Vacation rentals with a pool in Dutchess County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Dutchess County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
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Popular amenities for Dutchess County rentals with a pool
House rentals with a pool
Guest favorite
Home in Poughkeepsie
4.97 out of 5 average rating, 30 reviewsPrivate retreat on 12 acres w hot tub/pool & BBQ
Guest favorite
Home in Rhinebeck
4.94 out of 5 average rating, 48 reviewsChic Modern Farmhouse in Rhinebeck
Guest favorite
Home in Pine Plains
5 out of 5 average rating, 31 reviewsStunningly Designed Luxury Home w/ Pool & Hot Tub
Guest favorite
Home in Wappingers Falls
5 out of 5 average rating, 53 reviewsLuxe Wooded Modern Retreat with Outdoor Spa
Guest favorite
Home in Hyde Park
5 out of 5 average rating, 35 reviewsHyde Park Luxury A-Frame - Pool/Spa/Chef Kitchen
Guest favorite
Home in Stanfordville
5 out of 5 average rating, 9 reviewsUpstate Farmhouse Escape on 5 Acres with Fireplace
Superhost
Home in Poughkeepsie
4.83 out of 5 average rating, 47 reviewsHV Spacious Retreat sleeps 13 w/Hot Tub
Guest favorite
Home in Lagrangeville
5 out of 5 average rating, 31 reviewsHudson Valley Colonial with Inground Pool
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