Woodstock Holiday Rentals

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Holiday Rentals in Woodstock

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

9.0 out of 10, Wonderful, (42)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
The price is AU$480
includes taxes & fees
27 July - 28 July
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!

10.0 out of 10, Exceptional, (176)
"We loved our stay at this home! It is full of so much light and good vibes. We planned the weekend around a concert at Levon Helms studio, which was right down the street. The owners/management were wonderful & easy to get in touch with (not that we needed anything). The deck & music room were enjoyed the most :)"
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (244)
"Incredible location and comfortable space. Would make this my exclusive place to stay everytime I visit woodstock."
Streamside Cottage Half Mile to Town of Woodstock

Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

10.0 out of 10, Exceptional, (69)
"We were in Woodstock for a wedding. Junebug Cottage was perfect for our stay! "
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN

10.0 out of 10, Exceptional, (96)
"Great location and for the price it was well worth every penny!"
HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN

Postcard Cabins Eastern Catskills

2.0 star property
9.2 out of 10, Wonderful, (36)
"Nice stays 👌 "
The price is AU$338
includes taxes & fees
23 July - 24 July
Postcard Cabins Eastern Catskills

The Farm at Hyde Park

9.8 out of 10, Exceptional, (73)
"We were visiting the Culinary Institute highly recommend it."
The Farm at Hyde Park

Esopus Creek modern Tiny house Retreat!

9.6 out of 10, Exceptional, (41)
"We loved this charming tiny house. Beautiful, peaceful location in the woods. It had everything we needed and we were very comfortable."
The price is AU$367
includes taxes & fees
23 July - 24 July
Esopus Creek modern Tiny house Retreat!

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

8.2 out of 10, Very good, (42)
"Perfect place to reconnect with natural world and yourself"
The price is AU$252
includes taxes & fees
27 July - 28 July
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

The Studio at the Inn at High Falls

8.0 out of 10, Very good, (26)
"This was a very nice place, great value and comfortable. I would definitely return."
The price is AU$417
includes taxes & fees
23 July - 24 July
The Studio at the Inn at High Falls

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (257)
"Quaint little place in the mountains, quiet. Beds were comfortable."
The price is AU$196
includes taxes & fees
23 July - 24 July
Starlite Motel

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (23)
"Beautiful home and great location . "
Hamptons on the Hudson in South Saugerties

Sioux Tipi on Chloe's Lake

9.6 out of 10, Exceptional, (5)
"This was such a cool experience Id love to go back! "
The price is AU$226
includes taxes & fees
27 July - 28 July
Sioux Tipi on Chloe's Lake

PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals

8.4 out of 10, Very good, (61)
"The home was nice and cozy. The owner was soo nice and soo responsive. Great place fo rent. "
PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals

Catskill Retreat: Cozy Cabin with Cedar Hot Tub & Pet-Friendly

9.2 out of 10, Wonderful, (27)
"Loved this place host was very helpful and placed was well taken care of"
Catskill Retreat: Cozy Cabin with Cedar Hot Tub & Pet-Friendly

Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest

10.0 out of 10, Exceptional, (88)
"Our first experience staying at a yurt. It was cozy and comfortable with everything you might need. The property was beautiful as well."
Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest

NEW Spectacular Views & Private space on a Scenic Mountain 40ft Salt Water Pool

10.0 out of 10, Exceptional, (128)
"Stunning views, lovely house and pool, large kitchen, well equipped. Very responsive owner. Strongly recommend for family. "
NEW Spectacular Views & Private space on a Scenic Mountain 40ft Salt Water Pool

New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill

10.0 out of 10, Exceptional, (16)
"Really enjoyed this place . Very clean , beautiful views, close to Woodstock town !"
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill

A Spectacular 50 Mile View of the Hudson Valley in all seasons

9.8 out of 10, Exceptional, (88)
"This was exactly what we needed for a quick getaway after Christmas. Myra & Jerry were fantastic hosts, and the accommodations were cozy. We'd definitely come back. Thanks Myra & Jerry!"
A Spectacular 50 Mile View of the Hudson Valley in all seasons

Private Yacht on Catskill Creek

9.6 out of 10, Exceptional, (21)
"We had a wonderful time on the boat. Melissa and AJ were wonderful hosts, very responsive. The boat tour was a highlight of a great, very relaxing weekend."
The price is AU$381
includes taxes & fees
23 July - 24 July
Private Yacht on Catskill Creek
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

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?

Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town! : This highly rated holiday home rental in Woodstock is located near skiing, and has a patio, a private garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Woodstock?

Expedia has 68 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.