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
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

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 NZ$557
includes taxes & fees
8 Sept - 9 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)
"We loved the place - beautiful house and setting."
United States
Michele P.
The price is NZ$1,409
includes taxes & fees
3 Sept - 4 Sept
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 NZ$1,551
includes taxes & fees
8 Sept - 9 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, (99 reviews)
"Convenient and comfortable stay"
United States
Cathy G.
The price is NZ$453
includes taxes & fees
3 Sept - 4 Sept
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
A compact kitchen with blue cabinets, a white stove, and yellow chairs.

5. 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$405
includes taxes & fees
9 Sept - 10 Sept
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

6. Soft Launch Deal: Butterfly Bungalow Studio

Soft Launch Deal: Butterfly Bungalow Studio
Saugerties
The price is NZ$391
includes taxes & fees
1 Sept - 2 Sept
Soft Launch Deal: Butterfly Bungalow Studio

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

Soft Launch Deal: Butterfly and Sage, Two Studios
Saugerties
Soft Launch Deal: Butterfly and Sage, Two Studios
A modern kitchen with a granite countertop, stainless steel appliances, and a built-in oven.

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

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (33 reviews)
"The place was amazing! Very easy check in/out process and the host is very responsive. "
United States
Samuel M.
The price is NZ$445
includes taxes & fees
23 Sept - 24 Sept
Campfire Cottage: Fireplace, fire pit & no chores!
A modern kitchen with a central island, bar stools, and a dining area with chairs.

9. House of Tranquility Modern oasis in Saugerties

House of Tranquility Modern oasis in Saugerties
Saugerties
10.0 out of 10, Exceptional, (1 review)
"Gorgeous location!"
United States
Cindy C.
The price is NZ$874
includes taxes & fees
10 Sept - 11 Sept
House of Tranquility Modern oasis in Saugerties
A neatly made bed with white bedding and a few colorful pillows, a wooden headboard, and a wall-mounted light fixture.

10. 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$576
includes taxes & fees
23 Sept - 24 Sept
Retro Retreat: renovated 2BR, desk, no chore list!
A swimming pool with a curved edge, surrounded by stone tiles and lush greenery.

11. Goat Hill Cottage | Heated Pool, Fireplace, Views

Goat Hill Cottage | Heated Pool, Fireplace, Views
Saugerties
10.0 out of 10, Exceptional, (1 review)
"Everything was clean and great also the views were perfect and the towns near by are very welcoming to anyone. We didnt use the pool due to the weather but was an amazing stay in. The rooms felt very comfortable and love that we could control each space temperature. I would love to visit again."
United States
Elmer
Goat Hill Cottage | Heated Pool, Fireplace, Views
A hot tub in a natural setting with a tree and a body of water in the background.

12. 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 NZ$746
includes taxes & fees
3 Sept - 4 Sept
Peaceful Riverfront Cottage with Private Hot tub
A living room with a leather rug, wooden chairs, a sofa, and a decorative wall hanging.

13. 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 NZ$534
includes taxes & fees
28 Sept - 29 Sept
2BR Barnhouse Horse Farm Views near hiking, Phoenica, Hunter
A playground with a water feature and a green structure.

14. 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, (2 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 NZ$732
includes taxes & fees
1 Sept - 2 Sept
Cozy 2-bedroom house in Haines Falls near Katterskill falls .
A kitchen with wooden countertops, a dining table, and chairs. There are jars and cups on the counter.

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, (3 reviews)
"Great tastefully kept property. Our family including the 8 year felt we should have stayed here longer."
United States
Tarun
The price is NZ$358
includes taxes & fees
7 Sept - 8 Sept
Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
A kitchen with grey cabinets, a stone floor, and a view of a garden through an open door.

16. Luxe Historical Style - 2 FP’s & Soaking Tub

Luxe Historical Style - 2 FP’s & Soaking Tub
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$849
includes taxes & fees
1 Sept - 2 Sept
Luxe Historical Style - 2 FP’s & Soaking Tub
A modern kitchen with a granite countertop, stainless steel appliances, and a built-in oven.

17. 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.
The price is NZ$903
includes taxes & fees
23 Sept - 24 Sept
Double the Fun: Two Houses, Shared Yard & Fire Pit
A bedroom with a bed, a TV mounted on the wall, a window with a view of greenery, and a small seating area with a table and chairs.

18. The Studio at the Inn at High Falls

The Studio at the Inn at High Falls
High Falls
8.0 out of 10, Very good, (42 reviews)
"The pictures are misleading"
United States
Jia
The price is NZ$455
includes taxes & fees
1 Sept - 2 Sept
The Studio at the Inn at High Falls
A modern house with a hot tub, a deck, and a view of a lake.

19. 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, (16 reviews)
"Great stay! Would definitely go back!"
United States
Alexis
The price is NZ$1,594
includes taxes & fees
14 Sept - 15 Sept
Chic Waterfront w/ Hot Tub, Sauna and Sky Deck!
A room with a wooden cabinet, a glass door leading to a closet, a blue patterned rug, and a wooden floor.

20. 1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard

1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
Phoenicia
9.2 out of 10, Wonderful, (40 reviews)
"Such a spectacular and unique home- we loved the thoughtful touches placed throughout the house. Beds comfy, kitchen had everything you could need plus more. Easy walking access to great hiking! The front porch is a perfect place to have morning coffee and watch the rabbits!"
United States
joan b.
The price is NZ$642
includes taxes & fees
8 Sept - 9 Sept
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
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

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

10/10 Excellent
"Second stay. Both great experiences! Clean. Close to Omega. Walkable. My daughter and I walked the back streets to a park. Nice area"
kelly 2-night trip
Posted 2 hours ago
Quality Inn Hyde Park Poughkeepsie North

Find out more about Woodstock

Woodstock Holiday Homes information

Number of reviews
5,770
Accommodation
867 Holiday Homes
Lowest Price
NZ$161
Highest Price
NZ$637