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In four months
Mar 27 - Mar 29

Cottages in Poughkeepsie

Exterior detail
Charming loft cottage in tranquil Germantown with WiFi, AC

Cottage in Germantown

10.0 out of 10, Exceptional, (5)
"Sparkling clean, lovely and cozy hideaway. We only stayed overnight, but the kitchenette would be perfect for a longer stay. Hope we can come back sometime and stay longer."
United States
Peter S.
$191 nightly
The price is $214
Dec 14 - Dec 15
Total with taxes and fees
Charming loft cottage in tranquil Germantown with WiFi, AC
Exterior
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

Cottage in Kerhonkson

9.4 out of 10, Exceptional, (12)
"Charming and relaxing cottage. Perfect location for hiking or enjoying Lake Minnewaska or Mohonk Preserve. "
United States
Patrick S.
$196 nightly
The price is $199
Dec 14 - Dec 15
Total with taxes and fees
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Exterior
Country Cottage with beautiful views and easy access to Catskills activities.

Cottage in Saugerties

10.0 out of 10, Exceptional, (12)
"Cozy and beautiful house. "
United States
Seung L.
$171 nightly
The price is $192
Jan 4 - Jan 5, 2026
Total with taxes and fees
Country Cottage with beautiful views and easy access to Catskills activities.
Exterior
Experience Peace in this Cozy country cottage nestled beneath the mountains

Cottage in Catskill

9.8 out of 10, Exceptional, (8)
"Very comfortable cottage in a lovely area. Grateful for the ac on those very hot days! Loved grilling on the porch and the big patio umbrellas. Host is very responsive and helpful when needed. Hope to come again! "
United States
Laura G.
$309 nightly
The price is $334
Dec 8 - Dec 9
Total with taxes and fees
Experience Peace in this Cozy country cottage nestled beneath the mountains
House (1 Bedroom) | Interior
High Falls Restorative Cabin in the Woods!

Cottage in High Falls

3.0 star property
$433 nightly
The price is $482
Dec 22 - Dec 23
Total with taxes and fees
High Falls Restorative Cabin in the Woods!
Exterior
Charming Cottage in the Heart of Catskill & Pet Friendly

Cottage in Catskill

10.0 out of 10, Exceptional, (18)
"We had a wonderful time at the Catskill Nook. Everything was great and the hosts were amazing. Well located, walking distance to everything and pet friendly. The flowers from our hosts were gorgeous. We had a blast. "
United States
Bernadette P.
$316 nightly
The price is $341
Dec 8 - Dec 9
Total with taxes and fees
Charming Cottage in the Heart of Catskill & Pet Friendly
Exterior
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro

Cottage in Bloomingburg

10.0 out of 10, Exceptional, (1)
"The place was as described, quaint, clean, no issues with communication or check in"
United States
Stephen H.
$192 nightly
The price is $216
Dec 8 - Dec 9
Total with taxes and fees
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Exterior
Streamside Cottage Half Mile to Town of Woodstock

Cottage in Woodstock

10.0 out of 10, Exceptional, (261)
"Jane was very nice and accommodating, the cottage was very clean and comfortable, a very relaxing and calming place "
United States
Scott
$346 nightly
The price is $388
Dec 13 - Dec 14
Total with taxes and fees
Streamside Cottage Half Mile to Town of Woodstock
Exterior
Secluded Couples Spa Sanctuary with HotTub!

Cottage in Kerhonkson

9.0 out of 10, Wonderful, (8)
"We had a great stay at Fern Pond. The property offers a relaxing, quiet detox from the city. It is about 20-30 minutes from a grocery store but there’s also a bunch of Farm stands in between. The yard was great for our pup as well. Excellent stay, we will be back! "
United States
Ashley J.
$524 nightly
The price is $587
Dec 10 - Dec 11
Total with taxes and fees
Secluded Couples Spa Sanctuary with HotTub!
Property grounds
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Cottage in Fort Montgomery

9.8 out of 10, Exceptional, (129)
"It has an incredible mountain and water view. "
United States
MIHYUN
$272 nightly
The price is $308
Dec 8 - Dec 9
Total with taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Exterior
Hits Adjacent | Pet Friendly | Caraway Cottage

Cottage in Saugerties

9.8 out of 10, Exceptional, (16)
"Great location, comfortable beds, clean and updated space."
United States
Carolyn S.
$466 nightly
The price is $482
Jan 5 - Jan 6, 2026
Total with taxes and fees
Hits Adjacent | Pet Friendly | Caraway Cottage
Exterior
Little red house just outside of Woodstock

Cottage in Bearsville

9.0 out of 10, Wonderful, (2)
"The house is cute, well decorated but very small "
United States
Harry
$463 nightly
The price is $519
Dec 10 - Dec 11
Total with taxes and fees
Little red house just outside of Woodstock
Terrace/patio
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Cottage in woodstock

9.0 out of 10, Wonderful, (45)
"I was in town for a few days to get some writing done and see friends. The cabin is beautiful and perfect for one or two people and a dog. The location is also perfect; it's in walking distance (or a very short drive) to town, but the main draw is that it's located on a beautiful stream. The rooster crowing in the background and the deer who visited the property were welcome. "
United States
Shannon F.
$276 nightly
The price is $309
Dec 14 - Dec 15
Total with taxes and fees
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
TV
Retro Cottage in Accord

Cottage in Accord

$257 nightly
The price is $287
Dec 20 - Dec 21
Total with taxes and fees
Retro Cottage in Accord
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 Poughkeepsie Hotel Reviews

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

10/10 Excellent
"Miguel is the best!! This is our 4th stay and he is always so professional, greets us with a smile and us very efficient at his job! "
Smirna 1-night trip
Posted 1 day ago
Hampton Inn & Suites Poughkeepsie

Find out more about Poughkeepsie

Poughkeepsie Cottages information

Number of reviews
457
Accommodation
204 Cottages
Lowest Price
$192
Highest Price
$587

Frequently asked questions

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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.
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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.

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