Kid-friendly vacation rentals in Chester
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in Chester
Guests agree: these kid-friendly rentals 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 Chester kid-friendly rentals
Kid-friendly house rentals
Home in Londonderry
4.98 out of 5 average rating, 115 reviewsModern 3-bedroom A-frame in Londonderry w/ Pond
Home in Grafton
4.97 out of 5 average rating, 146 reviewsEphriam Bruce House- ON RIVER IN VILLAGE CENTER
Home in Londonderry
4.97 out of 5 average rating, 130 reviewsWild Blossom Farmhouse - a lovely family getaway
Home in Hartford
4.96 out of 5 average rating, 145 reviewsThe Quechee Haus: VT Retreat with Outdoor Hot Tub
Home in West Windsor
4.98 out of 5 average rating, 185 reviewsMeadow View. 35 acres outside your door!
Home in Poultney
4.93 out of 5 average rating, 102 reviewsCozy Home in Poultney, Vermont.
Home in Mount Holly
4.89 out of 5 average rating, 122 reviewsNewly renovated. Minutes to Slopes & Trails
Home in Putney
4.95 out of 5 average rating, 327 reviewsCozy Train Depot in Putney Vermont
Kid-friendly apartment rentals
Rental unit in Manchester
5 out of 5 average rating, 213 reviewsPrivate two-bedroom suite within a two-story house
Rental unit in Londonderry
4.92 out of 5 average rating, 349 reviewsCozy Suite in a Historic Building Near Ski Resorts
Rental unit in Springfield
4.95 out of 5 average rating, 151 reviewsConnecticut River Odyssey
Rental unit in Dummerston
4.96 out of 5 average rating, 195 reviewsHeART Barn Retreat
Rental unit in Clarendon
4.95 out of 5 average rating, 289 reviewsDog heavenly! Private, beautiful and relaxing.
Rental unit in Ludlow
4.92 out of 5 average rating, 262 reviewsOkemo Vermont Getaway
Rental unit in Poultney
4.95 out of 5 average rating, 331 reviewsCozy Poultney Village Apartment
Rental unit in Dublin
4.97 out of 5 average rating, 215 reviewsPrivate Dublin apartment nestled in the woods
Kid-friendly condo rentals
Condo in Ludlow
4.95 out of 5 average rating, 119 reviewsRustic Cozy Ski Condo In Historic Mill
Condo in Ludlow
4.98 out of 5 average rating, 111 reviewsUpdated Main St Condo in downtown Ludlow!
Condo in Ludlow
4.94 out of 5 average rating, 180 reviewsExceptional Village Fireplace Condo On Shuttle Rte
Condo in Killington
4.94 out of 5 average rating, 161 reviewsBright Ski on/off Condo Full Kitchen-Free Shuttle!
Condo in Stratton
4.93 out of 5 average rating, 149 reviewsUpdated Ski in/Ski out Stratton Condo!
Condo in Ludlow
4.82 out of 5 average rating, 114 reviewsOkemo Clock Tower Base Ski-in/Ski-out Condo
Condo in Stratton
4.96 out of 5 average rating, 129 reviewsCozy condo within walking distance to the slopes.
Condo in Ludlow
4.94 out of 5 average rating, 108 reviewsLovely 1-Bedroom condo with indoor fireplace!
Quick stats about vacation rentals that are kid-friendly in Chester
Total rentals
20 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
690 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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