Holiday rentals near Dutchess County Fairgrounds
We found 1,080 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:18 Sept - 25 Sept
Image gallery for Elegant Waterfront Hudson River 12-acre Estate w/ Amazing Views. Sleeps 14
9.69.6 out of 10, Exceptional, (27 reviews)
Exceptional
(27 reviews)
Elegant Waterfront Hudson River 12-acre Estate w/ Amazing Views. Sleeps 14
Saugerties
8% off
Price is AU$23,677
AU$23,677
for 7 nights, 1 home
AU$3,382 per night
includes taxes & fees
Image gallery for Secluded Cabin with Hot Tub - 5 Miles to Woodstock
9.89.8 out of 10, Exceptional, (118 reviews)
Exceptional
(118 reviews)
Secluded Cabin with Hot Tub - 5 Miles to Woodstock
Bearsville
8% off
Price is AU$4,389
AU$4,389
for 7 nights, 1 cabin
AU$627 per night
includes taxes & fees
Image gallery for Secluded family retreat within minutes of Woodstock village
1010 out of 10, Exceptional, (48 reviews)
Exceptional
(48 reviews)
Secluded family retreat within minutes of Woodstock village
Saugerties
8% off
Price is AU$5,763
AU$5,763
for 7 nights, 1 home
AU$823 per night
includes taxes & fees
Image gallery for Cozy Silo with Sunset Mountain Views near Woodstock
9.89.8 out of 10, Exceptional, (18 reviews)
Exceptional
(18 reviews)
Cozy Silo with Sunset Mountain Views near Woodstock
Willow
8% off
Price is AU$6,383
AU$6,383
for 7 nights, 1 chalet
AU$912 per night
includes taxes & fees
Image gallery for Hudson Valley Evergreen Treehouse
1010 out of 10, Exceptional, (15 reviews)
Exceptional
(15 reviews)
Hudson Valley Evergreen Treehouse
Saugerties
8% off
Price is AU$9,114
AU$9,114
for 7 nights, 1 home
AU$1,302 per night
includes taxes & fees
Image gallery for Spacious/Secluded Home w/Pool, Chefs Kitchen, Neighboring Farm Pastoral Views
1010 out of 10, Exceptional, (46 reviews)
Exceptional
(46 reviews)
Spacious/Secluded Home w/Pool, Chefs Kitchen, Neighboring Farm Pastoral Views
High Falls
8% off
Price is AU$11,846
AU$11,846
for 7 nights, 1 home
AU$1,692 per night
includes taxes & fees
Image gallery for Make your memories! Comfort, warmth & tranquility in the exciting Hudson Valley.
1010 out of 10, Exceptional, (12 reviews)
Exceptional
(12 reviews)
Make your memories! Comfort, warmth & tranquility in the exciting Hudson Valley.
Saugerties
8% off
Price is AU$7,987
AU$7,987
for 7 nights, 1 home
AU$1,141 per night
includes taxes & fees
Image gallery for Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat
1010 out of 10, Exceptional, (132 reviews)
Exceptional
(132 reviews)
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat
Bearsville
11% off
Price is AU$8,578
AU$8,578
for 7 nights, 1 home
AU$1,225 per night
includes taxes & fees
Image gallery for 5-Star New Barn Home - Music Studio, Views & Hot Tub
1010 out of 10, Exceptional, (36 reviews)
Exceptional
(36 reviews)
5-Star New Barn Home - Music Studio, Views & Hot Tub
Saugerties
8% off
Price is AU$8,411
AU$8,411
for 7 nights, 1 home
AU$1,202 per night
includes taxes & fees
Image gallery for Hudson Valley’s Private Waterfront Camping Getaway
9.69.6 out of 10, Exceptional, (14 reviews)
Exceptional
(14 reviews)
Hudson Valley’s Private Waterfront Camping Getaway
Lake Katrine
8% off
Price is AU$2,308
AU$2,308
for 7 nights, 1 unit
AU$330 per night
includes taxes & fees
Image gallery for Private Woodstock Retreat – Heated Pool, Hot Tub & Fireplace on 5 Secluded Acres
1010 out of 10, Exceptional, (47 reviews)
Exceptional
(47 reviews)
Private Woodstock Retreat – Heated Pool, Hot Tub & Fireplace on 5 Secluded Acres
Woodstock
12% off
Price is AU$6,837
AU$6,837
for 7 nights, 1 home
AU$977 per night
includes taxes & fees
Image gallery for Lovely Catskill Views, Close to Hudson, 5 minutes from Lake Taghkanic
1010 out of 10, Exceptional, (111 reviews)
Exceptional
(111 reviews)
Lovely Catskill Views, Close to Hudson, 5 minutes from Lake Taghkanic
Elizaville
13% off
Price is AU$5,543
AU$5,543
for 7 nights, 1 home
AU$792 per night
includes taxes & fees
Image gallery for Beautiful Home - 4BR/2.5BA - Hot tub and Patio - Minutes from New Paltz
9.49.4 out of 10, Exceptional, (36 reviews)
Exceptional
(36 reviews)
Beautiful Home - 4BR/2.5BA - Hot tub and Patio - Minutes from New Paltz
Highland
8% off
Price is AU$6,061
AU$6,061
for 7 nights, 1 home
AU$866 per night
includes taxes & fees
Image gallery for Twin Island Lake House • Hot Tub
1010 out of 10, Exceptional, (17 reviews)
Exceptional
(17 reviews)
Twin Island Lake House • Hot Tub
Pine Plains
8% off
Price is AU$4,167
AU$4,167
for 7 nights, 1 home
AU$595 per night
includes taxes & fees
Image gallery for "Frank Lloyd Wright" Catskills Mountain Yoga-Spa Retreat on 15 Acres
9.49.4 out of 10, Exceptional, (13 reviews)
Exceptional
(13 reviews)
"Frank Lloyd Wright" Catskills Mountain Yoga-Spa Retreat on 15 Acres
Mount Tremper
12% off
Price is AU$8,927
AU$8,927
for 7 nights, 1 home
AU$1,275 per night
includes taxes & fees
Image gallery for Hidden Charm in Hudson Valley In Dutchess County
9.89.8 out of 10, Exceptional, (30 reviews)
Exceptional
(30 reviews)
Hidden Charm in Hudson Valley In Dutchess County
Salt Point
7% off
Price is AU$5,846
AU$5,846
for 7 nights, 1 home
AU$835 per night
includes taxes & fees
Image gallery for Charming former church near the Hudson w/ hot tub. A tranquil retreat.
1010 out of 10, Exceptional, (12 reviews)
Exceptional
(12 reviews)
Charming former church near the Hudson w/ hot tub. A tranquil retreat.
Staatsburg
8% off
Price is AU$3,928
AU$3,928
for 7 nights, 1 home
AU$561 per night
includes taxes & fees
Image gallery for Gorgeous Villa w/ Mountain Views, pool, hot tub!
9.89.8 out of 10, Exceptional, (25 reviews)
Exceptional
(25 reviews)
Gorgeous Villa w/ Mountain Views, pool, hot tub!
Glenford
5% off
Price is AU$5,608
AU$5,608
for 7 nights, 1 home
AU$801 per night
includes taxes & fees
Image gallery for The Cozycraftsman in the Catskills with Hot tub
1010 out of 10, Exceptional, (30 reviews)
Exceptional
(30 reviews)
The Cozycraftsman in the Catskills with Hot tub
Palenville
8% off
Price is AU$2,955
AU$2,955
for 7 nights, 1 home
AU$422 per night
includes taxes & fees
Image gallery for Fully stocked creekside retreat with sauna and privacy & outdoor dining
9.69.6 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)
Fully stocked creekside retreat with sauna and privacy & outdoor dining
New Paltz
10% off
Price is AU$6,520
AU$6,520
for 7 nights, 1 home
AU$931 per night
includes taxes & fees
Image gallery for Private Woodstock / Saugerties 2BR w/ Hot Tub, Fireplace and Pet Friendly
1010 out of 10, Exceptional, (89 reviews)
Exceptional
(89 reviews)
Private Woodstock / Saugerties 2BR w/ Hot Tub, Fireplace and Pet Friendly
Saugerties
8% off
Price is AU$3,049
AU$3,049
for 7 nights, 1 home
AU$436 per night
includes taxes & fees
Image gallery for New! Thoughtful and Cozy Craftsman Waiting for You! Walk to village center!
1010 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)
New! Thoughtful and Cozy Craftsman Waiting for You! Walk to village center!
Saugerties
8% off
Price is AU$4,420
AU$4,420
for 7 nights, 1 home
AU$631 per night
includes taxes & fees
Image gallery for for the creative spirit, swimming dock on pond, horses to pet, Fire pit
1010 out of 10, Exceptional, (84 reviews)
Exceptional
(84 reviews)
for the creative spirit, swimming dock on pond, horses to pet, Fire pit
Ulster Park
8% off
Price is AU$3,645
AU$3,645
for 7 nights, 1 home
AU$521 per night
includes taxes & fees
Image gallery for Cozy modern home on 14 acres of woods
9.89.8 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)
Cozy modern home on 14 acres of woods
Accord
8% off
Price is AU$5,031
AU$5,031
for 7 nights, 1 home
AU$719 per night
includes taxes & fees
Find spaces that suit your style
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Chalet
Find the best place to stay - Dutchess County Fairgrounds
The Chicken Coop
Sleeps 4 · 2 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptional
exceptional
17 reviews
(17 reviews)
Uniquely itself: Cogswell House, 1830's home in quiet countryside, near towns.
Sleeps 6 · 2 bedrooms · 1+ bathroom
8.08.0 out of 10
Very good
very good
8 reviews
(8 reviews)
Luxury Riverfront Retreat with Pool, Hot Tub & Guest House
Sleeps 14 · 6 bedrooms · 6 bathrooms
1010 out of 10
Exceptional
exceptional
2 reviews
(2 reviews)
Lovely house in a gorgeous setting in Millbrook, NY
Sleeps 8 · 5 bedrooms · 3 bathrooms
1010 out of 10
Exceptional
exceptional
5 reviews
(5 reviews)
Taghkanic House: Modern Oasis | Designer | Privacy
Sleeps 10 · 5 bedrooms · 3+ bathrooms
9.89.8 out of 10
Exceptional
exceptional
Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptional
exceptional
23 reviews
(23 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value