Woodstock Holiday Rentals

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Check prices for these dates

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

Our top choices for Woodstock holiday rentals

Property grounds

Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (267 reviews)
"Jane was very nice and accommodating, the cottage was very clean and comfortable, a very relaxing and calming place "
United States
Scott
The price is HK$1,553
HK$3,016 total
includes taxes & fees
6 Feb - 7 Feb
Streamside Cottage Half Mile to Town of Woodstock
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$737
HK$2,119 total
includes taxes & fees
10 Feb - 11 Feb
Colorful Modern Hideaway In Downtown 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
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.
The price is HK$1,405
HK$2,413 total
includes taxes & fees
1 Feb - 2 Feb
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
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 place. Great location "
United States
Anonymous traveller
The price is HK$815
HK$2,320 total
includes taxes & fees
10 Feb - 11 Feb
Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!
Property grounds

Fall Foliage Getaway!

Fall Foliage Getaway!
Woodstock
10.0 out of 10, Exceptional, (12 reviews)
"We loved the place - beautiful house and setting."
United States
Michele P.
The price is HK$2,521
HK$5,482 total
includes taxes & fees
1 Feb - 2 Feb
Fall Foliage Getaway!
Interior

Woodstock Historic Artist Estate - The Museum House

Woodstock Historic Artist Estate - The Museum House
Woodstock
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.
The price is HK$4,276
HK$7,472 total
includes taxes & fees
2 Feb - 3 Feb
Woodstock Historic Artist Estate - The Museum House
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, (138 reviews)
"I loved every single part of the stay "
United States
Srijana
The price is HK$929
HK$1,340 total
includes taxes & fees
3 Feb - 4 Feb
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Private kitchen

Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (283 reviews)
"A perfect place to stay by the Mt"
United States
Oleg
The price is HK$975
HK$1,092 total
includes taxes & fees
2 Feb - 3 Feb
Starlite Motel
Bar (on property)

Jessie's Harvest House Suite

Jessie's Harvest House Suite
Tannersville
9.6 out of 10, Exceptional, (4 reviews)
"The room was clean and neat."
United States
Rick D.
The price is HK$734
HK$1,360 total
includes taxes & fees
1 Feb - 2 Feb
Jessie's Harvest House Suite
Interior

Charming loft cottage in tranquil Germantown with WiFi, AC

Charming loft cottage in tranquil Germantown with WiFi, AC
Germantown
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.
The price is HK$851
HK$1,670 total
includes taxes & fees
1 Feb - 2 Feb
Charming loft cottage in tranquil Germantown with WiFi, AC
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, (4 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.
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Smart TV, fireplace

Relaxing Mountain Hideaway - Hot Tub & Outdoors

Relaxing Mountain Hideaway - Hot Tub & Outdoors
Hensonville
10.0 out of 10, Exceptional, (1 review)
"Good experience the agent saqib was excellent and very helpful "
United States
Rabih
The price is HK$885
HK$5,028 total
includes taxes & fees
3 Feb - 4 Feb
Relaxing Mountain Hideaway - Hot Tub & Outdoors
Terrace/patio

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Kingston
9.4 out of 10, Exceptional, (28 reviews)
"Very clean very comfortable beds."
United States
Millgate F.
The price is HK$632
HK$1,766 total
includes taxes & fees
3 Feb - 4 Feb
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Smart TV

Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Kingston
9.4 out of 10, Exceptional, (22 reviews)
"The rental was very clean & Beds were very comfortable. "
United States
R.A.G. Time A.
The price is HK$632
HK$1,731 total
includes taxes & fees
1 Feb - 2 Feb
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
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, (21 reviews)
"Really comfortable and cozy"
Canada
Lynne H.
The price is HK$1,370
HK$2,618 total
includes taxes & fees
31 Jan - 1 Feb
Charming Cottage in the Heart of Catskill & Pet Friendly
Interior

Cozy Apartment with Sauna in Historic Stone Ridge

Cozy Apartment with Sauna in Historic Stone Ridge
Stone Ridge
9.0 out of 10, Wonderful, (15 reviews)
"Clean cozy will be staying again"
United States
Michael C.
The price is HK$359
HK$1,120 total
includes taxes & fees
2 Feb - 3 Feb
Cozy Apartment with Sauna in Historic Stone Ridge
Terrace/patio

Country Cottage with beautiful views and easy access to Catskills activities.

Country Cottage with beautiful views and easy access to Catskills activities.
Saugerties
10.0 out of 10, Exceptional, (14 reviews)
"Great spot!"
United States
Dylan
The price is HK$871
HK$1,499 total
includes taxes & fees
7 Feb - 8 Feb
Country Cottage with beautiful views and easy access to Catskills activities.
Property grounds

Mid-Century DJ’s Dream

Mid-Century DJ’s Dream
Staatsburg
10.0 out of 10, Exceptional, (44 reviews)
"Great host and excellent accommodations! "
United States
Elaine L.
The price is HK$872
HK$1,526 total
includes taxes & fees
1 Feb - 2 Feb
Mid-Century DJ’s Dream
Property grounds

Private Studio Close to Downtown Rhinebeck

Private Studio Close to Downtown Rhinebeck
Rhinebeck Village
9.8 out of 10, Exceptional, (27 reviews)
"Beautiful place has a great stay!"
United States
Heather O.
The price is HK$796
HK$2,012 total
includes taxes & fees
7 Feb - 8 Feb
Private Studio Close to Downtown Rhinebeck
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$976
HK$1,268 total
includes taxes & fees
1 Feb - 2 Feb
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
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

Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

10/10 Excellent
"Everything about cleanliness and comfort was very good. Was there during three days with the recent storm. Food was quite an issue. Was looking for complimentary breakfast. Wheee do young driving looking for food if there is a state of emergency and roads are dangerous?!"
irina 3-night trip
Posted 22 hours ago
Courtyard by Marriott Kingston

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
  • Use the map to find apartments and other holiday homes in the Woodstock neighbourhood you prefer
  • 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!: This holiday home rental outside of Woodstock is located on a river, and has a fireplace, a BBQ 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 that you can cook with friends or family.

How many holiday rentals are there in Woodstock?

Expedia has 69 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 SweetHeart Gallery and Colony. Other places in town to visit include Karma Triyana Dharmachakra Monastery 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.