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House vacation rentals in Cheshire County
Find and book unique houses on Airbnb
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
![](https://a0.muscache.com/im/pictures/miso/Hosting-1067414685593917545/original/6545e266-6c3f-49bd-9c61-bc4c7e2e72d1.jpeg?im_w=720)
Home in Winchendon
Amazing Lakefront Home with Pool- Tatum's Place
![](https://a0.muscache.com/im/pictures/102393189/7346bb88_original.jpg?im_w=720)
Home in Surry
4.7 out of 5 average rating, 33 reviewsBright, Large, Spacious Family Home
![](https://a0.muscache.com/im/pictures/miso/Hosting-1168005159729758472/original/6c9cded4-c1ea-4732-976b-0c898dec0956.jpeg?im_w=720)
Home in Rindge
New place to stayThe Shoreline
![](https://a0.muscache.com/im/pictures/hosting/Hosting-1005834436763940184/original/bc5e1b68-1437-44b7-ab3c-3af1dbd38556.jpeg?im_w=720)
Home in Troy
Mountain View escape
![](https://a0.muscache.com/im/pictures/miso/Hosting-856432457449136899/original/cf867332-b4ef-430b-86d9-d303a2ff6a97.jpeg?im_w=720)
Home in Keene
Dog friendly, Immaculate!
![](https://a0.muscache.com/im/pictures/miso/Hosting-1067414685593917545/original/8785e0d9-ad3f-481a-a7d0-f68773c2255a.jpeg?im_w=720)
Home in Winchendon
The Perfect Spot at the Lake @ Tatum's Place
Weekly house rentals
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Home in Keene
4.98 out of 5 average rating, 44 reviewsWinfield & Boots Downtown Retreat
![](https://a0.muscache.com/im/pictures/1bde1f3c-3075-4c14-8e11-8c2c9a23743b.jpg?im_w=720)
Home in Keene
4.96 out of 5 average rating, 54 reviewsKeene Center Farmhouse: Large & Cozy + Hot Tub
![](https://a0.muscache.com/im/pictures/be8322ee-74bd-44d1-8ec5-e806c90e3283.jpg?im_w=720)
Home in Rindge
5 out of 5 average rating, 80 reviewsWaterfront escape
![](https://a0.muscache.com/im/pictures/miso/Hosting-750824969675729492/original/c5143d0e-fba9-4765-b98c-e248287e177c.jpeg?im_w=720)
Home in Keene
4.95 out of 5 average rating, 40 reviewsUltimate Family Vacation Home
![](https://a0.muscache.com/im/pictures/miso/Hosting-718614490032148971/original/5136957a-ae9d-4d5f-8849-554363a3f0c6.jpeg?im_w=720)
Home in Keene
4.9 out of 5 average rating, 67 reviewsSweet Home
![](https://a0.muscache.com/im/pictures/64c1ad29-9532-4a01-82a1-f6ead5da40a0.jpg?im_w=720)
Home in Walpole
5 out of 5 average rating, 66 reviewsWalpole NH Peaceful Farmhouse Getaway-VT/NH Border
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Home in Washington
5 out of 5 average rating, 81 reviewsNewer Home on quiet 200 acre lake - sleeps 6
![](https://a0.muscache.com/im/pictures/miso/Hosting-902152731002458070/original/1e6b32df-9dda-425a-85d3-8f56390f494c.jpeg?im_w=720)
Home in Swanzey
4.96 out of 5 average rating, 24 reviewsHillside Haven: Luxe Farm Escape | 5BR-2 King Beds
Private house rentals
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Home in Brattleboro
5 out of 5 average rating, 8 reviewsSunny Garden House
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Home in Fitzwilliam
4.84 out of 5 average rating, 57 reviewsThe Covey House with Infrared Sauna
![](https://a0.muscache.com/im/pictures/867cc93a-610d-448d-bc26-7ef45482fe80.jpg?im_w=720)
Home in Putney
4.96 out of 5 average rating, 25 reviewsHistoric Putney Home
![](https://a0.muscache.com/im/pictures/ae564abb-c522-4f86-85ad-5a128d7e0eee.jpg?im_w=720)
Home in Hancock
4.94 out of 5 average rating, 80 reviewsLarge Home in Peaceful Historical Village
![](https://a0.muscache.com/im/pictures/403b9f3a-b4d6-44ca-9ea5-333bd9cc82d9.jpg?im_w=720)
Home in Marlborough
4.92 out of 5 average rating, 60 reviewsHouse on Stone Pond below Mt Monadnock, near Keene
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Home in Rindge
4.86 out of 5 average rating, 7 reviewsCottage Cove lakefront home
![](https://a0.muscache.com/im/pictures/hosting/Hosting-48272444/original/a06fcf91-63aa-4d22-9dfd-0b80abdc7546.jpeg?im_w=720)
Home in Hillsboro
4.86 out of 5 average rating, 14 reviewsCottage -Lake and ski!
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Home in Walpole
4.98 out of 5 average rating, 61 reviewsCharming, Large House in Walpole NH /VT. Border
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