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
Feb 13 - Feb 15
In two months
Mar 27 - Mar 29
In three months
Apr 24 - Apr 26
In four months
May 22 - May 24

Our top choices for Poughkeepsie cottages

Exterior

Cottage in Saugerties

Country Cottage with beautiful views and easy access to Catskills activities.
10.0 out of 10, Exceptional, (13 reviews)
"Great spot!"
United States
Dylan
$172 nightly
The price is $192
Jan 27 - Jan 28
Total with taxes and fees
Country Cottage with beautiful views and easy access to Catskills activities.
Interior

Cottage in Germantown

Charming loft cottage in tranquil Germantown with WiFi, AC
10.0 out of 10, Exceptional, (9 reviews)
"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
Feb 1 - Feb 2
Total with taxes and fees
Charming loft cottage in tranquil Germantown with WiFi, AC
Exterior

Cottage in Catskill

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
9.8 out of 10, Exceptional, (10 reviews)
"The cottage was comfortable and spotless. My family thoroughly enjoyed their stay at the cottage, and they loved the setting. "
United States
Patricia C.
$298 nightly
The price is $322
Jan 27 - Jan 28
Total with taxes and fees
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Exterior

Cottage in Kerhonkson

Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
9.4 out of 10, Exceptional, (12 reviews)
"Charming and relaxing cottage. Perfect location for hiking or enjoying Lake Minnewaska or Mohonk Preserve. "
United States
Patrick S.
$178 nightly
The price is $181
Jan 27 - Jan 28
Total with taxes and fees
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Property grounds

Cottage in Woodstock

Streamside Cottage Half Mile to Town of Woodstock
10.0 out of 10, Exceptional, (267 reviews)
"Jane was very nice and accommodating, the cottage was very clean and comfortable, a very relaxing and calming place "
United States
Scott
$275 nightly
The price is $308
Jan 27 - Jan 28
Total with taxes and fees
Streamside Cottage Half Mile to Town of Woodstock
Exterior

Cottage in Catskill

Charming Cottage in the Heart of Catskill & Pet Friendly
10.0 out of 10, Exceptional, (21 reviews)
"Really comfortable and cozy"
Canada
Lynne H.
$311 nightly
The price is $335
Jan 30 - Jan 31
Total with taxes and fees
Charming Cottage in the Heart of Catskill & Pet Friendly
Exterior

Cottage in Kingston

Kapitan’s cottage a Rustic Private Catskill Getaway Near Kingston
9.6 out of 10, Exceptional, (9 reviews)
"We had a great time. Place is convenient located in proximity of Rosendale and Kingston "
United States
Carol N.
$306 nightly
The price is $343
Jan 27 - Jan 28
Total with taxes and fees
Kapitan’s cottage a Rustic Private Catskill Getaway Near Kingston
Property grounds

Cottage in Fort Montgomery

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (131 reviews)
"It has an incredible mountain and water view. "
United States
MIHYUN
$269 nightly
The price is $304
Jan 27 - Jan 28
Total with taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Terrace/patio

Cottage in woodstock

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
9.0 out of 10, Wonderful, (46 reviews)
"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
Feb 1 - Feb 2
Total with taxes and fees
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Exterior

Cottage in Saugerties

Hits Adjacent | Pet Friendly | Caraway Cottage
9.8 out of 10, Exceptional, (16 reviews)
"Great location, comfortable beds, clean and updated space."
United States
Carolyn S.
$456 nightly
The price is $472
Feb 13 - Feb 14
Total with taxes and fees
Hits Adjacent | Pet Friendly | Caraway Cottage
Outdoor spa tub

Cottage in Kerhonkson

Secluded Couples Spa Sanctuary with HotTub!
9.2 out of 10, Wonderful, (9 reviews)
"The Host was very communicative & showed great hospitality. The cottage was cozy & had all we needed. Great secluded quiet area to relax & close to restaurant/coffee shop. "
United States
Beth G.
$519 nightly
The price is $581
Feb 11 - Feb 12
Total with taxes and fees
Secluded Couples Spa Sanctuary with HotTub!
Exterior

Cottage in Bearsville

Little red house just outside of Woodstock
9.0 out of 10, Wonderful, (2 reviews)
"The house is cute, well decorated but very small "
United States
Harry
$500 nightly
The price is $559
Jan 29 - Jan 30
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

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

10/10 Excellent
"Room is clean and spacious. Staff are extremely friendly and helpful. Breakfast is good."
Yeng ping 2-night trip
Posted 2 hours ago
Hampton Inn Harriman Woodbury

Find out more about Poughkeepsie

Poughkeepsie Cottages information

Number of reviews
488
Accommodation
201 Cottages
Lowest Price
$181
Highest Price
$581

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