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

Woodstock Holiday Rentals

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Check prices for these dates

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

Our top choices for Woodstock holiday 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.
The price is HK$1,128
HK$2,668 total
includes taxes & fees
6 Jul - 7 Jul
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.
The price is HK$1,030
HK$2,567 total
includes taxes & fees
30 Jun - 1 Jul
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.
The price is HK$1,568
HK$2,599 total
includes taxes & fees
24 Jun - 25 Jun
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 HK$1,176
HK$2,669 total
includes taxes & fees
28 Jun - 29 Jun
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
The price is HK$1,568
HK$2,617 total
includes taxes & fees
24 Jun - 25 Jun
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.
The price is HK$3,214
HK$6,620 total
includes taxes & fees
25 Jun - 26 Jun
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)
The price is HK$796
HK$2,182 total
includes taxes & fees
29 Jun - 30 Jun
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.
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.
The price is HK$1,164
HK$2,190 total
includes taxes & fees
29 Jun - 30 Jun
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.
The price is HK$1,023
HK$2,041 total
includes taxes & fees
5 Jul - 6 Jul
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.
The price is HK$1,234
HK$2,550 total
includes taxes & fees
28 Jun - 29 Jun
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
The price is HK$1,560
HK$2,024 total
includes taxes & fees
6 Jul - 7 Jul
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.
The price is HK$893
HK$1,352 total
includes taxes & fees
24 Jun - 25 Jun
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
The price is HK$752
HK$1,359 total
includes taxes & fees
5 Jul - 6 Jul
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.
The price is HK$980
HK$1,273 total
includes taxes & fees
24 Jun - 25 Jun
'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.
The price is HK$729
HK$2,186 total
includes taxes & fees
13 Jul - 14 Jul
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Private kitchen

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 HK$980
HK$1,097 total
includes taxes & fees
24 Jun - 25 Jun
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
The price is HK$1,333
HK$2,367 total
includes taxes & fees
15 Jul - 16 Jul
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.
The price is HK$1,270
HK$2,766 total
includes taxes & fees
25 Jun - 26 Jun
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)
"I had a great stay here, it’s just as listed; simple but has everything that I needed, check in was easy, communication was good, and bed was comfortable!"
United States
Jamie M.
The price is HK$882
HK$2,129 total
includes taxes & fees
26 Jun - 27 Jun
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.
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Top Woodstock Hotel Reviews

Woodstock Way Hotel

Woodstock Way Hotel

10/10 Excellent
"Wonderful hidden location in Woodstock with all the modern comfort"
Diego 2-night trip
Posted 8 hours ago
Woodstock Way Hotel

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:

  • View our selection of featured holiday rentals in Woodstock
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  • Enter your travel dates to view the best deals on holiday rentals in Woodstock while they last

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

Frequently asked questions

Are there holiday rentals in Woodstock?

Yes, there are holiday rentals close to the most popular sights in Woodstock, or you can select a more secluded option if you're looking for a relaxing 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 are some of the best holiday rentals that Woodstock has to offer?

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!: This holiday home rental outside of Woodstock is located on a river, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family.

How many holiday rentals are there in Woodstock?

Expedia has 74 holiday 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 holiday rentals like in Woodstock?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Woodstock. Holiday rentals offer amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for small groups.