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
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

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 ￥91,918
￥160,168 total
includes taxes & fees
Jul 21 - Jul 22
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 ￥22,947
￥50,982 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 ￥21,799
￥38,890 total
includes taxes & fees
Jul 26 - Jul 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, (140 reviews)
"We had a great stay!!"
United States
Jasmine
The price is ￥32,155
￥53,714 total
includes taxes & fees
Jul 21 - Jul 22
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 ￥39,025
￥82,662 total
includes taxes & fees
Jul 26 - Jul 27
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 ￥24,360
￥37,066 total
includes taxes & fees
Jul 21 - Jul 22
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 ￥23,548
￥40,925 total
includes taxes & fees
Aug 18 - Aug 19
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 ￥33,779
￥88,155 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 ￥29,232
￥57,658 total
includes taxes & fees
Jul 23 - Jul 24
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 ￥25,919
￥54,826 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

Spark by Hilton Fishkill

Spark by Hilton Fishkill

8/10 Good
"The room was fairly clean. I found a hair in the bedsheets. They do not clean the room every day. I needed extra towels and it took me hunting down housekeeping to get it. The bathroom is too small. The bathroom sink is in the room not the bathroom. Breakfast was good. Bagels were good after toasting. Coffee imo was great and they offer it all day. Breakfast is offered 6a-10a all day which is the best part. Very close to Beacon, if you’re driving. This hotel is good. A bit overpriced. Should be $125 a night not as much as it is. A/c was sufficient. Staff was pleasant enough."
Claudia 2-night trip
Posted 4 hours ago
Spark by Hilton Fishkill

Find out more about Poughkeepsie

Poughkeepsie Cottages information

Number of reviews
496
Accommodation
210 Cottages
Lowest Price
￥37,066
Highest Price
￥160,168

Frequently asked questions

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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.
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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.