Woodstock Vacation Rentals

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Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Woodstock vacation rentals

Terrace/patio

Cottage in woodstock

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
9.0 out of 10, Wonderful, (46 reviews)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
United States
Paul H.
The price is ￥28,462
￥49,056 total
includes taxes & fees
Jan 25 - Jan 26
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
1 bedroom, WiFi, bed sheets

Apartment in Woodstock

Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!
8.2 out of 10, Very Good, (10 reviews)
"Great place. Great location "
United States
Anonymous traveler
The price is ￥16,081
￥46,701 total
includes taxes & fees
Jan 26 - Jan 27
Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!
Interior

Vacation Home in Woodstock

Woodstock Historic Artist Estate - The Museum House
9.8 out of 10, Exceptional, (7 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 ￥86,666
￥151,432 total
includes taxes & fees
Jan 20 - Jan 21
Woodstock Historic Artist Estate - The Museum House
Property grounds

Vacation Home in Woodstock

Fall Foliage Getaway!
10.0 out of 10, Exceptional, (12 reviews)
"We booked this home in August and the property owner has been accessible ever since! His home is perfect!! The bedrooms and bathrooms were perfect for.us and another couple to stay...kitchen had everything we needed! The home is a perfect distance from town as well as hiking trails and the outdoor firepit atea is a perfect way to unwind after a busy day exploring the area!We will def book this again!"
United States
Gina V.
The price is ￥51,073
￥115,997 total
includes taxes & fees
Jan 20 - Jan 21
Fall Foliage Getaway!
Smart TV, books

Apartment in Woodstock

Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi
10.0 out of 10, Exceptional, (11 reviews)
"In the heart of woodstock, walking distance to any of the shops and restaurants, even grocery stores!! For the low price, it was a great place to stay, great quiet area and felt so safe!"
United States
Eden C.
The price is ￥24,256
￥55,149 total
includes taxes & fees
Jan 20 - Jan 21
Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi
Premium House, Kitchen, Mountain View | Private kitchen | Full-size fridge, microwave, coffee/tea maker

Aparthotel in Big Indian

Starlite Motel
2.5 star property
9.2 out of 10, Wonderful, (280 reviews)
"Awesome place to stay!"
United States
Earl
The price is ￥19,765
￥22,137 total
includes taxes & fees
Jan 20 - Jan 21
Starlite Motel
View from property

Cabin in Catskill

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
9.6 out of 10, Exceptional, (131 reviews)
"I loved every single part of the stay "
United States
Srijana
The price is ￥17,337
￥25,556 total
includes taxes & fees
Jan 27 - Jan 28
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Interior

Apartment in Stone Ridge

Cozy Apartment with Sauna in Historic Stone Ridge
9.0 out of 10, Wonderful, (15 reviews)
"Clean cozy will be staying again"
United States
Michael C.
The price is ￥8,602
￥24,003 total
includes taxes & fees
Jan 22 - Jan 23
Cozy Apartment with Sauna in Historic Stone Ridge
2 bedrooms, desk, free WiFi, bed sheets

Vacation Home in Kingston

Retro Retreat: renovated 2BR, desk, no chore list!
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 ￥11,068
￥43,919 total
includes taxes & fees
Feb 4 - Feb 5
Retro Retreat: renovated 2BR, desk, no chore list!
Interior

Cottage in Germantown

Charming loft cottage in tranquil Germantown with WiFi, AC
10.0 out of 10, Exceptional, (9 reviews)
"Sparkling clean, lovely and cozy hideaway. We only stayed overnight, but the kitchenette would be perfect for a longer stay. Hope we can come back sometime and stay longer."
United States
Peter S.
The price is ￥17,235
￥34,002 total
includes taxes & fees
Jan 21 - Jan 22
Charming loft cottage in tranquil Germantown with WiFi, AC
Property grounds

Apartment in Rhinebeck Village

Private Studio Close to Downtown Rhinebeck
9.8 out of 10, Exceptional, (27 reviews)
"Beautiful place has a great stay!"
United States
Heather O.
The price is ￥12,966
￥36,848 total
includes taxes & fees
Jan 20 - Jan 21
Private Studio Close to Downtown Rhinebeck
Terrace/patio

Apartment in Kingston

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
9.6 out of 10, Exceptional, (27 reviews)
"Very clean very comfortable beds."
United States
Millgate F.
The price is ￥14,231
￥37,544 total
includes taxes & fees
Jan 20 - Jan 21
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Interior

Vacation Home in Kingston

Campfire Cottage: Fireplace, fire pit & no chores!
10.0 out of 10, Exceptional, (31 reviews)
"Great multi-week stay! Would certainly stay again. "
United States
Jim R.
The price is ￥12,017
￥39,138 total
includes taxes & fees
Jan 21 - Jan 22
Campfire Cottage: Fireplace, fire pit & no chores!
Property grounds

Apartment in Staatsburg

Mid-Century DJ’s Dream
10.0 out of 10, Exceptional, (44 reviews)
"Great host and excellent accommodations! "
United States
Elaine L.
The price is ￥17,670
￥31,080 total
includes taxes & fees
Jan 22 - Jan 23
Mid-Century DJ’s Dream
1 bedroom, free WiFi, bed sheets

Vacation Home in High Falls

The Studio at the Inn at High Falls
8.0 out of 10, Very Good, (34 reviews)
"Just wasn't our cup of tea. Quiet location, close to attractions, and easy to find. "
United States
William K.
The price is ￥17,789
￥42,415 total
includes taxes & fees
Jan 20 - Jan 21
The Studio at the Inn at High Falls
Outdoor dining

Cottage in Catskill

Charming Cottage in the Heart of Catskill & Pet Friendly
10.0 out of 10, Exceptional, (21 reviews)
"Perfect place for a visit to the Hudson Valley. Very comfortable and well taken care of. Friendly neighbors. 3 blocks from Downtown Catskill"
United States
Kirk N.
The price is ￥15,369
￥38,458 total
includes taxes & fees
Jan 21 - Jan 22
Charming Cottage in the Heart of Catskill & Pet Friendly
Exterior

Apartment in Windham

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
9.2 out of 10, Wonderful, (41 reviews)
"Great place for an incredible price. We would definitely stay here again."
United States
Jason
The price is ￥12,096
￥21,602 total
includes taxes & fees
Jan 20 - Jan 21
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Bar (on property)

Chalet in Tannersville

Jessie's Harvest House Suite
10.0 out of 10, Exceptional, (3 reviews)
"Perfect, clean space for a quick overnight. Very close proximity to all that the area has to offer."
United States
Matthew M.
The price is ￥14,863
￥27,373 total
includes taxes & fees
Jan 20 - Jan 21
Jessie's Harvest House Suite
Exterior

Chalet in Hunter

1 Mile From Ski Slope and Festivals - 125 Nightly Fee
9.2 out of 10, Wonderful, (15 reviews)
"Beautiful location in a well kept property! Highly recommend it."
United States
Robert
The price is ￥26,880
￥43,034 total
includes taxes & fees
Jan 20 - Jan 21
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Terrace/patio

Cottage in Saugerties

Country Cottage with beautiful views and easy access to Catskills activities.
10.0 out of 10, Exceptional, (13 reviews)
"Great spot!"
United States
Dylan
The price is ￥17,646
￥30,387 total
includes taxes & fees
Jan 20 - Jan 21
Country Cottage with beautiful views and easy access to Catskills activities.
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

Hampton Inn Kingston

Hampton Inn Kingston

10/10 Excellent
"Everything was great!"
Janine 7-night trip
Posted 2 days ago
Hampton Inn Kingston

Find out more about Woodstock

Search for holiday rentals in Woodstock on Expedia! You can easily find your home rentals, villas, holiday apartments in Woodstock using one of the methods below:

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Frequently asked questions

Are there vacation rentals in Woodstock?

Yes, there are vacation rentals close to well known attractions in Woodstock, or you can choose a more secluded option if you want a relaxing place to stay. The forests and art scene are just a few reasons why tourists like Woodstock. Make sure you have time to check out the riverfront and mountain views during your trip.

What's the top vacation rental in Woodstock?

Esopus Creek modern Tiny house Retreat!: This vacation home rental outside of Woodstock is located on a river and has a fireplace, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Woodstock?

Expedia has 69 vacation rentals for your stay in Woodstock.

What can I see and do in Woodstock?

Enjoy the outdoors at Overlook Mountain Trailhead and The Comeau Property, or simply take in cultural attractions like Colony and SweetHeart Gallery. Other places in town to visit include Catskill State Park and Woodstock Music Shop.

What are vacation rentals like in Woodstock?

Vacation rentals are privately owned properties you can reserve for several days or longer in Woodstock. Vacation rentals feature extras such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for family gatherings.