Kid-friendly holiday rentals in Cheshire County
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Top-rated family-friendly rentals in Cheshire County
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
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Popular amenities for Cheshire County family-friendly rentals
Kid-friendly house rentals
Home in Putney
4.85 out of 5 average rating, 123 reviewsSpacious Loft with View
14–21 Mar
Home in Peterborough
4.97 out of 5 average rating, 100 reviewsCozy New England Cape (2mi from town)
14–21 Jun
Home in Keene
4.93 out of 5 average rating, 182 reviewsThe Brick House on Washington Street
1–8 Feb
Home in Putney
4.99 out of 5 average rating, 195 reviewsLovely Brick Schoolhouse
21–28 Oct
Home in Putney
4.85 out of 5 average rating, 233 reviewsPreston’s Pond-Beautiful home on Tranquil Hilltop
3–10 Jan
Home in Brattleboro
4.94 out of 5 average rating, 100 reviewsSpacious Brattleboro home on river, walk to town
2–9 Sept
Home in Antrim
4.98 out of 5 average rating, 143 reviewsRelaxing Hot Tub Getaway
22–29 Jan
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
13–20 Apr
Flat in Keene
4.99 out of 5 average rating, 114 reviewsSunny New England Apartment
20–27 Apr
Flat in Bellows Falls
4.95 out of 5 average rating, 182 reviewsVillage Flat with Antique Billiards
27 May – 3 Jun
Flat in Jaffrey
4.95 out of 5 average rating, 120 reviewsOVERVIEW
12–19 Jan
Flat in Keene
4.88 out of 5 average rating, 100 reviewsLovely apartment with kitchenette
26 Aug – 2 Sept
Flat in Brattleboro
4.89 out of 5 average rating, 488 reviewsCozy, Private & Great location for exploring VT !
13–20 Oct
Flat in Town of Rockingham
4.82 out of 5 average rating, 160 reviewsApartment on Main Street
14–21 Sept
Flat in Keene
5.0 out of 5 average rating, 28 reviewsCozy Downtown Keene Private Apartment
27 May – 3 Jun
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