A calm lake with a sunset reflecting on the water, surrounded by forested hills.

Woodstock Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Woodstock vacation rentals

Property grounds

1. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (291 reviews)
"Wonderful property with an easy check in and checkout process. The property and surrounding areas are beautiful. We would stay here again. "
United States
Anonymous traveler
$303 nightly
The price is $339
Aug 11 - Aug 12
Total with taxes and fees
Streamside Cottage Half Mile to Town of Woodstock
Terrace/patio

2. Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
woodstock
8.8 out of 10, Excellent, (48 reviews)
"A gem just minutes from the heart of Woodstock!"
United States
Susannah H.
$292 nightly
The price is $327
Aug 31 - Sep 1
Total with taxes and fees
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Exterior

3. 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
$301 nightly
The price is $337
Aug 13 - Aug 14
Total with taxes and fees
Hidden Pines - Spacious Charming One Bedroom Woodstock Cottage, Walk to Town!
Interior

4. 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.
$1,267 nightly
The price is $1,418
Aug 14 - Aug 15
Total with taxes and fees
Woodstock Historic Artist Estate - The Museum House
Interior

5. 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, (95 reviews)
"Wonderful stay. "
United States
Chris L.
$240 nightly
The price is $269
Aug 30 - Aug 31
Total with taxes and fees
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Private kitchen

6. Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
9.2 out of 10, Wonderful, (7 reviews)
"The cabin is awesome. Surrounded by forrest you feel like youre the only person in the world. What's even cooler is its off grid but you dont miss a thing. Lights. Music. Bathroom. There were even a couple board games. Outside fire ready to go. Exactly what I was looking for."
United States
Carrie
$181 nightly
The price is $203
Aug 10 - Aug 11
Total with taxes and fees
Woods Cabin-Kingston/Woodstock, NY.
Exterior

7. 'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Saugerties
8.0 out of 10, Very Good, (48 reviews)
"We had an amazing peaceful time at this property. Check in was seamless and we got lots of great recommendations from our hosts that we really enjoyed! It was very private and cozy and really helped us relax and renew! We will definitely be returning. "
United States
Josh M.
$133 nightly
The price is $148
Aug 9 - Aug 10
Total with taxes and fees
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Terrace/patio

8. West Wing - a unique private space w/patio

West Wing - a unique private space w/patio
Shokan
9.8 out of 10, Exceptional, (28 reviews)
"I enjoyed my stay at this lovely, clean, cozy home."
United States
Taela
$178 nightly
The price is $199
Aug 17 - Aug 18
Total with taxes and fees
West Wing - a unique private space w/patio
Coffee/tea maker, fridge, microwave, oven

9. 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.
$220 nightly
The price is $246
Aug 10 - Aug 11
Total with taxes and fees
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Exterior

10. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.5 star property
Catskill
9.6 out of 10, Exceptional, (266 reviews)
"Very clean, supplied burning wood, parking, WiFi, very cozy and comfortable"
United States
Enior
$239 nightly
The price is $258
Aug 10 - Aug 11
Total with taxes and fees
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Interior

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

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (31 reviews)
"The place was amazing! Very easy check in/out process and the host is very responsive. "
United States
Samuel M.
$267 nightly
The price is $299
Aug 19 - Aug 20
Total with taxes and fees
Campfire Cottage: Fireplace, fire pit & no chores!
Terrace/patio

12. Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Kingston
9.4 out of 10, Exceptional, (33 reviews)
"The beds were especially comfortable! "
United States
josh p.
$244 nightly
The price is $273
Aug 10 - Aug 11
Total with taxes and fees
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Premium House, Kitchen, Mountain View | Private kitchen | Coffee/tea maker, full-size fridge, microwave

13. Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (308 reviews)
"Very nice for the price. The full kitchen was great stocked with plates, glasses, pans etc. The beds seemed new and very comfortable and the bathroom was brand new and exceptionally nice. They have definitely been putting effort into updating the rooms and it shows. I would definitely stay there again."
United States
Sean
$125 nightly
The price is $140
Aug 10 - Aug 11
Total with taxes and fees
Starlite Motel
Bar (on property)

14. Jessie's Harvest House

Jessie's Harvest House
Tannersville
10.0 out of 10, Exceptional, (4 reviews)
$229 nightly
The price is $243
Sep 3 - Sep 4
Total with taxes and fees
Jessie's Harvest House
Dining

15. Catskill Kaaterskill Cabin Hot Tub FirePit Sauna

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Lanesville
9.8 out of 10, Exceptional, (18 reviews)
"This was a beautiful little spot and had everything! We loved our 3 night stay."
United States
Holly
$460 nightly
The price is $463
Aug 19 - Aug 20
Total with taxes and fees
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Interior

16. Stunning and Cozy loft apartment in kingston .

Stunning and Cozy loft apartment in kingston .
Kingston
9.4 out of 10, Exceptional, (17 reviews)
"Very cute place, clean and comfortable. "
United States
Robin H.
$237 nightly
The price is $265
Aug 9 - Aug 10
Total with taxes and fees
Stunning and Cozy loft apartment in kingston .
Interior

17. Charming loft cottage in tranquil Germantown with WiFi, AC

Charming loft cottage in tranquil Germantown with WiFi, AC
Germantown
10.0 out of 10, Exceptional, (12 reviews)
"Very clean, comfortable, good location, great communication with host. "
United States
Lisa B.
$233 nightly
The price is $261
Aug 11 - Aug 12
Total with taxes and fees
Charming loft cottage in tranquil Germantown with WiFi, AC
Children's area

18. 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, (1 review)
"House was clean and well kept, perfect for our family weekend trip!"
United States
Edward C.
$340 nightly
The price is $367
Aug 10 - Aug 11
Total with taxes and fees
Cozy 2-bedroom house in Haines Falls near Katterskill falls .
Property grounds

19. Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Palenville
10.0 out of 10, Exceptional, (32 reviews)
"Excellent stay"
United States
Laura S.
$344 nightly
The price is $371
Aug 19 - Aug 20
Total with taxes and fees
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Outdoor spa tub

20. Peaceful Riverfront Cottage with Private Hot tub

Peaceful Riverfront Cottage with Private Hot tub
Lake Katrine
10.0 out of 10, Exceptional, (15 reviews)
"We loved our stay here. It was a beautiful location and central to the places we wanted to visit. It looked brand new and it was very clean. It was quiet and peaceful. The hosts even had little snacks for us which was a nice touch."
United States
Laura M.
$397 nightly
The price is $445
Aug 12 - Aug 13
Total with taxes and fees
Peaceful Riverfront Cottage with Private Hot tub
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

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

10/10 Excellent
"Great, good value place to stay, breakfast included was nice too."
David 1-night trip
Posted less than an hour ago
Hunter Lodge, a Bluebird by Lark

Find out more about Woodstock

Everything you need to know about Woodstock vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Woodstock vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Woodstock vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Woodstock vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Woodstock. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Woodstock in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $140 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Woodstock rentals

At Expedia, we put the best Woodstock vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Woodstock rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Woodstock vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Woodstock. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

The Studio at the Inn at High Falls: This vacation home rental outside of Woodstock is located in a rural location and offers a garden, air-conditioning, and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

How many vacation rentals are there in Woodstock?

Expedia has 75 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 Levon Helm Studios. 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.