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.
0 of 0 items showing
1 of 3 pages
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Dutchess County rentals with a pool
House rentals with a pool
Guest favourite
Home in Saugerties
4.93 out of 5 average rating, 106 reviewsView Top Farmhouse-comfy, cozy get togethers.
29 Jan – 5 Feb
£223 per night
Superhost
Home in Saugerties
4.81 out of 5 average rating, 123 reviewsHillside Escape: HITS Home w/ Pool & Hot Tub
19–26 Dec
£486 per night
Guest favourite
Home in Rhinebeck
5.0 out of 5 average rating, 25 reviewsChic Modern Farmhouse in Rhinebeck with pool
8–15 May
£362 per night
Guest favourite
Home in Rhinebeck
4.95 out of 5 average rating, 86 reviews4Br Mountain Brook House on 130 acres w/ trails
15–22 Oct
£427 per night
Guest favourite
Home in Millbrook
5.0 out of 5 average rating, 7 reviewsMillbrook serenity and privacy
2–9 Jan
£306 per night
Guest favourite
Home in Pleasant Valley
5.0 out of 5 average rating, 72 reviewsHuge HV Retreat: pool/spa/home theater/gym
30 Oct – 6 Nov
£822 per night
Guest favourite
Home in Poughkeepsie
5.0 out of 5 average rating, 8 reviewsCharming 1785 Farmhouse w hot tub/pool & BBQ
10–17 Jan
£712 per night
Guest favourite
Home in Lagrangeville
5.0 out of 5 average rating, 21 reviewsHudson Valley Colonial with Inground Pool
18–25 Apr
£472 per night
Destinations to explore
- Rentals with pools New York
- Rentals with pools United States
- Rentals with pools Manhattan
- Rentals with pools Brooklyn
- Rentals with pools New York
- Rentals with a fireplace Dutchess County
- Monthly Rentals Dutchess County
- Private suite rentals Dutchess County
- Rentals with a washing machine and dryer Dutchess County
- Bed and breakfasts Dutchess County
- Rentals with lake access Dutchess County
- Family-friendly rentals Dutchess County
- Tiny house rentals Dutchess County
- Family-friendly rentals Dutchess County
- Guest house rentals Dutchess County
- House rentals Dutchess County
- Waterfront rentals Dutchess County
- Beachfront rentals Dutchess County
- Farm stay rentals Dutchess County
- Rentals with outdoor seating Dutchess County
- Rentals with a firepit Dutchess County
- Rentals with a hot tub Dutchess County
- Pet-friendly rentals Dutchess County
- Cottage rentals Dutchess County
- Rentals with beach access Dutchess County
- Rentals with a patio Dutchess County
- Flat rentals Dutchess County
- Rentals with a kayak Dutchess County
- Rentals with breakfast Dutchess County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom