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

Holiday Homes in Woodstock

  • 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
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Woodstock holiday homes

A house with a sloped roof, a front porch with two chairs, and a well-maintained lawn.

1. 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 AU$439
includes taxes & fees
2 Nov - 3 Nov
Hidden Pines - Spacious Charming One Bedroom Woodstock Cottage, Walk to Town!
A modern living room with a large window, a dining area with a round table, and a cozy seating area with a fur throw.

2. Woodstock Historic Artist Estate - The Carriage House

Woodstock Historic Artist Estate - The Carriage House
Woodstock
9.8 out of 10, Exceptional, (50 reviews)
"We had a wonderful time, again! Perfect location!"
United States
Fran W.
The price is AU$581
includes taxes & fees
2 Nov - 3 Nov
Woodstock Historic Artist Estate - The Carriage House
A spacious living room with a large window, a modern sofa, a coffee table, and a bookshelf.

3. Woodstock Historic Artist Estate - The Museum House

Woodstock Historic Artist Estate - The Museum House
Woodstock
9.8 out of 10, Exceptional, (15 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 AU$835
includes taxes & fees
2 Nov - 3 Nov
Woodstock Historic Artist Estate - The Museum House
A modern kitchen with white cabinets, a built-in oven, and a dining area with a wooden table and chairs.

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 AU$1,054
includes taxes & fees
2 Nov - 3 Nov
Cozy Mid-Century Retreat with Spa Hot Tub
A bedroom with a large window, a bed, a lamp, and a view of a park.

5. 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 AU$1,076
includes taxes & fees
5 Nov - 6 Nov
Woodstock historic artist estate - The Pond House
A narrow pathway leading to a row of colorful mobile homes, each with a distinct number and nameplate.

6. 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 AU$306
includes taxes & fees
3 Nov - 4 Nov
Butterfly Bungalow Studio · Saugerties/Woodstock
A view from a room with a sliding glass door leading to an outdoor deck with a wooden fence, a chair, and a bench.

7. 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, (109 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 AU$382
includes taxes & fees
9 Nov - 10 Nov
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
A narrow pathway leading to a row of colorful mobile homes, each with a distinct number and nameplate.

8. Butterfly and Sage: 2 Studios, Shared Yard

Butterfly and Sage: 2 Studios, Shared Yard
Saugerties
The price is AU$540
includes taxes & fees
3 Nov - 4 Nov
Butterfly and Sage: 2 Studios, Shared Yard
A modern kitchen with a granite countertop, stainless steel appliances, and a built-in oven.

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 AU$343
includes taxes & fees
3 Nov - 4 Nov
Campfire Cottage: Fireplace, fire pit & no chores!
A compact kitchen with blue cabinets, a white stove, and yellow chairs.

10. 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 AU$343
includes taxes & fees
3 Nov - 4 Nov
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
A neatly made bed with white bedding and a few colorful pillows, a wooden headboard, and a wall-mounted light fixture.

11. 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 AU$412
includes taxes & fees
3 Nov - 4 Nov
Retro Retreat: renovated 2BR, desk, no chore list!
A hot tub in a natural setting with a tree and a body of water.

12. 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.
The price is AU$561
includes taxes & fees
2 Nov - 3 Nov
Peaceful Riverfront Cottage with Private Hot tub
A two-story house with a balcony, surrounded by a forested area.

13. 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.
Hot Tub * Fireplace * Near Woodstock
A dining area with a chandelier, wooden chairs, a table, and a view through a glass door.

14. 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 AU$799
includes taxes & fees
2 Nov - 3 Nov
Creek Views * Chef’s Kitchen * Walk To Lighthouse
A wooden deck with a wood-burning stove and a door leading to an outdoor area with chairs.

15. 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 AU$339
includes taxes & fees
1 Dec - 2 Dec
Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
A modern two-story house with a deck, a swimming pool, and outdoor seating.

16. Hot Tub * Fireplace * Close To Woodstock

Hot Tub * Fireplace * Close To Woodstock
West Hurley
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful place! "
United States
Cheryl U.
The price is AU$1,287
includes taxes & fees
4 Nov - 5 Nov
Hot Tub * Fireplace * Close To Woodstock
A living room with a leather rug, wooden chairs, a sofa, and a decorative wall hanging.

17. 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 AU$424
includes taxes & fees
30 Nov - 1 Dec
2BR Barnhouse Horse Farm Views by hiking, Phoenicia, Hunter
A kitchen with grey cabinets, a stone floor, and a view of a garden through an open door.

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 AU$640
includes taxes & fees
3 Nov - 4 Nov
Historic Cottage * Steam Shower * Chef’s Kitchen
A living room with a grey sofa, patterned cushions, a side table with a lamp, and large windows offering a view of a snowy landscape.

19. Escape to a stunning two-story home nestled on serene Esopus Creek in Saugerties

Escape to a stunning two-story home nestled on serene Esopus Creek in Saugerties
Saugerties
10.0 out of 10, Exceptional, (3 reviews)
"Lovely, clean, quiet house. Exactly what we needed for a place to stay while we were showing at HITS. Would definitely stay here again!"
United States
Charlotte J.
The price is AU$810
includes taxes & fees
2 Nov - 3 Nov
Escape to a stunning two-story home nestled on serene Esopus Creek in Saugerties
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

Hotel Vienna

Hotel Vienna

10/10 Excellent
"The room is clean."
Marina 2-night trip
Posted 2 hours ago
Hotel Vienna

Find out more about Woodstock

Woodstock Holiday Homes information

Number of reviews
308
Accommodation
847 Holiday Homes
Lowest Price
AU$306
Highest Price
AU$1,287