An aerial view of a town with a river, a bridge, and autumn-colored trees.

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Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Poughkeepsie cottages

House (3 Bedrooms) | Interior

Luxe Mountain Getaway on Private Rd Near Rhinebeck

Luxe Mountain Getaway on Private Rd Near Rhinebeck
3.0 star property
Hyde Park
The price is ￥92,315
￥160,859 total
includes taxes & fees
Aug 3 - Aug 4
Luxe Mountain Getaway on Private Rd Near Rhinebeck
Property grounds

Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (288 reviews)
"Wonderful property with an easy check in and checkout process. The property and surrounding areas are beautiful. We would stay here again. "
United States
Anonymous traveler
The price is ￥23,062
￥50,871 total
includes taxes & fees
Jul 26 - Jul 27
Streamside Cottage Half Mile to Town of Woodstock
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
9.6 out of 10, Exceptional, (14 reviews)
"The cottage was welcoming, clean and cozy. We appreciated the special touches throughout. The indoor fireplace and sauna were a huge bonus "
United States
Anthony M.
The price is ￥29,925
￥47,832 total
includes taxes & fees
Aug 11 - Aug 12
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
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, (140 reviews)
"We had a great stay!!"
United States
Jasmine
The price is ￥32,294
￥53,946 total
includes taxes & fees
Jul 27 - Jul 28
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Exterior

Cozy 2-bedroom cottage in enchanting Catskill Mountains

Cozy 2-bedroom cottage in enchanting Catskill Mountains
Catskill
The price is ￥39,193
￥83,194 total
includes taxes & fees
Jul 27 - Jul 28
Cozy 2-bedroom cottage in enchanting Catskill Mountains
Property grounds

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

Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Bloomingburg
9.4 out of 10, Exceptional, (3 reviews)
"The place was as described, quaint, clean, no issues with communication or check in"
United States
Stephen H.
The price is ￥24,465
￥37,226 total
includes taxes & fees
Jul 30 - Jul 31
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Interior

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, (11 reviews)
"Very clean, comfortable, good location, great communication with host. "
United States
Lisa B.
The price is ￥22,033
￥40,580 total
includes taxes & fees
Aug 3 - Aug 4
Charming loft cottage in tranquil Germantown with WiFi, AC
Exterior

Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days

Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
Putnam Valley
9.8 out of 10, Exceptional, (23 reviews)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
The price is ￥30,571
￥84,151 total
includes taxes & fees
Jul 27 - Jul 28
Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
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, (24 reviews)
"Everything was great! The house is in a great location and is very clean, modern and cozy. I would highly recommend staying here! "
United States
Dave P.
The price is ￥29,358
￥58,090 total
includes taxes & fees
Jul 28 - Jul 29
Charming Cottage in the Heart of Catskill & Pet Friendly
Exterior

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Catskill
9.6 out of 10, Exceptional, (17 reviews)
"Host was super welcoming - the pace was gorgeous and had everything we could possibly need! Fabulous stay overall"
United States
Athena P.
The price is ￥26,748
￥56,719 total
includes taxes & fees
Aug 18 - Aug 19
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
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

DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

10/10 Excellent
"My daughter was attending the CIA Worldstride event. We drove in from Chicago and stayed there too. Our room had an amazing view of the bridge and the hotel was clean and beautiful. We felt so comfortable staying there. The staff was amazing. I left my makeup bag that contained my glasses on the couch and they were able to ship it me in Illinois."
Vanessa 5-night trip
Posted less than an hour ago
DoubleTree by Hilton Poughkeepsie Convention Center

Find out more about Poughkeepsie

Poughkeepsie Cottages information

Number of reviews
496
Accommodation
210 Cottages
Lowest Price
￥37,226
Highest Price
￥160,859

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.