Search Poughkeepsie Waterfront Cottages

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    one key illustration
    Treat yourself
    Save instantly and earn perks with One Key
    Learn about One Key
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 68 Cottages in Poughkeepsie Waterfront with updated reviews, rates, and availability.

Mountain View escape
Exterior

Mountain View escape

10.0 out of 10, Exceptional, (52)
"This was such a lovely place to stay! Great location and beautiful setting. "
Mountain View escape
Reset and Relax in Luxury Cottage
Property grounds

Reset and Relax in Luxury Cottage

10.0 out of 10, Exceptional, (32)
"Amazing floors, bathroom showers (wow!), and an awesome kitchen."
Reset and Relax in Luxury Cottage
Charming Cottage in the Heart of the Shawangunks
Fridge, oven, stovetop, coffee/tea maker

Charming Cottage in the Heart of the Shawangunks

10.0 out of 10, Exceptional, (10)
"Wonderful stay, exactly as advertised, everything brand new and very cozy."
The price is $800
includes taxes & fees
$714 per night
May 7 - May 8
Charming Cottage in the Heart of the Shawangunks
Chestnut on Willow Lake
Private kitchen

Chestnut on Willow Lake

The price is $453
includes taxes & fees
$398 per night
May 5 - May 6
Chestnut on Willow Lake
Pet-friendly Cottage at Historic Millbrook Farm Estate
Interior

Pet-friendly Cottage at Historic Millbrook Farm Estate

10.0 out of 10, Exceptional, (1)
"Stayed in this renovated farmhouse for a very snowy weekend. Nicely redone and furnished with spacious living/dining area. Could have fit 2 more adults or 2-3 kids. Hosts were lovely and introduced us to the goats. Too snowy and icy to get outdoors or explore much but local village has shops and kitchen was stocked with pantry staples and bottled water, milk/creamers for coffee so arrival day grocery run was not needed. Bonus large picture window let us enjoy the abundant snow from the warmth of...
Pet-friendly Cottage at Historic Millbrook Farm Estate
Be in Nature at this Gorgeous Riverfront Cabin
Smart TV, books

Be in Nature at this Gorgeous Riverfront Cabin

10.0 out of 10, Exceptional, (16)
"Property was as advertised. Clean and nearby places we wanted to visit while, still being out of the way and quiet."
Be in Nature at this Gorgeous Riverfront Cabin
Historic 1800s Cornwall-On-Hudson Cottage!
Outdoor dining

Historic 1800s Cornwall-On-Hudson Cottage!

10.0 out of 10, Exceptional, (22)
"Best VRBO OUR FAMILY HAS RENTED .ABSOLUTELY PERFECT, THOUGHTFUL AND SUPER CLEAN,"
Historic 1800s Cornwall-On-Hudson Cottage!
Leggett Cottage, High Falls, NY.

Leggett Cottage, High Falls, NY.

10.0 out of 10, Exceptional, (72)
"Very comfortable, relaxing and clean. Great space. Will be back Thank you very much - Patricia"
Leggett Cottage, High Falls, NY.
A Cozy Farmstead Cottage Amidst Two Barns in Hudson Valley
Exterior

A Cozy Farmstead Cottage Amidst Two Barns in Hudson Valley

9.8 out of 10, Exceptional, (52)
"Very beautiful property! Beautiful night sky views and excellent nature, perfect place for a romantic weekend"
A Cozy Farmstead Cottage Amidst Two Barns in Hudson Valley
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Miscellaneous

Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

9.6 out of 10, Exceptional, (7)
"Great peaceful spot, close to a ton of outdoor activities. East check in and property was as advertised."
The price is $193
includes taxes & fees
$191 per night
May 13 - May 14
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Charming 2-bedroom cottage with large deck in beautiful Accord NY.
Exterior

Charming 2-bedroom cottage with large deck in beautiful Accord NY.

10.0 out of 10, Exceptional, (7)
"We had a fabulous stay at Judy's place. The beds were very comfortable, and the location was good. When we had an issue with the furnace, the owner went out of her way to correct the problem and ensured that we were comfortable. We would recommend this place."
Charming 2-bedroom cottage with large deck in beautiful Accord NY.
Charming Cottage with Expansive Hudson River Views
Interior

Charming Cottage with Expansive Hudson River Views

10.0 out of 10, Exceptional, (13)
"Quaint, scenic, and quiet. A beautiful stay. "
Charming Cottage with Expansive Hudson River Views
Whimsical Woodland Cottage in Stone Ridge NY
Exterior

Whimsical Woodland Cottage in Stone Ridge NY

9.8 out of 10, Exceptional, (8)
"Whimsical cottage was just as described. The owner was very responsive with any questions. The location was perfect for our needs. It is definitely meant for a couples weekend away, but was sufficient for the three of us."
The price is $379
includes taxes & fees
$338 per night
May 7 - May 8
Whimsical Woodland Cottage in Stone Ridge NY
Kapitan’s cottage : Rustic, Private & steeped in Nature. Upstate. Pet Friendly
Smart TV

Kapitan’s cottage : Rustic, Private & steeped in Nature. Upstate. Pet Friendly

10.0 out of 10, Exceptional, (2)
"We had a great time. Place is convenient located in proximity of Rosendale and Kingston "
The price is $310
includes taxes & fees
$277 per night
May 7 - May 8
Kapitan’s cottage : Rustic, Private & steeped in Nature. Upstate. Pet Friendly
Hickory on Willow Lake
Exterior

Hickory on Willow Lake

8.0 out of 10, Very Good, (1)
The price is $517
includes taxes & fees
$454 per night
May 1 - May 2
Hickory on Willow Lake
Charming Rhinebeck Cottage, 5 min. from town, King Bed!
Miscellaneous

Charming Rhinebeck Cottage, 5 min. from town, King Bed!

Charming Rhinebeck Cottage, 5 min. from town, King Bed!
Hilltop House: Charming 1980's Kingston Farmhouse
Aerial view

Hilltop House: Charming 1980's Kingston Farmhouse

9.8 out of 10, Exceptional, (11)
"I love old homes and their quirky aspects like squeaky floors and doors also the peaceful surroundings. The house was very convenient to Kingston and amenities. Loved the house and neighborhood, I would definitely stay there again!"
Hilltop House: Charming 1980's Kingston Farmhouse
Stony Kill Ranch - Bohemian Paradise on Minnewaska
Fridge, microwave, oven, stovetop

Stony Kill Ranch - Bohemian Paradise on Minnewaska

7.4 out of 10, Good, (3)
"My cousins and I had an amazing time! The house was clean and comfortable. The hosts were quick to respond to any questions. The outdoor area and jam shed really set this place apart! We are already talking about doing it again next year"
Stony Kill Ranch - Bohemian Paradise on Minnewaska
Kingston Home < 2 Mi to Bluestone Wild Forest
House (1 Bedroom) | Interior

Kingston Home < 2 Mi to Bluestone Wild Forest

3.0 star property
6.0 out of 10, (1)
"No lighted house numbers, so an evening check in was difficult. Attempted to get more blankets, and our texts were unanswered for a 3 night stay. "
Kingston Home < 2 Mi to Bluestone Wild Forest
Rhinebeck Perfection - One Level w/ 2 Living Areas
Smart TV, fireplace

Rhinebeck Perfection - One Level w/ 2 Living Areas

10.0 out of 10, Exceptional, (5)
"Our second stay at the Schoolhouse. Perfect layout and setup for us. Light and airy greatroom, Bedrooms on opposite sides of the house offer privacy for us and our guest. As the weather gets cooler, would be nice to have a working fireplace, otherwise a terrific stay. Pictures on the website do it justice. A little off the beaten path, but only 5 minutes to town. We'll be back next year!"
Rhinebeck Perfection - One Level w/ 2 Living Areas
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.
Don't see what you're looking for?
See all available properties in Poughkeepsie Waterfront
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Poughkeepsie Waterfront

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Outdoor dining

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

9.8 out of 10, Exceptional, (6)
"Communication was easy, location and parking was great! Very clean and cozy!"
The price is $330
includes taxes & fees
$292 per night
May 1 - May 2
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
The Farm at Hyde Park
Exterior

The Farm at Hyde Park

9.8 out of 10, Exceptional, (68)
"The church is amazing! Thank you for a wonderful stay. "
The Farm at Hyde Park
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Smart TV, fireplace

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

9.0 out of 10, Wonderful, (32)
"Perfect spot for a get together with friends... kitchen, dining room and living room all connected so you're always together and not missing out on the fun. Comfy couches and plenty of space for large board games."
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
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.