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Our top choices for Poughkeepsie cottages

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

Charming loft cottage in tranquil Germantown with WiFi, AC

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

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

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.
$270 nightly
The price is $273
Jan 8 - Jan 9, 2026
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.

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

Saugerties
10.0 out of 10, Exceptional, (13)
"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.
Terrace/patio
Experience Peace in this Cozy country cottage nestled beneath the mountains

Experience Peace in this Cozy country cottage nestled beneath the mountains

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 11 - Dec 12
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!

High Falls Restorative Cabin in the Woods!

3.0 star property
High Falls
$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

Charming Cottage in the Heart of Catskill & Pet Friendly

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 11 - Dec 12
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

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

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 11 - Dec 12
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

Streamside Cottage Half Mile to Town of Woodstock

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
$301 nightly
The price is $337
Dec 13 - Dec 14
Total with taxes and fees
Streamside Cottage Half Mile to Town of Woodstock
Exterior
Secluded Couples Spa Sanctuary with HotTub!

Secluded Couples Spa Sanctuary with HotTub!

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.
$525 nightly
The price is $589
Dec 11 - Dec 12
Total with taxes and fees
Secluded Couples Spa Sanctuary with HotTub!
Property grounds
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Fort Montgomery
9.8 out of 10, Exceptional, (129)
"It has an incredible mountain and water view. "
United States
MIHYUN
$271 nightly
The price is $307
Dec 11 - Dec 12
Total with taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Exterior
Hits Adjacent | Pet Friendly | Caraway Cottage

Hits Adjacent | Pet Friendly | Caraway Cottage

Saugerties
9.8 out of 10, Exceptional, (16)
"Great location, comfortable beds, clean and updated space."
United States
Carolyn S.
$453 nightly
The price is $468
Jan 9 - Jan 10, 2026
Total with taxes and fees
Hits Adjacent | Pet Friendly | Caraway Cottage
Exterior
Little red house just outside of Woodstock

Little red house just outside of Woodstock

Bearsville
9.0 out of 10, Wonderful, (2)
"The house is cute, well decorated but very small "
United States
Harry
$503 nightly
The price is $563
Dec 13 - Dec 14
Total with taxes and fees
Little red house just outside of Woodstock
Terrace/patio
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

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

Retro Cottage in Accord

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

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

10/10 Excellent
"Buisness friendly, breakfast, gym room, quiet, good customer service "
Luna 1-night trip
Posted 1 day ago
Courtyard by Marriott Poughkeepsie

Find out more about Poughkeepsie

Poughkeepsie Cottages information

Number of reviews
458
Accommodation
202 Cottages
Lowest Price
$192
Highest Price
$589

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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