What are the top rated Villa Rentals in Cheshire County?

There are a lot of options in Cheshire County. If you plan on staying in the Cheshire County area, consider making a reservation for a few nights at one of these properties as these have been rated the top Villa Rentals in Cheshire County: <a href="/property/secluded-log-home-sitting-on-10-acres/HA-321593765" class="class="static-page-link"">Secluded Log Home Sitting on 10 Acres.</a> <a href="/property/unique-luxurious-gothic-castle-gorgeous-views-of-lake-mountain-500-acre-estate/HA-121240837" class="class="static-page-link"">Unique Luxurious Gothic Castle, gorgeous views of lake/mountain 500 acre estate!</a> <a href="/property/secluded-chalet-on-50-acres-at-base-of-mt-monadnock-near-lakes-tesla-charger/HA-3211563572" class="class="static-page-link"">Secluded chalet on 50 acres at base of Mt Monadnock, near lakes -TESLA charger</a> <a href="/property/beautiful-lake-side-get-away-quiet-and-peaceful/HA-121971040" class="class="static-page-link"">Beautiful lake side get away, quiet, and peaceful.</a> <a href="/property/lakefront-3br-log-cabin-w-dock-and-fire-pit/HA-3211152580" class="class="static-page-link"">Lakefront 3BR Log Cabin w/Dock and Fire Pit</a> <a href="/property/lg-charming-updated-farmhouse-historic-picturesque-walpole-nh-vt-border-sleeps-9/HA-1217572531" class="class="static-page-link"">Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9</a> <a href="/property/charming-jaffrey-cottage-w-deck-grill/HA-1219593549" class="class="static-page-link"">Charming Jaffrey Cottage w/Deck &amp; Grill!</a> <a href="/property/lake-side-family-fun/HA-321695410" class="class="static-page-link"">Lake Side Family Fun!</a> <a href="/property/charming-3-bedroom-2-bath-lakeside-cabin-on-pristine-swanzey-lake/HA-1214238413" class="class="static-page-link"">Charming 3 bedroom 2 bath Lakeside Cabin on Pristine Swanzey Lake</a> <a href="/property/entire-farmhouse-with-lots-of-open-space-15-min-north-of-keene/HA-121983436" class="class="static-page-link"">Entire Farmhouse with lots of open space 15 min north of Keene</a>

What is the rate per night for renting a villa near Cheshire County?

At Wintersvacationsrentals, the average rental fee for standard villas in Cheshire County is $990 per night. Wintersvacationsrentals has a large database of quality villas near Cheshire County that are suitable for families, a romantic getaway, or a solo trip with single or multiple bedrooms.

Do you have a villa in Cheshire County that allows pets?

Yes, here are the top villas rentals in Cheshire County that are pet friendly: Keene Villa Near Skiing, Swimming & Hiking! Keene Villa Near Skiing, Swimming and Hiking! Charming Jaffrey Cottage with Deck and Grill! The Carriage Barn Inn Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9 Hillside Haven: Luxe Farm Escape - 5BR-2 King Beds See all pet-friendly vacation rentals in Cheshire County on Wintersvacationsrentals

Are there any rental villas in Cheshire County that are suitable for families?

Most of our listed villas are suitable for families. The number of rooms varies, and you can check out the complete list of villas in Cheshire County to find what works for you.

Do your rental villas in Cheshire County have indoor swimming pools?

Based on the 2026 data from our Wintersvacationsrentals site, there are more than 2 private swimming pools or villas with indoor pools in or near Cheshire County.

Cheshire County Villa Rentals【 LUXURY 】

Keene Villa Near Skiing, Swimming & Hiking!

From US $1,271

10.0 (11 Reviews)

Villa

Keene Villa Near Skiing, Swimming & Hiking!

Air Conditioner
Parking
Pet Friendly

Cheshire County Villa Rentals & Homes

Find villas near Cheshire County - We found 2 exact matches

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