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, 598 reviewsVermont Schoolhouse Farm Cottage - Sauna + Hot Tub
6–13 Feb
Flat in Townshend
4.94 out of 5 average rating, 203 reviewsPrivate Apt. on Farm, great views and Hot tub,
13–20 Oct
Farm stay in Moreau
4.96 out of 5 average rating, 646 reviewsCottage On The Farm
19–26 Sep
Home in Dover
4.98 out of 5 average rating, 125 reviewsOutdoor Paradise - Private Jacuzzi & Sauna
9–16 Jul
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 Newfane
4.97 out of 5 average rating, 114 reviewsPeaceful cabin close to skiing & Brattleboro
9–16 Jan
Home in Colrain
4.94 out of 5 average rating, 155 reviewsSecluded Farmhouse Retreat - stunning views
22 Feb – 1 Mar
Chalet in Dover
4.97 out of 5 average rating, 104 reviewsGrey Wolf's Den: 5 miles to Mount Snow w/HOT TUB
3–10 Sep
Family- and pet-friendly home rentals
Guest suite in Charlemont
4.9 out of 5 average rating, 182 reviewsUnique People & Pet-Welcoming Haven
29 Mar – 5 Apr
Cabin in Readsboro
4.85 out of 5 average rating, 186 reviewsOff grid comfort cabin
11–18 Aug
Chalet in Readsboro
4.86 out of 5 average rating, 284 reviewsThe King's Cottage
28 Oct – 4 Nov
Flat in Newfane
4.97 out of 5 average rating, 406 reviewsRock River Retreat: Pets Welcome
28 Jan – 4 Feb
Tiny home in Jamaica
4.88 out of 5 average rating, 242 reviewsBrookside Cabin ~ 7min to Stratton, Private, Views
26 Jun – 3 Jul
Cottage in Bernardston
4.88 out of 5 average rating, 286 reviewsCozy, Quiet Cottage on Country rd 2 mil from I-91
9–16 Mar
Guest house in Springfield
4.86 out of 5 average rating, 321 reviewsConnecticut River-Cozy Cottage
20–27 Apr
Farm stay in Marlboro
4.89 out of 5 average rating, 576 reviewsCarriage Barn - Marlboro
25 Nov – 2 Dec
Family-friendly home rentals with a pool
Guest house in Granville
4.9 out of 5 average rating, 785 reviewsMoon Valley Country Retreat no clean fee pets yes
16–23 Apr
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
6–13 Apr
Guest house in Williamstown
4.93 out of 5 average rating, 219 reviewsPerfect Base for Your Berkshire Adventure
8–15 Sep
Bungalow in Williamstown
4.89 out of 5 average rating, 202 reviewsHollywood Bungalow in the Berkshires
3–10 Jan
Townhouse in Dover
4.96 out of 5 average rating, 136 reviewsBear's Den - Mt Snow Townhome w/ Ski Home Trail!
13–20 Nov
Apartment in Dover
4.87 out of 5 average rating, 222 reviewsMt Snow Ski In/Out at Seasons
30 Jan – 6 Feb
Apartment in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @Jiminy Peak
28 May – 4 Jun
Home in Salem
4.98 out of 5 average rating, 180 reviewsMagical Farm Getaway - a must visit!
8–15 Mar
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
$95 SGD before taxes and fees
Destinations to explore
- Cambridge Holiday rentals
- Lake George Holiday rentals
- Catskill Holiday rentals
- Lake Winnipesaukee Holiday rentals
- Philadelphia Holiday rentals
- Jersey City Holiday rentals
- New York Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Montreal Holiday rentals
- Québec City Holiday rentals
- Québec Holiday rentals
- Family-friendly rentals United States
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