Holiday 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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Holiday 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
6–13 Oct
$961 NZD per night
Guest favourite
Home in Saugerties
4.93 out of 5 average rating, 106 reviewsView Top Farmhouse-comfy, cozy get togethers.
4–11 Apr
$468 NZD per night
Guest favourite
Home in Millbrook
5.0 out of 5 average rating, 7 reviewsMillbrook serenity and privacy
30 Dec – 6 Jan
$644 NZD per night
Guest favourite
Home in Wappingers Falls
5.0 out of 5 average rating, 39 reviewsLuxe Modern Retreat with Outdoor Spa
3–10 May
$880 NZD per night
Guest favourite
Home in Rhinebeck
4.95 out of 5 average rating, 87 reviews4Br Mountain Brook House on 130 acres w/ trails
14–21 Sep
$897 NZD per night
Guest favourite
Home in Stanfordville
4.98 out of 5 average rating, 40 reviewsCharming lakeside cabin with private heated pool
7–14 Sep
$815 NZD per night
Guest favourite
Home in Pleasant Valley
5.0 out of 5 average rating, 73 reviewsHuge HV Retreat: pool/spa/home theater/gym
7–14 Jan
$1,559 NZD per night
Guest favourite
Home in Poughkeepsie
5.0 out of 5 average rating, 8 reviewsCharming 1785 Farmhouse w hot tub/pool & BBQ
26 Dec – 2 Jan
$1,727 NZD per night
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