Search Poughkeepsie Cottage Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Mar 6 - Mar 8
In two months
Apr 17 - Apr 19
In three months
May 15 - May 17
In four months
Jun 12 - Jun 14

Our top choices for Poughkeepsie cottages

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, (9 reviews)
"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 ￥16,900
￥33,515 total
includes taxes & fees
Feb 25 - Feb 26
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 reviews)
"Charming and relaxing cottage. Perfect location for hiking or enjoying Lake Minnewaska or Mohonk Preserve. "
United States
Patrick S.
The price is ￥11,030
￥27,682 total
includes taxes & fees
Feb 26 - Feb 27
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, (131 reviews)
"Amazing place Thanks for the stay "
United States
Julien C.
The price is ￥29,149
￥47,183 total
includes taxes & fees
Feb 22 - Feb 23
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
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, (46 reviews)
"A gem just minutes from the heart of Woodstock!"
United States
Susannah H.
The price is ￥27,909
￥46,887 total
includes taxes & fees
Mar 1 - Mar 2
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Property grounds

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, (15 reviews)
"Cozy and beautiful house. "
United States
Seung L.
The price is ￥17,304
￥29,972 total
includes taxes & fees
Feb 24 - Feb 25
Country Cottage with beautiful views and easy access to Catskills activities.
Exterior

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

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Catskill
9.8 out of 10, Exceptional, (13 reviews)
"Very comfortable home"
United States
Holly
The price is ￥21,552
￥49,901 total
includes taxes & fees
Feb 22 - Feb 23
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Exterior

Little red house just outside of Woodstock

Little red house just outside of Woodstock
Bearsville
9.0 out of 10, Wonderful, (2 reviews)
"The house is cute, well decorated but very small "
United States
Harry
The price is ￥45,352
￥86,741 total
includes taxes & fees
Mar 1 - Mar 2
Little red house just outside of Woodstock
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, (22 reviews)
"Really comfortable and cozy"
Canada
Lynne H.
The price is ￥27,211
￥53,920 total
includes taxes & fees
Feb 28 - Mar 1
Charming Cottage in the Heart of Catskill & Pet Friendly
Exterior

Kapitan’s cottage a Rustic Private Catskill Getaway Near Kingston

Kapitan’s cottage a Rustic Private Catskill Getaway Near Kingston
Kingston
9.6 out of 10, Exceptional, (9 reviews)
"We had a great time. Place is convenient located in proximity of Rosendale and Kingston "
United States
Carol N.
The price is ￥21,149
￥54,599 total
includes taxes & fees
Feb 23 - Feb 24
Kapitan’s cottage a Rustic Private Catskill Getaway Near Kingston
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
10.0 out of 10, Exceptional, (1 review)
"The place was as described, quaint, clean, no issues with communication or check in"
United States
Stephen H.
The price is ￥21,707
￥33,134 total
includes taxes & fees
Mar 21 - Mar 22
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Poughkeepsie Hotel Reviews

Homewood Suites by Hilton Poughkeepsie

Homewood Suites by Hilton Poughkeepsie

10/10 Excellent
"Room Was Spotless"
Tanya 1-night trip
Posted 19 hours ago
Homewood Suites by Hilton Poughkeepsie

Find out more about Poughkeepsie

Poughkeepsie Cottages information

Number of reviews
251
Accommodation
202 Cottages
Lowest Price
￥27,682
Highest Price
￥86,741

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.