Roundout Resevoir in Catskill mountains of New York in sunset time. Colorful trees and calm lake

Woodstock Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Woodstock vacation rentals

WiFi, bed sheets

Botanical Studio Retreat in the Heart of Woodstock

Botanical Studio Retreat in the Heart of Woodstock
Woodstock
8.0 out of 10, Very Good, (1 review)
"It was good."
United States
Andrew A.
$318 nightly
The price is $356
Jul 13 - Jul 14
Total with taxes and fees
Botanical Studio Retreat in the Heart of Woodstock
1 bedroom, WiFi, bed sheets

Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!

Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!
Woodstock
8.4 out of 10, Very Good, (12 reviews)
"Great location !"
United States
greg h.
$292 nightly
The price is $328
Jun 29 - Jun 30
Total with taxes and fees
Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!
Terrace/patio

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)
"We were warm and cozy in the beautiful snowy woods. Thank you. "
United States
Brigit B.
$296 nightly
The price is $332
Jun 24 - Jun 25
Total with taxes and fees
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Outdoor pool, a heated pool

Well-lit apartment. Overlook fields & woods. Near music, dining, cafes, hiking

Well-lit apartment. Overlook fields & woods. Near music, dining, cafes, hiking
Woodstock
10.0 out of 10, Exceptional, (22 reviews)
"Excellent VRBO, excellent Host! Would stay here again, if returned to area. Good location, apartment great size, clean, views out windows great, Sam, the Host, is warm, friendly, communicative! Thank you!"
United States
Dawn D.
$304 nightly
The price is $340
Jun 28 - Jun 29
Total with taxes and fees
Well-lit apartment. Overlook fields & woods. Near music, dining, cafes, hiking
Iron/ironing board, WiFi, bed sheets

Hidden Pines - Spacious Charming One Bedroom Woodstock Cottage, Walk to Town!

Hidden Pines - Spacious Charming One Bedroom Woodstock Cottage, Walk to Town!
Woodstock
$298 nightly
The price is $334
Jun 23 - Jun 24
Total with taxes and fees
Hidden Pines - Spacious Charming One Bedroom Woodstock Cottage, Walk to Town!
Outdoor dining

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.
$754 nightly
The price is $844
Jun 25 - Jun 26
Total with taxes and fees
Cozy Mid-Century Retreat with Spa Hot Tub
Smart TV, books

Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi

Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi
Woodstock
10.0 out of 10, Exceptional, (12 reviews)
$248 nightly
The price is $278
Jun 29 - Jun 30
Total with taxes and fees
Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi
Hair dryer, towels, soap, toilet paper

Beautiful Top Floor Unit in Downtown Woodstock!

Beautiful Top Floor Unit in Downtown Woodstock!
Woodstock
8.0 out of 10, Very Good, (2 reviews)
"Great location"
United States
Ivona H.
$335 nightly
The price is $375
Jul 13 - Jul 14
Total with taxes and fees
Beautiful Top Floor Unit in Downtown Woodstock!
Outdoor dining

Private Yacht on Catskill Creek

Private Yacht on Catskill Creek
Catskill
9.8 out of 10, Exceptional, (28 reviews)
"Host was very responsive and ensured a fun stay for us."
United States
Yannie C.
$250 nightly
The price is $279
Jun 23 - Jun 24
Total with taxes and fees
Private Yacht on Catskill Creek
Dining

Charming Yacht on Catskill Creek

Charming Yacht on Catskill Creek
Catskill
9.0 out of 10, Wonderful, (13 reviews)
"Melissa was very welcoming and attentive during my stay. The boat was lovely and well maintained."
United States
Marcello C.
$230 nightly
The price is $257
Jun 23 - Jun 24
Total with taxes and fees
Charming Yacht on Catskill Creek
Property grounds

Beautiful Yacht on Catskill Creek

Beautiful Yacht on Catskill Creek
Catskill
10.0 out of 10, Exceptional, (21 reviews)
"So much fun for me and my boys to stay. AJ and Melissa are great hosts!"
United States
Amy G.
$288 nightly
The price is $322
Jun 23 - Jun 24
Total with taxes and fees
Beautiful Yacht on Catskill Creek
Exterior

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
Catskill
9.6 out of 10, Exceptional, (249 reviews)
"Really great location and near great area."
United States
Sherwin
$218 nightly
The price is $235
Jul 23 - Jul 24
Total with taxes and fees
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Private kitchen

Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
10.0 out of 10, Exceptional, (1 review)
"Oh, I gave this property excellent scores for all the questions but I am reminded now by the suggestions for what to write about about the fact that it listed an Ocean view, which is obviously a mistake. It’s nowhere near the ocean. There’s no ocean view. It is in the woods it’s secluded.I actually took a very little walk in the middle of the night in the dark using my cell phone flashlight and got kind of lost for a while, but managed to find my way back. That was quite an interesting...
United States
Michael H.
$154 nightly
The price is $172
Jun 23 - Jun 24
Total with taxes and fees
Woods Cabin-Kingston/Woodstock, NY.
Interior

Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet

Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
Stone Ridge
9.4 out of 10, Exceptional, (24 reviews)
"Very nice location to our day trips along the Hudson and the Catskills Nice having a kitchen Good for a couple looking for a nice getaway"
United States
Mark
$161 nightly
The price is $164
Jul 5 - Jul 6
Total with taxes and fees
Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
Exterior

'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, (47 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.
$145 nightly
The price is $162
Jun 24 - Jun 25
Total with taxes and fees
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Fridge, microwave, oven, stovetop

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.
$236 nightly
The price is $264
Jun 23 - Jun 24
Total with taxes and fees
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Premium House, Kitchen, Mountain View | Private kitchen | Full-size fridge, microwave, coffee/tea maker

Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (305 reviews)
"Just what me and my two boys needed for our short ski weekend. Very efficient little apartment with well equipped kitchen. So close to Belleayre and very nice welcome from the host."
United States
Peter
$125 nightly
The price is $140
Jun 23 - Jun 24
Total with taxes and fees
Starlite Motel
Terrace/patio

Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet

Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
Stone Ridge
$280 nightly
The price is $284
Jul 14 - Jul 15
Total with taxes and fees
Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
Exterior

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Catskill
9.6 out of 10, Exceptional, (40 reviews)
"We Absolutely loved our weekend stay here! Beautiful property and just as described!!! Will definitely be back!!!"
United States
Jessica R.
$315 nightly
The price is $353
Jun 23 - Jun 24
Total with taxes and fees
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
1 bedroom, free WiFi, bed sheets

The Studio at the Inn at High Falls

The Studio at the Inn at High Falls
High Falls
8.2 out of 10, Very Good, (36 reviews)
$239 nightly
The price is $267
Jun 23 - Jun 24
Total with taxes and fees
The Studio at the Inn at High Falls
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Woodstock Hotel Reviews

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

10/10 Excellent
"This hotel is a very old historic hotel. It has several different locations around the property to stay in. The restaurant was very good. The town is a fun place to visit. I would recommend this hotel."
annemarie 1-night trip
Posted 1 hour ago
Beekman Arms and Delamater Inn

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?

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!: This vacation home rental outside of Woodstock is located on a river and has a fireplace, a patio, and a barbecue grill 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 74 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 Woodstock Golf Club and Catskill State Park.

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.