Woodstock Vacation Rentals

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Check prices for these dates

In two weeks
May 8 - May 10
In two months
Jun 19 - Jun 21
In three months
Jul 17 - Jul 19
In four months
Aug 14 - Aug 16

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, (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 ￥14,051
￥41,877 total
includes taxes & fees
May 12 - May 13
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
The price is ￥14,004
￥43,248 total
includes taxes & fees
Apr 28 - Apr 29
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 ￥28,694
￥49,456 total
includes taxes & fees
May 17 - May 18
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
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 ￥59,779
￥127,477 total
includes taxes & fees
Apr 29 - Apr 30
Fall Foliage Getaway!
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 ￥13,826
￥43,935 total
includes taxes & fees
Apr 28 - Apr 29
Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!
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 ￥87,022
￥152,054 total
includes taxes & fees
Apr 23 - Apr 24
Woodstock Historic Artist Estate - The Museum House
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 ￥12,290
￥40,973 total
includes taxes & fees
Apr 28 - Apr 29
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 ￥23,672
￥40,617 total
includes taxes & fees
May 4 - May 5
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 ￥25,006
￥42,055 total
includes taxes & fees
May 3 - May 4
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 ￥20,803
￥36,690 total
includes taxes & fees
May 3 - May 4
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, (207 reviews)
"We had the best time! "
United States
Eric
The price is ￥23,752
￥32,538 total
includes taxes & fees
Apr 29 - Apr 30
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 ￥19,846
￥25,784 total
includes taxes & fees
Apr 29 - Apr 30
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
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, (10 reviews)
"Very clean, comfortable, good location, great communication with host. "
United States
Lisa B.
The price is ￥17,306
￥33,609 total
includes taxes & fees
Apr 30 - May 1
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, (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 ￥10,521
￥37,672 total
includes taxes & fees
Apr 29 - Apr 30
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
2 bedrooms, desk, free WiFi, bed sheets

Retro Retreat: renovated 2BR, desk, no chore list!

Retro Retreat: renovated 2BR, desk, no chore list!
Kingston
9.6 out of 10, Exceptional, (15 reviews)
"Great, easy, full of everything you’d need. Stayed with 2 others for a work trip and it was perfect! "
United States
Kelley Marie
The price is ￥13,072
￥46,778 total
includes taxes & fees
May 12 - May 13
Retro Retreat: renovated 2BR, desk, no chore list!
Property grounds

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

"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing
Phoenicia
The price is ￥22,863
￥45,700 total
includes taxes & fees
Apr 29 - Apr 30
"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing
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 ￥24,246
￥54,470 total
includes taxes & fees
Apr 28 - Apr 29
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
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)
"The beds were especially comfortable! "
United States
josh p.
The price is ￥16,499
￥41,153 total
includes taxes & fees
Apr 27 - Apr 28
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
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)
"Great stay!"
United States
Olivia O.
The price is ￥6,910
￥19,199 total
includes taxes & fees
Apr 28 - Apr 29
Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
Outdoor spa tub

Romantic cottage with hot tub . Close to hiking and breweries . Pet friendly!

Romantic cottage with hot tub . Close to hiking and breweries . Pet friendly!
Phoenicia
9.8 out of 10, Exceptional, (26 reviews)
"Cute cottage, very comfy - we enjoyed ourselves a lot!"
United States
Heather G.
The price is ￥24,006
￥30,444 total
includes taxes & fees
Apr 23 - Apr 24
Romantic cottage with hot tub . Close to hiking and breweries . 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

Holiday Inn Express & Suites Kingston-Ulster by IHG

Holiday Inn Express & Suites Kingston-Ulster by IHG

8/10 Good
"Nice gym Clean"
Brian 1-night trip
Posted 2 hours ago
Holiday Inn Express & Suites Kingston-Ulster by IHG

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

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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?

Stunning home with pool, spa, mountain views, sleeps up to 10, walk to Woodstock: This highly rated vacation home rental in Woodstock is located near skiing and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Woodstock?

Expedia has 71 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 Woodstock Music Shop and Woodstock Public Library.

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.