Photo by Robert Morra

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Our top choices for Woodstock vacation homes

1. Woodstock Historic Artist Estate - The Carriage House

Woodstock Historic Artist Estate - The Carriage House
Woodstock
9.8 out of 10, Exceptional, (51 reviews)
"We had a wonderful time, again! Perfect location!"
United States
Fran W.
The price is AED 623
AED 1,767 total
includes taxes & fees
9 Nov - 10 Nov
Woodstock Historic Artist Estate - The Carriage House

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

Hidden Pines - Spacious Charming One Bedroom Woodstock Cottage, Walk to Town!
Woodstock
9.0 out of 10, Wonderful, (2 reviews)
"Great location."
United States
Louis
The price is AED 735
AED 1,177 total
includes taxes & fees
9 Nov - 10 Nov
Hidden Pines - Spacious Charming One Bedroom Woodstock Cottage, Walk to Town!

3. A pleasant space in a pleasant neighborhood in a beautiful part of the country!

A pleasant space in a pleasant neighborhood in a beautiful part of the country!
Woodstock
10.0 out of 10, Exceptional, (9 reviews)
"Very nice property that met our needs perfectly. Clean and very well maintained rooms. Lots of wildlife, beautiful wooded area. Peter, the host, was lovely and helpful."
United States
Barbara A.
The price is AED 952
AED 1,828 total
includes taxes & fees
9 Nov - 10 Nov
A pleasant space in a pleasant neighborhood in a beautiful part of the country!

4. Woodstock Historic Artist Estate - The Museum House

Woodstock Historic Artist Estate - The Museum House
Woodstock
9.8 out of 10, Exceptional, (16 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 1,881
AED 3,156 total
includes taxes & fees
11 Nov - 12 Nov
Woodstock Historic Artist Estate - The Museum House

5. 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 2,637 total
includes taxes & fees
10 Nov - 11 Nov
Cozy Mid-Century Retreat with Spa Hot Tub

6. Woodstock historic artist estate - The Pond House

Woodstock historic artist estate - The Pond House
Woodstock
10.0 out of 10, Exceptional, (14 reviews)
"Wonderful host, outstanding location, very nice and creative home. We very much enjoyed our stay, and look forward to coming back again!"
United States
Joe V.
The price is AED 2,384
AED 3,920 total
includes taxes & fees
19 Nov - 20 Nov
Woodstock historic artist estate - The Pond House

7. Butterfly Bungalow Studio · Saugerties/Woodstock

Butterfly Bungalow Studio · Saugerties/Woodstock
Saugerties
10.0 out of 10, Exceptional, (2 reviews)
"Great location, had everything needed for a comfortable stay."
United States
Michael W.
The price is AED 224
AED 815 total
includes taxes & fees
8 Dec - 9 Dec
Butterfly Bungalow Studio · Saugerties/Woodstock

8. Butterfly and Sage: 2 Studios, Shared Yard

Butterfly and Sage: 2 Studios, Shared Yard
Saugerties
The price is AED 408
AED 1,452 total
includes taxes & fees
19 Nov - 20 Nov
Butterfly and Sage: 2 Studios, Shared Yard

9. 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, (110 reviews)
"Wonderful stay. Lovely tiny house in a beautiful wooded setting. Woke to the sounds of birds singing. Would stay again"
United States
Nan
The price is AED 663
AED 985 total
includes taxes & fees
9 Nov - 10 Nov
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

10. 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 275
AED 852 total
includes taxes & fees
18 Nov - 19 Nov
Campfire Cottage: Fireplace, fire pit & no chores!

11. 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, (7 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 275
AED 897 total
includes taxes & fees
11 Nov - 12 Nov
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

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

Retro Retreat: renovated 2BR, desk, no chore list!
Kingston
9.6 out of 10, Exceptional, (15 reviews)
"Great, easy, full of everything you’d need. Stayed with 2 others for a work trip and it was perfect! "
United States
Kelley Marie
The price is AED 312
AED 1,004 total
includes taxes & fees
18 Nov - 19 Nov
Retro Retreat: renovated 2BR, desk, no chore list!

13. Peaceful Riverfront Cottage with Private Hot tub

Peaceful Riverfront Cottage with Private Hot tub
Lake Katrine
10.0 out of 10, Exceptional, (17 reviews)
"A nice relaxing spot."
United States
Darren F.
Peaceful Riverfront Cottage with Private Hot tub

14. Hot Tub * Fireplace * Near Woodstock

Hot Tub * Fireplace * Near Woodstock
Saugerties
10.0 out of 10, Exceptional, (1 review)
"Perfect spot in Saugerties/Woodstock area. Very helpful communication with property management. Looking forward to staying again sometime!"
United States
Theodore F. L.
The price is AED 1,175
AED 3,224 total
includes taxes & fees
9 Nov - 10 Nov
Hot Tub * Fireplace * Near Woodstock

15. 2BR Barnhouse Horse Farm Views by hiking, Phoenicia, Hunter

2BR Barnhouse Horse Farm Views by hiking, Phoenicia, Hunter
Hunter
9.8 out of 10, Exceptional, (9 reviews)
"Great host. Very quiet place to relax."
United States
Evan H.
The price is AED 500
AED 1,090 total
includes taxes & fees
9 Nov - 10 Nov
2BR Barnhouse Horse Farm Views by hiking, Phoenicia, Hunter

16. Hot Tub; Big Kitchen; 2 Blocks to Downtown Saugerties

Hot Tub; Big Kitchen; 2 Blocks to Downtown Saugerties
Saugerties
10.0 out of 10, Exceptional, (5 reviews)
"Very comfortable accommodation, beds and pillows are wonderful!"
United States
Danita K.
Hot Tub; Big Kitchen; 2 Blocks to Downtown Saugerties

17. Creek Views * Chef’s Kitchen * Walk To Lighthouse

Creek Views * Chef’s Kitchen * Walk To Lighthouse
Saugerties
9.8 out of 10, Exceptional, (7 reviews)
"this house was very comfortable and convenient to Saugerties"
United States
molly f.
The price is AED 588
AED 2,478 total
includes taxes & fees
9 Nov - 10 Nov
Creek Views * Chef’s Kitchen * Walk To Lighthouse

18. Historic Cottage * Steam Shower * Chef’s Kitchen

Historic Cottage * Steam Shower * Chef’s Kitchen
Kingston
10.0 out of 10, Exceptional, (1 review)
"We had a great time staying here! The house is a gorgeous historic house with modern amenities. It was a short drive to Kingston which was super convenient. We loved that we could bring our dog with us as well. It is on a main road, but we didn't find that to be a disturbance at all. I would definitely come back here again!!"
United States
Laura D.
The price is AED 441
AED 1,745 total
includes taxes & fees
9 Nov - 10 Nov
Historic Cottage * Steam Shower * Chef’s Kitchen

19. Hot Tub, Fireplace, Close To Woodstock

Hot Tub, Fireplace, Close To Woodstock
West Hurley
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful place! "
United States
Cheryl U.
The price is AED 1,102
AED 3,517 total
includes taxes & fees
9 Nov - 10 Nov
Hot Tub, Fireplace, Close To Woodstock

20. Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet

Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
Stone Ridge
10.0 out of 10, Exceptional, (6 reviews)
"Great tastefully kept property. Our family including the 8 year felt we should have stayed here longer."
United States
Tarun
The price is AED 371
AED 781 total
includes taxes & fees
1 Dec - 2 Dec
Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
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.

Learn more about Woodstock

Artists and musicians have shaped this Catskill mountain town since the legendary 1969 festival that wasn't actually held here. Spend mornings browsing quirky boutiques and galleries on Tinker Street before hiking nearby trails to swimming holes locals might share if you ask nicely.

A green building with a sign reading "Woodstock Playhouse" and a white RV parked in front.
Photo by Robert Morra
Open Photo by Robert Morra

Top reviews in Woodstock