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Cottages in Poughkeepsie

Chestnut on Willow Lake

8.0 out of 10, Very Good, (1)
"We had a very nice stay!Chestnut on Willow Lake worked well for us!We loved the property and campfire on Friday evening! I wish we had had time to go over to the fire to enjoy it!"
$508 nightly
The price is $578
Jul 8 - Jul 9
Total includes taxes and fees
Chestnut on Willow Lake

Hickory on Willow Lake

9.0 out of 10, Wonderful, (2)
"Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus"
$537 nightly
The price is $612
Jul 8 - Jul 9
Total includes taxes and fees
Hickory on Willow Lake

Red Cottage - Lakeside Property!

$514 nightly
The price is $585
Jul 8 - Jul 9
Total includes taxes and fees
Red Cottage - Lakeside Property!

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (112)
"Great place and host!"
$264 nightly
The price is $299
Jul 14 - Jul 15
Total includes taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Charming loft cottage in tranquil Germantown with WiFi, AC

10.0 out of 10, Exceptional, (3)
"My husband and I said “WOW” when we walked in the door. The space is absolutely gorgeous with plenty of room to spread out and a beautiful sleeping loft. The bed was super comfy and the apartment was so clean! It was decorated thoughtfully and had everything you could think of that you might need. Terri was a gracious host and let us check in early. Everything about this unit was exceptional!"
$241 nightly
The price is $260
Jul 7 - Jul 8
Total includes taxes and fees
Charming loft cottage in tranquil Germantown with WiFi, AC

Hits Adjacent | Pet Friendly | Caraway Cottage

10.0 out of 10, Exceptional, (8)
"It was super cozy and very comfortable. It really is a lovely cottage. Perfect getaway. "
$435 nightly
The price is $449
Jul 20 - Jul 21
Total includes taxes and fees
Hits Adjacent | Pet Friendly | Caraway Cottage

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

10.0 out of 10, Exceptional, (9)
"Cozy little spot for a quick getaway. Very clean, quiet location. Easy check-in. "
$170 nightly
The price is $190
Jul 20 - Jul 21
Total includes taxes and fees
Country Cottage with beautiful views and easy access to Catskills activities.

18th Century Rosendale Cottage w/pool

10.0 out of 10, Exceptional, (1)
"We loved our stay at the Rosendale Cottage, it is simply adorable! The perfect escape for myself, husband and our labradoodle for a long weekend. The two -nook style bedrooms and fireplace give it a super cozy feel. The pool was great and we made full use of the grill and firepit in the warmer weather. The house is conveniently located close to historical Kingston where we found lots of nice restaurants, antique stores and shops. The Mohonk Preserve is a great spot for walking and only about 15...
$914 nightly
The price is $959
Jul 21 - Jul 22
Total includes taxes and fees
18th Century Rosendale Cottage w/pool

Experience Peace in this Beautiful country cottage nestled beneath the mountains

10.0 out of 10, Exceptional, (5)
"Nice house, well stocked and nice outdoor area/deck."
$325 nightly
The price is $351
Jul 23 - Jul 24
Total includes taxes and fees
Experience Peace in this Beautiful country cottage nestled beneath the mountains

Kapitan’s cottage : Rustic, Private & steeped in Nature. Salt Pool Open Pets OK

10.0 out of 10, Exceptional, (4)
"We had a great time. Place is convenient located in proximity of Rosendale and Kingston "
$730 nightly
The price is $818
Jul 18 - Jul 19
Total includes taxes and fees
Kapitan’s cottage : Rustic, Private & steeped in Nature. Salt Pool Open Pets OK

Whimsical Woodland Cottage in Stone Ridge NY

9.4 out of 10, Exceptional, (9)
"The whimsical cottage was very cute and comfortable. It was clean to the naked eye, however there were cobwebs in the windowsill behind the sofa. I wanted to go sit on the Adirondack chairs behind the house it those have not been wiped down at all. The shower is very small and dark. I realize it is an amenity to have its and pans however they definitely can be updated, it is hard to cook anything on an uneven pan. Overall it was a nice stay"
$397 nightly
The price is $445
Jul 16 - Jul 17
Total includes taxes and fees
Whimsical Woodland Cottage in Stone Ridge NY

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."
$274 nightly
The price is $307
Jul 13 - Jul 14
Total includes taxes and fees
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Cottage in the Heart of the Shawangunks

10.0 out of 10, Exceptional, (12)
"Wonderful stay, exactly as advertised, everything brand new and very cozy."
$536 nightly
The price is $600
Jul 9 - Jul 10
Total includes taxes and fees
Charming Cottage in the Heart of the Shawangunks

Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

9.6 out of 10, Exceptional, (10)
"Great peaceful spot, close to a ton of outdoor activities. East check in and property was as advertised."
$221 nightly
The price is $224
Jul 22 - Jul 23
Total includes taxes and fees
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro

$162 nightly
The price is $182
Jul 3 - Jul 4
Total includes taxes and fees
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro

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"
$130 nightly
The price is $146
Jul 6 - Jul 7
Total includes taxes and fees
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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Frequently asked questions

Why book your cottage in Poughkeepsie with Expedia?
We think that a vacay should be a breeze, so if you're chasing cottages in Poughkeepsie at a great price, Expedia is here to help. Stick to the budget and stay in an economical option far away from the downtown buzz, or splurge on an upscale cottage to spoil your loved ones.
How can I find cheap cottages in Poughkeepsie?
The best way to track down cheap cottages in Poughkeepsie is with Expedia's filter tool. Refine your search by budget, amenities and star rating to land awesome rates in a few clicks.
What is there to do in Poughkeepsie near my cottage?
Whatever your tastes or interests, Poughkeepsie has loads of things to capture your imagination. Mid-Hudson Bridge, Casperkill Golf Club and Mid-Hudson Children's Museum are on most travelers' lists. Don't miss Richard L. Skimin Memorial Baseball Field, Mid-Hudson Civic Center and Clinton House State Historic Site either. With Expedia's hotel deals in Poughkeepsie, you'll be able to see more wonderful attractions like these with the money you save.