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

Woodstock Vacation Rentals

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Woodstock vacation rentals

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)
"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 ￥17,963
￥47,037 total
includes taxes & fees
Jun 17 - Jun 18
Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi
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.
The price is ￥18,530
￥48,753 total
includes taxes & fees
Jun 23 - Jun 24
Botanical Studio Retreat in the Heart of Woodstock
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.
The price is ￥32,064
￥53,688 total
includes taxes & fees
Jun 24 - Jun 25
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.
The price is ￥24,048
￥55,124 total
includes taxes & fees
Jun 28 - Jun 29
Well-lit apartment. Overlook fields & woods. Near music, dining, cafes, hiking
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.
The price is ￥56,084
￥123,116 total
includes taxes & fees
Jun 17 - Jun 18
Cozy Mid-Century Retreat with Spa Hot Tub
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.
The price is ￥21,643
￥53,149 total
includes taxes & fees
Jun 23 - Jun 24
Groovy 1 Bedroom Apartment in 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.
The price is ￥25,728
￥58,084 total
includes taxes & fees
Jun 29 - Jun 30
Beautiful Top Floor Unit in Downtown Woodstock!
Dining

Charming Yacht on Catskill Creek

Charming Yacht on Catskill Creek
Catskill
9.0 out of 10, Wonderful, (12 reviews)
"Melissa was very welcoming and attentive during my stay. The boat was lovely and well maintained."
United States
Marcello C.
The price is ￥20,911
￥41,726 total
includes taxes & fees
Jun 18 - Jun 19
Charming Yacht on Catskill Creek
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.
The price is ￥23,796
￥45,316 total
includes taxes & fees
Jun 23 - Jun 24
Private 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.
The price is ￥25,238
￥52,136 total
includes taxes & fees
Jun 20 - Jun 21
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, (248 reviews)
"Really great location and near great area."
United States
Sherwin
The price is ￥30,300
￥39,649 total
includes taxes & fees
Jun 23 - Jun 24
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
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.
The price is ￥20,030
￥26,023 total
includes taxes & fees
Jun 21 - Jun 22
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
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
The price is ￥20,030
￥22,434 total
includes taxes & fees
Jul 6 - Jul 7
Starlite Motel
Property grounds

Cold Spring Lodge - Cabin 2

Cold Spring Lodge - Cabin 2
Big Indian
9.6 out of 10, Exceptional, (4 reviews)
"We had a nice relaxing stay"
United States
Michael
The price is ￥17,626
￥35,175 total
includes taxes & fees
Jun 17 - Jun 18
Cold Spring Lodge - Cabin 2
Interior

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.
The price is ￥16,032
￥45,608 total
includes taxes & fees
Jun 17 - Jun 18
Campfire Cottage: Fireplace, fire pit & no chores!
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.
The price is ￥13,781
￥43,073 total
includes taxes & fees
Jun 22 - Jun 23
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Property grounds

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Palenville
10.0 out of 10, Exceptional, (31 reviews)
"Lovely place almost magical ....the perfect get away . . So well kept."
United States
Nivia
The price is ￥32,449
￥59,100 total
includes taxes & fees
Jun 20 - Jun 21
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
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
The price is ￥9,042
￥21,445 total
includes taxes & fees
Jun 18 - Jun 19
Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
Terrace/patio

Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet

Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
Stone Ridge
The price is ￥19,942
￥40,369 total
includes taxes & fees
Jun 23 - Jun 24
Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
Exterior

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Windham
9.2 out of 10, Wonderful, (45 reviews)
"Perfect stay cozy and convenient "
United States
Ahmad O.
The price is ￥13,620
￥23,363 total
includes taxes & fees
Jun 29 - Jun 30
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
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 by Hilton New Paltz

Hampton Inn by Hilton New Paltz

8/10 Good
"We like they're both light and dark roasted coffee."
Lu-Min 2-night trip
Posted 2 hours ago
Hampton Inn by Hilton New Paltz

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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Look no further and take a look at our great range of rental properties in Woodstock!

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 75 vacation rentals for your stay in Woodstock.

What can I see and do in Woodstock?

Enjoy the outdoors at Overlook Mountain Trailhead and Thorn Preserve - Catskill Center, 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.