
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 ﺩ.ﺇ 367 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.
KitchenFamilyNearby

Cozy Cabin w/ Hot Tub & Fire Pit - Hike/Bike/Swim!
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!
FamilyIndoor spacesLocation

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.
FamilyIndoor spacesAccuracy

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.
Indoor spacesFamilyParking

Lakefront, Gas Fireplace, Hot tub, Private, Fall
Escape to ultimate privacy at this secluded WATERFONT cabin, the last house on a quiet road in Norway, Maine—no neighbors in sight. This modern 3BR/2BA retreat offers AC, dishwasher, and a home gym. Step out to your private waterfront on tranquil Sand Pond, with a dock, kayaks, canoe, and SUP for swimming. Relax in Hot tub, play pool or cozy up by the gas stove with stunning lake views. Enjoy the large yard, outdoor shower, and spacious porch with a gas firepit. Perfect for families and pets
Indoor spacesFamilyNearby

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.
FamilyIndoor spacesGetting around

Jewett Pond Retreat
Relax in the Western Maine Foothills at our cabin on Jewett Pond. The main cabin has 672 sq ft of finished living space with bedroom (queen bed), bathroom, basic kitchen, great room (queen sleeper sofa), and screened porch. There is an additional rustic bunkhouse with two twin beds. This space is ideal for a couple or adventurous family who enjoys swimming, canoeing, hiking, fishing, or sitting on the screened porch with a good book and pine forest backdrop. Canoe included with booking.
KitchenFamilyComfort

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.
KitchenFamilyCleanliness

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*
FamilyKitchenSkiing

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.
KitchenIndoor spacesAmenities

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 spacesView

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!
FamilyKitchenSleep quality
Popular amenities for Greenwood family-friendly rentals
Family-friendly home rentals with a hot tub

Sunset & Lake View, Theater, HTub, Xbox, Mini Golf
KitchenIndoor spacesSleep quality

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

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

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

Sunday River & Lake Chalet, 2 Kitchens, Hot Tub
FamilyIndoor spacesHiking

Waterfront,Hot tub,Private dock,Freshly renovated
Indoor spacesFamilyGrill

Log cabin, stunning views, hot tub, fire pit
FamilyIndoor spacesBackyard

Sunday River Escape | Sauna, Hot Tub, Dog-Friendly
FamilyIndoor spacesAccuracy
Family- and pet-friendly home rentals

Cabin retreat just steps from adventure
Indoor spacesFamilyOutdoor spaces

Your Maine Base Camp
KitchenIndoor spacesTV

Cozy Cottage w/ Lil' Pond, Fenced Yard & Firepit
FamilyKitchenLaundry

Camp Bai Yuka/Little Camp (Log Cabin on Webb Lake)
Indoor spacesFamilyAccuracy

One-of-a-kind log home
Indoor spacesFamilyHot tub

Your Front-Row Seat to Maine’s Mountains & Foliage
KitchenIndoor spacesQuiet

Rustic Cabin Near Mt Abram & Sunday River
Indoor spacesKitchenBackyard

Cozy A-Frame at base of Mt Abram- walk to lifts!
KitchenFamilyAir conditioning
Family-friendly home rentals with a pool

the lake house
Indoor spacesFamilyView

Stunning 2BR with Mountain Views | Nordic Village
Indoor spacesFamilyCheckout

Romantic hideaway cabin w/ access to spa - 26
FamilyIndoor spacesQuiet

Slope Side | Ground floor | Hot Tub, Pool, Sauna
Indoor spacesFamilyDecor

Family friendly + Mountain Views @amountainplace
FamilyKitchenLayout

Trailside Sunday River Condo Fall Line North 202
KitchenIndoor spacesHot tub

NEW! Mtn Views • Fireplace • Hot Tub • Pool Escape
KitchenIndoor spacesSleep quality

Cranmore Mountain Condo | Pool, Hot Tub | Sleeps 6
Indoor spacesKitchenSleep quality
When is the best time to visit Greenwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,285 | ﺩ.ﺇ 1,289 | ﺩ.ﺇ 1,113 | ﺩ.ﺇ 1,010 | ﺩ.ﺇ 1,025 | ﺩ.ﺇ 1,058 | ﺩ.ﺇ 1,098 | ﺩ.ﺇ 1,091 | ﺩ.ﺇ 981 | ﺩ.ﺇ 1,014 | ﺩ.ﺇ 988 | ﺩ.ﺇ 1,201 |
| 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
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- East End Beach
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