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

Search Poughkeepsie Cottage Rentals from CA $305

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Poughkeepsie cottages

A cottage with a wooden deck, a porch, and a staircase leading to the entrance.

1. 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)
"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 CA $176
CA $324 total
includes taxes & fees
Oct 6 - Oct 7
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
A wooden cabin surrounded by lush greenery and trees.

2. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (301 reviews)
"It was the perfect place for a weekend away from home! The location was only a few minutes from town and was the perfect size for a couple. Would definitely reccomend!"
United States
Kristen S.
The price is CA $242
CA $494 total
includes taxes & fees
Oct 25 - Oct 26
Streamside Cottage Half Mile to Town of Woodstock
A blue house with a porch, an American flag, and a brick pathway leading to the entrance.

3. Bright Cornwall-on-hudson Vacation Rental!

Bright Cornwall-on-hudson Vacation Rental!
3.0 star property
Cornwall
10.0 out of 10, Exceptional, (1 review)
"Very nice property, very comfortable, close to multiple sightseeing location including bear mountain."
United States
Poyuk
The price is CA $528
CA $994 total
includes taxes & fees
Oct 22 - Oct 23
Bright Cornwall-on-hudson Vacation Rental!
A two-story house with a wooden exterior, a front porch, and a staircase leading to the entrance.

4. 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)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
The price is CA $225
CA $685 total
includes taxes & fees
Oct 7 - Oct 8
Walk-to-Lake Cottage With Grill for Peaceful Fall Days
A kitchen with white cabinetry, granite countertops, and a window with blinds.

5. 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, (16 reviews)
"great location, clean & good communication with host."
United States
Kanna S.
The price is CA $179
CA $371 total
includes taxes & fees
Oct 7 - Oct 8
Charming loft cottage in tranquil Germantown with WiFi, AC
A house with a view of a bridge and mountains.

6. 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, (146 reviews)
"We had a great stay!!"
United States
Jasmine
The price is CA $282
CA $472 total
includes taxes & fees
Oct 7 - Oct 8
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
A small cabin with a porch, surrounded by dense forest and a clear night sky with a visible moon.

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

Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Bloomingburg
9.6 out of 10, Exceptional, (5 reviews)
"The place was as described, quaint, clean, no issues with communication or check in"
United States
Stephen H.
The price is CA $199
CA $305 total
includes taxes & fees
Oct 6 - Oct 7
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
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)
"The property was just as described, very private and cozy. We enjoyed the large balcony as well as the yard. There were also several nice hiking trails close by. Overall we were very happy with our stay."
United States
Ryan P.
The price is CA $174
CA $431 total
includes taxes & fees
Oct 20 - Oct 21
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, (26 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 CA $256
CA $510 total
includes taxes & fees
Oct 6 - Oct 7
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.
The price is CA $342
CA $725 total
includes taxes & fees
Oct 4 - Oct 5
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, (24 reviews)
"A lovely spot, very nice accommodations.Breakfast supples thoughtfully supplied as well as champagne to enjoy. "
United States
Eva C.
The price is CA $356
CA $602 total
includes taxes & fees
Oct 3 - Oct 4
Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
An outdoor patio with a stone wall, a wooden fence, and a table with chairs.

12. Updated Home w/ Patio Half Mile to West Point

Updated Home w/ Patio Half Mile to West Point
3.0 star property
Highland Falls
The price is CA $389
CA $897 total
includes taxes & fees
Oct 4 - Oct 5
Updated Home w/ Patio Half Mile to West Point
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

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

8/10 Good
"Overall the hotel was decent. We were hoping to use the hot tub but it wasn't working. There were a couple of items that weren't quite right. The body lotion was empty and the shampoo bottle fell off the wall. The room itself was quiet and clean. The breakfast was not bad. I would stay there again"
Laura 1-night trip
Posted 15 hours ago
Hampton Inn & Suites Poughkeepsie

Find out more about Poughkeepsie

Poughkeepsie Cottages information

Number of reviews
560
Accommodation
204 Cottages
Lowest Price
CA $305
Highest Price
CA $994

Frequently asked questions

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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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