Poughkeepsie Waterfront Holiday Rentals

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Poughkeepsie Waterfront

The Scenic Mansion With Breathtaking View
9.6 out of 10, Exceptional, (11)
"So nice we keep coming back. Can't recommend highly enough and will be back in the spring. "
The Scenic Mansion With Breathtaking View
The Farm at Hyde Park
9.8 out of 10, Exceptional, (63)
"Quiet spot out of the city but not too far from Hudson Valley sites. Large vaulted space, fresh eggs from the hen house next door, sky full of stars at night. Great host!"
The Farm at Hyde Park
NEW! Gated 31 Acre Modern Luxury Estate Heated Pool Hot Tub Gym Movie Theater.
9.6 out of 10, Exceptional, (50)
"Our family enjoyed our time at the property- it was a great place for us all to gather. The property managers were incredibly helpful and responsive to the few things that needed attention during our stay. The pool area is the shining star of this home. You can expect the house/ furnishings to be in mostly good shape and as photographed-. The layout of the bedrooms/ shared bathrooms did surprise us a bit despite careful review of photos and listing video tour. Overall great stay!"
NEW! Gated 31 Acre Modern Luxury Estate Heated Pool Hot Tub Gym Movie Theater.
Mid-Century DJ’s Dream
10.0 out of 10, Exceptional, (23)
"Every thing was good! Thank you for quickly responding to my request to add an additional night. Thank you for being pet friendly."
The price is AU$247
includes taxes & fees
5 Dec - 6 Dec
Mid-Century DJ’s Dream
Spacious New 5-bedroom holiday house in lovely Hudson Valley
9.8 out of 10, Exceptional, (6)
"The home was even more stunning in person and from the moment we pulled onto the block we were welcomed by its beautiful surroundings. The home was very comfortable, plenty of space and each of us were very impressed by the thoughtful layout and features. We were in town for a very special event commemorating our brothers amazing achievements and had everything we needed for a very pleasant and memorable stay. The screened in porch was an added bonus and of course, we all gravitated around the...
Spacious New 5-bedroom holiday house in lovely Hudson Valley
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
10.0 out of 10, Exceptional, (74)
"This place was a great place for us to stay on our vacation. Secluded outside of the city, and a short drive down a gravel road, it really feels that you're lost in the woods, but in a good way. If you're up to visit the Gunks, Angry Orchard, the Hudson river, love the beauty of the outdoors, and have other family or friends to visit in the area, definitely consider this home. Host was very responsive and had everything ready for us."
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Esopus Escape: Pool, Hot Tub & Media Room
9.6 out of 10, Exceptional, (19)
"We were in the area for a wedding. The house was great. Hot tub was fabulous. Beautiful couple of days. Just one note for safety: the metal railing on the left side of the steps from the driveway heading up to the house is coming loose or rather, is very, very loose so as to not be useable. Just could be a bit dangerous particularly at night. Otherwise, was absolutely lovely."
Esopus Escape: Pool, Hot Tub & Media Room
Kingston Crawfish Cottage Near Catskills!
9.8 out of 10, Exceptional, (10)
"We enjoyed our stay at the crawfish cottage. It was clean and had everything we needed. The host, Diane, was great, friendly and very responsive. "
Kingston Crawfish Cottage Near Catskills!
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
9.0 out of 10, Wonderful, (32)
"We enjoyed our stay however, the listing states all the beds are king sized and only 2 are. The other 2 are queen. Also (note for host) we forgot a pair of sunglasses and would like to have them mailed back if they are found, could you contact me if possible."
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
9.8 out of 10, Exceptional, (43)
"Wonderful rental, clean, modern, and a beautiful location."
The price is AU$550
includes taxes & fees
3 Dec - 4 Dec
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
The Studio at the Inn at High Falls
7.8 out of 10, Good, (22)
"Great communication with host. Stayed one night for event at Arrowood Farms (only 10 minutes away). Clean , nicely decorated studio with plenty of light. Lovely yard. Close to all local attractions and dining. Large shower. Great towels and toiletries.TV and A/C worked well. Appreciated the drinking water.Really cozy studio. Has frig, microwave and coffee maker.(also iron and hair dryer). A fabulous stay, although water pressure was a little low, but certainly not a deal breaker. Had people...
The Studio at the Inn at High Falls
Mountain View escape
10.0 out of 10, Exceptional, (43)
"Charming. Peaceful. Beautiful. Well-designed. Well-stocked. I cannot recommend this place enough. It is the ideal getaway for an individual or couple. Hope to have a reason to return soon! "
Mountain View escape
Hiking/Climbing Paradise- walking distance to Mohonk/Gunks/Minnewaska
9.8 out of 10, Exceptional, (90)
"Very close to hiking and biking trails! Beds were comfortable "
Hiking/Climbing Paradise- walking distance to Mohonk/Gunks/Minnewaska
Red Barn Retreat - Shawangunk Mountains Getaway
10.0 out of 10, Exceptional, (32)
"We had a great time staying in Gardiner, NY. The Red Barn Retreat was perfect! There are so many things to do near this location. We visited Hyde Park, had lunch at the Culinary Institute, hiked the Monhonk Preserve, explored Historic Huguenot Street, checked out New Paltz for the first time and did the Walkway Over the Hudson on the way home. I loved relaxing under the stars in the hot tub and just gazing out at the view. My spouse just asked me last night, "When are we going back?" Bill is a...
Red Barn Retreat - Shawangunk Mountains Getaway
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
9.6 out of 10, Exceptional, (17)
"This apartment was clean and comfortable, and matched the online description. It was not particularly quiet: there is a bar next door, additional VRBO guests upstairs, and trains passing through the neighborhood throughout the night. But the owners provide white noise machines and earplugs, and the noise didn't disrupt my sleep at all. "
The price is AU$383
includes taxes & fees
3 Dec - 4 Dec
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
The Louie II: Accord Farmhouse near Arrowood w/ Hot Tub & Large Yard
9.2 out of 10, Wonderful, (22)
"This property was clean and exactly as described. We were in the area for a family gathering and it allowed us a quiet place to regroup with our dog at night. Highly recommend and are hoping to visit again. "
The Louie II: Accord Farmhouse near Arrowood w/ Hot Tub & Large Yard
Renovated 1850's Cottage on Storm King Mountain
9.8 out of 10, Exceptional, (14)
"Great place!"
Renovated 1850's Cottage on Storm King Mountain
Midcentury Modern Cabin Home in the Woods- Under 2 Hrs From NYC!
10.0 out of 10, Exceptional, (117)
"The home is nestled in the woods and surrounded by amazing boulders . The mid century home is comfortable and stunning . We stayed at the house for a quiet weekend visiting friends in the area. The home is well equipped and a joy to stay and relax in . The area is a hikers dream and there are many amazing places to explore . The working fireplace adds a magical atmosphere. We hope to visit this property again . "
Midcentury Modern Cabin Home in the Woods- Under 2 Hrs From NYC!
Campfire Cottage: Fireplace, fire pit & no chores!
10.0 out of 10, Exceptional, (20)
"Cute Clean Comfy bed "
The price is AU$287
includes taxes & fees
24 Nov - 25 Nov
Campfire Cottage: Fireplace, fire pit & no chores!
Oversized Country house, Quiet Retreat & Gathering space ~NEW !!!
9.8 out of 10, Exceptional, (19)
"Very comfortable and clean house that accommodated the 20 of us well. Upstairs rooms all have adjoining bathrooms. However there is no bathroom in the basement or in the bedroom above the game room. Since the closest available bathroom was on the first floor these bedrooms were somewhat inconvenient. Otherwise we had a very enjoyable stay with lovely outdoor space and comfortable accommodations."
Oversized Country house, Quiet Retreat & Gathering space ~NEW !!!
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

Other types of properties in Poughkeepsie Waterfront you may be interested in

Best Western Plus Kingston Hotel And Conference Center
2.5 star property
7.8 out of 10, Good, (1004)
"Excellent thread "
The price is AU$241
includes taxes & fees
3 Dec - 4 Dec
Best Western Plus Kingston Hotel And Conference Center
DoubleTree by Hilton Poughkeepsie
4.0 star property
8.2 out of 10, Very good, (1002)
"N/A"
The price is AU$188
includes taxes & fees
3 Dec - 4 Dec
DoubleTree by Hilton Poughkeepsie
HYATT house Fishkill/Poughkeepsie
3.0 star property
8.8 out of 10, Excellent, (1001)
"Pillows were skimpy; window looked directly out onto an adjacent roof. But room itself was comfortable and neat."
The price is AU$192
includes taxes & fees
3 Dec - 4 Dec
HYATT house Fishkill/Poughkeepsie
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Are there holiday rentals in Poughkeepsie Waterfront?

Yes, there are holiday rentals in Poughkeepsie Waterfront close to Mid-Hudson Children's Museum, or you can select a more secluded option if you're looking for a relaxing stay. Poughkeepsie Waterfront is known for its riverfront and shopping. Make sure you have time to check out the restaurants while you're in the area.

What are some of the best holiday rentals that Poughkeepsie Waterfront has to offer?

The Farm at Hyde Park: This holiday home rental outside of Poughkeepsie Waterfront is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Poughkeepsie Waterfront?

Family-friendly attractions include Mid-Hudson Children's Museum, whereas Walkway Over the Hudson State Historic Park is a spot to enjoy the outdoors. Poughkeepsie Bridge and Mid-Hudson Bridge are other places to visit while you're in town.

What’s a holiday rental in Poughkeepsie Waterfront like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Poughkeepsie Waterfront. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a small group gathering.