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
Cottage in Shaftsbury
4.99 out of 5 average rating, 599 reviewsVermont Schoolhouse Farm Cottage - Sauna + Hot Tub
Dec 31 – Jan 7
Apartment in Townshend
4.94 out of 5 average rating, 203 reviewsPrivate Apt. on Farm, great views and Hot tub,
Oct 16 – 23
Home in Dover
4.98 out of 5 average rating, 125 reviewsOutdoor Paradise - Private Jacuzzi & Sauna
Jul 14 – 21
Home in Newfane
4.97 out of 5 average rating, 115 reviewsPeaceful cabin close to skiing & Brattleboro
Apr 8 – 15
Home in Colrain
4.94 out of 5 average rating, 155 reviewsSecluded Farmhouse Retreat - stunning views
Sep 8 – 15
Chalet in Dover
4.97 out of 5 average rating, 104 reviewsGrey Wolf's Den: 5 miles to Mount Snow w/HOT TUB
Dec 15 – 22
Home in Shaftsbury
4.93 out of 5 average rating, 122 reviewsConverted Vermont Barn on 6.5 acres with hot tub
Sep 27 – Oct 4
Cabin in Londonderry
4.82 out of 5 average rating, 421 reviewsThe Honeymoon Barn - hot tub/sauna #1 Airbb S. VT
Oct 7 – 14
Family- and pet-friendly home rentals
Guest suite in Charlemont
4.9 out of 5 average rating, 182 reviewsUnique People & Pet-Welcoming Haven
Apr 10 – 17
Chalet in Readsboro
4.86 out of 5 average rating, 284 reviewsThe King's Cottage
Mar 24 – 31
Apartment in Newfane
4.97 out of 5 average rating, 406 reviewsRock River Retreat: Pets Welcome
Aug 3 – 10
Cabin in Readsboro
4.85 out of 5 average rating, 186 reviewsOff grid comfort cabin
Aug 11 – 18
Cottage in Bernardston
4.88 out of 5 average rating, 287 reviewsCozy, Quiet Cottage on Country rd 2 mil from I-91
Oct 30 – Nov 6
Farm stay in Marlboro
4.89 out of 5 average rating, 577 reviewsCarriage Barn - Marlboro
Dec 24 – 31
Apartment in Andover
4.98 out of 5 average rating, 386 reviewsPrivate Hilltop farm apartment
Sep 28 – Oct 5
Guesthouse in Springfield
4.86 out of 5 average rating, 321 reviewsConnecticut River-Cozy Cottage
Nov 11 – 18
Family-friendly home rentals with a pool
Home in Wilmington
4.9 out of 5 average rating, 131 reviews4 bedroom Ski House 15 min to Mount Snow
Nov 17 – 24
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
May 27 – Jun 3
Guesthouse in Williamstown
4.93 out of 5 average rating, 219 reviewsPerfect Base for Your Berkshire Adventure
Sep 10 – 17
Townhouse in Dover
4.96 out of 5 average rating, 136 reviewsBear's Den - Mt Snow Townhome w/ Ski Home Trail!
Nov 17 – 24
Bungalow in Williamstown
4.89 out of 5 average rating, 202 reviewsHollywood Bungalow in the Berkshires
Sep 11 – 18
Condo in Dover
4.87 out of 5 average rating, 222 reviewsMt Snow Ski In/Out at Seasons
Feb 3 – 10
Condo in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
Nov 6 – 13
Home in Salem
4.98 out of 5 average rating, 180 reviewsMagical Farm Getaway - a must visit!
Mar 28 – Apr 4
Quick stats about vacation rentals that are family-friendly in Wilmington
Total rentals
260 properties
Rentals with dedicated workspaces
140 properties have a dedicated workspace
Rentals with a pool
70 properties have a pool
Pet-friendly rentals
100 properties allow pets
Total number of reviews
9.2K reviews
Nightly prices starting at
€ 65 before taxes and fees
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