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

Search Poughkeepsie Cottages

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

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.
$470 nightly
The price is $532
Nov 17 - Nov 18
Total with taxes and fees
Quiet Solitude with Firepit, Electric Stove & Private Deck
A two-story house with a wooden exterior, a front porch, and a staircase leading to the entrance.

2. 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
$472 nightly
The price is $521
Nov 15 - Nov 16
Total with taxes and fees
Walk-to-Lake Cottage With Grill for Peaceful Fall Days
A cottage with a wooden deck, a porch, and a staircase leading to the entrance.

3. 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.
$222 nightly
The price is $224
Dec 1 - Dec 2
Total with taxes and fees
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
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 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, (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 small cabin with a porch, surrounded by dense forest and a clear night sky with a visible moon.

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

Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Bloomingburg
9.8 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 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.
$284 nightly
The price is $307
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 wooden deck with a railing overlooking a body of water and trees.

10. 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)
"Beautiful setting and well appointed"
United States
Marianna H.
$353 nightly
The price is $404
Nov 16 - Nov 17
Total with taxes and fees
Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
A single-story house with a dark exterior, a chimney, and a small window.

11. 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
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Poughkeepsie Hotel Reviews

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

8/10 Good
"Every thing was excellent"
Mishel 1-night trip
Posted 15 hours ago
Hampton Inn & Suites Poughkeepsie

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.
How can I find cheap cottages in Poughkeepsie?
The best way to track down cheap cottages in Poughkeepsie is with Expedia's filter tool. Refine your search by budget, amenities and star rating to land awesome rates in a few clicks.
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.

Explore a world of travel with Expedia