Holiday rentals near Dutchess County Fairgrounds
We found 1,116 holiday rentals — enter your dates for availability
If you are looking to stay near Dutchess County Fairgrounds, take a look at holiday rentals to find the perfect one for your trip. Whether you're staying in a holiday rental with a group or just with your pet, you'll find the amenities that you need and want, which might include Wi-Fi and a fireplace. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Dutchess County Fairgrounds
Showing deals for:19 Sept - 26 Sept
Image gallery for Spacious/Secluded Home w/Pool, Chefs Kitchen, Neighboring Farm Pastoral Views
1010 out of 10 rating
Exceptional
(40 reviews)
Spacious/Secluded Home w/Pool, Chefs Kitchen, Neighboring Farm Pastoral Views
High Falls, NY
8% off
Price is NZ$16,157
NZ$16,157
NZ$2,308 per night
includes taxes & fees
Image gallery for Pool is open & heated! Country lux w/ Priv hot tub! Explore the Carskills!
1010 out of 10 rating
Exceptional
(181 reviews)
Pool is open & heated! Country lux w/ Priv hot tub! Explore the Carskills!
Hurley, NY
8% off
Price is NZ$4,702
NZ$4,702
NZ$672 per night
includes taxes & fees
Image gallery for Charming rustic home in the Hudson Valley. New Hot Tub! Close to Hunter/Windham
1010 out of 10 rating
Exceptional
(5 reviews)
Charming rustic home in the Hudson Valley. New Hot Tub! Close to Hunter/Windham
Saugerties, NY
12% off
Price is NZ$7,736
NZ$7,736
NZ$1,105 per night
includes taxes & fees
Image gallery for Rustic Quarry Luxury with Private Lake
1010 out of 10 rating
Exceptional
(6 reviews)
Rustic Quarry Luxury with Private Lake
Saugerties, NY
16% off
Price is NZ$15,492
NZ$15,492
NZ$2,213 per night
includes taxes & fees
Image gallery for Beautiful Saugerties Rental, close to HITS, Hiking, Festivals, Skiing
1010 out of 10 rating
Exceptional
(24 reviews)
Beautiful Saugerties Rental, close to HITS, Hiking, Festivals, Skiing
Saugerties, NY
8% off
Price is NZ$10,668
NZ$10,668
NZ$1,524 per night
includes taxes & fees
Image gallery for Ashokan ArtHaus, Private Hot Tub, Wags Welcome!
1010 out of 10 rating
Exceptional
(7 reviews)
Ashokan ArtHaus, Private Hot Tub, Wags Welcome!
West Shokan, NY
20% off
Price is NZ$3,859
NZ$3,859
NZ$551 per night
includes taxes & fees
Image gallery for Modern Hudson Valley Creekside Retreat + Hot Tub!
1010 out of 10 rating
Exceptional
(12 reviews)
Modern Hudson Valley Creekside Retreat + Hot Tub!
Hyde Park, NY
16% off
Price is NZ$6,273
NZ$6,273
NZ$896 per night
includes taxes & fees
Image gallery for Secluded House with hot tub at base of Shawangunk Ridge
1010 out of 10 rating
Exceptional
(8 reviews)
Secluded House with hot tub at base of Shawangunk Ridge
New Paltz, NY
8% off
Price is NZ$8,854
NZ$8,854
NZ$1,265 per night
includes taxes & fees
Image gallery for Stunning Modern Barn minutes from Woodstock 21N-195
1010 out of 10 rating
Exceptional
(41 reviews)
Stunning Modern Barn minutes from Woodstock 21N-195
Mount Tremper, NY
8% off
Price is NZ$6,457
NZ$6,457
NZ$922 per night
includes taxes & fees
Image gallery for Near Hudson - Gorgeous Sunsets + Catskill Mountain Views
1010 out of 10 rating
Exceptional
(5 reviews)
Near Hudson - Gorgeous Sunsets + Catskill Mountain Views
Ancram, NY
8% off
Price is NZ$4,309
NZ$4,309
NZ$616 per night
includes taxes & fees
Image gallery for Chic two Cottage compound with pool and hot tub in a pastoral Woodstock setting.
1010 out of 10 rating
Exceptional
(68 reviews)
Chic two Cottage compound with pool and hot tub in a pastoral Woodstock setting.
Bearsville, NY
8% off
Price is NZ$9,171
NZ$9,171
NZ$1,310 per night
includes taxes & fees
Image gallery for Doodletown Cabin: Pond—Outdoor Dining—Games Barn!
9.69.6 out of 10 rating
Exceptional
(65 reviews)
Doodletown Cabin: Pond—Outdoor Dining—Games Barn!
Ancram, NY
11% off
Price is NZ$7,511
NZ$7,511
NZ$1,073 per night
includes taxes & fees
Image gallery for Taghkanic Glass House
1010 out of 10 rating
Exceptional
(6 reviews)
Taghkanic Glass House
Hudson, NY
8% off
Price is NZ$57,762
NZ$57,762
NZ$8,252 per night
includes taxes & fees
Image gallery for Mid-Century Modern Gem, Heated Pool, 1 Mile from Town
1010 out of 10 rating
Exceptional
(33 reviews)
Mid-Century Modern Gem, Heated Pool, 1 Mile from Town
Woodstock, NY
8% off
Price is NZ$7,868
NZ$7,868
NZ$1,124 per night
includes taxes & fees
Image gallery for NEW Spectacular Views & Private space on a Scenic Mountain 40ft Salt Water Pool
1010 out of 10 rating
Exceptional
(127 reviews)
NEW Spectacular Views & Private space on a Scenic Mountain 40ft Salt Water Pool
Ulster Park, NY
8% off
Price is NZ$14,342
NZ$14,342
NZ$2,049 per night
includes taxes & fees
Image gallery for In the heart of Woodstock 2BR with Hot Tub and Wood Fireplace,
9.69.6 out of 10 rating
Exceptional
(43 reviews)
In the heart of Woodstock 2BR with Hot Tub and Wood Fireplace,
Woodstock, NY
16% off
Price is NZ$3,219
NZ$3,219
NZ$460 per night
includes taxes & fees
Image gallery for Pet Friendly Cabin Doh-Ray up @ 1500 ft
1010 out of 10 rating
Exceptional
(62 reviews)
Pet Friendly Cabin Doh-Ray up @ 1500 ft
Woodstock, NY
8% off
Price is NZ$3,983
NZ$3,983
NZ$569 per night
includes taxes & fees
Image gallery for Woodsy Country Cottage, HITS Horse Show, Fall Foliage, Skiing, Hunter Mt, Hiking
1010 out of 10 rating
Exceptional
(93 reviews)
Woodsy Country Cottage, HITS Horse Show, Fall Foliage, Skiing, Hunter Mt, Hiking
Saugerties, NY
8% off
Price is NZ$2,516
NZ$2,516
NZ$359 per night
includes taxes & fees
Image gallery for UNIQUE! 40 Pvt. Ac. Fireplace, Grill, Enclosed Heated Pool & Hot Tub
9.89.8 out of 10 rating
Exceptional
(17 reviews)
UNIQUE! 40 Pvt. Ac. Fireplace, Grill, Enclosed Heated Pool & Hot Tub
Saugerties, NY
6% off
Price is NZ$9,575
NZ$9,575
NZ$1,368 per night
includes taxes & fees
Image gallery for Modern Cabin In the Woods
1010 out of 10 rating
Exceptional
(13 reviews)
Modern Cabin In the Woods
Kingston, NY
11% off
Price is NZ$5,841
NZ$5,841
NZ$834 per night
includes taxes & fees
Image gallery for Private oasis, ideal for families! Hot tub always open! Heated pool open in May!
1010 out of 10 rating
Exceptional
(39 reviews)
Private oasis, ideal for families! Hot tub always open! Heated pool open in May!
Woodstock, NY
15% off
Price is NZ$7,293
NZ$7,293
NZ$1,042 per night
includes taxes & fees
Image gallery for Luxury in Saugerties - Hot tub - Theater - Firepit
1010 out of 10 rating
Exceptional
(6 reviews)
Luxury in Saugerties - Hot tub - Theater - Firepit
Saugerties, NY
8% off
Price is NZ$5,919
NZ$5,919
NZ$846 per night
includes taxes & fees
Image gallery for Vintage 50's lake cabin featured in Fresh Cottage Magazine's 'dream retreats'
9.49.4 out of 10 rating
Exceptional
(68 reviews)
Vintage 50's lake cabin featured in Fresh Cottage Magazine's 'dream retreats'
Pine Plains, NY
8% off
Price is NZ$3,135
NZ$3,135
NZ$448 per night
includes taxes & fees
Image gallery for Many perfect sunsets at the magical house on the lake
9.89.8 out of 10 rating
Exceptional
(125 reviews)
Many perfect sunsets at the magical house on the lake
Rifton, NY
6% off
Price is NZ$4,651
NZ$4,651
NZ$664 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Dutchess County Fairgrounds
Showing deals for: 13 Sept - 16 Sept
Hamptons on the Hudson in South Saugerties
Sleeps 10 · 4 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
22 reviews(22 reviews)
The current price is NZ$6,481
NZ$6,481
for 3 nights, 1 home
NZ$2,160 per night
includes taxes & fees
The HITS House. Golf cart, bicycle, or walk to the show. Heated saltwater pool
Sleeps 10 · 4 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
24 reviews(24 reviews)
The current price is NZ$5,126
NZ$5,126
for 3 nights, 1 room
NZ$1,709 per night
includes taxes & fees
Romantic Log Cabin on Privately-Owned Lake with Fireplace
Sleeps 2 · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
83 reviews(83 reviews)
The current price is NZ$1,661
NZ$1,661
for 3 nights, 1 cabin
NZ$554 per night
includes taxes & fees
Romantic Luxury Chalet with Private Pool
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
287 reviews(287 reviews)
The current price is NZ$2,089
NZ$2,089
for 3 nights, 1 chalet
NZ$696 per night
includes taxes & fees
Log Cabin Living on the Esopus Creek
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
179 reviews(179 reviews)
The current price is NZ$2,051
NZ$2,051
for 3 nights, 1 cabin
NZ$684 per night
includes taxes & fees
The Ledge House Close to Hunter and Windham
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
The current price is NZ$1,216
NZ$1,216
for 3 nights, 1 home
NZ$405 per night
includes taxes & fees
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