Holiday Homes in Woodstock

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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Holiday Homes in Woodstock and around

The Farm at Hyde Park
Set amidst lush greenery and mature trees, this charming building features a steeply pitched roof and a brick facade.

The Farm at Hyde Park

9.8 out of 10, Exceptional, (74)
"We were visiting the Culinary Institute highly recommend it."
The Farm at Hyde Park
Cozy year round retreat! Close to skiing, hiking and swimming.
Relax on the covered deck with Adirondack chairs, a table, and a grill for outdoor cooking.

Cozy year round retreat! Close to skiing, hiking and swimming.

10.0 out of 10, Exceptional, (48)
"Summer in the Catskills is a treat and these are the accommodations to enjoy it to its fullest. Can’t wait to stay again!"
Cozy year round retreat! Close to skiing, hiking and swimming.
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
Enjoy a peaceful forest view from the large window, featuring a comfortable bed below.

Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!

10.0 out of 10, Exceptional, (176)
"Loved our stay and the house. Everything was wonderful. I will say it was a little farther than 'a walk into town' and we did Uber everywhere. Everything at the house was great - nice relaxing spot!!"
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
Esopus Creek modern Tiny house Retreat!
Enjoy a romantic dinner for two on this deck with a beautiful floral arrangement and a bottle of wine.

Esopus Creek modern Tiny house Retreat!

9.6 out of 10, Exceptional, (45)
"4 of us stayed for a fishing trip and had a blast. Nice place at a reasonable price. Would stay again. "
The price is €207
includes taxes & fees
17 Aug - 18 Aug
Esopus Creek modern Tiny house Retreat!
Charming cottage with lake access, wood burning fire place, and WiFi
Relax in this inviting living room with a sofa, dresser, and small table.

Charming cottage with lake access, wood burning fire place, and WiFi

2.0 star property
9.0 out of 10, Wonderful, (7)
"Oriana was awesome and I look forward to staying there again."
Charming cottage with lake access, wood burning fire place, and WiFi
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Relax on the deck with Adirondack chairs overlooking a serene landscape.

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

9.0 out of 10, Wonderful, (48)
"Great for in town stays"
The price is €177
includes taxes & fees
11 Aug - 12 Aug
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill
Relax in a spacious bedroom with a large bed, bedside table, and lamp, offering a view of the balcony and adjacent room.

New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill

10.0 out of 10, Exceptional, (18)
"Really enjoyed this place . Very clean , beautiful views, close to Woodstock town !"
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill
Private Waterfront on 6 Acres w/Swimming. Boats.Hot Tub.Fire Pit.Views. Hiking.
Relax in a serene outdoor hot tub area surrounded by trees and a deck.

Private Waterfront on 6 Acres w/Swimming. Boats.Hot Tub.Fire Pit.Views. Hiking.

9.8 out of 10, Exceptional, (78)
"Location is great; close to a lot of hiking opportunities and right in the middle of breathtaking scenery. The house was clean and provided excellent accomodations."
The price is €620
includes taxes & fees
10 Aug - 11 Aug
Private Waterfront on 6 Acres w/Swimming. Boats.Hot Tub.Fire Pit.Views. Hiking.
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, gas stove, and wooden cabinets.

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

2.0 star property
8.8 out of 10, Excellent, (17)
"Thank you so much for an amazing stay"
The price is €304
includes taxes & fees
12 Aug - 13 Aug
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
Dog friendly private 3-bedroom house bordering the Mohonk Preserve
Escape to a secluded cabin nestled among the trees, with a charming front porch and staircase leading to the upper level.

Dog friendly private 3-bedroom house bordering the Mohonk Preserve

10.0 out of 10, Exceptional, (7)
Dog friendly private 3-bedroom house bordering the Mohonk Preserve
Charming Catskill getaway walking distance to Main St. Pet-friendly!
Enjoy cooking in this well-lit kitchen with a central island and modern appliances.

Charming Catskill getaway walking distance to Main St. Pet-friendly!

10.0 out of 10, Exceptional, (3)
"We had a great stay here! The check in process was super easy and Jiyon was very communicative. The house was super comfortable and conveniently located for a weekend of hiking. Would definitely stay here again!"
Charming Catskill getaway walking distance to Main St. Pet-friendly!
STUNNING VACATION AND SKI HOME - Hudson Valley, Woodstock, Hunter
Enjoy cooking in this well-lit kitchen with a central island and stainless steel appliances.

STUNNING VACATION AND SKI HOME - Hudson Valley, Woodstock, Hunter

10.0 out of 10, Exceptional, (48)
"We loved our time out here and hope to be back soon!"
STUNNING VACATION AND SKI HOME - Hudson Valley, Woodstock, Hunter
Secluded family retreat within minutes of Woodstock village
Relax on the deck with a sofa, armchairs, and ottomans, taking in the view of the wooded area.

Secluded family retreat within minutes of Woodstock village

10.0 out of 10, Exceptional, (41)
"My wife and I came for just the weekend and enjoyed the house as always! Comfortable, clean, spacious, and convenient to everything yet quiet as can be. "
Secluded family retreat within minutes of Woodstock village
The Studio at the Inn at High Falls
Situated in a lush forest, this cabin offers a serene retreat with a symmetrical facade and a well-manicured lawn.

The Studio at the Inn at High Falls

8.0 out of 10, Very good, (26)
"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 €235
includes taxes & fees
10 Aug - 11 Aug
The Studio at the Inn at High Falls
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
Private kitchen

Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

The price is €449
includes taxes & fees
11 Aug - 12 Aug
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
The Loft At The Inn At High Falls
Cozy attic bedroom with a large bed, bedside table, and window.

The Loft At The Inn At High Falls

9.2 out of 10, Wonderful, (16)
"this was just a lovely stay all around!! Will absolutely stay there again!"
The price is €310
includes taxes & fees
10 Aug - 11 Aug
The Loft At The Inn At High Falls
Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool!
Relax by the serene pool surrounded by lush greenery and trees.

Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool!

10.0 out of 10, Exceptional, (63)
"This was an excellent place to stay in such a beautiful area."
Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool!
Stylish Cozy Home with Gorgeous Views!
Enjoy cooking in this well-equipped kitchen with a central island and modern appliances.

Stylish Cozy Home with Gorgeous Views!

10.0 out of 10, Exceptional, (25)
"Second time staying here; check in and out is super easy. Place is beautiful and comfortable. Perfect place to relax."
Stylish Cozy Home with Gorgeous Views!
Heart of Hunter Village; across MT!Spring Special3rd night half OFF!” W/weekend
Relax in a serene outdoor setting surrounded by a mature tree and beautifully manicured lawn.

Heart of Hunter Village; across MT!Spring Special3rd night half OFF!” W/weekend

9.6 out of 10, Exceptional, (76)
"House was very clean. Property managers were very responsive to check in and check out time and anything we needed during our stay. Very close to the mountain and beautiful location. Would highly recommend."
Heart of Hunter Village; across MT!Spring Special3rd night half OFF!” W/weekend
The Catskills Red Barn-near Belleayre
Set amidst a serene forest, this charming archway offers a glimpse into a tranquil retreat.

The Catskills Red Barn-near Belleayre

10.0 out of 10, Exceptional, (45)
"Blythe is super helpful. We had a fantastic night in the cabin, which had so much character. Belleayre is so close, it’s a great little getaway to go and have some fun. "
The Catskills Red Barn-near Belleayre
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

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Spacious room, comfortable. nice staff. Facilities well equipped equipped "
Rivka 2-night trip
Posted 1 day ago
Hotel Vienna