
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$20,931 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.

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.
Indoor spacesFamilyBackyard
4.92 out of 5 average rating, 157 reviews
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!
FamilyKitchenWifi
4.93 out of 5 average rating, 170 reviews
One of a kind Lakefront home near Sunday river
Amazing large lakefront home right on the water near Sunday river ski resort. Sleeps upwards of 25 people. There is a small surcharge per person for groups larger than 20. At certain times of year we rent to smaller than average groups at an other than listed price. Great for family reunions, weddings etc. Largest yard on the lake! And our hot tub is very invigorating after a day of skiing or hiking! Hot tub is charged separately. NOTE: From late June to late August we only rent by the week.
FamilyKitchenHeating
4.88 out of 5 average rating, 139 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.
FamilyIndoor spacesGetting around
4.99 out of 5 average rating, 145 reviews
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.
KitchenFamilyHot tub
4.94 out of 5 average rating, 115 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. Hike, kayak, swim, fish in pristine lake in Summer. Ski, skate, XC Ski, Ice Fish, Snowshoe, Hike in Winter. Fireplace and Fire Pit. Excellent wifi - Private 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.
Indoor spacesFamilyWifi
4.95 out of 5 average rating, 177 reviews
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*
Indoor spacesKitchenCleanliness
4.95 out of 5 average rating, 279 reviews
Hot Tub | Game Room | Dog-Friendly | Sleeps 14
Planning a ski trip, mountain biking weekend, or relaxing getaway? The Retreat by Just Happy Homes is meticulously crafted to offer an exceptional experience for family and friends seeking both outdoor adventure and relaxation. New construction, 5 bed/3.5 bath mountain home, 12 min to Sunday River, 7 min to Mt. Abram, and 5 min to downtown Bethel. Enjoy a private hot tub, huge game room, stocked kitchen, kid-friendly supplies, dog-friendly hospitality, and peaceful wooded views.
KitchenIndoor spacesValue
4.99 out of 5 average rating, 113 reviews
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.
FamilyKitchenTV
4.95 out of 5 average rating, 118 reviews
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!
FamilyKitchenWifi
4.93 out of 5 average rating, 197 reviews
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!
Indoor spacesKitchenHospitality
4.97 out of 5 average rating, 128 reviews
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.
KitchenIndoor spacesOutdoor spaces
4.95 out of 5 average rating, 180 reviewsPopular amenities for Greenwood family-friendly rentals
Family-friendly home rentals with a hot tub

Sunset & Lake View, Theater, HTub, Xbox, Mini Golf
KitchenFamilySkiing
4.99 out of 5 average rating, 158 reviews
Lakefront, Gas Fireplace, Hot tub, Private, Fall
KitchenIndoor spacesBathroom
4.95 out of 5 average rating, 101 reviews
Off-Grid Cabin with Wood Fired Hot Tub. 4 Kayaks
Indoor spacesFamilyCleanliness
5.0 out of 5 average rating, 212 reviews
Luxury Romantic Yurt •Hot Tub •Mt Views •AC •WiFi
Indoor spacesFamilyComfort
5.0 out of 5 average rating, 291 reviews
Log cabin, stunning views, hot tub, fire pit
Indoor spacesKitchenNearby
4.96 out of 5 average rating, 227 reviews
Sunday River & Lake Chalet, 2 Kitchens, Hot Tub
KitchenIndoor spacesLaundry
4.97 out of 5 average rating, 177 reviews
Mountain View Chalet with Hot Tub and Game Room
KitchenFamilyAir conditioning
4.96 out of 5 average rating, 158 reviews
Waterfront,Hot tub,Private dock,Freshly renovated
KitchenIndoor spacesHeating
4.82 out of 5 average rating, 191 reviewsFamily- and pet-friendly home rentals

Cabin retreat just steps from adventure
Indoor spacesKitchenGetting around
4.99 out of 5 average rating, 553 reviews
Your Maine Base Camp
KitchenIndoor spacesHiking
4.98 out of 5 average rating, 193 reviews
Cozy Cottage w/ Lil' Pond, Fenced Yard & Firepit
KitchenIndoor spacesHospitality
4.86 out of 5 average rating, 116 reviews
Exquisite Rustic Modern Ski Haus| Bike Park Access
Indoor spacesKitchenGrill
5.0 out of 5 average rating, 44 reviews
Rustic Cabin Near Mt Abram & Sunday River
Indoor spacesKitchenGetting around
4.97 out of 5 average rating, 92 reviews
Cozy A-Frame at base of Mt Abram- walk to lifts!
FamilyKitchenCondition
5.0 out of 5 average rating, 41 reviews
Nordic House | Glamping Cabin w Private Hot Tub
KitchenIndoor spacesSkiing
4.93 out of 5 average rating, 74 reviews
5br/2ba Lake & Ski House w/ Waterfront & Hot Tub
KitchenFamilySleep quality
4.84 out of 5 average rating, 45 reviewsFamily-friendly home rentals with a pool

An Amazing Mountain Getaway!
KitchenFamilyDecor
4.94 out of 5 average rating, 341 reviews
the lake house
Indoor spacesFamilySleep quality
4.95 out of 5 average rating, 237 reviews
Romantic hideaway cabin w/ access to spa - 26
Indoor spacesKitchenCheckout
4.98 out of 5 average rating, 122 reviews
Family Lodge | Jacuzzi, Resort Pools, Story Land
Indoor spacesFamilyHiking
4.85 out of 5 average rating, 267 reviews
Slope Side | Ground floor | Hot Tub, Pool, Sauna
FamilyIndoor spacesQuiet
4.93 out of 5 average rating, 119 reviews
Family friendly + Mountain Views @amountainplace
FamilyIndoor spacesRiver
4.96 out of 5 average rating, 404 reviews
Ski in/ski out Sunday River Condo Brookside 2a210
FamilyIndoor spacesNearby
4.7 out of 5 average rating, 261 reviews
Spacious Condo-Attitash Ski-Storyland-Saco & More!
Indoor spacesFamilyTV
4.88 out of 5 average rating, 179 reviewsWhen is the best time to visit Greenwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$73,259 GYD | G$73,469 GYD | G$63,422 GYD | G$57,561 GYD | G$58,398 GYD | G$60,282 GYD | G$62,584 GYD | G$62,166 GYD | G$55,886 GYD | G$57,770 GYD | G$56,305 GYD | G$68,445 GYD |
| 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 |
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- Sebago Lake
- Story Land
- Mount Washington Cog Railway
- Santa's Village
- Sunday River Resort
- Cranmore Mountain Resort
- East End Beach
- Saddleback Ski Mountain Maine
- Pleasant Mountain Ski Area
- Omni Mount Washington Resort
- Conway Scenic Railroad
- Wolfe's Neck Woods State Park
- Attitash Mountain Resort
- Echo Lake State Park
- Crawford Notch State Park
- Diana's Baths
- Waterville Valley Resort
- Portland Museum of Art
- Bradbury Mountain State Park
- Wildcat Mountain
- Grafton Notch State Park
- Mt. Abram
- Maine Mineral & Gem Museum
- Pineland Farms





