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Top Holiday Rentals in Woodstock

Fall Foliage Getaway!

10.0 out of 10, Exceptional, (11)
"A wonderful home on a great setting."
Fall Foliage Getaway!

Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi

10.0 out of 10, Exceptional, (2)
"We had a great time staying at this rental. It was very clean and conveniently located to everything. There were many good restaurants and entertainment in walking distance. The apartment also had parking which was extremely helpful.The owner was always available if I had any questions. We really enjoyed our stay."
The price is £265
includes taxes & fees
8 Jul - 9 Jul
Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi

Woodstock Historic Artist Estate - The Carriage House

9.8 out of 10, Exceptional, (41)
"We absolutely love this place! Comfortable and great location! It’s our second time staying there and can’t wait to go back!"
The price is £555
includes taxes & fees
21 Jul - 22 Jul
Woodstock Historic Artist Estate - The Carriage House

Woodstock Historic Artist Estate - The Museum House

10.0 out of 10, Exceptional, (6)
"Fantastic modern house by a clear beautiful creek, right next to downtown Woodstock. Plenty of comfortable beds, great kitchen, beautiful views - wonderful stay."
The price is £1,062
includes taxes & fees
7 Jul - 8 Jul
Woodstock Historic Artist Estate - The Museum House

Woodstock historic artist estate - The Pond House

10.0 out of 10, Exceptional, (10)
"Beautiful and relaxing home, very open. It’s like being outside, inside. Lots of nature to explore on the property too. "
The price is £747
includes taxes & fees
2 Jul - 3 Jul
Woodstock historic artist estate - The Pond House

The George is an elegant restored home in the Hudson Valley

9.0 out of 10, Wonderful, (4)
"Nice big house in a quiet location. "
The price is £698
includes taxes & fees
30 Jun - 1 Jul
The George is an elegant restored home in the Hudson Valley

rural, serene + sophisticated space

10.0 out of 10, Exceptional, (7)
"Beautiful property with unique accommodations in the Hudson Valley"
The price is £248
includes taxes & fees
30 Jun - 1 Jul
rural, serene + sophisticated space

Two bedrooms, bath and kitchenette in 1890 Victorian

The price is £284
includes taxes & fees
30 Jun - 1 Jul
Two bedrooms, bath and kitchenette in 1890 Victorian

Serene Estate: Heated Pool, Tennis, Sauna, Hot Tub

The price is £1,267
includes taxes & fees
1 Jul - 2 Jul
Serene Estate: Heated Pool, Tennis, Sauna, Hot Tub

Hot tub waterfront luxury, next to HITS

The price is £372
includes taxes & fees
8 Jul - 9 Jul
Hot tub waterfront luxury, next to HITS

Charming 2-bedroom Waterfront home with boat access in Saugerties

8.8 out of 10, Excellent, (3)
"Really enjoyed our stay. The property had all the comforts of home and was beautiful. "
The price is £530
includes taxes & fees
30 Jun - 1 Jul
Charming 2-bedroom Waterfront home with boat access in Saugerties

Church Des Artistes a Hudson Valley retreat

9.8 out of 10, Exceptional, (10)
"Beautiful, unique stay! Julie was really kind walking us through the ins and outs of the property during check-in. So much care and attention put into every room. And the book collection is amazing."
The price is £1,719
includes taxes & fees
7 Jul - 8 Jul
Church Des Artistes a Hudson Valley retreat

Cozy Bedroom With Fireplace

The price is £193
includes taxes & fees
4 Jul - 5 Jul
Cozy Bedroom With Fireplace

Bright Bedroom Near The Forest

The price is £238
includes taxes & fees
8 Jul - 9 Jul
Bright Bedroom Near The Forest

Renovated home with spa access Steps from Cantine Field/HITS

9.2 out of 10, Wonderful, (15)
"Great location, easy access to HITS. Host was great!"
Renovated home with spa access Steps from Cantine Field/HITS

Brand New House w gated backyard that is located right at the Saugerties Village

10.0 out of 10, Exceptional, (33)
"Newly remodeled and in a nice quiet neighborhood next to a store. Walking distance to downtown shops and restaurants."
The price is £303
includes taxes & fees
1 Jul - 2 Jul
Brand New House w gated backyard that is located right at the Saugerties Village

Vintage charm with modern conveniences on the water in Saugerties, NY!

9.6 out of 10, Exceptional, (5)
"We were only here for a few days but we really enjoyed our stay. Gorgeous water views out the back window wall, cozy furnishings, stocked kitchen, everything as advertised"
The price is £573
includes taxes & fees
16 Jul - 17 Jul
Vintage charm with modern conveniences on the water in Saugerties, NY!

NEW Modern waterfront home close to Catskill mountains, fire pit, EV charging

9.6 out of 10, Exceptional, (25)
"We booked this property for a family ski trip and had a wonderful stay. The hosts were great, and the home was updated, clean and very comfortable. I would not hesitate to book this property again when staying in the area."
NEW Modern waterfront home close to Catskill mountains, fire pit, EV charging

Peaceful Catskills Creek House

10.0 out of 10, Exceptional, (2)
"Beautiful cabin. Very spacious inside. Gorgeous view of Esopus Creek with access to the water. Tons of places outside and inside to relax. Kitchen and bath has everything you need. Super close to Main St. Couldn’t ask for more!"
The price is £308
includes taxes & fees
13 Jul - 14 Jul
Peaceful Catskills Creek House

Retro Retreat: renovated 2BR, desk, no chore list!

9.6 out of 10, Exceptional, (9)
"Very clean and nice inside. Host was very communicative. "
The price is £184
includes taxes & fees
1 Jul - 2 Jul
Retro Retreat: renovated 2BR, desk, no chore list!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

Are there holiday rentals in Woodstock?

Yes, there are holiday rentals close to the most popular sights in Woodstock, or you can select a more secluded option if you're looking for a relaxing stay. The forests and art scene are just a few reasons why tourists like Woodstock. Make sure you have time to check out the riverfront and mountain views during your trip.

What are some of the best holiday rentals that Woodstock has to offer?

Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town! : This highly rated holiday home rental in Woodstock is located near skiing, and has a patio, a private garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Woodstock?

Expedia has 68 holiday rentals for your stay in Woodstock.

What can I see and do in Woodstock?

Enjoy the outdoors at Overlook Mountain Trailhead and Thorn Preserve - Catskill Center, or simply take in cultural attractions like SweetHeart Gallery and Colony. You’ll find favourite places to visit such as Hunter Mountain and Catskill Mountains in the wider area.

What are holiday rentals like in Woodstock?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Woodstock. Holiday rentals offer amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for small groups.