Hampshire County rentals with pool

We found 23 rentals with pool — enter your dates for availability

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September 2025

October 2025

Explore Hampshire County rentals with pools

Premier Host

Large Glamper w/ Hot Tub and full bathroom-sleep 6

Sleeps 4 · 1 bedroom · 1 bathroom

Upper living room, access to the side deck, 55 inch SmartTV, vinyl record player

Premier Host

Heart of Hampshire Lodge, Fiber Internet, 4 beds - 2 Kings, 2 kitchens, 3 baths

Sleeps 8 · 4 bedrooms · 3 bathrooms

Premier Host

Serene Mountaintop Cabin - Pool, Hot Tub [Fall-Spring], Infrared Sauna

Sleeps 12 · 3 bedrooms · 3 bathrooms

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Rentals with Pool in Hampshire County

Rentals with Pool in Yellow Spring

Rentals with Pool in Springfield

Rentals with Pool in High View

Rentals with Pool in Augusta

Rentals with Pool in Capon Springs

Rentals with Pool in Slanesville

Rentals with Pool in Capon Bridge

Rentals with Pool in Levels

Rentals with Pool in Romney

Rentals with Pool in Purgitsville

Holiday Rental options in Hampshire County

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Monthly rentals in Hampshire County

Family-friendly holiday rentals in Hampshire County

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Pet-friendly holiday rentals in Hampshire County

Mountain holiday rentals in Hampshire County

Lake holiday rentals in Hampshire County

Oceanfront holiday rentals in Hampshire County

Holiday rentals with spa pool in Hampshire County

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Explore Hampshire County rentals with pools

Large Glamper w/ Hot Tub and full bathroom-sleep 6

Heart of Hampshire Lodge, Fiber Internet, 4 beds - 2 Kings, 2 kitchens, 3 baths

Mom's Heide-Way, quaint country escape from the DMV

Cabin on the Water with its own Private Beach!

Serene Mountaintop Cabin - Pool, Hot Tub [Fall-Spring], Infrared Sauna

Crow's Nest Cabin at Buffalo Gap Retreat - a Pet-Friendly Destination!

Find spaces that suit your style

Rentals with Pool in Hampshire County

Holiday Rental options in Hampshire County