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

Mountain View escape
Exterior

Mountain View escape

10.0 out of 10, Exceptional, (52)
"It’s adorable exactly What’s on the photos and equipped with everything you need for your stay definitely will be visiting it again. "
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)
" "
The price is ￥60,452
￥113,746 total
includes taxes & fees
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 ￥42,672
￥64,371 total
includes taxes & fees
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)
"Beautiful house. Really enjoyed the views even. Can only imagine what it round be like in the summer. The host always answered if I had questions and was informative with process. It was a great stay. Thank you!!!"
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)
"We enjoyed our time at the “artists den”. It’s clean and cozy and the location was perfect for our Minnewaska adventure. Host Anat is responsive, friendly and accommodating.We look forward to coming back in the spring and getting on the bike path that’s just down the hill.Thank you Anat and JamieHope to see you again soon"
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 ￥13,655
￥27,509 total
includes taxes & fees
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, (8)
"We had a lovely stay at this cozy immaculate home, even through an unexpected snow fall, we enjoyed the town of Kingston so much! Enjoyed the covered sidewalks so we could shop and found a delicious french bistro to have lunch!We left feeling so relaxed and peaceful, saw a family of deer right in the back yard before we left to go back to the city! Much nature surrounding the home, especially in the back with lots of windows to enjoy from the inside and a nice deck to sit outside when weather...
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)
"Lovely"
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 ￥22,047
￥53,846 total
includes taxes & fees
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)
"Quiet location in Ulster County. Easy access to Rosendale and Kingston. "
The price is ￥21,748
￥44,114 total
includes taxes & fees
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 ￥49,784
￥73,640 total
includes taxes & fees
May 5 - May 6
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)
"Some friends and our pups were looking to spend a nice weekend upstate with our dogs to relax and spend time, and this place was perfect. The location is GREAT! It is near hiking trails, some breweries/orchards and while we didn’t go to dinner, there were restaurants around as well. The house was as described, spacious and had a lot to offer. We loved spending time in the hot tub and around the fire pit. The jam shed was a lot of fun for some in our group too! Check in was easy and when we had a...
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.
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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)
"The house was beautiful, cozy, and very comfortable. We only stayed for one night, and since it was raining, we didn’t get a chance to explore the surrounding area. One cool feature was the projector and screen in the living room — it definitely made our trip more fun and memorable. The only minor issue was that the coffee maker wasn’t clean, so I had to clean it myself. Other than that, all the beds, including the sofa bed, were very comfortable. Overall, it was a lovely stay. Thank you!"
The price is ￥36,840
￥46,663 total
includes taxes & fees
May 2 - May 3
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 was a great spot for our family to meet up and relax together. Glen was welcoming, generous, and available for questions. We cooked and grilled, enjoyed sitting outside and walking the property with our dog, the furniture and beds were comfy, and the complimentary eggs, milk, honey, and syrup were delicious! Thanks for helping to make our weekend so pleasant."
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.