House vacation rentals in Cheshire County
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Top-rated house rentals in Cheshire County
Guests agree: these houses 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 Cheshire County house rentals
House rentals with a pool
Home in Winchendon
The Perfect Spot at the Lake @ Tatum's Place
Home in Surry
4.7 out of 5 average rating, 33 reviewsBright, Large, Spacious Family Home
Home in Rindge
New place to stayThe Shoreline
Home in Troy
Mountain View escape
Home in Keene
Dog friendly, Immaculate!
Home in Winchendon
Amazing Lakefront Home with Pool- Tatum's Place
Weekly house rentals
Home in Keene
4.98 out of 5 average rating, 44 reviewsWinfield & Boots Downtown Retreat
Home in Keene
4.96 out of 5 average rating, 54 reviewsKeene Center Farmhouse: Large & Cozy + Hot Tub
Home in Rindge
5 out of 5 average rating, 80 reviewsWaterfront escape
Home in Rindge
5 out of 5 average rating, 63 reviewsThe Crowcroft House
Home in Fitzwilliam
4.84 out of 5 average rating, 57 reviewsThe Covey House with Infrared Sauna
Home in Swanzey
4.96 out of 5 average rating, 24 reviewsHillside Haven: Luxe Farm Escape | 5BR-2 King Beds
Home in Washington
5 out of 5 average rating, 81 reviewsNewer Home on quiet 200 acre lake - sleeps 6
Home in Walpole
5 out of 5 average rating, 66 reviewsWalpole NH Peaceful Farmhouse Getaway-VT/NH Border
Private house rentals
Home in Brattleboro
5 out of 5 average rating, 8 reviewsSunny Garden House
Home in Spofford
5 out of 5 average rating, 8 reviewsA-Frame Cottage at Lake Spofford
Home in Jaffrey
4.75 out of 5 average rating, 12 reviewsA True New England experience -full kitchen
Home in Putney
4.96 out of 5 average rating, 25 reviewsHistoric Putney Home
Home in Hancock
4.94 out of 5 average rating, 80 reviewsLarge Home in Peaceful Historical Village
Home in Hillsboro
4.86 out of 5 average rating, 14 reviewsCottage -Lake and ski!
Home in Dummerston
4.92 out of 5 average rating, 12 reviewsOwl Woods Vermont
Home in Rindge
4.86 out of 5 average rating, 7 reviewsCottage Cove lakefront home
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- Monthly Rentals Cheshire County
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