Search Poughkeepsie Cottages

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

In two weeks
Jan 2 - Jan 4
In two months
Feb 13 - Feb 15
In three months
Mar 13 - Mar 15
In four months
Apr 10 - Apr 12

Our top choices for Poughkeepsie cottages

Exterior detail
Charming loft cottage in tranquil Germantown with WiFi, AC

Cottage in Germantown

Charming loft cottage in tranquil Germantown with WiFi, AC
10.0 out of 10, Exceptional, (8)
"Sparkling clean, lovely and cozy hideaway. We only stayed overnight, but the kitchenette would be perfect for a longer stay. Hope we can come back sometime and stay longer."
United States
Peter S.
$191 nightly
The price is $214
Jan 3 - Jan 4, 2026
Total with taxes and fees
Charming loft cottage in tranquil Germantown with WiFi, AC
Terrace/patio
Experience Peace in this Cozy country cottage nestled beneath the mountains

Cottage in Catskill

Experience Peace in this Cozy country cottage nestled beneath the mountains
9.8 out of 10, Exceptional, (9)
"The cottage was comfortable and spotless. My family thoroughly enjoyed their stay at the cottage, and they loved the setting. "
United States
Patricia C.
$309 nightly
The price is $334
Dec 19 - Dec 20
Total with taxes and fees
Experience Peace in this Cozy country cottage nestled beneath the mountains
Exterior
Country Cottage with beautiful views and easy access to Catskills activities.

Cottage in Saugerties

Country Cottage with beautiful views and easy access to Catskills activities.
10.0 out of 10, Exceptional, (13)
"Cozy and beautiful house. "
United States
Seung L.
$171 nightly
The price is $192
Jan 4 - Jan 5, 2026
Total with taxes and fees
Country Cottage with beautiful views and easy access to Catskills activities.
House (1 Bedroom) | Interior
High Falls Restorative Cabin in the Woods!

Cottage in High Falls

High Falls Restorative Cabin in the Woods!
3.0 star property
$433 nightly
The price is $482
Dec 22 - Dec 23
Total with taxes and fees
High Falls Restorative Cabin in the Woods!
Exterior
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro

Cottage in Bloomingburg

Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
10.0 out of 10, Exceptional, (1)
"The place was as described, quaint, clean, no issues with communication or check in"
United States
Stephen H.
$190 nightly
The price is $214
Dec 19 - Dec 20
Total with taxes and fees
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
Exterior
Charming Cottage in the Heart of Catskill & Pet Friendly

Cottage in Catskill

Charming Cottage in the Heart of Catskill & Pet Friendly
10.0 out of 10, Exceptional, (18)
"We had a wonderful time at the Catskill Nook. Everything was great and the hosts were amazing. Well located, walking distance to everything and pet friendly. The flowers from our hosts were gorgeous. We had a blast. "
United States
Bernadette P.
$316 nightly
The price is $341
Dec 22 - Dec 23
Total with taxes and fees
Charming Cottage in the Heart of Catskill & Pet Friendly
Exterior
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

Cottage in Kerhonkson

Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
9.4 out of 10, Exceptional, (12)
"Charming and relaxing cottage. Perfect location for hiking or enjoying Lake Minnewaska or Mohonk Preserve. "
United States
Patrick S.
$225 nightly
The price is $228
Dec 22 - Dec 23
Total with taxes and fees
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Exterior
Cozy Cottage with Grill | Walk to Lake

Cottage in Putnam Valley

Cozy Cottage with Grill | Walk to Lake
9.8 out of 10, Exceptional, (22)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
$428 nightly
The price is $472
Dec 19 - Dec 20
Total with taxes and fees
Cozy Cottage with Grill | Walk to Lake
Property grounds
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Cottage in Fort Montgomery

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (129)
"It has an incredible mountain and water view. "
United States
MIHYUN
$269 nightly
The price is $304
Dec 19 - Dec 20
Total with taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Exterior
Hits Adjacent | Pet Friendly | Caraway Cottage

Cottage in Saugerties

Hits Adjacent | Pet Friendly | Caraway Cottage
9.8 out of 10, Exceptional, (16)
"Great location, comfortable beds, clean and updated space."
United States
Carolyn S.
$457 nightly
The price is $473
Dec 26 - Dec 27
Total with taxes and fees
Hits Adjacent | Pet Friendly | Caraway Cottage
Exterior
Secluded Couples Spa Sanctuary with HotTub!

Cottage in Kerhonkson

Secluded Couples Spa Sanctuary with HotTub!
9.2 out of 10, Wonderful, (9)
"We had a great stay at Fern Pond. The property offers a relaxing, quiet detox from the city. It is about 20-30 minutes from a grocery store but there’s also a bunch of Farm stands in between. The yard was great for our pup as well. Excellent stay, we will be back! "
United States
Ashley J.
$537 nightly
The price is $602
Jan 15 - Jan 16, 2026
Total with taxes and fees
Secluded Couples Spa Sanctuary with HotTub!
TV
Retro Cottage in Accord

Cottage in Accord

Retro Cottage in Accord
$256 nightly
The price is $286
Dec 23 - Dec 24
Total with taxes and fees
Retro Cottage in Accord
Terrace/patio
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Cottage in woodstock

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
9.0 out of 10, Wonderful, (46)
"I was in town for a few days to get some writing done and see friends. The cabin is beautiful and perfect for one or two people and a dog. The location is also perfect; it's in walking distance (or a very short drive) to town, but the main draw is that it's located on a beautiful stream. The rooster crowing in the background and the deer who visited the property were welcome. "
United States
Shannon F.
$277 nightly
The price is $310
Dec 21 - Dec 22
Total with taxes and fees
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Outdoor dining
Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Cottage in Putnam Valley

Cozy Retreat w/ Pool, Cinema Room & Fire Pit
9.6 out of 10, Exceptional, (14)
"The property was amazing, Ceren was very accommodative, and we had a great time!"
United States
Mohit B.
$594 nightly
The price is $656
Dec 29 - Dec 30
Total with taxes and fees
Cozy Retreat w/ Pool, Cinema Room & Fire Pit
Exterior
Little red house just outside of Woodstock

Cottage in Bearsville

Little red house just outside of Woodstock
9.0 out of 10, Wonderful, (2)
"The house is cute, well decorated but very small "
United States
Harry
$500 nightly
The price is $559
Dec 27 - Dec 28
Total with taxes and fees
Little red house just outside of Woodstock
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

The Heartwood

The Heartwood

10/10 Excellent
"Everyone was super-friendly and very helpful for me and my dog Pixal!"
Marc 2-night trip
Posted 2 days ago
The Heartwood

Find out more about Poughkeepsie

Poughkeepsie Cottages information

Number of reviews
264
Accommodation
201 Cottages
Lowest Price
$192
Highest Price
$656

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