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Cottages in Annandale-on-Hudson

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! "
$301 nightly
The price is $337
Sep 2 - Sep 3
Total includes taxes and fees
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, (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
Leggett Cottage, High Falls, NY.
Exterior

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
Exterior

Rose Cottage

9.6 out of 10, Exceptional, (5)
"It's so peaceful there. It was lovely."
Rose Cottage
Pet-friendly Cottage at Historic Millbrook Farm Estate
Exterior

Pet-friendly Cottage at Historic Millbrook Farm Estate

9.4 out of 10, Exceptional, (8)
"Stayed in this renovated farmhouse for a very snowy weekend. Nicely redone and furnished with spacious living/dining area. Could have fit 2 more adults or 2-3 kids. Hosts were lovely and introduced us to the goats. Too snowy and icy to get outdoors or explore much but local village has shops and kitchen was stocked with pantry staples and bottled water, milk/creamers for coffee so arrival day grocery run was not needed. Bonus large picture window let us enjoy the abundant snow from the warmth of...
Pet-friendly Cottage at Historic Millbrook Farm Estate
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.
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
Exterior

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!
Exterior

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."
$646 nightly
The price is $724
Aug 23 - Aug 24
Total includes taxes and fees
Private Home ~ All Yours ~ In town ~ fenced in yard ~ Hot Tub ~ Pets welcome!
Reset and Relax in Luxury Cottage
Property grounds

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
Terrace/patio

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."
$275 nightly
The price is $308
Aug 24 - Aug 25
Total includes taxes and fees
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!
Interior

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
Outdoor dining

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
Exterior

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
4 Mi to Dtwn Catskill: Mtn-view Home
House (4 Bedrooms) | Front of property

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
Exterior

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
Exterior

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
Exterior

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
Hits Adjacent | Pet Friendly | Caraway Cottage
Exterior

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. "
$435 nightly
The price is $450
Aug 31 - Sep 1
Total includes taxes and fees
Hits Adjacent | Pet Friendly | Caraway Cottage
Cozy Hudson Valley Lake Cottage :4 Kayaks + a Canoe, 400 acre Lake
Outdoor dining

Cozy Hudson Valley Lake Cottage :4 Kayaks + a Canoe, 400 acre Lake

10.0 out of 10, Exceptional, (7)
"Very clean, cute house right on the lake. We enjoyed our time there. "
Cozy Hudson Valley Lake Cottage :4 Kayaks + a Canoe, 400 acre Lake
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 Annandale-on-Hudson Hotel Reviews

Woodstock Way Hotel

Woodstock Way Hotel

10/10 Excellent
"Great hotel with spacious rooms and a cozy vibe"
lisa 3-night trip
Posted 1 day ago
Woodstock Way Hotel