A calm lake with a sunset reflecting on the water, surrounded by forested hills.

Woodstock Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Woodstock vacation rentals

Property grounds

1. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (291 reviews)
"Wonderful property with an easy check in and checkout process. The property and surrounding areas are beautiful. We would stay here again. "
United States
Anonymous traveler
The price is AED 592
AED 1,247 total
includes taxes & fees
11 Aug - 12 Aug
Streamside Cottage Half Mile to Town of Woodstock
Terrace/patio

2. Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
woodstock
8.8 out of 10, Excellent, (48 reviews)
"A gem just minutes from the heart of Woodstock!"
United States
Susannah H.
The price is AED 735
AED 1,201 total
includes taxes & fees
31 Aug - 1 Sep
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Exterior

3. Hidden Pines - Spacious Charming One Bedroom Woodstock Cottage, Walk to Town!

Hidden Pines - Spacious Charming One Bedroom Woodstock Cottage, Walk to Town!
Woodstock
10.0 out of 10, Exceptional, (1 review)
"The setting was peaceful and cottage was adorable. The proximity to Tinker Street was a short walk."
United States
Susan
The price is AED 735
AED 1,238 total
includes taxes & fees
13 Aug - 14 Aug
Hidden Pines - Spacious Charming One Bedroom Woodstock Cottage, Walk to Town!
Interior

4. Woodstock Historic Artist Estate - The Museum House

Woodstock Historic Artist Estate - The Museum House
Woodstock
10.0 out of 10, Exceptional, (12 reviews)
"We had a short stay but absolutely loved the house. Perfect location, lots of space, and the hosts were great. Would stay again, highly recommend!"
United States
Strati P.
The price is AED 3,355
AED 5,210 total
includes taxes & fees
14 Aug - 15 Aug
Woodstock Historic Artist Estate - The Museum House
Interior

5. Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Kingston
9.6 out of 10, Exceptional, (95 reviews)
"Wonderful stay. "
United States
Chris L.
The price is AED 628
AED 987 total
includes taxes & fees
30 Aug - 31 Aug
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Private kitchen

6. Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
9.2 out of 10, Wonderful, (7 reviews)
"The cabin is awesome. Surrounded by forrest you feel like youre the only person in the world. What's even cooler is its off grid but you dont miss a thing. Lights. Music. Bathroom. There were even a couple board games. Outside fire ready to go. Exactly what I was looking for."
United States
Carrie
The price is AED 419
AED 736 total
includes taxes & fees
9 Aug - 10 Aug
Woods Cabin-Kingston/Woodstock, NY.
Exterior

7. 'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Saugerties
8.0 out of 10, Very Good, (48 reviews)
"We had an amazing peaceful time at this property. Check in was seamless and we got lots of great recommendations from our hosts that we really enjoyed! It was very private and cozy and really helped us relax and renew! We will definitely be returning. "
United States
Josh M.
The price is AED 413
AED 545 total
includes taxes & fees
9 Aug - 10 Aug
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Terrace/patio

8. West Wing - a unique private space w/patio

West Wing - a unique private space w/patio
Shokan
9.8 out of 10, Exceptional, (28 reviews)
"I enjoyed my stay at this lovely, clean, cozy home."
United States
Taela
The price is AED 463
AED 732 total
includes taxes & fees
17 Aug - 18 Aug
West Wing - a unique private space w/patio
Coffee/tea maker, fridge, microwave, oven

9. Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Kingston
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!"
United States
Brendan B.
The price is AED 261
AED 905 total
includes taxes & fees
10 Aug - 11 Aug
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Exterior

10. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.5 star property
Catskill
9.6 out of 10, Exceptional, (266 reviews)
"Very clean, supplied burning wood, parking, WiFi, very cozy and comfortable"
United States
Enior
The price is AED 731
AED 948 total
includes taxes & fees
10 Aug - 11 Aug
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Interior

11. Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (31 reviews)
"The place was amazing! Very easy check in/out process and the host is very responsive. "
United States
Samuel M.
The price is AED 452
AED 1,160 total
includes taxes & fees
1 Sep - 2 Sep
Campfire Cottage: Fireplace, fire pit & no chores!
Terrace/patio

12. Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Kingston
9.4 out of 10, Exceptional, (33 reviews)
"The beds were especially comfortable! "
United States
josh p.
The price is AED 430
AED 1,004 total
includes taxes & fees
10 Aug - 11 Aug
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Premium House, Kitchen, Mountain View | Private kitchen | Coffee/tea maker, full-size fridge, microwave

13. Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (308 reviews)
"Very nice for the price. The full kitchen was great stocked with plates, glasses, pans etc. The beds seemed new and very comfortable and the bathroom was brand new and exceptionally nice. They have definitely been putting effort into updating the rooms and it shows. I would definitely stay there again."
United States
Sean
The price is AED 459
AED 514 total
includes taxes & fees
10 Aug - 11 Aug
Starlite Motel
Bar (on property)

14. Jessie's Harvest House

Jessie's Harvest House
Tannersville
10.0 out of 10, Exceptional, (4 reviews)
"Great location. As advertised. Great value."
United States
Dan
The price is AED 551
AED 878 total
includes taxes & fees
3 Sep - 4 Sep
Jessie's Harvest House
Dining

15. Catskill Kaaterskill Cabin Hot Tub FirePit Sauna

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Lanesville
9.8 out of 10, Exceptional, (18 reviews)
"This was a beautiful little spot and had everything! We loved our 3 night stay."
United States
Holly
The price is AED 643
AED 1,702 total
includes taxes & fees
19 Aug - 20 Aug
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Interior

16. Stunning and Cozy loft apartment in kingston .

Stunning and Cozy loft apartment in kingston .
Kingston
9.4 out of 10, Exceptional, (17 reviews)
"Very cute place, clean and comfortable. "
United States
Robin H.
The price is AED 551
AED 975 total
includes taxes & fees
9 Aug - 10 Aug
Stunning and Cozy loft apartment in kingston .
Interior

17. Charming loft cottage in tranquil Germantown with WiFi, AC

Charming loft cottage in tranquil Germantown with WiFi, AC
Germantown
10.0 out of 10, Exceptional, (12 reviews)
"Very clean, comfortable, good location, great communication with host. "
United States
Lisa B.
The price is AED 533
AED 959 total
includes taxes & fees
11 Aug - 12 Aug
Charming loft cottage in tranquil Germantown with WiFi, AC
Children's area

18. Cozy 2-bedroom house in Haines Falls near Katterskill falls .

Cozy 2-bedroom house in Haines Falls near Katterskill falls .
Haines Falls
10.0 out of 10, Exceptional, (1 review)
"House was clean and well kept, perfect for our family weekend trip!"
United States
Edward C.
The price is AED 463
AED 1,349 total
includes taxes & fees
10 Aug - 11 Aug
Cozy 2-bedroom house in Haines Falls near Katterskill falls .
Property grounds

19. Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Palenville
10.0 out of 10, Exceptional, (32 reviews)
"Excellent stay"
United States
Laura S.
The price is AED 744
AED 1,363 total
includes taxes & fees
19 Aug - 20 Aug
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Outdoor spa tub

20. Peaceful Riverfront Cottage with Private Hot tub

Peaceful Riverfront Cottage with Private Hot tub
Lake Katrine
10.0 out of 10, Exceptional, (15 reviews)
"We loved our stay here. It was a beautiful location and central to the places we wanted to visit. It looked brand new and it was very clean. It was quiet and peaceful. The hosts even had little snacks for us which was a nice touch."
United States
Laura M.
The price is AED 878
AED 1,633 total
includes taxes & fees
12 Aug - 13 Aug
Peaceful Riverfront Cottage with Private Hot tub
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Woodstock Hotel Reviews

Woodstock Way Hotel

Woodstock Way Hotel

10/10 Excellent
"Was looking for a place to stop overnight on the way to Manhattan and found this place online. Last minute, looked nice enough online. Reality: this place is amazing. 10 stars. Rooms, setting, staff, amenities, more. We extended our stay!!!"
David 1-night trip
Posted 5 hours ago
Woodstock Way Hotel

Frequently asked questions

Are there vacation rentals in Woodstock?

Yes, there are vacation rentals close to well known attractions in Woodstock, or you can choose a more secluded option if you want a relaxing place to 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's the top vacation rental in Woodstock?

The Studio at the Inn at High Falls: This vacation home rental outside of Woodstock is located in a rural location and offers a garden, air-conditioning, and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

How many vacation rentals are there in Woodstock?

Expedia has 75 vacation rentals for your stay in Woodstock.

What can I see and do in Woodstock?

Enjoy the outdoors at Overlook Mountain Trailhead and The Comeau Property, or simply take in cultural attractions like Colony and Levon Helm Studios. Other places in town to visit include Catskill State Park and Woodstock Music Shop.

What are vacation rentals like in Woodstock?

Vacation rentals are privately owned properties you can reserve for several days or longer in Woodstock. Vacation rentals feature extras such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for family gatherings.