Search Poughkeepsie Cottages

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

Check prices for these dates

Next weekend
Nov 14 - Nov 16
In two weeks
Nov 21 - Nov 23
In one month
Dec 5 - Dec 7
In two months
Jan 2 - Jan 4

Cottages in Poughkeepsie

Exterior detail
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, (4)
"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.
$189 nightly
The price is $212
Nov 10 - Nov 11
Total with taxes and fees
Charming loft cottage in tranquil Germantown with WiFi, AC
Exterior
Country Cottage with beautiful views and easy access to Catskills activities.

Country Cottage with beautiful views and easy access to Catskills activities.

Saugerties
10.0 out of 10, Exceptional, (12)
"Cozy little spot for a quick getaway. Very clean, quiet location. Easy check-in. "
United States
Mariclare C.
$159 nightly
The price is $178
Nov 10 - Nov 11
Total with taxes and fees
Country Cottage with beautiful views and easy access to Catskills activities.
Exterior
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
9.4 out of 10, Exceptional, (12)
"The Dream Cottage at the Gunks is a perfect place for a cozy stay in a scenic location. Everything was very clean and decorated with good taste. Although we were not there much due to how much we did over the weekend, our time there was very pleasant. I highly recommend staying at this property."
United States
kim h.
$237 nightly
The price is $240
Dec 2 - Dec 3
Total with taxes and fees
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Exterior
Experience Peace in this Cozy country cottage nestled beneath the mountains

Experience Peace in this Cozy country cottage nestled beneath the mountains

Catskill
9.8 out of 10, Exceptional, (8)
"Very comfortable cottage in a lovely area. Grateful for the ac on those very hot days! Loved grilling on the porch and the big patio umbrellas. Host is very responsive and helpful when needed. Hope to come again! "
United States
Laura G.
$311 nightly
The price is $336
Nov 10 - Nov 11
Total with taxes and fees
Experience Peace in this Cozy country cottage nestled beneath the mountains
Exterior
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro

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

Bloomingburg
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.
$191 nightly
The price is $215
Nov 10 - Nov 11
Total with taxes and fees
Mondrian Manor - Cottage in the lower Catskills near Ellenville and Wurtsboro
House (1 Bedroom) | Interior
High Falls Restorative Cabin in the Woods!

High Falls Restorative Cabin in the Woods!

3.0 star property
High Falls
$401 nightly
The price is $446
Nov 24 - Nov 25
Total with taxes and fees
High Falls Restorative Cabin in the Woods!
Exterior
Adorable Cottage w/ Hot Tub, Pond, and Rain Deck

Adorable Cottage w/ Hot Tub, Pond, and Rain Deck

Kerhonkson
9.0 out of 10, Wonderful, (8)
"Thr cottage is a nice peaceful getaway from the city life. Close to the Vanderbilt mansion and cute town like new paltz"
United States
Lisette R.
$482 nightly
The price is $539
Nov 17 - Nov 18
Total with taxes and fees
Adorable Cottage w/ Hot Tub, Pond, and Rain Deck
Property grounds
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, (126)
"I cannot say enough on this location. Peaceful, and the view was extraordinary. Highly recommend this to anyone that wants a getaway."
United States
Daniel R.
$272 nightly
The price is $308
Nov 10 - Nov 11
Total with taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Exterior
Hits Adjacent | Pet Friendly | Caraway Cottage

Hits Adjacent | Pet Friendly | Caraway Cottage

Saugerties
10.0 out of 10, Exceptional, (13)
"We enjoyed our stay, nice location "
United States
Beverly L.
$460 nightly
The price is $476
Nov 22 - Nov 23
Total with taxes and fees
Hits Adjacent | Pet Friendly | Caraway Cottage
Exterior
Whimsical Woodland Cottage in Stone Ridge NY

Whimsical Woodland Cottage in Stone Ridge NY

Stone Ridge
9.4 out of 10, Exceptional, (10)
"The cottage was in a great location and perfect for my husband and me. Nice getaway!"
United States
Lorrie P.
Whimsical Woodland Cottage in Stone Ridge NY
Exterior
Little red house just outside of Woodstock

Little red house just outside of Woodstock

Bearsville
$463 nightly
The price is $519
Nov 11 - Nov 12
Total with taxes and fees
Little red house just outside of Woodstock
Terrace/patio
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

woodstock
9.0 out of 10, Wonderful, (45)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
United States
Paul H.
$276 nightly
The price is $309
Nov 16 - Nov 17
Total with taxes and fees
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
TV
Retro Cottage in Accord

Retro Cottage in Accord

Accord
$257 nightly
The price is $287
Nov 22 - Nov 23
Total with taxes and fees
Retro Cottage in Accord
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

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent
"Great help especially from the front desk staff "
Robert 2-night trip
Posted 2 days ago
Holiday Inn Express Poughkeepsie by IHG

Find out more about Poughkeepsie

Poughkeepsie Cottages information

Number of reviews
210
Accommodation
204 Cottages
Lowest Price
$178
Highest Price
$539

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