaks partially shrouded in morning mist. Lush greenery in the foreground is accented by hints of autumn colors, creating a tranquil backdrop against the clear blue sky.
Apartment in Newry
4.97 out of 5 average rating, 128 reviews

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

Guest favourite
Two Adirondack chairs are positioned on the snowy shore, facing a serene lake framed by tall trees. The still water reflects the surrounding landscape, including snow-capped mountains under a partly cloudy sky. A peaceful winter scene is captured in this outdoor setting.
Cabin in Greenwood
4.94 out of 5 average rating, 269 reviews

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*

Top Guest favourite
Cabin in Woodstock
4.96 out of 5 average rating, 156 reviews

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.

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, 245 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.

Top Guest favourite
Treehouse in Woodstock
4.98 out of 5 average rating, 282 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).

Top Guest favourite
A two-story home is set against a backdrop of lush greenery, featuring a spacious driveway in the foreground. A private balcony is visible on the second floor, while the garage doors provide additional functionality. Natural light enhances the inviting exterior.
Apartment in Bethel
4.98 out of 5 average rating, 255 reviews

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.

Top Guest favourite
A cozy sleeping area is created with a spacious bed adorned with white linens and a decorative pillow that reads "lets cuddle." Soft, glowing string lights provide a warm ambiance against a lightly textured backdrop. A chunky knit blanket adds a touch of comfort on the bed.
Home in Bethel
4.98 out of 5 average rating, 337 reviews

Sunday River Orchard w/Fireplace, Firepit & Goats!

Charmingly rustic with tons amenities & modern touches minutes from the slopes! The Bungalow @ Sweet Tart Orchard is the perfect romantic escape <3 Pet the goats & watch the free-range chickens roam as the seasons change. Unwind & relax by the fireplace or explore the 1000s of acres of trails outside your door! Ideally located near Sunday River, Mt Abrams, Alder River, North Pond, Grafton Notch & historic covered bridges. Click our profile for more listings!

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, 401 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.

Popular amenities for Greenwood family-friendly rentals

When is the best time to visit Greenwood?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$615 NZD$637 NZD$557 NZD$447 NZD$434 NZD$437 NZD$521 NZD$517 NZD$465 NZD$461 NZD$453 NZD$582 NZD
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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 $174 NZD per night before taxes and fees

  • Verified guest reviews

    Over 5,320 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 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!