Woodstock Holiday Rentals

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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

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
The price is HK$1,183
HK$2,765 total
includes taxes & fees
28 May - 29 May
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
9.0 out of 10, Wonderful, (47 reviews)
"A gem just minutes from the heart of Woodstock!"
United States
Susannah H.
The price is HK$1,411
HK$2,423 total
includes taxes & fees
3 May - 4 May
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
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, (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.
The price is HK$694
HK$2,093 total
includes taxes & fees
12 May - 13 May
Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi
Fridge, microwave, oven, stovetop

Wooded summer oasis

Wooded summer oasis
Woodstock
10.0 out of 10, Exceptional, (12 reviews)
"We loved the place - beautiful house and setting."
United States
Michele P.
Wooded summer oasis
1 bedroom, WiFi, bed sheets

Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!

Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!
Woodstock
8.2 out of 10, Very good, (10 reviews)
"Great location !"
United States
greg h.
The price is HK$727
HK$2,227 total
includes taxes & fees
5 May - 6 May
Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!
Private kitchen

Beautiful Top Floor Unit in Downtown Woodstock!

Beautiful Top Floor Unit in Downtown Woodstock!
Woodstock
8.0 out of 10, Very good, (1 review)
"Host was great, quick responses to my questions "
United States
Eben B.
The price is HK$746
HK$2,205 total
includes taxes & fees
5 May - 6 May
Beautiful Top Floor Unit in Downtown Woodstock!
Interior

Woodstock Historic Artist Estate - The Museum House

Woodstock Historic Artist Estate - The Museum House
Woodstock
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.
The price is HK$4,296
HK$7,427 total
includes taxes & fees
30 Apr - 1 May
Woodstock Historic Artist Estate - The Museum House
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$2,216 total
includes taxes & fees
3 May - 4 May
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 HK$1,234
HK$2,585 total
includes taxes & fees
6 May - 7 May
Beautiful Yacht on Catskill Creek
Dining

Charming Yacht on Catskill Creek

Charming Yacht on Catskill Creek
Catskill
9.0 out of 10, Wonderful, (11 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$2,032 total
includes taxes & fees
1 May - 2 May
Charming Yacht on Catskill Creek
View from property

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, (213 reviews)
"Everything was great we can’t wait to return !"
United States
Diana
The price is HK$1,246
HK$1,684 total
includes taxes & fees
13 May - 14 May
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 HK$980
HK$1,273 total
includes taxes & fees
3 May - 4 May
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Smart TV, video games, offices

Peaceful Cabin w/ Fire Pit & Creek Access

Peaceful Cabin w/ Fire Pit & Creek Access
Saugerties
9.8 out of 10, Exceptional, (16 reviews)
"The home was extremely clean and nicely appointed. Beds were very comfortable and kitchen was nicely equipped."
United States
Nancy B.
The price is HK$582
HK$2,051 total
includes taxes & fees
6 May - 7 May
Peaceful Cabin w/ Fire Pit & Creek Access
Exterior

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

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Catskill
9.8 out of 10, Exceptional, (38 reviews)
"The house was beautiful, clean, and filled with helpful amenities! "
United States
John C.
The price is HK$1,192
HK$2,722 total
includes taxes & fees
4 May - 5 May
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Property grounds

"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing

"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing
Phoenicia
The price is HK$1,129
HK$2,230 total
includes taxes & fees
30 Apr - 1 May
"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing
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, (22 reviews)
"The space is clean and lovely, the "
United States
mika
The price is HK$295
HK$902 total
includes taxes & fees
3 May - 4 May
Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
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, (5 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$525
HK$1,887 total
includes taxes & fees
4 May - 5 May
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Outdoor dining

Umana's Cabin, cozy, comfy, 5+ acres of land

Umana's Cabin, cozy, comfy, 5+ acres of land
Saugerties
10.0 out of 10, Exceptional, (3 reviews)
"Secluded and private but just a short drive away from a little town with great bars, restaurants and music venues. "
United States
Paul
The price is HK$2,109
HK$3,951 total
includes taxes & fees
30 Apr - 1 May
Umana's Cabin, cozy, comfy, 5+ acres of land
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 HK$1,587
HK$2,890 total
includes taxes & fees
30 Apr - 1 May
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Outdoor dining

Charming Cottage in the Heart of Catskill & Pet Friendly

Charming Cottage in the Heart of Catskill & Pet Friendly
Catskill
10.0 out of 10, Exceptional, (23 reviews)
"Clean and cozy with great amenities! Would come back!"
United States
Kristen B.
The price is HK$1,410
HK$2,773 total
includes taxes & fees
6 May - 7 May
Charming Cottage in the Heart of Catskill & Pet Friendly
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

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

2/10 Terrible
"First, you do not stay at the Beekman Arms they send you 2 blocks away to some type of run down condo building Dirty bathroom,sheets, toilet continues to run. Heater/air conditioner unit extreme Noisy. Bed hard as a rock The only original part of the Inn is the lobby The tavern is not original So what point of staying their.. exteremly Disappointed"
Jerry 2-night trip
Posted 4 hours ago
Beekman Arms and Delamater Inn

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?

Deck, Hot Tub & Stunning Catskills Views | Suncliff Vista by AvantStay: This holiday home rental outside of Woodstock offers a patio, 1 hot tub and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Woodstock?

Expedia has 70 holiday 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 Woodstock Music Shop and Woodstock Public Library.

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.