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5 Sep - 7 Sep
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26 Sep - 28 Sep
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Cottages in Hudson Valley

Our top choices for Hudson Valley cottages

Streamside Cottage Half Mile to Town of Woodstock
Property grounds

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (249)
"A beautiful quiet setting! "
Streamside Cottage Half Mile to Town of Woodstock
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, (73)
"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
Mountain View escape
Exterior

Mountain View escape

10.0 out of 10, Exceptional, (63)
"It’s adorable exactly What’s on the photos and equipped with everything you need for your stay definitely will be visiting it again. "
Mountain View escape
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (120)
"It has an incredible mountain and water view. "
The price is SAR 705
SAR 1,155 total
includes taxes & fees
1 Sep - 2 Sep
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
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, (135)
"We had a marvelous visit!"
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage
Exterior

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

10.0 out of 10, Exceptional, (167)
"Great holiday weekend. Hiked, ate, shopped and enjoyed music at Levon’s. "
TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage
Charming Cottage in Private Lake Community (Pet-Friendly!)
Fridge, microwave, oven, stovetop

Charming Cottage in Private Lake Community (Pet-Friendly!)

10.0 out of 10, Exceptional, (33)
"We enjoyed ourselves,relaxed,visited had a very enjoyable bisit"
Charming Cottage in Private Lake Community (Pet-Friendly!)
Cedar Cottage with hot tub as seen in New York Times escape section.
Exterior

Cedar Cottage with hot tub as seen in New York Times escape section.

9.4 out of 10, Exceptional, (84)
"Diana’s property was the perfect spot to reconnect with old friends. We enjoyed the art, food and music of Woodstock and a side trip to Bethel to check out the Woodstock Museum. Diana’s home was a comfortable place to retreat to after our days of exploring. We would love to make it an annual event. "
Cedar Cottage with hot tub as seen in New York Times escape section.
The Cabin at Chichester in the Catskills Mountains

The Cabin at Chichester in the Catskills Mountains

9.8 out of 10, Exceptional, (186)
"This is a great little cottage! It’s super clean and has everything you need and plenty of space inside and out. Host was terrific to deal with and made the process seamless and simple. Would definitely stay here again as a great place to stay while enjoying all the area has to offer!! "
The Cabin at Chichester in the Catskills Mountains
Charming Cottage with Jacuzzi, Fire Pit and Access to Nearby Lakes!
Outdoor spa tub

Charming Cottage with Jacuzzi, Fire Pit and Access to Nearby Lakes!

10.0 out of 10, Exceptional, (32)
"We could not have better things to say about our stay. The place is amazing and close to plenty of fun activities. It offered the perfect balance of nature, fun, and relaxation. Communication from the hosts was excellent and clear."
Charming Cottage with Jacuzzi, Fire Pit and Access to Nearby Lakes!
TOP-RATED! Pristine style+romantic luxury+firepit+walk to town=Brook Cottage Too
Exterior

TOP-RATED! Pristine style+romantic luxury+firepit+walk to town=Brook Cottage Too

10.0 out of 10, Exceptional, (120)
"The property was lovely, and the perfect location. Chelsea was great to work with!"
TOP-RATED! Pristine style+romantic luxury+firepit+walk to town=Brook Cottage Too
Leggett Cottage, High Falls, NY.
Outdoor dining

Leggett Cottage, High Falls, NY.

10.0 out of 10, Exceptional, (77)
"We really enjoyed our stay! The space was very nice & beautiful during the fall!"
Leggett Cottage, High Falls, NY.
Luxury Mountain House: Pool, Theater & Outdoor Kitchen
Outdoor pool

Luxury Mountain House: Pool, Theater & Outdoor Kitchen

10.0 out of 10, Exceptional, (11)
"Was a great location for a family gathering. The pool was great. The layout of the house was awesome."
The price is SAR 3,309
SAR 6,057 total
includes taxes & fees
2 Sep - 3 Sep
Luxury Mountain House: Pool, Theater & Outdoor Kitchen
Rose Cottage
Outdoor dining

Rose Cottage

9.8 out of 10, Exceptional, (6)
"It's so peaceful there. It was lovely."
Rose Cottage
Charming Lake Front Cottage
2 bedrooms, free WiFi, bed sheets

Charming Lake Front Cottage

9.4 out of 10, Exceptional, (18)
"Check in/out was easy and communication with owner was quick and helpful. Home was located on Swan lake great for fishing and kayaking, gorgeous views and sunsets. Home was clean and beds were comfy! "
Charming Lake Front Cottage
5 Mi to Marina & Raceways: Mongaup Valley Retreat!
House (2 Bedrooms) | Interior

5 Mi to Marina & Raceways: Mongaup Valley Retreat!

3.0 star property
5 Mi to Marina & Raceways: Mongaup Valley Retreat!
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, (40)
"Great home base for our long weekend of music and hiking. Very clean. Host is responsive. "
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
Private Woodstock cottage. Don't forget your dog!
Interior

Private Woodstock cottage. Don't forget your dog!

10.0 out of 10, Exceptional, (10)
"The property was Great! It was close to town, but far enough away for a little peace and quiet. The place itself was very clean, comfortable, and great for a couples weekend retreat."
Private Woodstock cottage. Don't forget your dog!
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, (116)
"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!
Catskills Home, 5 Mins to Windham Mtn Resort!
House (2 Bedrooms) | Front of property

Catskills Home, 5 Mins to Windham Mtn Resort!

3.0 star property
10.0 out of 10, Exceptional, (4)
"This place was awesome. Very clean, nicely appointed, very welcoming. Highly recommend and would definitely stay again. Only downside is that it is a second floor unit and the stairs are a little steep but still totally worth it "
Catskills Home, 5 Mins to Windham Mtn Resort!
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 Hudson Valley Hotel Reviews

Explore a world of travel with Expedia

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Frequently asked questions

How much do cottages in Hudson Valley cost?
Prices for cottages in Hudson Valley range between SAR 705 and SAR 3,309 per night. No matter your budget, you'll find the perfect place to soak up nature's beauty. 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 Hudson Valley?
Pick from 136 cottages in Hudson Valley. Whether you're traveling with the entire family, as a tiny team of two or with a group of best friends, Expedia will help you find the perfect digs.
Why book your cottage in Hudson Valley with Expedia?
Booking a cottage in Hudson Valley is as easy as working out your travel dates and choosing an ideal place for a getaway in the outdoors. From ritzy retreats to inexpensive stays and cottages that come with perks like a hot tub, Expedia has something for all traveler styles. As for the best offers around? We've got them too!