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Check prices for these dates

Next weekend
20 Jun - 22 Jun
In two weeks
27 Jun - 29 Jun
In one month
11 Jul - 13 Jul
In two months
8 Aug - 10 Aug

Cottages in Poughkeepsie

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, (111)
"Great place and host!"
The price is SAR 706
SAR 1,142 total
includes taxes & fees
16 Jun - 17 Jun
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Romantic retreat with stunning views of Croton River Gorge, a birder haven
Outdoor dining

Romantic retreat with stunning views of Croton River Gorge, a birder haven

10.0 out of 10, Exceptional, (3)
"We loved our stay at the Carriage House. Patrick and Kathryn were wonderful hosts. They provided information in a timely manner, and were quick to respond to any questions. Our accommodations were clean, comfortable and well appointed, and Patrick and Kathryn included truly thoughtful touches. The location was perfect for exploring Croton-on-Hudson and the Hudson Valley. We'd love to come back!"
Romantic retreat with stunning views of Croton River Gorge, a birder haven
Mountain View escape
Exterior

Mountain View escape

10.0 out of 10, Exceptional, (55)
"This was such a lovely place to stay! Great location and beautiful setting. "
Mountain View escape
Streamside Cottage Half Mile to Town of Woodstock
Aerial view

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (235)
"Loved a weekend away in this beautiful little cottage. Walking distance to woodstock. Beautiful ambience next to the creek. Cottage has everything you would need. Would 100p book another stay!"
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)
"Wonderful property and quiet but close to everything"
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."
The price is SAR 676
SAR 1,139 total
includes taxes & fees
13 Jul - 14 Jul
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
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, (64)
"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
Charming Artist's Retreat
Fridge, microwave, oven, stovetop

Charming Artist's Retreat

10.0 out of 10, Exceptional, (137)
"Enjoyed our stay!"
Charming Artist's Retreat
Bird Songs, Come Listen Awhile – Perfect for Remote Work & Weekend Getaways
Exterior

Bird Songs, Come Listen Awhile – Perfect for Remote Work & Weekend Getaways

10.0 out of 10, Exceptional, (1)
"Loved this cabin! Perfect for 2. Small and upgraded. Very attentive host."
Bird Songs, Come Listen Awhile – Perfect for Remote Work & Weekend Getaways
Reset and Relax in Luxury Cottage
Property grounds

Reset and Relax in Luxury Cottage

10.0 out of 10, Exceptional, (36)
"Amazing floors, bathroom showers (wow!), and an awesome kitchen."
Reset and Relax in Luxury 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, (52)
"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
Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!
Beach nearby, beach towels

Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!

9.4 out of 10, Exceptional, (91)
"Property was clean, well appointed, wish we could have stayed a bit longer to enjoy more of the lake & fire pit! "
Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!
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
Pet-friendly Cottage at Historic Millbrook Farm Estate
Interior

Pet-friendly Cottage at Historic Millbrook Farm Estate

10.0 out of 10, Exceptional, (2)
"The house was everything that it is advertised to be. When we arrived, we found it very clean and spacious enough for five adults and two dogs. The hosts were considerate and extremely gracious. The farm is picturesque, chickens and goats look very well cared for and added to the charm. …no worries if you are not an animal lover, the goats and chickens stay far enough away that you can simply not take any notice of them. The beautiful village of Millbrook is just 4 minutes down the road...
Pet-friendly Cottage at Historic Millbrook Farm Estate
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, (36)
"Great place to stay in the winter. Hunter mountain and Woodstock are near by. Will definitely be back."
The price is SAR 432
SAR 694 total
includes taxes & fees
2 Jul - 3 Jul
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
Relaxing Catskill Mountain Cottage.
TV, fireplace, stereo

Relaxing Catskill Mountain Cottage.

10.0 out of 10, Exceptional, (49)
"We really enjoyed our time here"
Relaxing Catskill Mountain Cottage.
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.
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, (114)
"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!
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
Cozy Cottage with a Pond 2
1 bedroom, free WiFi

Cozy Cottage with a Pond 2

6.0 out of 10, (12)
"Was perfect place to stay with lots of hiking and waterfalls near by"
The price is SAR 375
SAR 547 total
includes taxes & fees
30 Jun - 1 Jul
Cozy Cottage with a Pond 2
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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