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Check prices for these dates

Next weekend
Jan 9 - Jan 11
In two weeks
Jan 16 - Jan 18
In one month
Jan 30 - Feb 1
In two months
Feb 27 - Mar 1

Our top choices for Poughkeepsie cottages

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.
The price is ￥20,120
￥43,965 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Experience Peace in this Cozy country cottage nestled beneath the mountains
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.
The price is ￥15,441
￥27,775 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Country Cottage with beautiful views and easy access to Catskills activities.
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.
The price is ￥17,001
￥33,540 total
includes taxes & fees
Jan 9 - Jan 10, 2026
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

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.
The price is ￥15,581
￥32,856 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
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)
"Perfect place for a visit to the Hudson Valley. Very comfortable and well taken care of. Friendly neighbors. 3 blocks from Downtown Catskill"
United States
Kirk N.
The price is ￥28,075
￥53,061 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Charming Cottage in the Heart of Catskill & Pet Friendly
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.
The price is ￥21,836
￥33,331 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
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.
The price is ￥35,014
￥85,289 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Walk-to-Lake Cottage With Office for Quiet Days and Easy Work
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
The price is ￥29,322
￥47,463 total
includes taxes & fees
Jan 1 - Jan 2, 2026
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)
"The Host was very communicative & showed great hospitality. The cottage was cozy & had all we needed. Great secluded quiet area to relax & close to restaurant/coffee shop. "
United States
Beth G.
The price is ￥31,974
￥88,181 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Secluded Couples Spa Sanctuary with HotTub!
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.
The price is ￥38,993
￥75,197 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Hits Adjacent | Pet Friendly | Caraway Cottage
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)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
United States
Paul H.
The price is ￥28,075
￥47,166 total
includes taxes & fees
Jan 11 - Jan 12, 2026
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
The price is ￥45,797
￥87,592 total
includes taxes & fees
Jan 2 - Jan 3, 2026
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

Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

10/10 Excellent
"The hotel was clean, the rooms are spacious and the restaurant is very nice. Enjoy our stay here each year. "
erin 1-night trip
Posted 19 hours ago
Hotel Zero Degrees Danbury

Find out more about Poughkeepsie

Poughkeepsie Cottages information

Number of reviews
254
Accommodation
201 Cottages
Lowest Price
￥27,775
Highest Price
￥88,181

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.