Kid-friendly holiday rentals in Cheshire County
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Cheshire County
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Cheshire County family-friendly rentals
Kid-friendly house rentals
Home in Keene
4.93 out of 5 average rating, 182 reviewsThe Brick House on Washington Street
29 Jan – 5 Feb
Home in Putney
4.84 out of 5 average rating, 122 reviewsSpacious Loft with View
4–11 Feb
Home in Peterborough
4.97 out of 5 average rating, 100 reviewsCozy New England Cape (2mi from town)
6–13 Oct
Home in Putney
4.99 out of 5 average rating, 195 reviewsLovely Brick Schoolhouse
9–16 Jun
Home in Putney
4.85 out of 5 average rating, 233 reviewsPreston’s Pond-Beautiful home on Tranquil Hilltop
22–29 Jan
Home in Town of Rockingham
4.89 out of 5 average rating, 113 reviewsBeautiful Home in the Mountains - The Fox & Owl
19–26 Jun
Home in Antrim
4.98 out of 5 average rating, 143 reviewsRelaxing Hot Tub Getaway
22–29 Sep
Home in Keene
5.0 out of 5 average rating, 13 reviewsLittle House with Lots to Offer
15–22 Aug
Family-friendly apartment rentals
Flat in Winchester
4.93 out of 5 average rating, 162 reviewsDowntown Loft above Winery and Distillery
30 Nov – 7 Dec
Flat in Keene
4.99 out of 5 average rating, 114 reviewsSunny New England Apartment
27 Aug – 3 Sep
Flat in Bellows Falls
4.95 out of 5 average rating, 182 reviewsVillage Flat with Antique Billiards
10–17 Dec
Flat in Jaffrey
4.95 out of 5 average rating, 120 reviewsOVERVIEW
28 Dec – 4 Jan
Flat in Brattleboro
4.89 out of 5 average rating, 488 reviewsCozy, Private & Great location for exploring VT !
5–12 Oct
Flat in Keene
4.88 out of 5 average rating, 100 reviewsLovely apartment with kitchenette
17–24 Aug
Flat in Town of Rockingham
4.82 out of 5 average rating, 159 reviewsApartment on Main Street
19–26 Oct
Flat in Keene
5.0 out of 5 average rating, 28 reviewsCozy Downtown Keene Private Apartment
24–31 May
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