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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
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Castle in Schuyler Falls
4.92 out of 5 average rating, 326 reviewsWoodstone Cottage an Adirondack Experience
![](https://a0.muscache.com/im/pictures/98bae040-4f1f-497c-9495-906487531c06.jpg?im_w=720)
Chalet in Jay
4.89 out of 5 average rating, 292 reviewsAdirondack getaway!!!
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Cabin in Jay
4.92 out of 5 average rating, 168 reviewsCamp Serenity
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Rental unit in Burlington
4.88 out of 5 average rating, 576 reviewsPvtBeach Lake Cabin! Pool HotTub Bike Golf Brewery
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Rental unit in Hinesburg
4.92 out of 5 average rating, 225 reviewsHilltop Haven
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Yurt in Randolph
4.96 out of 5 average rating, 391 reviews4 Season Lower Yurt Stay on VT Homestead
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Cabin in Keene
4.96 out of 5 average rating, 161 reviewsHoneymoon Cabin with Jacuzzi Tub
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Chalet in Sutton
4.88 out of 5 average rating, 106 reviewsPrivate Cabin in the mountains of Sutton
Family- and pet-friendly home rentals
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Cabin in Burlington
4.83 out of 5 average rating, 478 reviewsThe Sunrise Cabin
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Guest suite in Waterbury Center
4.94 out of 5 average rating, 421 reviewsWaterbury Center Guest Bedroom - 244 Howard
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Cottage in Malone
4.89 out of 5 average rating, 196 reviewsRiverside Cottage
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Cottage in Lincoln
4.87 out of 5 average rating, 863 reviewsThe Barn at North Orchard, Near Middlebury
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Guest suite in Burlington
4.91 out of 5 average rating, 374 reviews3 Cozy Rooms ,2 Bathrooms,2 Bedrooms,Beach,Bike
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Guest suite in Burlington
4.94 out of 5 average rating, 596 reviewsThe English Basement In-Law Suite
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Rental unit in Lake Placid
4.9 out of 5 average rating, 322 reviewsWhiteface View Retreat STR # -200022
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Chalet in Frelighsburg
4.91 out of 5 average rating, 305 reviewsFrelighsburg. Charming mountain log pavillon
Family-friendly home rentals with a pool
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Cabin in Bridport
4.92 out of 5 average rating, 133 reviewsChamplain Valley Alpacas
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Home in Granville
4.95 out of 5 average rating, 113 reviewsEpic Views of the Green Mountains
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Condo in Killington
4.92 out of 5 average rating, 394 reviewsBike Golf Hike Pico 1 bedroom 1 night Ok shuttle
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Cottage in Noyan
4.98 out of 5 average rating, 245 reviewsSunset Cottage on the Richelieu River CITQ#302701
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Home in North Creek
4.84 out of 5 average rating, 301 reviewsAdirondack Chalet
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Guesthouse in Ticonderoga
4.99 out of 5 average rating, 197 reviewsChilson Brook Alpacas
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Townhouse in Stowe
4.9 out of 5 average rating, 146 reviewsStowe Condo with hot tub, pools, tennis courts!
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Rental unit in Barre
4.94 out of 5 average rating, 157 reviewsRelax in Recreation Paradise!
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
Destinations to explore
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