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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Browse Select Chichester Cottages

Streamside Cottage Half Mile to Town of Woodstock
Exterior

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (246)
"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
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
Private Home ~ All Yours ~ In town ~ fenced in yard ~ Hot Tub ~ Pets welcome!
Set amidst a tranquil forest, this charming home features a two-story facade with a welcoming yellow door and a picket fence.

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!
Romantic cottage with hot tub . Close to hiking and breweries . Pet friendly!
Experience the charm of Pinewood Inn, featuring a covered porch and a cozy gazebo.

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!
Charming Artist's Retreat
Exterior

Charming Artist's Retreat

9.8 out of 10, Exceptional, (140)
"Enjoyed our stay!"
Charming Artist's Retreat
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)
"The house was perfect; the hot tub was pristine, the location was remote but close enough to visit Woodstock, Kingston and Phoenicia. The communication with the owner was swift and helpful. "
Cedar Cottage with hot tub as seen in New York Times escape section.
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
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
Traditional architecture meets serene gardens in this charming two-story building with a welcoming porch.

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!
Hits Adjacent | Pet Friendly | Caraway Cottage
Cozy single-story house with a gabled roof, featuring a front door with glass panels and a small window above.

Hits Adjacent | Pet Friendly | Caraway Cottage

10.0 out of 10, Exceptional, (9)
"It was super cozy and very comfortable. It really is a lovely cottage. Perfect getaway. "
The price is £365
includes taxes & fees
17 Aug - 18 Aug
Hits Adjacent | Pet Friendly | Caraway Cottage
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Enjoy a peaceful retreat with a view of the lush forest from this outdoor deck, featuring a table, chairs, and potted plants.

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 £237
includes taxes & fees
3 Aug - 4 Aug
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
Compact kitchen with a stove, microwave, coffee maker, and sink.

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
Country Cottage with beautiful views and easy access to Catskills activities.
Situated in a wooded area, this charming cottage features a gravel path leading to the front door, a wooden deck with outdoor seating, and a sign reading 'The Cottage'.

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

10.0 out of 10, Exceptional, (10)
"Great spot!"
The price is £136
includes taxes & fees
4 Aug - 5 Aug
Country Cottage with beautiful views and easy access to Catskills activities.
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
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
Escape to a secluded cabin surrounded by tall trees and a gravel path, offering a peaceful retreat.

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
Cabin 4 Mi to Belleayre Mountain: Ski, Hike & Fish
Enjoy the serene views from the spacious deck, featuring a covered patio with Adirondack chairs and a wooden railing.

Cabin 4 Mi to Belleayre Mountain: Ski, Hike & Fish

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a great time during our stay. The house was nicely setup. We would go back again."
Cabin 4 Mi to Belleayre Mountain: Ski, Hike & Fish
Mountain Views & Brook Access: Home in Arkville!
House (3 Bedrooms) | Interior

Mountain Views & Brook Access: Home in Arkville!

3.0 star property
Mountain Views & Brook Access: Home in Arkville!
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)
"Irene was wonderful! Will return!"
Private Woodstock cottage. Don't forget your dog!
Leggett Cottage, High Falls, NY.
Stylish single-story home with a gabled roof and inviting front porch.

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.
Pet-Friendly Catskills Retreat: Fire Pit & Deck!
Charming home with a cozy porch, lush lawn, and a large tree.

Pet-Friendly Catskills Retreat: Fire Pit & Deck!

10.0 out of 10, Exceptional, (2)
"An adorable little getaway in a beautiful part of NY. Stayed here for a couple of days with my partner. The house is cozy and cute! Not too far away from stores and restaurants. Really close to hiking and other such things. We loved our stay!"
Pet-Friendly Catskills Retreat: Fire Pit & Deck!
Catskills Mtn Retreat w/ Panoramic View & Fire Pit
House (3 Bedrooms) | Interior

Catskills Mtn Retreat w/ Panoramic View & Fire Pit

3.0 star property
Catskills Mtn Retreat w/ Panoramic View & Fire Pit
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 Chichester Hotel Reviews

Postcard Cabins Eastern Catskills

Postcard Cabins Eastern Catskills

10/10 Excellent
"Postcard Cabins was a great, relaxing and quiet get away while exploring the Hudson Valley. I will return! "
Elizabeth 1-night trip
Posted 2 days ago
Postcard Cabins Eastern Catskills