Kid-friendly vacation rentals in Cheshire County
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in Cheshire County
Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
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Popular amenities for Cheshire County kid-friendly rentals
Kid-friendly house rentals
Guest favorite
Home in Brattleboro
4.95 out of 5 average rating, 116 reviewsSpacious Brattleboro home on river, walk to town
Guest favorite
Home in Keene
4.96 out of 5 average rating, 45 reviewsUltimate Family Vacation Home
Superhost
Home in Fitzwilliam
4.86 out of 5 average rating, 71 reviewsThe Covey House with Infrared Sauna
Guest favorite
Home in Putney
4.99 out of 5 average rating, 208 reviewsLovely Brick Schoolhouse
Guest favorite
Home in Putney
4.89 out of 5 average rating, 101 reviewsPeaceful Beautiful Mountain Home Spectacular Views
Guest favorite
Home in Keene
4.99 out of 5 average rating, 115 reviewsDowntown Hot Tub Escape
Guest favorite
Home in Keene
4.97 out of 5 average rating, 65 reviewsKeene Center Farmhouse: Large & Cozy + Hot Tub
Superhost
Home in Putney
4.83 out of 5 average rating, 247 reviewsPreston’s Pond-Beautiful home on Tranquil Hilltop
Kid-friendly apartment rentals
Guest favorite
Rental unit in Winchester
4.91 out of 5 average rating, 190 reviewsDowntown Loft next to Distillery
Superhost
Rental unit in Town of Rockingham
4.82 out of 5 average rating, 171 reviewsApartment on Main Street
Guest favorite
Rental unit in Jaffrey
4.96 out of 5 average rating, 28 reviewsSchoolhouse No. 1
Guest favorite
Rental unit in Brattleboro
4.89 out of 5 average rating, 537 reviewsCozy, Private & Great location for exploring VT !
Guest favorite
Rental unit in Putney
4.94 out of 5 average rating, 79 reviewsSouthern Vermont Getaway
Guest favorite
Rental unit in Jaffrey
4.94 out of 5 average rating, 72 reviewsApartment in Historic Home
Guest favorite
Rental unit in Swanzey
5 out of 5 average rating, 10 reviews2 Bedroom Marlboro Suite
Guest favorite
Rental unit in Jaffrey
4.96 out of 5 average rating, 135 reviewsOVERVIEW
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