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
Apr. 13 – 20
Apartment in West Townshend
4.91 out of 5 average rating, 313 reviewsPrivate Apt on Farm, Magnificent views, Hot tub
May 6 – 13
Home in Dover
4.98 out of 5 average rating, 125 reviewsOutdoor Paradise - Private Jacuzzi & Sauna
Sep. 6 – 13
Home in Newfane
4.97 out of 5 average rating, 114 reviewsPeaceful cabin close to skiing & Brattleboro
Jan. 9 – 16
Home in Shaftsbury
4.93 out of 5 average rating, 122 reviewsConverted Vermont Barn on 6.5 acres with hot tub
Sep. 6 – 13
Home in Colrain
4.94 out of 5 average rating, 155 reviewsSecluded Farmhouse Retreat - stunning views
Dec. 22 – 29
Chalet in Dover
4.97 out of 5 average rating, 104 reviewsGrey Wolf's Den: 5 miles to Mount Snow w/HOT TUB
Dec. 12 – 19
Cabin in Londonderry
4.82 out of 5 average rating, 421 reviewsThe Honeymoon Barn - hot tub/sauna #1 Airbb S. VT
Apr. 20 – 27
Family- and pet-friendly home rentals
Guest suite in Charlemont
4.9 out of 5 average rating, 182 reviewsUnique People & Pet-Welcoming Haven
Jul. 11 – 18
Chalet in Readsboro
4.86 out of 5 average rating, 284 reviewsThe King's Cottage
Jan. 7 – 14
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, 286 reviewsCozy, Quiet Cottage on Country rd 2 mil from I-91
Mar. 25 – Apr. 1
Farm stay in Marlboro
4.89 out of 5 average rating, 577 reviewsCarriage Barn - Marlboro
Dec. 22 – 29
Apartment in Andover
4.98 out of 5 average rating, 386 reviewsPrivate Hilltop farm apartment
Sep. 25 – Oct. 2
Guesthouse in Springfield
4.86 out of 5 average rating, 321 reviewsConnecticut River-Cozy Cottage
Jan. 21 – 28
Cabin in Shaftsbury
4.9 out of 5 average rating, 381 reviewsThe LoveNest -Charming private cabin on 65 acres
Nov. 19 – 26
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
Jan. 12 – 19
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
Feb. 10 – 17
Guesthouse in Williamstown
4.93 out of 5 average rating, 219 reviewsPerfect Base for Your Berkshire Adventure
Sep. 26 – Oct. 3
Bungalow in Williamstown
4.89 out of 5 average rating, 202 reviewsHollywood Bungalow in the Berkshires
Sep. 23 – 30
Townhouse in Dover
4.96 out of 5 average rating, 136 reviewsBear's Den - Mt Snow Townhome w/ Ski Home Trail!
Nov. 15 – 22
Condo in Dover
4.87 out of 5 average rating, 222 reviewsMt Snow Ski In/Out at Seasons
Sep. 29 – Oct. 6
Condo in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
May 30 – Jun. 6
Home in Salem
4.98 out of 5 average rating, 180 reviewsMagical Farm Getaway - a must visit!
Apr. 12 – 19
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
$96 CAD before taxes and fees
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