Holiday Homes in Woodstock

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Featured Holiday Homes in Woodstock and around

Our top choices for Woodstock holiday homes

Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi

9.8 out of 10, Exceptional, (7)
The price is €309
includes taxes & fees
14 Sept - 15 Sept
Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi

Fall Foliage Getaway!

10.0 out of 10, Exceptional, (11)
"A wonderful home on a great setting."
Fall Foliage Getaway!

Woodstock historic artist estate - The Pond House

10.0 out of 10, Exceptional, (10)
"Beautiful and relaxing home, very open. It’s like being outside, inside. Lots of nature to explore on the property too. "
The price is €953
includes taxes & fees
21 Sept - 22 Sept
Woodstock historic artist estate - The Pond House

Woodstock Historic Artist Estate - The Carriage House

9.8 out of 10, Exceptional, (43)
"We absolutely love this place! Comfortable and great location! It’s our second time staying there and can’t wait to go back!"
The price is €654
includes taxes & fees
21 Sept - 22 Sept
Woodstock Historic Artist Estate - The Carriage House

Woodstock Historic Artist Estate - The Museum House

10.0 out of 10, Exceptional, (6)
"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!"
The price is €908
includes taxes & fees
1 Oct - 2 Oct
Woodstock Historic Artist Estate - The Museum House

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

10.0 out of 10, Exceptional, (4)
"Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!"
The price is €197
includes taxes & fees
10 Sept - 11 Sept
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

The Studio at the Inn at High Falls

8.0 out of 10, Very good, (27)
"I had a great stay here, it’s just as listed; simple but has everything that I needed, check in was easy, communication was good, and bed was comfortable!"
The price is €240
includes taxes & fees
1 Sept - 2 Sept
The Studio at the Inn at High Falls

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

9.6 out of 10, Exceptional, (11)
"Very clean and nice inside. Host was very communicative. "
The price is €288
includes taxes & fees
14 Sept - 15 Sept
Retro Retreat: renovated 2BR, desk, no chore list!

Sioux Tipi on Chloe's Lake

9.6 out of 10, Exceptional, (5)
"This was such a cool experience Id love to go back! "
The price is €129
includes taxes & fees
7 Sept - 8 Sept
Sioux Tipi on Chloe's Lake

Cozy Bedroom With Fireplace

The price is €179
includes taxes & fees
5 Sept - 6 Sept
Cozy Bedroom With Fireplace

Modern Luxurious Cabin, Catskills - The Tiny Nook

10.0 out of 10, Exceptional, (5)
"The place was clean and just like the pictures. The hosts we great and communication was great. Definitely will stay here again. Already recommended it to a few friends!"
The price is €299
includes taxes & fees
3 Sept - 4 Sept
Modern Luxurious Cabin, Catskills - The Tiny Nook

Jessie's Harvest House

10.0 out of 10, Exceptional, (1)
"For the location it is located it is a great place to stay. The rooms were clean and the beds and sheets were great. There is a restaurant on property so need to go far for something to eat. If I am ever in the area again I would definitely stay again. "
The price is €168
includes taxes & fees
2 Sept - 3 Sept
Jessie's Harvest House

West Wing - a unique private space w/patio

9.8 out of 10, Exceptional, (16)
"Very clean house and great service "
The price is €175
includes taxes & fees
1 Sept - 2 Sept
West Wing - a unique private space w/patio

Newly Renovated Ski House in Windham

10.0 out of 10, Exceptional, (5)
"We had a great time during our stay, the owner was super helpful and we had everything that we needed for a nice ski getaway!"
Newly Renovated Ski House in Windham

100ft of Forest Light - Modern Catskills Escape

2.0 star property
The price is €447
includes taxes & fees
1 Sept - 2 Sept
100ft of Forest Light - Modern Catskills Escape

Esopus Creek modern Tiny house Retreat!

9.8 out of 10, Exceptional, (49)
"We stayed one night, and it was great! We met one of the owners too. He was very nice and helpful. The property was neat and clean. It has one bedroom, one loft bedroom area, and one pull out couch. We really enjoyed our stay!"
The price is €211
includes taxes & fees
1 Sept - 2 Sept
Esopus Creek modern Tiny house Retreat!

Tiny Cabin #3 by Windham NY Escape 'Forest View'

The price is €299
includes taxes & fees
14 Sept - 15 Sept
Tiny Cabin #3 by Windham NY Escape 'Forest View'

The Meyer: spacious family home with hot tub minutes to downtown New Paltz

10.0 out of 10, Exceptional, (8)
"We loved our stay at this house. There were TONS of amenities, plenty of room and very clean. The backyard is lovely and we totally enjoyed the hot tub. Would definitely recommend!"
The price is €340
includes taxes & fees
28 Sept - 29 Sept
The Meyer: spacious family home with hot tub minutes to downtown New Paltz

The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!

10.0 out of 10, Exceptional, (1)
"The Hensonville Honeypot was pretty great! We were a group of three couples, three teen boys and a teen girl. The three masters, bunk room and queen room fit our needs perfectly. The game barn was a great hit and the hot tub was "
The price is €717
includes taxes & fees
14 Sept - 15 Sept
The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!

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

2.0 star property
9.0 out of 10, Wonderful, (20)
"Thank you so much for an amazing stay"
The price is €321
includes taxes & fees
2 Sept - 3 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

Find out more about Woodstock

Find out more about Woodstock

Woodstock Holiday Homes information

Number of reviews
Accommodation
1038 Holiday Homes
Lowest Price
€211
Highest Price
€529