
Family-friendly vacation rentals in Wilmington
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Wilmington
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 Wilmington family-friendly rentals
Family-friendly home rentals with a hot tub

The Birchwood Cabin - Stunning Mountain Views

Log Cabin: Amazing Views, River Frontage, Hot Tub

Winter Dream! The Handle Lodge at Snowtree Condos

Grey Wolf's Den: 5 miles to Mount Snow w/HOT TUB

Hot Tub Farmhouse - Buttercup Studio - Jamaica VT.

“Sugar Maple” Rustic Cabin Getaway with Fireplace

Mountain side acres

Walk to Mt. Snow-Spa-Summer Pool
Family- and pet-friendly home rentals

Shakespeare’s Folly Side Farm and AirBnB.

Stunning Studio in historic Downtown Bellows Falls

The Beer Diviner Brewery Apartment

Newfane, studio on 33 acres of Vermont beauty

Glamping Cabin with Private Pond and Mountain View

Cozy private cottage in the woods of Vermont

Pumpkin Pine Cottage: your next adventure awaits!

The Mountain A-Frame at Mount Snow
Family-friendly home rentals with a pool

Bear's Den - Mt Snow Townhome w/ Ski Home Trail!

Mt Snow Ski In/Out at Seasons

Adams Farm-"The Little Farmhouse"

Cozy Vermont Antique Sugar House with Fireplace

Cozy condo within walking distance to the slopes.

Silver Brook Cabin

Hollywood Bungalow in the Berkshires #C0191633410

Perfect Base for Your Berkshire Adventure
Quick stats about vacation rentals that are family-friendly in Wilmington
Total rentals
250 properties
Nightly prices starting at
€ 77 before taxes and fees
Total number of reviews
10K reviews
Pet-friendly rentals
110 properties allow pets
Rentals with a pool
60 properties have a pool
Rentals with dedicated workspaces
120 properties have a dedicated workspace
Destinations to explore
- Plainview Vacation rentals
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- Rentals with lake access Wilmington
- Rentals with a hot tub Wilmington
- Rentals with a fireplace Wilmington
- Rentals with a fire pit Wilmington
- Rentals with breakfast Wilmington
- Rentals with a washer and dryer Wilmington
- Rentals with pools Wilmington
- House rentals Wilmington
- Rentals with outdoor seating Wilmington
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- Aparthotel rentals Wilmington
- Rentals with a kayak Wilmington
- Rentals with an EV charger Wilmington
- Rentals with beach access Wilmington
- Pet-friendly rentals Wilmington
- Apartment rentals Wilmington
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- Chalet rentals Wilmington
- Fitness-friendly rentals Wilmington
- Family-friendly rentals Windham County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Monadnock State Park
- Berkshire East Mountain Resort
- Magic Mountain Ski Resort
- Saratoga Spa State Park
- Mount Greylock Ski Club
- Norman Rockwell Museum
- Stratton Mountain Resort
- Mount Sugarloaf State Reservation
- Mount Tom State Reservation
- Bousquet Mountain Ski Area
- Mount Snow Ski Resort
- The Shattuck Golf Club
- Berkshire Botanical Garden
- Albany Center Gallery
- Hildene, The Lincoln Family Home
- Dorset Field Club
- Peebles Island State Park
- Hooper Golf Course
- National Museum of Racing and Hall of Fame
- Hancock Shaker Village