Photo by Robert Morra

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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Woodstock cottages

A wooden cabin surrounded by lush greenery and trees.

1. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (309 reviews)
"perfect for a quiet getaway for 2."
United States
Anonymous traveler
The price is ￥22,863
￥47,794 total
includes taxes & fees
Nov 15 - Nov 16
Streamside Cottage Half Mile to Town of Woodstock
A kitchen with white cabinetry, granite countertops, and a window with blinds.

2. 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, (16 reviews)
"great location, clean & good communication with host."
United States
Kanna S.
The price is ￥19,046
￥38,575 total
includes taxes & fees
Nov 16 - Nov 17
Charming loft cottage in tranquil Germantown with WiFi, AC
A covered porch with a wooden bench, a wicker chair, and a sofa with cushions.

3. Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Catskill
9.8 out of 10, Exceptional, (21 reviews)
"Artsy, comfortable and cozy cottage in a country setting. Love the deck for grilling! This was our second time here and we hope to be back again!"
United States
Laura G.
The price is ￥19,451
￥49,633 total
includes taxes & fees
Nov 18 - Nov 19
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
A wooden deck with a table and chairs, overlooking a snowy landscape with bare trees.

4. Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham

Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
Shandaken
10.0 out of 10, Exceptional, (2 reviews)
"It was a charming and cozy cabin nested in the woods. Perfect size for two people."
United States
afsoon p.
The price is ￥16,129
￥29,261 total
includes taxes & fees
Dec 7 - Dec 8
Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
A single-story house with a dark exterior, a chimney, and a small window.

5. Cozy 2-bedroom cottage in enchanting Catskill Mountains

Cozy 2-bedroom cottage in enchanting Catskill Mountains
Catskill
10.0 out of 10, Exceptional, (2 reviews)
"The property is great. Easy check-in and communication with host. Large property and comfortable beds."
United States
Robert G.
The price is ￥38,140
￥77,017 total
includes taxes & fees
Nov 16 - Nov 17
Cozy 2-bedroom cottage in enchanting Catskill Mountains
A single-story house with a black front door, two windows on either side, and two black trash bins in front.

6. 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, (31 reviews)
"Everything was great! The house is in a great location and is very clean, modern and cozy. I would highly recommend staying here! "
United States
Dave P.
The price is ￥30,157
￥55,819 total
includes taxes & fees
Nov 18 - Nov 19
Charming Cottage in the Heart of Catskill & Pet Friendly
A snow-covered ground with footprints leading to a house with a solar panel roof.

7. Tiny House on Walnut Grove

Tiny House on Walnut Grove
Ashland
4.0 out of 10, (2 reviews)
"Many problems with this listing, first the fire alarm was low on battery, I had to physically climb to reach the smoke detector to detach and remove the battery, a sharp beeping noise went off every 90 seconds and we wouldn’t have been able to sleep without stopping it. There were no spare batteries to change. There were spiders everywhere. My friend used the shower and saw 11 of them moving around the ceiling. They were in the main bed and on the counter and sink as well. The tenant was nice...
United States
Trevor C.
The price is ￥32,141
￥65,053 total
includes taxes & fees
Nov 16 - Nov 17
Tiny House on Walnut Grove
A wooden deck with a white railing, surrounded by lush green trees.

8. Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants

Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Maplecrest
10.0 out of 10, Exceptional, (25 reviews)
"Great stay, lovely place, friendly host. Everything was perfect!"
United States
Taylor
The price is ￥56,980
￥84,680 total
includes taxes & fees
Nov 15 - Nov 16
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
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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Learn more about Woodstock

Artists and musicians have shaped this Catskill mountain town since the legendary 1969 festival that wasn't actually held here. Spend mornings browsing quirky boutiques and galleries on Tinker Street before hiking nearby trails to swimming holes locals might share if you ask nicely.

See all hotels in Woodstock
A green building with a sign reading "Woodstock Playhouse" and a white RV parked in front.
Photo by Robert Morra
Open Photo by Robert Morra

Top reviews in Woodstock

A white house with a green door, black trim, and a porch with a lantern.
Twin Gables of Woodstock

Twin Gables of Woodstock

Twin Gables of Woodstock
Woodstock

10/10 Excellent

One of the coolest and most accommodating places I have ever stayed. If you are coming to Woodstock are even thinking about it this is the place for you. All the rooms are unique, they are super clean and look exactly like they do online. The owner is amazing and she will point you in the right direction for whatever you are looking to do in town. Seriously cannot recommend enough and can’t wait to come back.
United States
Noah
Reviewed January 16, 2023
Twin Gables of Woodstock

Frequently Asked Questions

How much do cottages in Woodstock cost?

Rates for cottages in Woodstock range between ￥16,129 and ￥56,980 per night. No matter your budget, you'll find the perfect place to get in touch with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many cottages are there in Woodstock?

Make use of your vacation days and pick from cottages in Woodstock. Looking for a place where you can surround yourself with nature? Expedia will help you find your ideal retreat in a simple click or two.

Why book your cottage in Woodstock with Expedia?

Booking a cottage in Woodstock is as simple as working out your travel dates and picking your ideal place for outdoor recreation and relaxation. From ritzy retreats to budget-friendly properties and cottages that offer amenities like laundry facilities, Expedia has something for all traveler styles. As for the best deals around? We have them too!

How can I find cheap cottages in Woodstock?

A great way to uncover cheap cottages in Woodstock is with Expedia's filter tool. Refine your search by star rating, amenities and budget to secure awesome bargains in just a few clicks.

What is there to do in Woodstock near my cottage?

There are loads of superb things to put on your itinerary in Woodstock. Explore major attractions like Overlook Mountain Trailhead, Karma Triyana Dharmachakra Monastery and Woodstock Music Shop. Woodstock Public Library, Woodstock Golf Club and Thorn Preserve - Catskill Center are other must-do's.