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

Woodstock Vacation Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

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, (299 reviews)
"It was the perfect place for a weekend away from home! The location was only a few minutes from town and was the perfect size for a couple. Would definitely reccomend!"
United States
Kristen S.
The price is AED 526
AED 1,152 total
includes taxes & fees
27 Sep - 28 Sep
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 661
AED 1,140 total
includes taxes & fees
23 Sep - 24 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 1,230 total
includes taxes & fees
23 Sep - 24 Sep
Hidden Pines - Spacious Charming One Bedroom Woodstock Cottage, Walk to Town!
Outdoor dining

4. Cozy Mid-Century Retreat with Spa Hot Tub

Cozy Mid-Century Retreat with Spa Hot Tub
Woodstock
10.0 out of 10, Exceptional, (13 reviews)
"Great spot, close to town but removed enough to have total privacy. Thank you!"
United States
Alec M.
The price is AED 1,249
AED 2,773 total
includes taxes & fees
23 Sep - 24 Sep
Cozy Mid-Century Retreat with Spa Hot Tub
Interior

5. 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 2,013
AED 3,518 total
includes taxes & fees
28 Sep - 29 Sep
Woodstock Historic Artist Estate - The Museum House
Interior

6. 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, (101 reviews)
"Wonderful stay. "
United States
Chris L.
The price is AED 628
AED 959 total
includes taxes & fees
24 Sep - 25 Sep
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Coffee/tea maker, stovetop, cookware/dishes/utensils, paper towels

7. Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
9.2 out of 10, Wonderful, (12 reviews)
"Oh, I gave this property excellent scores for all the questions but I am reminded now by the suggestions for what to write about about the fact that it listed an Ocean view, which is obviously a mistake. It’s nowhere near the ocean. There’s no ocean view. It is in the woods it’s secluded.I actually took a very little walk in the middle of the night in the dark using my cell phone flashlight and got kind of lost for a while, but managed to find my way back. That was quite an interesting...
United States
Michael H.
The price is AED 419
AED 745 total
includes taxes & fees
29 Sep - 30 Sep
Woods Cabin-Kingston/Woodstock, NY.
Exterior

8. '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, (51 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
23 Sep - 24 Sep
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Interior

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

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (33 reviews)
"Great multi-week stay! Would certainly stay again. "
United States
Jim R.
The price is AED 272
AED 926 total
includes taxes & fees
23 Sep - 24 Sep
Campfire Cottage: Fireplace, fire pit & 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, (306 reviews)
"Excellent quiet getaway"
United States
Justin
The price is AED 621
AED 829 total
includes taxes & fees
23 Sep - 24 Sep
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Classic Tent, Garden View | Outdoor dining

11. Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
The price is AED 864
AED 1,050 total
includes taxes & fees
27 Sep - 28 Sep
Gatherwild Ranch
Terrace/patio

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

West Wing - a unique private space w/patio
Shokan
10.0 out of 10, Exceptional, (35 reviews)
"loved our stay and would stay again!"
United States
MIKE W.
The price is AED 463
AED 728 total
includes taxes & fees
5 Oct - 6 Oct
West Wing - a unique private space w/patio
Terrace/patio

13. 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, (37 reviews)
"Clean, host answered in timely fashion and provided accommodations if needed or requested. Great stay overall!"
United States
Erin H.
The price is AED 389
AED 925 total
includes taxes & fees
23 Sep - 24 Sep
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Coffee/tea maker, fridge, microwave, oven

14. 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 257
AED 913 total
includes taxes & fees
27 Sep - 28 Sep
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Bar (on property)

15. Jessie's Harvest House

Jessie's Harvest House
Tannersville
8.8 out of 10, Excellent, (5 reviews)
"Great location. As advertised. Great value."
United States
Dan
The price is AED 433
AED 739 total
includes taxes & fees
23 Sep - 24 Sep
Jessie's Harvest House
Interior

16. 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, (14 reviews)
"great location, clean & good communication with host."
United States
Kanna S.
The price is AED 433
AED 921 total
includes taxes & fees
23 Sep - 24 Sep
Charming loft cottage in tranquil Germantown with WiFi, AC
Smart TV

17. Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Kingston
9.6 out of 10, Exceptional, (32 reviews)
"Wonderful apartment with everything our family of five needed. We enjoyed the hot tub on two snowy evenings. Thank you for a great stay!"
United States
Clara L.
The price is AED 489
AED 1,050 total
includes taxes & fees
30 Sep - 1 Oct
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Interior

18. Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Catskill
9.8 out of 10, Exceptional, (20 reviews)
"The property was just as described, very private and cozy. We enjoyed the large balcony as well as the yard. There were also several nice hiking trails close by. Overall we were very happy with our stay."
United States
Ryan P.
The price is AED 436
AED 1,090 total
includes taxes & fees
23 Sep - 24 Sep
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Premium House, Kitchen, Mountain View | Private kitchen | Coffee/tea maker, full-size fridge, microwave

19. Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (314 reviews)
"nice room, nice kitchen, nice renovated rest room, plus picnic tables and grounds"
United States
Sarah
The price is AED 459
AED 514 total
includes taxes & fees
23 Sep - 24 Sep
Starlite Motel
Property grounds

20. Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Palenville
10.0 out of 10, Exceptional, (33 reviews)
"Excellent stay"
United States
Laura S.
The price is AED 826
AED 1,464 total
includes taxes & fees
15 Oct - 16 Oct
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
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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Top Woodstock Hotel Reviews

Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

8/10 Good
"There are no in room safes"
Jean 2-night trip
Posted less than an hour ago
Residence Inn by Marriott Kingston

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?

Catskill Cottage Walk to Downtown & River Views: This vacation home rental outside of Woodstock offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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 Bearsville Theater. 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.