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Family-friendly vacation rentals in Greenwood

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Greenwood

  • Total vacation rentals

    Explore 130 vacation rentals in Greenwood

  • Nightly prices starting at

    Greenwood vacation rentals start at G$20,917 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,920 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    130 of Greenwood vacation rentals include wi-fi 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!

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 favorite
The exterior of the log cabin features a large covered porch with wooden railings, complemented by stacked stone accents on the chimney. Surrounded by a grassy landscape, the cabin sits amidst tall trees, showcasing its rustic charm in a serene natural setting.
Cabin in Greenwood

Mt Abram ski in ski out Log Home. NO GUEST FEE

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.

4.92 out of 5 average rating, 157 reviews
Guest favorite
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

Fall Mountain Escape! Hot Tub | Fire Pit | Foliage

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!

4.93 out of 5 average rating, 170 reviews
Top guest favorite
Home in West Paris

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.

4.99 out of 5 average rating, 145 reviews
Top guest favorite
A charming chalet is set amidst lush greenery, featuring a unique wooden exterior and large glass windows. The inviting entryway leads to a spacious deck supported by wooden beams, with surrounding landscaping that includes natural stone walls and various plants.
Chalet in Greenwood

Log Home Upper Unit - Hot Tub - Fall Foliage

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.

4.94 out of 5 average rating, 116 reviews
Top guest favorite
Treehouse in Pownal

The Copper Fox Treehouse

Named the 10th most spectacular tree house in the world by the BBC Featured in the book: Modern Tree Houses by Taschen Airbnb's Most wishlisted property in Maine in 2025! Come experience the whimsy and craftsmanship of this red fox head shaped treehouse for yourself. The magic of this wild adventure awaits you in the treetops... Come to relax, explore and make lasting memories your family and friends will talk about for years. Follow our journey on IG at @thecopperfoxtreehouse

4.99 out of 5 average rating, 198 reviews
Top guest favorite
Cabin in Greenwood

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*

4.95 out of 5 average rating, 279 reviews
Top guest favorite
The waterfront camp is situated amid tall trees, featuring large windows that allow natural light to fill the living space. A grassy area slopes gently toward the sandy shore, creating an inviting outdoor space. The tranquil lake reflects the surrounding greenery.
Cottage in Woodstock

Cozy Camp on North Pond

Charming waterfront camp on a quiet dead end road. Freshwater lake is great for fishing, swimming, boating and simply relaxing! Watch for the family of bald eagles that call this lake their home and listen to the loons as you watch the sunset. Plenty of room for the whole family with two bedrooms and trundle beds . Hike Bucks Ledge right from the camp or make the 5 mile loop around the pond. Cookout on the gas grill, propane provided, and then toast marshmallows over the campfire.

4.95 out of 5 average rating, 118 reviews
Top guest favorite
Chalet in Bryant Pond

Sunday River | Mt Views | Dog Fndly | 20% Off 3+

Luxury mountain retreat minutes from Sunday River slopes. Designed for discerning guests, this upscale estate features breathtaking panoramic views, a private hot tub, a gourmet chef’s kitchen, and an open living space with a cozy fireplace. Whether you're here for world-class skiing, hiking, or a premium alpine getaway, enjoy high-end finishes and ultimate comfort. Perfect year-round Maine escape for families and groups seeking outdoor adventure and relaxation. Book your stay!

4.93 out of 5 average rating, 198 reviews
Guest favorite
A backyard space features a circular fire pit surrounded by several black wooden Adirondack chairs. In the background, the modern, three-story home is partially obscured by trees and showcases a combination of gray and white siding.
Home in Bethel

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

North Star Hideaway – Cozy Retreat Near Sunday River Escape to North Star Hideaway, a brand-new, 4BR/3.5BA home just 10 minutes from Sunday River! Sleeps 12 with a game room & fire pit. 🛏️ Bedrooms: (4 bedrooms) Upstairs: 2 King suites w/ Smart TVs, mini-split AC & ensuite baths. Downstairs: 1 Queen room, 1 Bunk room (2 sets), plus a bonus room w/ sleeper sofa. 🔥 Fireplace | Starlink Wi-Fi | Xbox Game Room | Ski Mudroom | S’mores Kit Book now for adventure & relaxation!

4.97 out of 5 average rating, 128 reviews
Top guest favorite
Home in Greenwood

Bright, Vintage Maine Home, Awaiting Adventure!

Ahh, FALL! 🍁 Enjoy the slower pace and countless hiking, biking and exploring opportunity in the mountains right here! 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.

4.95 out of 5 average rating, 181 reviews
Top guest favorite
Treehouse in Woodstock

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.

4.98 out of 5 average rating, 330 reviews
Guest favorite
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

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.

4.93 out of 5 average rating, 121 reviews

Popular amenities for Greenwood family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top guest favorite
A private hot tub is situated outdoors, surrounded by greenery and offering views of the lake and mountains in the background. Two glasses of sparkling wine are placed on the tub's edge, reflecting the natural scenery under a clear blue sky.
Home in Woodstock

Sunset & Lake View, Theater, HTub, Xbox, Mini Golf

4.99 out of 5 average rating, 159 reviews
Top guest favorite
A spacious lakefront home is depicted against a backdrop of lush greenery. A large deck with seating is visible, complemented by colorful landscaping. The yard, featuring well-kept grass, offers ample space, while the sun casts gentle shadows across the scene, inviting outdoor relaxation.
Home in Woodstock

One of a kind Lakefront home near Sunday river

4.88 out of 5 average rating, 140 reviews
Top guest favorite
Cabin in West Paris

Log cabin, stunning views, hot tub, fire pit

4.96 out of 5 average rating, 227 reviews
Top guest favorite
Cabin in Chesterville

Off-Grid Cabin with Wood Fired Hot Tub. 4 Kayaks

5.0 out of 5 average rating, 213 reviews
Guest favorite
A tranquil scene featuring a modern cabin nestled among vibrant autumn foliage. Rushing water flows gently in the foreground, with smooth stones lining the riverbank. Soft light emanates from the windows of the cabin, creating a cozy ambiance amidst the natural surroundings.
Tiny home in Norway

Glass Wall Waterfront Hot Tub Fireplace Private

4.93 out of 5 average rating, 270 reviews
Guest favorite
The chalet-style cabin is surrounded by lush greenery and features a wooden exterior with large windows. A quaint balcony adorns the front, allowing for natural light to fill the space. A gravel pathway leads to the inviting red front door.
Cabin in Woodstock

Sunday River & Lake Chalet, 2 Kitchens, Hot Tub

4.97 out of 5 average rating, 177 reviews
Top guest favorite
Yurt in Woodstock

Luxury Romantic Yurt •Hot Tub •Mt Views •AC •WiFi

5.0 out of 5 average rating, 291 reviews
Top guest favorite
Chalet in Bethel

Cozy Chalet | Hot Tub*Sauna*Game Room*Fire Pit*BBQ

4.99 out of 5 average rating, 104 reviews

Family- and pet-friendly home rentals

Guest favorite
Cabin in Woodstock

Private Lakefront Cabin in Woods near Sunday River

4.95 out of 5 average rating, 177 reviews
Top guest favorite
A cozy cabin is nestled among snow-covered trees, showcasing a wooden exterior in warm tones. The entrance features a welcoming pathway lined with snow, while the nearby deck offers a glimpse into the winter landscape, creating a serene atmosphere in the snowy environment.
Cabin in Hanover

Cabin retreat just steps from adventure

4.99 out of 5 average rating, 553 reviews
Top guest favorite
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

Have you found YOUR Happy Space yet?

4.97 out of 5 average rating, 278 reviews
Top guest favorite
The spacious kitchen features wooden cabinetry and ample counter space. A central food prep island is surrounded by four wooden chairs. Basic cookware and utensils are visible, along with modern appliances, including a refrigerator and microwave, set against a patterned backsplash.
Home in Rumford

Your Maine Base Camp

4.98 out of 5 average rating, 193 reviews
Top guest favorite
A rustic white barn with a grey roof is nestled within a field of tall grasses and wildflowers. Autumn foliage in shades of red and gold decorates the surrounding trees, offering a tranquil rural landscape. A separate red cottage is visible in close proximity.
Guesthouse in Denmark

Red Shed Cottage at Pickett Hill Farm

4.96 out of 5 average rating, 105 reviews
Top guest favorite
A sunlit living area features wooden walls and a ceiling fan. Comfortable seating includes a plaid sofa, two wooden chairs, and a side table. A brick fireplace serves as a focal point, with large windows providing natural light and views of the surrounding outdoors.
Cabin in Greenwood

Rustic Cabin Near Mt Abram & Sunday River

4.97 out of 5 average rating, 92 reviews
Top guest favorite
The exterior of a rustic modern ski house is showcased, featuring large windows that reflect warm interior lighting. A stone fireplace is centered beneath the eaves, and a classic hot tub is positioned nearby. Surrounding grassy areas are bordered by trees, enhancing the serene atmosphere.
Home in Greenwood

Exquisite Rustic Modern Ski Haus| Bike Park Access

5.0 out of 5 average rating, 44 reviews
Top guest favorite
A cozy A-frame house is surrounded by lush green trees, featuring a spacious yard. A circular fire pit is set in the center, accompanied by several wooden adirondack chairs, inviting relaxation and gatherings. The wooden deck of the house can be seen in the background.
Home in Greenwood

Cozy A-Frame at base of Mt Abram- walk to lifts!

5.0 out of 5 average rating, 41 reviews

Family-friendly home rentals with a pool

Top guest favorite
The living area is highlighted by a spacious sectional sofa and a wooden spiral staircase leading to the upper level. Natural light fills the space, accentuating the wooden flooring and cozy decor. A coffee table sits centrally, complementing the overall inviting atmosphere.
Condo in Bartlett

An Amazing Mountain Getaway!

4.94 out of 5 average rating, 341 reviews
Guest favorite
The modern cabin features a sleek design surrounded by lush greenery. Soft bistro lights create a warm glow, illuminating the outdoor seating area with two Adirondack chairs. The deck can be seen in the background, enhancing the inviting atmosphere of the natural setting.
Cabin in Freeport

Romantic hideaway cabin w/ access to spa - 26

4.97 out of 5 average rating, 124 reviews
Guest favorite
A log cabin is nestled among tall trees on a gentle slope. Large windows create airy views from the exterior, showcasing a front deck that extends along the house. The natural surroundings provide a peaceful and serene setting.
Home in Peru

the lake house

4.95 out of 5 average rating, 237 reviews
Top guest favorite
A cozy living area features a dark blue sofa adorned with decorative pillows. A light-colored coffee table sits in front, while natural light enters through a large window framed by light curtains. A small cart and lamp complement the space, enhancing the inviting atmosphere.
Condo in Bartlett

Cozy Condo at Attitash!

4.9 out of 5 average rating, 210 reviews
Guest favorite
Chalet in Glen

Family Lodge | Jacuzzi, Resort Pools, Story Land

4.85 out of 5 average rating, 267 reviews
Guest favorite
A view from the bedroom showcases a large window revealing rolling hills and trees in the background. Soft natural light filters through a sheer curtain, illuminating the room's cozy decor, including a bedside lamp and a plush pillow on the spacious bed.
Condo in Newry

Ski in/ski out Sunday River Condo Brookside 2a210

4.7 out of 5 average rating, 261 reviews
Guest favorite
Cabin in Bartlett

Saco River Private Chalet: 2BR/2BA

4.97 out of 5 average rating, 132 reviews
Top guest favorite
Condo in Bartlett

Summit Vista | 3br Mountain Paradise | Epic Views

4.97 out of 5 average rating, 127 reviews

When is the best time to visit Greenwood?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$73,211 GYDG$73,420 GYDG$63,379 GYDG$57,523 GYDG$58,359 GYDG$60,242 GYDG$62,543 GYDG$62,124 GYDG$55,849 GYDG$57,732 GYDG$56,268 GYDG$68,400 GYD
Avg. temp-10°C-9°C-3°C4°C11°C16°C19°C18°C14°C7°C1°C-6°C

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