Family-friendly holiday 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.
Holiday 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
13–20 Apr
Apartment in West Townshend
4.91 out of 5 average rating, 313 reviewsPrivate Apt on Farm, Magnificent views, Hot tub
6–13 May
Home in Dover
4.98 out of 5 average rating, 125 reviewsOutdoor Paradise - Private Jacuzzi & Sauna
6–13 Sep
Home in Newfane
4.97 out of 5 average rating, 114 reviewsPeaceful cabin close to skiing & Brattleboro
9–16 Jan
Home in Shaftsbury
4.93 out of 5 average rating, 122 reviewsConverted Vermont Barn on 6.5 acres with hot tub
6–13 Sep
Home in Colrain
4.94 out of 5 average rating, 155 reviewsSecluded Farmhouse Retreat - stunning views
22–29 Dec
Chalet in Dover
4.97 out of 5 average rating, 104 reviewsGrey Wolf's Den: 5 miles to Mount Snow w/HOT TUB
12–19 Dec
Cabin in Londonderry
4.82 out of 5 average rating, 421 reviewsThe Honeymoon Barn - hot tub/sauna #1 Airbb S. VT
20–27 Apr
Family- and pet-friendly home rentals
Guest suite in Charlemont
4.9 out of 5 average rating, 182 reviewsUnique People & Pet-Welcoming Haven
11–18 Jul
Chalet in Readsboro
4.86 out of 5 average rating, 284 reviewsThe King's Cottage
7–14 Jan
Cabin in Readsboro
4.85 out of 5 average rating, 186 reviewsOff grid comfort cabin
11–18 Aug
Cottage in Bernardston
4.88 out of 5 average rating, 286 reviewsCozy, Quiet Cottage on Country rd 2 mil from I-91
25 Mar – 1 Apr
Farm stay in Marlboro
4.89 out of 5 average rating, 577 reviewsCarriage Barn - Marlboro
22–29 Dec
Apartment in Andover
4.98 out of 5 average rating, 386 reviewsPrivate Hilltop farm apartment
25 Sep – 2 Oct
Guesthouse in Springfield
4.86 out of 5 average rating, 321 reviewsConnecticut River-Cozy Cottage
21–28 Jan
Cabin in Shaftsbury
4.9 out of 5 average rating, 381 reviewsThe LoveNest -Charming private cabin on 65 acres
19–26 Nov
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
12–19 Jan
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
10–17 Feb
Guesthouse in Williamstown
4.93 out of 5 average rating, 219 reviewsPerfect Base for Your Berkshire Adventure
26 Sep – 3 Oct
Bungalow in Williamstown
4.89 out of 5 average rating, 202 reviewsHollywood Bungalow in the Berkshires
23–30 Sep
Townhouse in Dover
4.96 out of 5 average rating, 136 reviewsBear's Den - Mt Snow Townhome w/ Ski Home Trail!
15–22 Nov
Condo in Dover
4.87 out of 5 average rating, 222 reviewsMt Snow Ski In/Out at Seasons
29 Sep – 6 Oct
Condo in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @Jiminy Peak
30 May – 6 Jun
Home in Salem
4.98 out of 5 average rating, 180 reviewsMagical Farm Getaway - a must visit!
12–19 Apr
Quick stats about holiday 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
$117 NZD before taxes and fees
Destinations to explore
- Cambridge Holiday rentals
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