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
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Poughkeepsie cottages

Exterior

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, (16 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 $146
CA $285 total
includes taxes & fees
Sep 7 - Sep 8
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Property grounds

2. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (294 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 traveller
The price is CA $198
CA $436 total
includes taxes & fees
Sep 7 - Sep 8
Streamside Cottage Half Mile to Town of Woodstock
Terrace/patio

3. Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
woodstock
8.8 out of 10, Excellent, (48 reviews)
"A gem just minutes from the heart of Woodstock!"
United States
Susannah H.
The price is CA $248
CA $426 total
includes taxes & fees
Sep 20 - Sep 21
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Property grounds

4. 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, (141 reviews)
"We had a great stay!!"
United States
Jasmine
The price is CA $273
CA $454 total
includes taxes & fees
Sep 21 - Sep 22
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Exterior

5. 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, (24 reviews)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
The price is CA $268
CA $725 total
includes taxes & fees
Aug 24 - Aug 25
Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
Property grounds

6. 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)
"Tracy was an excellent host. The Mondrian Manor was cozy and perfect for two."
United States
Brandi A.
The price is CA $207
CA $315 total
includes taxes & fees
Sep 5 - Sep 6
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Interior

7. 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, (13 reviews)
"great location, clean & good communication with host."
United States
Kanna S.
The price is CA $182
CA $334 total
includes taxes & fees
Sep 9 - Sep 10
Charming loft cottage in tranquil Germantown with WiFi, AC
Exterior

8. 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 CA $248
CA $492 total
includes taxes & fees
Aug 24 - Aug 25
Charming Cottage in the Heart of Catskill & Pet Friendly
Terrace/patio

9. 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, (18 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 CA $185
CA $438 total
includes taxes & fees
Sep 14 - Sep 15
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Exterior

10. Cozy 2-bedroom cottage in enchanting Catskill Mountains

Cozy 2-bedroom cottage in enchanting Catskill Mountains
Catskill
10.0 out of 10, Exceptional, (1 review)
"The property is great. Easy check-in and communication with host. Large property and comfortable beds."
United States
Robert G.
The price is CA $331
CA $703 total
includes taxes & fees
Aug 24 - Aug 25
Cozy 2-bedroom cottage in enchanting Catskill Mountains
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

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent
"Swimming pool that our kid made a full use of."
Yuri 3-night trip
Posted 7 hours ago
Hyatt Place Poughkeepsie / Hudson Valley

Find out more about Poughkeepsie

Poughkeepsie Cottages information

Number of reviews
558
Accommodation
204 Cottages
Lowest Price
CA $285
Highest Price
CA $725

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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