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.
$277 nightly
The price is $310
Jan 25 - Jan 26
Total with taxes and fees
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
$264 nightly
The price is $295
Feb 3 - Feb 4
Total with taxes and fees
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.
$855 nightly
The price is $958
Jan 25 - Jan 26
Total with taxes and fees
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.
$649 nightly
The price is $727
Jan 26 - Jan 27
Total with taxes and fees
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.
$308 nightly
The price is $345
Jan 25 - Jan 26
Total with taxes and fees
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, (281 reviews)
"A perfect place to stay by the Mt"
United States
Oleg
$125 nightly
The price is $140
Jan 26 - Jan 27
Total with taxes and fees
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, (134 reviews)
"I loved every single part of the stay "
United States
Srijana
$169 nightly
The price is $183
Jan 26 - Jan 27
Total with taxes and fees
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.
$149 nightly
The price is $152
Jan 29 - Jan 30
Total with taxes and fees
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
$248 nightly
The price is $278
Feb 4 - Feb 5
Total with taxes and fees
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.
$191 nightly
The price is $214
Jan 23 - Jan 24
Total with taxes and fees
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.
$206 nightly
The price is $233
Jan 26 - Jan 27
Total with taxes and fees
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.
$219 nightly
The price is $245
Feb 2 - Feb 3
Total with taxes and fees
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.
$229 nightly
The price is $256
Jan 26 - Jan 27
Total with taxes and fees
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.
$174 nightly
The price is $197
Jan 25 - Jan 26
Total with taxes and fees
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.
$240 nightly
The price is $268
Jan 23 - Jan 24
Total with taxes and fees
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.
$238 nightly
The price is $257
Jan 23 - Jan 24
Total with taxes and fees
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
$131 nightly
The price is $141
Jan 26 - Jan 27
Total with taxes and fees
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.
$164 nightly
The price is $173
Jan 27 - Jan 28
Total with taxes and fees
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, (16 reviews)
"Clean, cozy studio very close to the ski mountain!"
United States
John
$274 nightly
The price is $296
Jan 24 - Jan 25
Total with taxes and fees
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
$172 nightly
The price is $192
Jan 25 - Jan 26
Total with taxes and fees
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

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent
"It was absolutely beautiful!"
Lucila 1-night trip
Posted 1 day ago
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

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?

Private Pickleball Ct - Indoor Hot Tub - Spa Room - Lift Tkts : This vacation home rental outside of Woodstock is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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 SweetHeart Gallery and Colony. Other places in town to visit include Woodstock Music Shop 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.