Family-friendly vacation rentals in Chesterfield
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Chesterfield
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 Chesterfield family-friendly rentals
Family-friendly home rentals with a hot tub
Chalet in Jay, New York
4.89 out of 5 average rating, 289 reviewsAdirondack getaway!!!
Castle in Schuyler Falls, New York
4.92 out of 5 average rating, 324 reviewsWoodstone Cottage an Adirondack Experience
Cabin in Jay, New York
4.92 out of 5 average rating, 168 reviewsCamp Serenity
Apartment in Hinesburg, Vermont
4.91 out of 5 average rating, 203 reviewsBackyard Bunker Retreat
Cabin in Keene, New York
4.96 out of 5 average rating, 158 reviewsHoneymoon Cabin with Jacuzzi Tub
Yurt in Randolph
4.96 out of 5 average rating, 388 reviews4 Season Lower Yurt Stay on VT Homestead
Chalet in Sutton, Canada
4.88 out of 5 average rating, 105 reviewsPrivate Cabin in the mountains of Sutton
Apartment in Burlington
4.88 out of 5 average rating, 571 reviewsPvtBeach Lake Cabin! Pool HotTub Bike Golf Brewery
Family- and pet-friendly home rentals
Cabin in Burlington, Vermont
4.83 out of 5 average rating, 473 reviewsThe Sunrise Cabin
Cottage in Lincoln
4.87 out of 5 average rating, 858 reviewsThe Barn at North Orchard, Near Middlebury
Cottage in Malone, New York
4.89 out of 5 average rating, 195 reviewsRiverside Cottage
Farm stay in Wolcott, Vermont
4.97 out of 5 average rating, 189 reviewsPrivate Studio Nestled in the Hills of Vermont
Apartment in Keene, New York
4.97 out of 5 average rating, 201 reviewsHighpeaks Timberloft
Guest suite in Burlington, Vermont
4.94 out of 5 average rating, 593 reviewsThe English Basement In-Law Suite
Cottage in Dunham, Canada
4.98 out of 5 average rating, 175 reviewsCozy Little Orchard House in Dunham
Cabin in Upper Jay, New York
4.94 out of 5 average rating, 332 reviewsHistoric Icehouse in 980 Acres Private Wilderness
Family-friendly home rentals with a pool
Home in Granville, Vermont
4.95 out of 5 average rating, 109 reviewsEpic Views of the Green Mountains
Apartment in Mineville
4.74 out of 5 average rating, 123 reviewsAdirondacks getaway w/ Glassblowing Studio
Cottage in Noyan, Canada
4.98 out of 5 average rating, 242 reviewsSunset Cottage on the Richelieu River CITQ#302701
Cabin in Bridport
4.92 out of 5 average rating, 133 reviewsChamplain Valley Alpacas
Condo in Killington, Vermont
4.92 out of 5 average rating, 392 reviewsBike Golf Hike Pico 1 bedroom 1 night Ok shuttle
Home in North Creek
4.84 out of 5 average rating, 298 reviewsAdirondack Chalet
Home in Stowe, Vermont
4.83 out of 5 average rating, 178 reviewsUnwind in the Mountains: Spacious Top Floor Studio
Guesthouse in Ticonderoga
4.99 out of 5 average rating, 197 reviewsChilson Brook Alpacas
Quick stats about vacation rentals that are family-friendly in Chesterfield
Total rentals
60 properties
Wifi availability
50 properties include access to wifi
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Total number of reviews
2.2K reviews
Nightly prices starting at
$70 before taxes and fees
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