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Family-friendly holiday 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.
Holiday 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, 329 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, 299 reviewsAdirondack getaway!!!
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Cabin in Jay
4.92 out of 5 average rating, 171 reviewsCamp Serenity
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Yurt in Randolph
4.94 out of 5 average rating, 429 reviews4 season Upper Yurt Stay on a VT Small Homestead
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Home in Addison
4.96 out of 5 average rating, 200 reviewsBrthtkng New Premier Lake Champlain Wfrnt Escape!
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Cabin in Keene
4.96 out of 5 average rating, 163 reviewsHoneymoon Cabin with Jacuzzi Tub
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Rental unit in Burlington
4.88 out of 5 average rating, 587 reviewsPvtBeach Cabin Oasis Pool HotTub Bike Golf Brewery
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Chalet in Mansonville
4.92 out of 5 average rating, 106 reviewsMaison Ruiter Brook
Family- and pet-friendly home rentals
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Home in Goshen
4.83 out of 5 average rating, 261 reviewsNature Lover's Paradise
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Cottage in Malone
4.9 out of 5 average rating, 201 reviewsRiverside Cottage
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Guest suite in Waterbury Center
4.94 out of 5 average rating, 429 reviewsWaterbury Center Guest Bedroom - 244 Howard
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Home in Lake Placid
4.95 out of 5 average rating, 184 reviewsCharming 2 Bedroom Modern 1880’s Farmhouse
![](https://a0.muscache.com/im/pictures/83603024-f6b2-495f-8461-a1676fbed10e.jpg?im_w=720)
Guest suite in Burlington
4.94 out of 5 average rating, 603 reviewsThe English Basement In-Law Suite
![](https://a0.muscache.com/im/pictures/36029155/ff304940_original.jpg?im_w=720)
Chalet in Frelighsburg
4.91 out of 5 average rating, 309 reviewsFrelighsburg. Charming mountain log pavillon
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Rental unit in Keene
4.97 out of 5 average rating, 203 reviewsHighpeaks Timberloft
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Cottage in Hinesburg
4.98 out of 5 average rating, 167 reviewsGorgeous lakefront home close to Burlington!
Family-friendly home rentals with a pool
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Home in Granville
4.95 out of 5 average rating, 117 reviewsEpic Views of the Green Mountains
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Cabin in Bridport
4.92 out of 5 average rating, 139 reviewsChamplain Valley Alpacas
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Apartment in Killington
4.92 out of 5 average rating, 394 reviewsBike Golf Hike Pico 1 bedroom 1 night Ok shuttle
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Guest house in Ticonderoga
5 out of 5 average rating, 201 reviewsChilson Brook Alpacas
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Home in North Creek
4.84 out of 5 average rating, 310 reviewsAdirondack Chalet
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Rental unit in Barre
4.94 out of 5 average rating, 157 reviewsRelax in Recreation Paradise!
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Home in Stowe
4.98 out of 5 average rating, 237 reviewsEPIC Stowe Getaway - Great For Families & Friends
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Apartment in Stowe
4.86 out of 5 average rating, 133 reviews2 Bed 2 Bath - 5 mi to the Mountain
Quick stats about holiday rentals that are family-friendly in Chesterfield
Total rentals
60 properties
Nightly prices starting at
$94 SGD before taxes and fees
Total number of reviews
2.4K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
50 properties include access to wifi
Destinations to explore
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