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
Superhost
Home in Saugerties
4.81 out of 5 average rating, 123 reviewsHillside Escape: HITS Home w/ Pool & Hot Tub
Mar 22 – 29
R5,172 ZAR per night
Guest favorite
Home in Saugerties
4.93 out of 5 average rating, 106 reviewsView Top Farmhouse-comfy, cozy get togethers.
Sep 24 – Oct 1
R4,562 ZAR per night
Guest favorite
Home in Millbrook
5.0 out of 5 average rating, 8 reviewsMillbrook serenity and privacy
Jan 3 – 10
R6,255 ZAR per night
Guest favorite
Home in Rhinebeck
4.95 out of 5 average rating, 87 reviews4Br Mountain Brook House on 130 acres w/ trails
Oct 3 – 10
R9,223 ZAR per night
Guest favorite
Home in Stanfordville
4.98 out of 5 average rating, 40 reviewsCharming lakeside cabin with private heated pool
Sep 13 – 20
R8,494 ZAR per night
Guest favorite
Home in Rhinebeck
5.0 out of 5 average rating, 26 reviewsChic Modern Farmhouse in Rhinebeck with pool
Oct 9 – 16
R10,311 ZAR per night
Guest favorite
Home in Pleasant Valley
5.0 out of 5 average rating, 73 reviewsHuge HV Retreat: pool/spa/home theater/gym
Dec 13 – 20
R15,585 ZAR per night
Guest favorite
Home in Lagrangeville
5.0 out of 5 average rating, 21 reviewsHudson Valley Colonial with Inground Pool
Oct 18 – 25
R10,323 ZAR per night
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