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In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Poughkeepsie cottages

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

Cottage in Germantown

Charming loft cottage in tranquil Germantown with WiFi, AC
10.0 out of 10, Exceptional, (8)
"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.
$193 nightly
The price is $216
Jan 4 - Jan 5, 2026
Total with taxes and fees
Charming loft cottage in tranquil Germantown with WiFi, AC
Exterior
Country Cottage with beautiful views and easy access to Catskills activities.

Cottage in Saugerties

Country Cottage with beautiful views and easy access to Catskills activities.
10.0 out of 10, Exceptional, (13)
"Cozy and beautiful house. "
United States
Seung L.
$159 nightly
The price is $178
Jan 4 - Jan 5, 2026
Total with taxes and fees
Country Cottage with beautiful views and easy access to Catskills activities.
Exterior
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

Cottage in Kerhonkson

Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
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.
$193 nightly
The price is $195
Jan 8 - Jan 9, 2026
Total with taxes and fees
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
House (1 Bedroom) | Interior
High Falls Restorative Cabin in the Woods!

Cottage in High Falls

High Falls Restorative Cabin in the Woods!
3.0 star property
High Falls Restorative Cabin in the Woods!
Terrace/patio
Experience Peace in this Cozy country cottage nestled beneath the mountains

Cottage in Catskill

Experience Peace in this Cozy country cottage nestled beneath the mountains
9.8 out of 10, Exceptional, (9)
"The cottage was comfortable and spotless. My family thoroughly enjoyed their stay at the cottage, and they loved the setting. "
United States
Patricia C.
$262 nightly
The price is $283
Dec 23 - Dec 24
Total with taxes and fees
Experience Peace in this Cozy country cottage nestled beneath the mountains
Exterior
Charming Cottage in the Heart of Catskill & Pet Friendly

Cottage in Catskill

Charming Cottage in the Heart of Catskill & Pet Friendly
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.
$307 nightly
The price is $332
Dec 23 - Dec 24
Total with taxes and fees
Charming Cottage in the Heart of Catskill & Pet Friendly
Exterior
Walk-to-Lake Cottage With Office for Quiet Days and Easy Work

Cottage in Putnam Valley

Walk-to-Lake Cottage With Office for Quiet Days and Easy Work
9.8 out of 10, Exceptional, (23)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
$496 nightly
The price is $546
Dec 26 - Dec 27
Total with taxes and fees
Walk-to-Lake Cottage With Office for Quiet Days and Easy Work
Exterior
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro

Cottage in Bloomingburg

Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
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.
$190 nightly
The price is $214
Dec 23 - Dec 24
Total with taxes and fees
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Exterior
Hits Adjacent | Pet Friendly | Caraway Cottage

Cottage in Saugerties

Hits Adjacent | Pet Friendly | Caraway Cottage
9.8 out of 10, Exceptional, (16)
"Great location, comfortable beds, clean and updated space."
United States
Carolyn S.
$457 nightly
The price is $473
Jan 9 - Jan 10, 2026
Total with taxes and fees
Hits Adjacent | Pet Friendly | Caraway Cottage
Property grounds
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Cottage in Fort Montgomery

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (129)
"It has an incredible mountain and water view. "
United States
MIHYUN
$269 nightly
The price is $304
Dec 30 - Dec 31
Total with taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Exterior
Secluded Couples Spa Sanctuary with HotTub!

Cottage in Kerhonkson

Secluded Couples Spa Sanctuary with HotTub!
9.2 out of 10, Wonderful, (9)
"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.
$525 nightly
The price is $588
Jan 22 - Jan 23, 2026
Total with taxes and fees
Secluded Couples Spa Sanctuary with HotTub!
TV
Retro Cottage in Accord

Cottage in Accord

Retro Cottage in Accord
$257 nightly
The price is $287
Dec 24 - Dec 25
Total with taxes and fees
Retro Cottage in Accord
Outdoor dining
Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Cottage in Putnam Valley

Cozy Retreat w/ Pool, Cinema Room & Fire Pit
9.6 out of 10, Exceptional, (15)
"The property was amazing, Ceren was very accommodative, and we had a great time!"
United States
Mohit B.
$594 nightly
The price is $656
Dec 29 - Dec 30
Total with taxes and fees
Cozy Retreat w/ Pool, Cinema Room & Fire Pit
Terrace/patio
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Cottage in woodstock

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
9.0 out of 10, Wonderful, (46)
"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.
$277 nightly
The price is $310
Dec 28 - Dec 29
Total with taxes and fees
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Exterior
Little red house just outside of Woodstock

Cottage in Bearsville

Little red house just outside of Woodstock
9.0 out of 10, Wonderful, (2)
"The house is cute, well decorated but very small "
United States
Harry
$497 nightly
The price is $556
Dec 27 - Dec 28
Total with taxes and fees
Little red house just outside of Woodstock
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

Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

10/10 Excellent
"This was perfect for our family of 5. The beds were very comfortable. My son said he had the best shower of his life. The breakfast was very good with lots of options. A perfect overnight after the Polar Express."
John 1-night trip
Posted 1 day ago
Residence Inn by Marriott Kingston

Find out more about Poughkeepsie

Poughkeepsie Cottages information

Number of reviews
264
Accommodation
201 Cottages
Lowest Price
$178
Highest Price
$656

Frequently asked questions

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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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