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In two weeks
Oct 10 - Oct 12
In two months
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Jan 16 - Jan 18

Cottages in Poughkeepsie

Stylish Pine Plains Home Near Parks & Hiking!
House (1 Bedroom) | Interior

Stylish Pine Plains Home Near Parks & Hiking!

3.0 star property
10.0 out of 10, Exceptional, (2)
"Extra clean, private and lots of thoughtful extras like cell phone chargers, etc. "
Stylish Pine Plains Home Near Parks & Hiking!
Luxe Family Home on Orange Lake w/ Private Dock!
House (3 Bedrooms) | Interior

Luxe Family Home on Orange Lake w/ Private Dock!

3.0 star property
Luxe Family Home on Orange Lake w/ Private Dock!
Charming Victorian Retreat w/ Hudson River Views
House (3 Bedrooms) | Interior

Charming Victorian Retreat w/ Hudson River Views

3.0 star property
Charming Victorian Retreat w/ Hudson River Views
Bright Cornwall-on-hudson Vacation Rental!
House (3 Bedrooms) | Interior

Bright Cornwall-on-hudson Vacation Rental!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Very nice property, very comfortable, close to multiple sightseeing location including bear mountain."
Bright Cornwall-on-hudson Vacation Rental!
Charcoal Chalet by Avantstay A+ Design w/ Firepit
House (4 Bedrooms) | Interior

Charcoal Chalet by Avantstay A+ Design w/ Firepit

3.0 star property
Charcoal Chalet by Avantstay A+ Design w/ Firepit
Charming Gardiner Home w/ Yard & Sunroom
House (4 Bedrooms) | Interior

Charming Gardiner Home w/ Yard & Sunroom

3.0 star property
10.0 out of 10, Exceptional, (1)
Charming Gardiner Home w/ Yard & Sunroom
Lakefront Brewster Vacation Rental w/ Private Dock
Cottage (3 Bedrooms) | Interior

Lakefront Brewster Vacation Rental w/ Private Dock

3.0 star property
Lakefront Brewster Vacation Rental w/ Private Dock
Beatrice by Avantstay Charming Catskills Escape
Exterior

Beatrice by Avantstay Charming Catskills Escape

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great house in a fantastic location! Would definitely stay there again!"
Beatrice by Avantstay Charming Catskills Escape
Pet-friendly Hopewell Junction Home w/ Pool
Outdoor dining

Pet-friendly Hopewell Junction Home w/ Pool

3.0 star property
10.0 out of 10, Exceptional, (1)
"This house was so incredible. Not only was it in a quiet nice neighborhood the inside was incredible too. Pool table as well as a pool it was perfect for my stay to have fun and enjoy our time. They were very communicative and welcoming to their house. Everything was comfortable and clean. Can’t say any bad things about this place. Definitely going to book again. I already miss it. "
Pet-friendly Hopewell Junction Home w/ Pool
Peaceful Hurley Retreat ~ 1 Mi to Main Street
House (3 Bedrooms) | Interior

Peaceful Hurley Retreat ~ 1 Mi to Main Street

3.0 star property
Peaceful Hurley Retreat ~ 1 Mi to Main Street
3 Mi to Main St: Modern New Paltz Home
House (4 Bedrooms) | Front of property

3 Mi to Main St: Modern New Paltz Home

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great house and great owner! Highly recommend!"
3 Mi to Main St: Modern New Paltz Home
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
Cottage (3 Bedrooms) | Front of property

Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn

3.0 star property
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
Charming Highland Falls Home < 2 Mi to West Point!
House (4 Bedrooms) | Interior

Charming Highland Falls Home < 2 Mi to West Point!

3.0 star property
Charming Highland Falls Home < 2 Mi to West Point!
Serene Holmes Cottage Near Lakes & Trails!
Cottage (2 Bedrooms) | Front of property

Serene Holmes Cottage Near Lakes & Trails!

3.0 star property
Serene Holmes Cottage Near Lakes & Trails!
Eclectic Ulster County Cabin w/ Private Hot Tub
House (5 Bedrooms) | Interior

Eclectic Ulster County Cabin w/ Private Hot Tub

3.0 star property
10.0 out of 10, Exceptional, (1)
"Was nice and secluded and felt very intimate"
Eclectic Ulster County Cabin w/ Private Hot Tub
Secluded Elka Park Cabin: Hot Tub & Fire Pit!
House (2 Bedrooms) | Interior

Secluded Elka Park Cabin: Hot Tub & Fire Pit!

3.0 star property
Secluded Elka Park Cabin: Hot Tub & Fire Pit!
Woodstock Getaway w/ Hot Tub ~ 2 Mi to Dtwn!
House (4 Bedrooms) | Interior

Woodstock Getaway w/ Hot Tub ~ 2 Mi to Dtwn!

3.0 star property
Woodstock Getaway w/ Hot Tub ~ 2 Mi to Dtwn!
Charming Cottage w/ Yard - 2 Mi to Tinker St!
Cottage (2 Bedrooms) | Interior

Charming Cottage w/ Yard - 2 Mi to Tinker St!

3.0 star property
Charming Cottage w/ Yard - 2 Mi to Tinker St!
Dreamy Hudson Valley Cottage w/ State Park Views
Interior

Dreamy Hudson Valley Cottage w/ State Park Views

3.0 star property
10.0 out of 10, Exceptional, (1)
"The house was amazing with great amenities. The kitchen was stocked with all the utensils and cutlery. The patio was a good addition. Overall great stay! "
Dreamy Hudson Valley Cottage w/ State Park Views
Fire Pit + On-site Pond: Hudson Valley Home!
House (4 Bedrooms) | Interior

Fire Pit + On-site Pond: Hudson Valley Home!

3.0 star property
Fire Pit + On-site Pond: Hudson Valley Home!
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

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

10/10 Excellent
"Nice staff at check in and check out. Room was clean and comfortable. Breakfast was much appreciated. "
Betty 1-night trip
Posted 16 hours ago
Hampton Inn & Suites Poughkeepsie

Find out more about Poughkeepsie

Find out more about Poughkeepsie

Poughkeepsie Cottages information

Number of reviews
4
Accommodation
102 Cottages
Lowest Price
Highest Price

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.

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