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 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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 $221
CA $375 total
includes taxes & fees
Nov 9 - Nov 10
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
A blue house with a porch, an American flag, and a brick pathway leading to the entrance.

2. 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 $525
CA $988 total
includes taxes & fees
Oct 22 - Oct 23
Bright Cornwall-on-hudson Vacation Rental!
A wooden cabin surrounded by lush greenery and trees.

3. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (305 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 $215
CA $464 total
includes taxes & fees
Nov 10 - Nov 11
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.

4. 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)
"Tracy was an excellent host. The Mondrian Manor was cozy and perfect for two."
United States
Brandi A.
The price is CA $198
CA $305 total
includes taxes & fees
Oct 20 - Oct 21
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
A two-story house with a wooden exterior, a front porch, and a staircase leading to the entrance.

5. 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 $247
CA $712 total
includes taxes & fees
Oct 21 - Oct 22
Walk-to-Lake Cottage With Grill for Peaceful Fall Days
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, (148 reviews)
"We had a great stay!!"
United States
Jasmine
The price is CA $280
CA $474 total
includes taxes & fees
Oct 21 - Oct 22
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
A bedroom with a large bed, a window with a view of trees, and a sliding glass door leading to an outdoor area.

7. Private Pool House - Pool · Jacuzzi · Fireplace

Private Pool House - Pool · Jacuzzi · Fireplace
Pine Bush
The price is CA $481
CA $751 total
includes taxes & fees
Oct 20 - Oct 21
Private Pool House - Pool · Jacuzzi · Fireplace
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 $173
CA $450 total
includes taxes & fees
Nov 3 - Nov 4
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 $255
CA $500 total
includes taxes & fees
Oct 20 - Oct 21
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 $340
CA $715 total
includes taxes & fees
Oct 20 - Oct 21
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, (27 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 $354
CA $602 total
includes taxes & fees
Oct 20 - Oct 21
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

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

8/10 Good
"No fan in bathroom"
Denise E 1-night trip
Posted less than an hour ago
Holiday Inn Express Poughkeepsie by IHG

Find out more about Poughkeepsie

Poughkeepsie Cottages information

Number of reviews
553
Accommodation
201 Cottages
Lowest Price
CA $305
Highest Price
CA $988

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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