
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
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.

Sunset & Lake View, Theater, HTub, Xbox, Mini Golf
Welcome to the Sunday River retreat in our luxury chalet with the best views in Maine. Our sanctuary can comfortably sleep 12 and boasts Lake Christopher panoramic views with Mt. Abram sights. Minutes from Sunday River Resort, a public boat launch and other area attractions. Private hot tub, fire pit, wood stove and deck await your arrival. Enjoy arcade games, Xbox, a movie theatre room, BBQ grill and speakeasy theme bar setup. Don't forget to take a picture in the gondola and to catch a sunset!

Off-Grid Cabin with Wood Fired Hot Tub. 4 Kayaks
Relax at this off-grid modern A-Frame cabin on 90 acres in Maine's Lakes Region. The cabin is tucked deep in the woods, far away from everything. 4 kayaks and firewood included. Separate bunk cabin increases sleeping capacity to 10 Wood-Fired Cedar Hot Tub - a relaxing, very unique experience 5+ lakes nearby- beautiful swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)

Privacy, River, Pond, A frame Hot Tub EPIC Views,
14 Acres Secluded A-frame nestled along Clean Crooked River, Hot tub with breathtaking VIEWS and world-class fishing. Swim in the river, private pond or explore hiking trails right from your door. Central AC - Gas Fireplace - Modern Kitchen. Just minutes from pristine lakes, primo golf courses, and thrilling ski slopes, this charming private oasis offers an ideal mix of tranquil relaxation and outdoor adventure. Invite a private chef, florist or yoga teacher to fully unwind. Heated bath floors.

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!

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.

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.

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.

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*

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.

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!

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

Hot Tub | Game Room | Dog-Friendly | Sleeps 14

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

Sunday River Escape | Sauna, Hot Tub, Dog-Friendly

Log cabin, stunning views, hot tub, fire pit

The Modern Lakehouse

Waterfront,Hot tub,Private dock,Freshly renovated

Mountain View Chalet with Hot Tub and Game Room

Farmhouse: Hot Tub, Mini Golf, Pickleball, POOL
Family- and pet-friendly home rentals

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

Cabin retreat just steps from adventure

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

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

Rustic Cabin Near Mt Abram & Sunday River

The Barn East at The Cross Farm

Leprechaun's Landing * Mountain Retreat

Chic Greenwood Chalet
Family-friendly home rentals with a pool

the lake house

Romantic hideaway cabin w/ access to spa - 26

An Amazing Mountain Getaway!

The White Mountains Signature Chalet

Cozy Family Retreat with Saco River Access

Cozy Mountain Getaway For All Seasons

Mtn Views|Pools & Hot Tubs| Adventure Awaits

KimBills’ on the Saco
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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- Family-friendly rentals Oxford County
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- Sebago Lake
- Story Land
- Mount Washington Cog Railway
- Santa's Village
- East End Beach
- Cranmore Mountain Resort
- Sunday River Resort
- Omni Mount Washington Resort
- Pleasant Mountain Ski Area
- Conway Scenic Railroad
- Saddleback Ski Mountain Maine
- Wolfe's Neck Woods State Park
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- Waterville Valley Resort
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- Mt. Abram
- Sunday River
- Maine Mineral & Gem Museum





