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
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

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
The price is AU$464
includes taxes & fees
27 Sept - 28 Sept
Hidden Pines - Spacious Charming One Bedroom Woodstock Cottage, Walk to Town!
An outdoor deck with a table and chairs, surrounded by trees and a wood-burning stove.

2. 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.
Cozy Mid-Century Retreat with Spa Hot Tub
A modern kitchen with a central island, black cabinetry, and pendant lighting.

3. 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 AU$1,389
includes taxes & fees
29 Sept - 30 Sept
Woodstock Historic Artist Estate - The Museum 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.

4. 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, (100 reviews)
"Convenient and comfortable stay"
United States
Cathy G.
The price is AU$374
includes taxes & fees
24 Sept - 25 Sept
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
A modern kitchen with a granite countertop, stainless steel appliances, and a built-in oven.

5. 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$363
includes taxes & fees
23 Sept - 24 Sept
Campfire Cottage: Fireplace, fire pit & no chores!
A bedroom with a bed, a dresser, a vintage-style radio, and a wall-mounted TV.

6. Soft Launch Deal: Butterfly Bungalow Studio

Soft Launch Deal: Butterfly Bungalow Studio
Saugerties
The price is AU$308
includes taxes & fees
24 Sept - 25 Sept
Soft Launch Deal: Butterfly Bungalow Studio
A compact kitchen with blue cabinets, a white stove, and yellow chairs.

7. 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 AU$354
includes taxes & fees
27 Sept - 28 Sept
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
A kitchen with a gas stove, a coffee maker, and a vintage radio.

8. Soft Launch Deal: Butterfly and Sage, Two Studios

Soft Launch Deal: Butterfly and Sage, Two Studios
Saugerties
The price is AU$536
includes taxes & fees
24 Sept - 25 Sept
Soft Launch Deal: Butterfly and Sage, Two Studios
A playground with a water feature and a green structure.

9. 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, (3 reviews)
"Friendly host accommodated all our requests. House is quaint and well-kept and well-stocked for all possible needs."
United States
Simon R.
The price is AU$606
includes taxes & fees
18 Sept - 19 Sept
Cozy 2-bedroom house in Haines Falls near Katterskill falls .
A hot tub in a natural setting with a tree and a body of water in the background.

10. Peaceful Riverfront Cottage with Private Hot tub

Peaceful Riverfront Cottage with Private Hot tub
Lake Katrine
10.0 out of 10, Exceptional, (15 reviews)
"A nice relaxing spot."
United States
Darren F.
The price is AU$618
includes taxes & fees
22 Sept - 23 Sept
Peaceful Riverfront Cottage with Private Hot tub
A living room with a leather rug, wooden chairs, a sofa, and a decorative wall hanging.

11. 2BR Barnhouse Horse Farm Views near hiking, Phoenica, Hunter

2BR Barnhouse Horse Farm Views near hiking, Phoenica, 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$459
includes taxes & fees
30 Sept - 1 Oct
2BR Barnhouse Horse Farm Views near hiking, Phoenica, Hunter
A neatly made bed with white bedding and a few colorful pillows, a wooden headboard, and a wall-mounted light fixture.

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 AU$507
includes taxes & fees
27 Sept - 28 Sept
Retro Retreat: renovated 2BR, desk, no chore list!
A modern house with a hot tub, a deck, and a view of a lake.

13. Chic Waterfront w/ Hot Tub, Sauna and Sky Deck!

Chic Waterfront w/ Hot Tub, Sauna and Sky Deck!
Saugerties
10.0 out of 10, Exceptional, (18 reviews)
"Great stay! Would definitely go back!"
United States
Alexis
The price is AU$1,235
includes taxes & fees
22 Sept - 23 Sept
Chic Waterfront w/ Hot Tub, Sauna and Sky Deck!
A staircase with a metal handrail and a bench with a striped cushion.

14. 3BR Farmhouse in the Village of Saugerties - Hike Upstate - Walk to it all!

3BR Farmhouse in the Village of Saugerties - Hike Upstate - Walk to it all!
Saugerties
10.0 out of 10, Exceptional, (2 reviews)
"Great location, very well-stocked. Would absolutely stay here again."
United States
Kristen R.
The price is AU$688
includes taxes & fees
5 Oct - 6 Oct
3BR Farmhouse in the Village of Saugerties - Hike Upstate - Walk to it all!
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.

15. 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, (2 reviews)
"Perfect for our group of 6"
United States
Patricia S.
The price is AU$816
includes taxes & fees
20 Sept - 21 Sept
Escape to a stunning two-story home nestled on serene Esopus Creek in Saugerties
A dining area with a chandelier, wooden chairs, a table, and a view through a glass door.

16. 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$902
includes taxes & fees
29 Sept - 30 Sept
Creek Views * Chef’s Kitchen * Walk To Lighthouse
A spacious living area with a dining table, sofa, and large windows offering a view of the outdoors.

17. 3BR Modern Home in Kingston - Sleeps 6 -Fire Pit -Game Room -Pet Friendly

3BR Modern Home in Kingston - Sleeps 6 -Fire Pit -Game Room -Pet Friendly
Kingston
10.0 out of 10, Exceptional, (3 reviews)
"great host and property! recommended and would go back."
United States
Themis H.
The price is AU$796
includes taxes & fees
17 Sept - 18 Sept
3BR Modern Home in Kingston - Sleeps 6 -Fire Pit -Game Room -Pet Friendly
A modern kitchen with a granite countertop, stainless steel appliances, and a built-in oven.

18. Double the Fun: Two Houses, Shared Yard & Fire Pit

Double the Fun: Two Houses, Shared Yard & Fire Pit
Kingston
10.0 out of 10, Exceptional, (4 reviews)
"Both houses were vey clean and well kept. I would recommend this to anyone. I would stay here again."
United States
Kelly B.
Double the Fun: Two Houses, Shared Yard & Fire Pit
A cozy living room with a green sofa, a coffee table, a fireplace, and a bookshelf.

19. 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 AU$1,217
includes taxes & fees
22 Sept - 23 Sept
Hot Tub * Fireplace * Near Woodstock
A kitchen with grey cabinets, a stone floor, and a view of a garden through an open door.

20. 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$683
includes taxes & fees
29 Sept - 30 Sept
Historic Cottage * Steam Shower * Chef’s Kitchen
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

10/10 Excellent
"Great place to stay!"
Michael 1-night trip
Posted 3 hours ago
Residence Inn by Marriott Kingston

Find out more about Woodstock

Woodstock Holiday Homes information

Number of reviews
235
Accommodation
867 Holiday Homes
Lowest Price
AU$308
Highest Price
AU$1,389