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

Holiday Homes in Woodstock

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 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
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
Hidden Pines - Spacious Charming One Bedroom Woodstock Cottage, Walk to Town!
A modern kitchen with a large island, a sink, and wooden stools.

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 NZ$1,114
includes taxes & fees
15 Nov - 16 Nov
Woodstock Historic Artist Estate - The Carriage House
An outdoor deck with a table and chairs, surrounded by trees and a wood-burning stove.

3. 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 NZ$1,461
includes taxes & fees
21 Oct - 22 Oct
Cozy Mid-Century Retreat with Spa Hot Tub
A modern kitchen with a central island, black cabinetry, and pendant lighting.

4. Woodstock Historic Artist Estate - The Museum House

Woodstock Historic Artist Estate - The Museum House
Woodstock
10.0 out of 10, Exceptional, (13 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 NZ$1,474
includes taxes & fees
19 Oct - 20 Oct
Woodstock Historic Artist Estate - The Museum House
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, (13 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 NZ$1,734
includes taxes & fees
15 Nov - 16 Nov
Woodstock historic artist estate - The Pond House
A view from a room with a sliding glass door leading to an outdoor deck with a wooden fence, a chair, and a bench.

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, (105 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 NZ$434
includes taxes & fees
9 Nov - 10 Nov
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
A kitchen with a stove, cabinets, and a microwave.

7. Butterfly Bungalow Studio · Saugerties/Woodstock

Butterfly Bungalow Studio · Saugerties/Woodstock
Saugerties
10.0 out of 10, Exceptional, (1 review)
The price is NZ$381
includes taxes & fees
20 Oct - 21 Oct
Butterfly Bungalow Studio · Saugerties/Woodstock
A room with a dark blue wall, two wooden chairs with yellow cushions, a round wooden table, and three framed botanical illustrations.

8. Butterfly and Sage: 2 Studios, Shared Yard

Butterfly and Sage: 2 Studios, Shared Yard
Saugerties
The price is NZ$682
includes taxes & fees
20 Oct - 21 Oct
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 NZ$440
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, (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 NZ$428
includes taxes & fees
2 Nov - 3 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 NZ$524
includes taxes & fees
2 Nov - 3 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 NZ$772
includes taxes & fees
19 Oct - 20 Oct
Peaceful Riverfront Cottage with Private Hot tub
A sectional sofa with matching ottomans, a small table with a lamp, and a patterned rug on a wooden floor.

13. Country House offers 2 bedrooms and a den, lots of parking.

Country House offers 2 bedrooms and a den, lots of parking.
Saugerties
10.0 out of 10, Exceptional, (2 reviews)
"Great house for a last minute getaway. Super clean house!!! Such a cute house with a lovely porch and view. We loved looking at the vintage books on the bookshelf! House had everything we needed, towels, and even shampoo. Would stay again. Location was great too. Centrally located near many attractions but rural enough to relax!"
United States
kristen d.
The price is NZ$610
includes taxes & fees
16 Nov - 17 Nov
Country House offers 2 bedrooms and a den, lots of parking.
A cozy living room with a green sofa, a coffee table, a fireplace, and a bookshelf.

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 NZ$2,208
includes taxes & fees
12 Nov - 13 Nov
Hot Tub * Fireplace * Near Woodstock
A dining area with a chandelier, wooden chairs, a table, and a view through a glass door.

15. 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 NZ$1,029
includes taxes & fees
16 Nov - 17 Nov
Creek Views * Chef’s Kitchen * Walk To Lighthouse
A living room with a white armchair, a grey sofa, a large green plant, and a wooden coffee table. A staircase with white railings leads to an upper floor.

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.
The price is NZ$961
includes taxes & fees
28 Oct - 29 Oct
Hot Tub; Big Kitchen; 2 Blocks to Downtown Saugerties
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 NZ$552
includes taxes & fees
16 Nov - 17 Nov
2BR Barnhouse Horse Farm Views by hiking, Phoenicia, Hunter
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.

18. 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 NZ$1,076
includes taxes & fees
20 Oct - 21 Oct
Escape to a stunning two-story home nestled on serene Esopus Creek in Saugerties
A kitchen with grey cabinets, a stone floor, and a view of a garden through an open door.

19. 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 NZ$894
includes taxes & fees
3 Nov - 4 Nov
Historic Cottage * Steam Shower * Chef’s Kitchen
A modern two-story house with a deck, a swimming pool, and outdoor seating.

20. 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 NZ$1,696
includes taxes & fees
2 Nov - 3 Nov
Hot Tub * Fireplace * Close To Woodstock
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

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

10/10 Excellent
"My husband and I have stayed at this hotel previously we are returned visitors. Our room was immaculate. We had a balcony that overlooked the beautiful mountains and gorgeous trees in the fall. The room itself was impeccable the bathroom Stella. I would definitely recommend this hotel to anyone. There were many families there and enjoyed the breakfast bagels, cereal, coffee, oatmeal, and or yogurt where we ate for breakfast was very clean. I must mention that there’s a beautiful sitting room in the lobby for comfort reading this games very quaint. It is dog, friendly only certain rooms. The outside has a beautiful balcony. The landscaping was very inviting. There are tables and chairs outside that you can sit and you can even have a fire in the evening. It’s a very welcoming place. Definitely recommend."
Lawrence 1-night trip
Posted 8 hours ago
Hunter Lodge, a Bluebird by Lark

Find out more about Woodstock

Woodstock Holiday Homes information

Number of reviews
286
Accommodation
867 Holiday Homes
Lowest Price
NZ$381
Highest Price
NZ$2,208