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Jul 11 - Jul 13
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Cottages in Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Aerial view

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (240)
"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
TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage
Smart TV, fireplace, books, music library

TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage

10.0 out of 10, Exceptional, (166)
"The hosts had thought of everything to make our stay comfortable - lovely bright rooms, well stocked kitchen, plush linens and towels, within walking distance of all restaurants and shops and a beautiful stream and lawn outside! Excellent!"
TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Property grounds

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."
$279 nightly
The price is $312
Jul 13 - Jul 14
Total includes taxes and fees
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Romantic cottage with hot tub . Close to hiking and breweries . Pet friendly!
Outdoor spa tub

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

10.0 out of 10, Exceptional, (16)
"cute fun place. loved the hot tub "
Romantic cottage with hot tub . Close to hiking and breweries . Pet friendly!
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Exterior

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

10.0 out of 10, Exceptional, (65)
"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
Country Cottage with beautiful views and easy access to Catskills activities.
Terrace/patio

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

10.0 out of 10, Exceptional, (9)
"Cozy little spot for a quick getaway. Very clean, quiet location. Easy check-in. "
$159 nightly
The price is $178
Jul 20 - Jul 21
Total includes taxes and fees
Country Cottage with beautiful views and easy access to Catskills activities.
Charming Artist's Retreat
Exterior

Charming Artist's Retreat

10.0 out of 10, Exceptional, (137)
"Enjoyed our stay!"
Charming Artist's Retreat
Reset and Relax in Luxury Cottage
Property grounds

Reset and Relax in Luxury Cottage

10.0 out of 10, Exceptional, (39)
"Amazing floors, bathroom showers (wow!), and an awesome kitchen."
Reset and Relax in Luxury Cottage
Hits Adjacent | Pet Friendly | Caraway Cottage
TV, fireplace, offices

Hits Adjacent | Pet Friendly | Caraway Cottage

10.0 out of 10, Exceptional, (8)
"It was super cozy and very comfortable. It really is a lovely cottage. Perfect getaway. "
$435 nightly
The price is $449
Jul 20 - Jul 21
Total includes taxes and fees
Hits Adjacent | Pet Friendly | Caraway Cottage
A Cozy Farmstead Cottage Amidst Two Barns in Hudson Valley
Exterior

A Cozy Farmstead Cottage Amidst Two Barns in Hudson Valley

9.8 out of 10, Exceptional, (53)
"Very beautiful property! Beautiful night sky views and excellent nature, perfect place for a romantic weekend"
A Cozy Farmstead Cottage Amidst Two Barns in Hudson Valley
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
TV, books

Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn

9.6 out of 10, Exceptional, (17)
"We loved the stay at this cabin."
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
Fridge, microwave, oven, stovetop

Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir

10.0 out of 10, Exceptional, (37)
"Great place to stay in the winter. Hunter mountain and Woodstock are near by. Will definitely be back."
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
Charming 2-bedroom cottage with large deck in beautiful Accord NY.
Exterior

Charming 2-bedroom cottage with large deck in beautiful Accord NY.

10.0 out of 10, Exceptional, (10)
"This property was outstanding and impeccable in every way. Much thought was given to everything a traveler could use or need. I could easily stay here for a month or more because it felt like a comfortable home. Many thanks to the owner of the property!"
Charming 2-bedroom cottage with large deck in beautiful Accord NY.
The Cabin at Chichester in the Catskills Mountains

The Cabin at Chichester in the Catskills Mountains

9.8 out of 10, Exceptional, (184)
"Really clean property and amazing manager"
The Cabin at Chichester in the Catskills Mountains
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
Outdoor dining

ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi

10.0 out of 10, Exceptional, (80)
"This was perfect place to spend time with friends!"
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
Private Home ~ All Yours ~ In town ~ fenced in yard ~ Hot Tub ~ Pets welcome!
Banquet hall

Private Home ~ All Yours ~ In town ~ fenced in yard ~ Hot Tub ~ Pets welcome!

9.8 out of 10, Exceptional, (115)
"The location was exceptional, close to restaurants and shops, quiet neighborhood, comfortable bed and the house was well stocked with everything you’d need."
Private Home ~ All Yours ~ In town ~ fenced in yard ~ Hot Tub ~ Pets welcome!
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
TV, DVD player, books, video library

NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!

9.8 out of 10, Exceptional, (133)
"We had a marvelous visit!"
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
Charming Cottage w/ Yard - 2 Mi to Tinker St!
Cottage (2 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Charming Cottage w/ Yard - 2 Mi to Tinker St!

3.0 star property
Charming Cottage w/ Yard - 2 Mi to Tinker St!
Charming loft cottage in tranquil Germantown with WiFi, AC
Outdoor dining

Charming loft cottage in tranquil Germantown with WiFi, AC

10.0 out of 10, Exceptional, (3)
"My husband and I said “WOW” when we walked in the door. The space is absolutely gorgeous with plenty of room to spread out and a beautiful sleeping loft. The bed was super comfy and the apartment was so clean! It was decorated thoughtfully and had everything you could think of that you might need. Terri was a gracious host and let us check in early. Everything about this unit was exceptional!"
$193 nightly
The price is $208
Jul 8 - Jul 9
Total includes taxes and fees
Charming loft cottage in tranquil Germantown with WiFi, AC
Rose Cottage
Outdoor dining

Rose Cottage

9.6 out of 10, Exceptional, (5)
"It's so peaceful there. It was lovely."
Rose Cottage
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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Frequently asked questions

How much do cottages in Woodstock cost?
Rates for cottages in Woodstock range between $178 and $449 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 200 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!