Woodstock Holiday Rentals

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Check prices for these dates

Tonight
23 Oct - 24 Oct
Tomorrow
24 Oct - 25 Oct
This weekend
24 Oct - 26 Oct
Next weekend
31 Oct - 2 Nov

Holiday Rentals in Woodstock

Private kitchen
Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!
Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!
8.0 out of 10, Very good, (7)
"The location cannot be beat, right in the center of Woodstock where you can walk to all the shops and restaurants. The apartment is furnished with all that you need for a short stay and well appointed. What people have not mentioned in their reviews is: 1) The whole building looks hundreds of years old---including the very warped wooden floors which you will notice when walking. Beware if you have mobility issues. 2) 1 flight of stairs to get to the apartment 3) Worst of all the noise---you...
United States
Maria
The price is HK$699
HK$2,167 total
includes taxes & fees
30 Oct - 31 Oct
Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!
Children’s area
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
9.2 out of 10, Wonderful, (44)
"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$1,399
HK$2,411 total
includes taxes & fees
26 Oct - 27 Oct
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Fridge, microwave, oven, stovetop
Woodstock Historic Artist Estate - The Carriage House
Woodstock Historic Artist Estate - The Carriage House
9.8 out of 10, Exceptional, (44)
"We absolutely love this place! Comfortable and great location! It’s our second time staying there and can’t wait to go back!"
United States
Fran W.
The price is HK$2,339
HK$4,987 total
includes taxes & fees
26 Oct - 27 Oct
Woodstock Historic Artist Estate - The Carriage House
Outdoor pool
Woodstock Historic Artist Estate - The Museum House
Woodstock Historic Artist Estate - The Museum House
10.0 out of 10, Exceptional, (6)
"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$4,259
HK$7,407 total
includes taxes & fees
27 Oct - 28 Oct
Woodstock Historic Artist Estate - The Museum House
1 bedroom, WiFi, bed sheets
Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi
Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi
9.8 out of 10, Exceptional, (8)
"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$1,284
HK$2,804 total
includes taxes & fees
27 Oct - 28 Oct
Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi
Free WiFi, bed sheets
Windham NY Espace
Windham NY Espace
3.0 star property
10.0 out of 10, Exceptional, (1)
"The best "
United States
Miguel
The price is HK$3,101
HK$3,963 total
includes taxes & fees
25 Oct - 26 Oct
Windham NY Espace
Terrace/patio
Country Cottage with beautiful views and easy access to Catskills activities.
Country Cottage with beautiful views and easy access to Catskills activities.
10.0 out of 10, Exceptional, (12)
"Great spot!"
United States
Dylan
The price is HK$769
HK$1,384 total
includes taxes & fees
26 Oct - 27 Oct
Country Cottage with beautiful views and easy access to Catskills activities.
Exterior
Starlite Motel
Starlite Motel
2.5 star property
9.2 out of 10, Wonderful, (271)
"Awesome place to stay!"
United States
Earl
The price is HK$971
HK$1,088 total
includes taxes & fees
27 Oct - 28 Oct
Starlite Motel
Outdoor dining
Sexiest Lil Cabin in Saugerties, NY
Sexiest Lil Cabin in Saugerties, NY
9.0 out of 10, Wonderful, (13)
"We loved our stay here, it was the perfect short getaway. Thanks Alexandria!"
United States
Julie L.
The price is HK$971
HK$1,262 total
includes taxes & fees
28 Oct - 29 Oct
Sexiest Lil Cabin in Saugerties, NY
Fridge, microwave, oven, stovetop
Campfire Cottage: Fireplace, fire pit & no chores!
Campfire Cottage: Fireplace, fire pit & no chores!
10.0 out of 10, Exceptional, (28)
"Perfect cozy little spot for 2. Centrally located to explore surrounding areas"
United States
Jamie K.
The price is HK$544
HK$1,932 total
includes taxes & fees
29 Oct - 30 Oct
Campfire Cottage: Fireplace, fire pit & no chores!
Property grounds
Private Studio Close to Downtown Rhinebeck
Private Studio Close to Downtown Rhinebeck
10.0 out of 10, Exceptional, (25)
"This a an adorable, well designed, spotless space which was perfect for our over night stay in Rhinebeck. Property a quick walk away from the fairgrounds and downtown was also walkable…the host was absolutely amazing with great communication and detailed instructions! "
United States
Kathy
The price is HK$553
HK$1,698 total
includes taxes & fees
3 Nov - 4 Nov
Private Studio Close to Downtown Rhinebeck
Exterior
Modern Luxurious Cabin, Catskills - The Tiny Nook
Modern Luxurious Cabin, Catskills - The Tiny Nook
10.0 out of 10, Exceptional, (5)
"Great place. Exactly like the pictures. "
United States
robert a.
The price is HK$1,243
HK$2,652 total
includes taxes & fees
28 Oct - 29 Oct
Modern Luxurious Cabin, Catskills - The Tiny Nook
Private kitchen
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
9.4 out of 10, Exceptional, (3)
"Nice clean home just outside of the main stretch in New Paltz. My friends and I appreciated the playground, big comfy couch for relaxing, spacious rooms upstairs and air mattress downstairs. The artwork upstairs threw us for a loop but that's okay. "
United States
Maxwell M.
The price is HK$1,554
HK$5,675 total
includes taxes & fees
27 Oct - 28 Oct
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
Property grounds
Experience Peace in this Beautiful country cottage nestled beneath the mountains
Experience Peace in this Beautiful country cottage nestled beneath the mountains
9.8 out of 10, Exceptional, (8)
"Very comfortable cottage in a lovely area. Grateful for the ac on those very hot days! Loved grilling on the porch and the big patio umbrellas. Host is very responsive and helpful when needed. Hope to come again! "
United States
Laura G.
The price is HK$1,158
HK$2,593 total
includes taxes & fees
26 Oct - 27 Oct
Experience Peace in this Beautiful country cottage nestled beneath the mountains
Property grounds
Cozy Apartment with Sauna in Historic Stone Ridge
Cozy Apartment with Sauna in Historic Stone Ridge
9.4 out of 10, Exceptional, (13)
"Clean cozy will be staying again"
United States
Michael C.
The price is HK$661
HK$1,418 total
includes taxes & fees
28 Oct - 29 Oct
Cozy Apartment with Sauna in Historic Stone Ridge
Property grounds
Hudson Valley Farm Getaway- West/Llama Lover Lane
Hudson Valley Farm Getaway- West/Llama Lover Lane
2.0 star property
10.0 out of 10, Exceptional, (4)
"Perfect little apartment on an amazing farm property...thanks for having us and look forward to returning! "
United States
ADRIENNE
The price is HK$1,239
HK$1,635 total
includes taxes & fees
29 Oct - 30 Oct
Hudson Valley Farm Getaway- West/Llama Lover Lane
Fridge, microwave, oven, stovetop
Retro Retreat: renovated 2BR, desk, no chore list!
Retro Retreat: renovated 2BR, desk, no chore list!
9.4 out of 10, Exceptional, (13)
"Very clean and nice inside. Host was very communicative. "
United States
Jennifer W.
The price is HK$622
HK$2,272 total
includes taxes & fees
18 Nov - 19 Nov
Retro Retreat: renovated 2BR, desk, no chore list!
Outdoor dining
Charming 2-bedroom Waterfront home with boat access in Saugerties
Charming 2-bedroom Waterfront home with boat access in Saugerties
9.4 out of 10, Exceptional, (6)
"Really enjoyed our stay. The property had all the comforts of home and was beautiful. "
United States
Sean S.
The price is HK$1,445
HK$3,795 total
includes taxes & fees
3 Nov - 4 Nov
Charming 2-bedroom Waterfront home with boat access in Saugerties
Outdoor dining
Mid-Century DJ’s Dream
Mid-Century DJ’s Dream
10.0 out of 10, Exceptional, (41)
"Very quiet and pleasant "
United States
Charles H.
The price is HK$752
HK$1,378 total
includes taxes & fees
31 Oct - 1 Nov
Mid-Century DJ’s Dream
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

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Perfect Romantic Getaway! We had an amazing stay at the Vienna Hotel in Windham — cozy, spotless rooms and a warm, welcoming atmosphere. It’s the perfect romantic escape, close to Hunter Mountain and local restaurants but peaceful and relaxing. Loved the thoughtful touches like the complimentary EV charging station! We’ll definitely be back for another getaway. ❤️"
Naveed 1-night trip
Posted 3 days ago
Hotel Vienna

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?

Stunning home with pool, spa, mountain views, sleeps up to 10, walk to Woodstock: This highly rated holiday home rental in Woodstock is located near skiing, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a balcony, a garden and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Woodstock?

Expedia has 71 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. You’ll find favourite places to visit such as Hunter Mountain and Catskill Mountains in the wider area.

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.