Search Woodstock Cottage Rentals from CA $218

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Check prices for these dates

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Aug 15 - Aug 17
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Aug 22 - Aug 24
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Sep 5 - Sep 7
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Oct 3 - Oct 5

Browse Select Woodstock 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, (246)
"A beautiful quiet setting! "
The price is CA $218
CA $463 total
includes taxes & fees
Sep 2 - Sep 3
Streamside Cottage Half Mile to Town of Woodstock
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Set amidst a serene wooded area, this two-story house offers a retreat with a well-manicured lawn and a small deck.

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

10.0 out of 10, Exceptional, (71)
"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
Romantic cottage with hot tub . Close to hiking and breweries . Pet friendly!
Relax in a serene hot tub surrounded by lush greenery and an outdoor space.

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

9.8 out of 10, Exceptional, (18)
"cute fun place. loved the hot tub "
Romantic cottage with hot tub . Close to hiking and breweries . Pet friendly!
Leggett Cottage, High Falls, NY.
Sit and enjoy the serene surroundings from this outdoor seating area.

Leggett Cottage, High Falls, NY.

10.0 out of 10, Exceptional, (76)
"We really enjoyed our stay! The space was very nice & beautiful during the fall!"
Leggett Cottage, High Falls, NY.
Rose Cottage
Situated in a forested area, this cabin features a simple design with a flat roof and a front porch with a railing, perfect for outdoor dining and grilling.

Rose Cottage

9.6 out of 10, Exceptional, (5)
"It's so peaceful there. It was lovely."
Rose Cottage
Cedar Cottage with hot tub as seen in New York Times escape section.
Cozy cabin nestled in a dense forest, offering a serene retreat with a central window and small porch area.

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.
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
Relax in this inviting living room with a bookshelf, sofas, and a coffee table.

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

9.8 out of 10, Exceptional, (134)
"We had a marvelous visit!"
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
Private Home ~ All Yours ~ In town ~ fenced in yard ~ Hot Tub ~ Pets welcome!
Experience serenity in this traditional Tibetan temple, featuring a central statue surrounded by ornate decorations and prayer flags.

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."
The price is CA $529
CA $994 total
includes taxes & fees
Aug 23 - Aug 24
Private Home ~ All Yours ~ In town ~ fenced in yard ~ Hot Tub ~ Pets welcome!
The Cabin at Chichester in the Catskills Mountains
Surrounded by lush greenery, the river flows gently along its rocky banks.

The Cabin at Chichester in the Catskills Mountains

9.8 out of 10, Exceptional, (185)
"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
Reset and Relax in Luxury Cottage
Guests can enjoy a serene forest view from this deck with a sturdy railing.

Reset and Relax in Luxury Cottage

10.0 out of 10, Exceptional, (40)
"Amazing floors, bathroom showers (wow!), and an awesome kitchen."
Reset and Relax in Luxury Cottage
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Two houses nestled among lush greenery, surrounded by a park with a play structure.

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 CA $247
CA $423 total
includes taxes & fees
Aug 24 - Aug 25
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Charming Artist's Retreat
Exterior

Charming Artist's Retreat

9.8 out of 10, Exceptional, (140)
"Enjoyed our stay!"
Charming Artist's Retreat
Private Woodstock cottage. Don't forget your dog!
Relax in this stylish room with a large bed, sofa, and dining table, perfect for unwinding and enjoying your stay.

Private Woodstock cottage. Don't forget your dog!

10.0 out of 10, Exceptional, (9)
"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!
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
Cozy cabin-style room with a lofted sleeping area, central seating area, and rustic charm.

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
TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage
Enjoy outdoor dining or relaxation on the upper-floor balcony overlooking a beautifully maintained garden.

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 2-bedroom cottage with large deck in beautiful Accord NY.
Situated on a gently sloping hill, this house offers a scenic view of the surrounding forest from its wooden deck and stone pathway.

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

10.0 out of 10, Exceptional, (13)
"It was better than the pictures! Very peaceful and a lovely little house. Judy was very responsive with any questions or needs we had. "
Charming 2-bedroom cottage with large deck in beautiful Accord NY.
4 Mi to Dtwn Catskill: Mtn-view Home
House (4 Bedrooms) | Interior

4 Mi to Dtwn Catskill: Mtn-view Home

3.0 star property
4 Mi to Dtwn Catskill: Mtn-view Home
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
Enjoy al fresco dining on the deck surrounded by a serene forest.

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

10.0 out of 10, Exceptional, (80)
"This was just what we were looking for. The host was very quick to respond to any of my questions. We enjoyed the location and all the amenities. The outdoor grill, outdoor firepit and inside fireplace were enjoyed and it was a nice bonus that there was plenty of firewood."
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
TOP-RATED! Pristine style+romantic luxury+firepit+walk to town=Brook Cottage Too
Situated on a corner of Old Forge Rd. and Mill Hill Rd., this traditional building offers a charming garden setting.

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

10.0 out of 10, Exceptional, (119)
"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
THE HIDDEN COTTAGE Private, Relaxing, Great Location, Has Everything You Need
Cozy cabin with a central double door and two smaller windows, set amidst a serene natural landscape.

THE HIDDEN COTTAGE Private, Relaxing, Great Location, Has Everything You Need

9.0 out of 10, Wonderful, (8)
"We really enjoyed our stay and will definitely come back. Highly recommended!"
THE HIDDEN COTTAGE Private, Relaxing, Great Location, Has Everything You Need
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

Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

10/10 Excellent
"It was very conveniently located, walkable to the downtown historic areas of town, shopping and restaurants "
Grazyna 1-night trip
Posted 15 hours ago
Best Western Plus Kingston Hotel And Conference Center