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
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Poughkeepsie cottages

A two-story house with a balcony, surrounded by lush greenery.

1. Quiet Solitude with Firepit, Electric Stove & Private Deck

Quiet Solitude with Firepit, Electric Stove & Private Deck
Hopewell Junction
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay at Sara's place. Unfortunately due to all the rain we couldn't enjoy the outside facilities. The bedroom loft is charming and everything you need is there. Thanks for a great stay!"
United States
stephanie a.
$466 nightly
The price is $528
Nov 15 - Nov 16
Total with taxes and fees
Quiet Solitude with Firepit, Electric Stove & Private Deck
A cottage with a wooden deck, a porch, and a staircase leading to the entrance.

2. 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, (18 reviews)
"A cozy little cabin. A great place to enjoy in itself and a relaxing place to come back to after a day out. Stayed two nights and went hiking, great location for the mountains. Host was very responsive."
United States
Devon Q.
$223 nightly
The price is $225
Dec 1 - Dec 2
Total with taxes and fees
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
A two-story house with a wooden exterior, a front porch, and a staircase leading to the entrance.

3. Walk-to-Lake Cottage With Grill for Peaceful Fall Days

Walk-to-Lake Cottage With Grill for Peaceful Fall Days
Putnam Valley
9.8 out of 10, Exceptional, (25 reviews)
"Absolute comfortable stay. Everything you need and fantastic host!! Will be back."
United States
Lisa
$470 nightly
The price is $519
Nov 15 - Nov 16
Total with taxes and fees
Walk-to-Lake Cottage With Grill for Peaceful Fall Days
A wooden cabin surrounded by lush greenery and trees.

4. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (309 reviews)
"perfect for a quiet getaway for 2."
United States
Anonymous traveler
$268 nightly
The price is $300
Nov 15 - Nov 16
Total with taxes and fees
Streamside Cottage Half Mile to Town of Woodstock
A small cabin with a porch, surrounded by dense forest and a clear night sky with a visible moon.

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

Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Bloomingburg
9.8 out of 10, Exceptional, (6 reviews)
"Tracy was an excellent host. The Mondrian Manor was cozy and perfect for two."
United States
Brandi A.
$194 nightly
The price is $219
Nov 15 - Nov 16
Total with taxes and fees
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
A kitchen with white cabinetry, granite countertops, and a window with blinds.

6. 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, (17 reviews)
"great location, clean & good communication with host."
United States
Kanna S.
$217 nightly
The price is $243
Nov 16 - Nov 17
Total with taxes and fees
Charming loft cottage in tranquil Germantown with WiFi, AC
A house with a view of a bridge and mountains.

7. 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, (150 reviews)
"We had a great stay!!"
United States
Jasmine
$257 nightly
The price is $304
Nov 16 - Nov 17
Total with taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
A covered porch with a wooden bench, a wicker chair, and a sofa with cushions.

8. 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, (21 reviews)
"Artsy, comfortable and cozy cottage in a country setting. Love the deck for grilling! This was our second time here and we hope to be back again!"
United States
Laura G.
$298 nightly
The price is $322
Nov 16 - Nov 17
Total with taxes and fees
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
A single-story house with a black front door, two windows on either side, and two black trash bins in front.

9. 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, (31 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.
$315 nightly
The price is $353
Nov 15 - Nov 16
Total with taxes and fees
Charming Cottage in the Heart of Catskill & Pet Friendly
A single-story house with a dark exterior, a chimney, and a small window.

10. Cozy 2-bedroom cottage in enchanting Catskill Mountains

Cozy 2-bedroom cottage in enchanting Catskill Mountains
Catskill
10.0 out of 10, Exceptional, (2 reviews)
"The property is great. Easy check-in and communication with host. Large property and comfortable beds."
United States
Robert G.
$451 nightly
The price is $487
Nov 16 - Nov 17
Total with taxes and fees
Cozy 2-bedroom cottage in enchanting Catskill Mountains
A wooden deck with a railing overlooking a body of water and trees.

11. Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.

Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
Croton-on-Hudson
9.6 out of 10, Exceptional, (28 reviews)
"A lovely spot, very nice accommodations.Breakfast supples thoughtfully supplied as well as champagne to enjoy. "
United States
Eva C.
$353 nightly
The price is $404
Nov 15 - Nov 16
Total with taxes and fees
Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
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

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84

10/10 Excellent
"Super helpful and accommodating! Def recommend."
Laura 1-night trip
Posted 15 hours ago
Comfort Suites Fishkill near Interstate 84

Find out more about Poughkeepsie

Poughkeepsie Cottages information

Number of reviews
244
Accommodation
201 Cottages
Lowest Price
$219
Highest Price
$698

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.
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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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