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
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

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, (15 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 ￥18,810
￥34,529 total
includes taxes & fees
Aug 31 - Sep 1
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, (292 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 ￥25,415
￥53,376 total
includes taxes & fees
Aug 11 - Aug 12
Streamside Cottage Half Mile to Town of Woodstock
Property grounds

3. Kapitan’s cottage a Rustic Private Catskill Getaway Near Kingston

Kapitan’s cottage a Rustic Private Catskill Getaway Near Kingston
Kingston
9.6 out of 10, Exceptional, (10 reviews)
"Perfect place for a short vacation in the Catskills!"
United States
Jennifer C.
The price is ￥44,252
￥84,017 total
includes taxes & fees
Sep 9 - Sep 10
Kapitan’s cottage a Rustic Private Catskill Getaway Near Kingston
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 ￥31,236
￥52,179 total
includes taxes & fees
Aug 11 - Aug 12
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, (23 reviews)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
The price is ￥30,066
￥81,415 total
includes taxes & fees
Aug 12 - Aug 13
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 ￥23,664
￥36,007 total
includes taxes & fees
Aug 16 - Aug 17
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, (12 reviews)
"Very clean, comfortable, good location, great communication with host. "
United States
Lisa B.
The price is ￥21,771
￥39,402 total
includes taxes & fees
Sep 9 - Sep 10
Charming loft cottage in tranquil Germantown with WiFi, AC
House (3 Bedrooms) | Interior

8. 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 ￥58,529
￥110,172 total
includes taxes & fees
Aug 19 - Aug 20
Bright Cornwall-on-hudson Vacation Rental!
Terrace/patio

9. 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 ￥28,397
￥48,944 total
includes taxes & fees
Sep 8 - Sep 9
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Dining

10. 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, (19 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 ￥24,453
￥54,522 total
includes taxes & fees
Sep 2 - Sep 3
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Exterior

11. 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 ￥28,397
￥56,541 total
includes taxes & fees
Aug 21 - Aug 22
Charming Cottage in the Heart of Catskill & Pet Friendly
Exterior

12. Cozy 2-bedroom cottage in enchanting Catskill Mountains

Cozy 2-bedroom cottage in enchanting Catskill Mountains
Catskill
The price is ￥37,910
￥79,789 total
includes taxes & fees
Aug 11 - Aug 12
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

Holiday Inn Poughkeepsie by IHG

Holiday Inn Poughkeepsie by IHG

10/10 Excellent
"Excellent and very clean!!"
Adrienne 1-night trip
Posted 1 hour ago
Holiday Inn Poughkeepsie by IHG

Find out more about Poughkeepsie

Poughkeepsie Cottages information

Number of reviews
564
Accommodation
202 Cottages
Lowest Price
￥34,529
Highest Price
￥110,172

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.