
Family-friendly vacation rentals in Plymouth
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Plymouth
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Plymouth family-friendly rentals
Family-friendly home rentals with a hot tub

Private Apt. on Farm, Hot Tub with views!

Macintosh Hill Farm

Okemo Ski Chalet with Hot Tub

Stunning Rustic Apple Barn - hot tub & sauna

Serene Top Floor Condo (resort style amenities)

Ski Chalet with Hot Tub on Okemo Mountain

Vermont Getaway Apartment

Spacious Renovated Barn Apt on 100 acres!
Family- and pet-friendly home rentals

Apartment on Main Street

Moon Valley Country Retreat no clean fee pets yes

Ephriam Bruce House- ON RIVER IN VILLAGE CENTER

Apple Blossom Cottage: A Tiny House

The Guest House at Sky Hollow

Hickory Ridge, Vermont Log Cabin, no cleaning fee

Cottage 7min to Ski Stratton-WoodStove,Views,DogOK

Sunrise Cabin
Family-friendly home rentals with a pool

Magical Farm Getaway - a must visit!

Bear's Den - Mt Snow Townhome w/ Heated Pool!

Right at Killington !

Cozy, spacious, 3 bedrooms, 4 beds, swimming pool.

Mt Snow Ski In/Out at Seasons

⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace

Walk to Okemo Ski Lift - Private Classic VT Ski Ch

One Bedroom Suite Near Okemo
Quick stats about vacation rentals that are family-friendly in Plymouth
Total rentals
140 properties
Nightly prices starting at
$123 CAD before taxes and fees
Total number of reviews
5.4K reviews
Pet-friendly rentals
60 properties allow pets
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Wifi availability
140 properties include access to wifi
Destinations to explore
- Boston Vacation rentals
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- Philadelphia Vacation rentals
- Rentals with a hot tub Plymouth
- Rentals with a fireplace Plymouth
- Kid-friendly rentals Plymouth
- Rentals with outdoor seating Plymouth
- Chalet rentals Plymouth
- Cabin rentals Plymouth
- Waterfront rentals Plymouth
- Rentals with a kayak Plymouth
- Rentals with a patio Plymouth
- Rentals with a firepit Plymouth
- Rentals with beach access Plymouth
- Pet-friendly rentals Plymouth
- Rentals with lake access Plymouth
- House rentals Plymouth
- Rentals with a washer and dryer Plymouth
- Family-friendly rentals Windsor County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Stratton Mountain
- Sugarbush Resort
- Okemo Mountain Resort
- Fort Ticonderoga
- Mount Snow Ski Resort
- Dartmouth Skiway
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Dorset Field Club
- Stratton Mountain Resort
- Ragged Mountain Resort
- Hildene, The Lincoln Family Home
- Bretwood Golf Course
- Bromley Mountain Ski Resort
- Autumn Mountain Winery
- Fox Run Golf Club
- Northeast Slopes Ski Tow
- Baker Hill Golf Club
- Mount Sunapee Resort
- Ekwanok Country Club
- Brattleboro Ski Hill
- Hooper Golf Course
- Cozy Cottages & Otter Valley Winery
- Lucky Bugger Vineyard & Winery