Woodstock Vacation Rentals

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Our top choices for Woodstock vacation rentals

$242 nightly
The price is $272
Mar 16 - Mar 17
Total with taxes and fees
Botanical Studio Retreat in the Heart of Woodstock
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.
$250 nightly
The price is $280
Mar 30 - Mar 31
Total with taxes and fees
Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi
9.0 out of 10, Wonderful, (46 reviews)
"A gem just minutes from the heart of Woodstock!"
United States
Susannah H.
$270 nightly
The price is $302
Mar 8 - Mar 9
Total with taxes and fees
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Vacation Home in Woodstock

Fall Foliage Getaway!
10.0 out of 10, Exceptional, (12 reviews)
"We loved the place - beautiful house and setting."
United States
Michele P.
$654 nightly
The price is $732
Mar 10 - Mar 11
Total with taxes and fees
Fall Foliage Getaway!
$243 nightly
The price is $272
Mar 17 - Mar 18
Total with taxes and fees
Beautiful Top Floor Unit in Downtown Woodstock!
8.2 out of 10, Very Good, (10 reviews)
"Great location !"
United States
greg h.
$272 nightly
The price is $305
Mar 16 - Mar 17
Total with taxes and fees
Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!
9.8 out of 10, Exceptional, (9 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.
$845 nightly
The price is $947
Mar 12 - Mar 13
Total with taxes and fees
Woodstock Historic Artist Estate - The Museum House
9.6 out of 10, Exceptional, (164 reviews)
"The cabin was very clean and cozy"
United States
Azma
$149 nightly
The price is $161
Mar 11 - Mar 12
Total with taxes and fees
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
9.8 out of 10, Exceptional, (36 reviews)
"Cozy and a great front porch to enjoy morning coffee and the evenings."
United States
Crystal B.
$303 nightly
The price is $339
Mar 8 - Mar 9
Total with taxes and fees
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
$275 nightly
The price is $284
Mar 8 - Mar 9
Total with taxes and fees
"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing
10.0 out of 10, Exceptional, (10 reviews)
"Very clean, comfortable, good location, great communication with host. "
United States
Lisa B.
$189 nightly
The price is $212
Mar 11 - Mar 12
Total with taxes and fees
Charming loft cottage in tranquil Germantown with WiFi, AC
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
Mar 8 - Mar 9
Total with taxes and fees
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
9.8 out of 10, Exceptional, (17 reviews)
"Best gateway "
United States
Michael D.
$483 nightly
The price is $488
Mar 8 - Mar 9
Total with taxes and fees
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
10.0 out of 10, Exceptional, (29 reviews)
"Best place ever!!"
United States
LaurapatOsterwald S.
$342 nightly
The price is $369
Mar 6 - Mar 7
Total with taxes and fees
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
9.6 out of 10, Exceptional, (15 reviews)
"House was very clean, host was welcoming "
United States
David C.
$260 nightly
The price is $282
Mar 9 - Mar 10
Total with taxes and fees
Peaceful Cabin w/ Fire Pit & Creek Access
9.8 out of 10, Exceptional, (27 reviews)
"Beautiful place has a great stay!"
United States
Heather O.
$219 nightly
The price is $248
Mar 12 - Mar 13
Total with taxes and fees
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

Vacation Home in High Falls

The Studio at the Inn at High Falls
8.0 out of 10, Very Good, (34 reviews)
"The location and layout cozy and warm. The odor of the water and bathroom like sulfer.Coffee seemed old pot did not work right.Could not get hot water for a shower either."
United States
dianna i.
$240 nightly
The price is $268
Mar 6 - Mar 7
Total with taxes and fees
The Studio at the Inn at High Falls
10.0 out of 10, Exceptional, (15 reviews)
"Cozy and beautiful house. "
United States
Seung L.
Country Cottage with beautiful views and easy access to Catskills activities.

Aparthotel in Big Indian

Starlite Motel
2.5 star property
9.2 out of 10, Wonderful, (293 reviews)
"A perfect place to stay by the Mt"
United States
Oleg
$125 nightly
The price is $140
Mar 9 - Mar 10
Total with taxes and fees
Starlite Motel
9.8 out of 10, Exceptional, (69 reviews)
"We came for our daughter’s wedding in town . The place was conveniently located near the wedding siteIt was small and just perfect for 3 members of my family -Woke up to birds chirping Would surely plan for a second stay "
United States
Pratistha L.
$199 nightly
The price is $223
Mar 8 - Mar 9
Total with taxes and fees
Esopus Creek modern Tiny house Retreat!
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

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.

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 70 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 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.