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Search Vacation Homes in Poughkeepsie

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A Tree Lover's Wooded Escape!
The price is $110 per night from Mar 8 to Mar 9

Located in the heart of Gardiner, this romantic vacation home is 0.4 mi (0.7 km) from Minnewaska State Park and within 3 mi (5 km) of DM Weil Gallery and Whitecliff ...

5/5Exceptional! (7 reviews)
Lovely weekend getaway

"Had a lovely weekend getaway at this property with great communication and a wonderful host."…"

Reviewed on Mar 3, 2021

A Tree Lover's Wooded Escape!
Tentrr Signature Site - Orchard View
The price is $145 per night from Apr 1 to Apr 2

Situated in Gardiner, this vacation home is within 6 mi (10 km) of Adair Vineyards, DM Weil Gallery, and Robibero Winery. Whitecliff Vineyard and Loren Campbell ...

5/5Exceptional! (1 review)

"Loved it ! So peaceful. Beautiful and quiet everything we needed was there can’t wait to visit again."…"

Reviewed on Jul 25, 2020

Tentrr Signature Site - Orchard View
Exquisite Estate on Lake, Pool, Spa, Boating, VolleyBall, Park & More!
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This New Paltz resort is in the city center, offering ski-in/ski-out access within 3 mi (5 km) of Mohonk Preserve Visitor Center and Minnewaska State Park and ...

4.7/5Exceptional! (42 reviews)
Team Bonding Weekend

"This house looked exactly the same as the pictures, very clean, great location, owner was very responsive and helpful!"…"

Reviewed on Feb 3, 2021

Exquisite Estate on Lake, Pool, Spa, Boating, VolleyBall, Park & More!
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Tentrr Signature Site - Reservoir Retreat at Mini Yosemite in the Hudson Valley
The price is $151 per night from Mar 7 to Mar 8

Situated in Rosendale, this vacation home is 1.4 mi (2.2 km) from Century House Historical Society and 2.9 mi (4.7 km) from Rosendale Public Library. Tongore ...

5/5Exceptional! (1 review)
Great place if you like solitude.

"Beautiful clean and private. Best camping ever!!"…"

Reviewed on Sep 29, 2020

Tentrr Signature Site - Reservoir Retreat at Mini Yosemite in the Hudson Valley
Tentrr Signature Site - Ancient Oak in Historic Orchard   Northern Spy
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Situated in Town of Marbletown, this vacation home is within 6 mi (10 km) of Century House Historical Society, Tongore Park Beach, and Rosendale Public Library. ...

Tentrr Signature Site - Ancient Oak in Historic Orchard Northern Spy
New Listing! Historic In Downtown Charleston 5 Bedroom Home
3.5 out of 5
85 Cannon St, Poughkeepsie, NY
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Situated in Poughkeepsie, this golf vacation home is 0.2 mi (0.3 km) from Mid-Hudson Heritage Center and within 3 mi (5 km) of Marist College and Vassar College. ...

New Listing! Historic In Downtown Charleston 5 Bedroom Home
HUGE POOL+ HOT TUB! PRIVATE LAKE! FISHING, BBQ,VOLLEYBALL! OK-PETS!
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This New Paltz vacation home is on a lake, offering ski-in/ski-out access within 3 mi (5 km) of Mohonk Preserve Visitor Center and Minnewaska State Park and ...

4.5/5Wonderful! (19 reviews)
Very disappointed.

"Hi Iris, I was very disappointed on the first day. The house was very cold when we got there around 4:30 PM.  However, we are thankful that you sent helpers to address the issues. Specifically, Toni who was very efficient, extremely nice and very apologetic.Here are some additional feedback for your ..."…"

Reviewed on Feb 11, 2020

HUGE POOL+ HOT TUB! PRIVATE LAKE! FISHING, BBQ,VOLLEYBALL! OK-PETS!
New! Gated 31 Acre Modern Luxury Estateheated Poolhot Tubgymmovie Theater
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Conveniently near skiing facilities, this vacation home in Rhinebeck is within 3 mi (5 km) of Museum of Rhinebeck History and Dutchess County Fairgrounds and ...

4.7/5Exceptional! (12 reviews)
Amazing place for a nice weekend getaway!

"Beautifu and spacious home with everything you can possibly dream of... Just a very relaxing setting , a real home away from home!! We went in the winter and really enjoyed the hot tub and outdoor fire pit. Can't wait to go back and enjoy that beautiful pool area and backyard!"…"

Reviewed on Feb 29, 2020

New! Gated 31 Acre Modern Luxury Estateheated Poolhot Tubgymmovie Theater
Tentrr Signature Site - Lakeside Tents in Historic Orchard
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Situated in Town of Marbletown, this vacation home is within 6 mi (10 km) of Century House Historical Society, Tongore Park Beach, and Rosendale Public Library. ...

Tentrr Signature Site - Lakeside Tents in Historic Orchard
Tentrr Signature Site - Honeybug Hill Near Omega
The price is $139 per night from Mar 7 to Mar 8

Situated in Rhinebeck, this vacation home is 0.6 mi (1 km) from Omega Institute and within 9 mi (15 km) of Clinton Vineyards and Northern Dutchess Botanical ...

Tentrr Signature Site - Honeybug Hill Near Omega
Tentrr Signature Site - 1772 LeFevre  House Homestead
The price is $182 per night from Apr 1 to Apr 2

Situated in New Paltz, this vacation home is 2.7 mi (4.3 km) from Adair Vineyards and within 6 mi (10 km) of State University of New York-New Paltz and Loren ...

2.5/5 (2 reviews)
One day stay

"The view was beautiful. The tent was decent but the air bed were faulty. We had to keep pumping to keep it firm. Also Tammy was not responsive the entire time we were there. But overall had a decent time."…"

Reviewed on Oct 7, 2020

Tentrr Signature Site - 1772 LeFevre House Homestead
Mid Century Modern Catskill Home set in the South of Catskill Park
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Located on a lake, this family-friendly vacation home is within 12 mi (20 km) of World's Second Largest Garden Gnome, Minnewaska State Park, and Stony Kill Falls. ...

4.6/5Exceptional! (13 reviews)
Nice retro 80s look

"Easy to rent, beautiful area, it snowed making it a winter winter land, thanks for leaving a handy book with menus"…"

Reviewed on Mar 1, 2021

Mid Century Modern Catskill Home set in the South of Catskill Park
Huge new house with movie theater near Bear Mountain
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Situated in Cold Spring, this vacation home is within a 10-minute walk of Clarence Fahnestock State Park and Hudson Highlands State Park. Putnam History Museum ...

5/5Exceptional! (5 reviews)
Great stay

"Great stay"…"

Reviewed on Jan 26, 2021

Huge new house with movie theater near Bear Mountain
Renovated*Cozy*Clean*Rosendale*New Paltz *Mohonk*Minnewaska*Hiking*Rail Trail
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Situated on a river, this historic vacation home is 0.1 mi (0.1 km) from Century House Historical Society and 1.4 mi (2.2 km) from Rosendale Public Library. ...

5/5Exceptional! (13 reviews)
Great Pandemic escape

"Fantastic historic home, decorated with amazing contemporary style. Spotless, which is so important during Covid times! Great layout for family of 3; our teen daughter loved the sleeping loft as her private area! Kitchen is well stocked and set up so if you do want to cook everything is convenient. ..."…"

Reviewed on Feb 18, 2021

Renovated*Cozy*Clean*Rosendale*New Paltz *Mohonk*Minnewaska*Hiking*Rail Trail
Family House on Hudson River - 9 Mi. to West Point
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Located in the heart of Philipstown, this vacation home is 1.4 mi (2.2 km) from Hudson Highlands State Park and 1.9 mi (3.1 km) from Manitoga The Russel Wright ...

4.4/5Wonderful! (16 reviews)
LOVELY PLACE W/ A FEW POINTERS

"a few pointers to look out when you stay: -PROPERTY MANAGEMENT: Not responsive but bldg owner is great w/ communication -LOCATION: It's located next to the rail road so it's a bit noisy when they pass by -FISHING DOC: Great dock but it's hard to fish due to obstacles under the water -WATER FOR FOOD: ..."…"

Reviewed on Dec 18, 2020

Family House on Hudson River - 9 Mi. to West Point
Renee's Get-Away New Paltz
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Situated in New Paltz, this vacation home is 1.7 mi (2.7 km) from New Paltz Golf Course and 3.1 mi (4.9 km) from State University of New York-New Paltz. Huguenot ...

5/5Exceptional! (2 reviews)
Rene is so thoughtful

"Rene was so thoughtful about everything and was GREAT about communicating!!!! Absolutely no complaints."…"

Reviewed on Feb 21, 2021

Renee's Get-Away New Paltz
Stone House on Shawangunk River Private/family/pet Friendly, Mnt Views, Hot Tub
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Situated on the waterfront, this historic vacation home is 0.6 mi (0.9 km) from DM Weil Gallery and within 3 mi (5 km) of Robibero Winery and Whitecliff Vineyard. ...

4.9/5Exceptional! (15 reviews)
Efficient, relaxing stay

"The house has a great set up and everything is really straightforward. We relaxed the entire time."…"

Reviewed on Mar 3, 2021

Stone House on Shawangunk River Private/family/pet Friendly, Mnt Views, Hot Tub
Historic Cold Spring Village House---Walk To Train
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Situated on a river, this historic vacation home is within a 10-minute walk of Hudson Highlands State Park, West Point Foundry Preserve, and Foundry Dock Park. ...

5/5Exceptional! (3 reviews)
Excellent and cozy

"Very satisfied. Property was clean and the owner's were very communicative. Property is very close to all the action in Cold Spring, great location. Excellent all around. Recommended!!!"…"

Reviewed on Feb 16, 2021

Historic Cold Spring Village House---Walk To Train
Rustic Barn/garage With Loft in Beautiful Country Setting
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Situated in Cold Spring, this historic vacation home is 0.3 mi (0.4 km) from Clarence Fahnestock State Park and within 3 mi (5 km) of Hudson Highlands State ...

4.8/5Exceptional! (4 reviews)

"We have an amazing time, the place is really nice and cozy really cute. There’s a lake really close to the property and is really nice a lot of hiking around. We definitely coming back Ruben was really friendly."…"

Reviewed on Feb 6, 2021

Rustic Barn/garage With Loft in Beautiful Country Setting
Historic Garrison Farmhouse
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Situated in Philipstown, this vacation home is 0.7 mi (1.1 km) from Garrison Art Center and within 3 mi (5 km) of Hudson Highlands State Park and Manitoga The ...

4.8/5Exceptional! (8 reviews)
Fun and close winter getaway

"My family and I had a lovely stay at this property. It was a welcome surprise to have the hot tub hot and ready to go. The owners had some nice welcoming touches. It would have been helpful to have an instruction/welcome letter to know about hot tub instructions, gas fireplace instructions, and other ..."…"

Reviewed on Mar 4, 2021

Historic Garrison Farmhouse
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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.

Other property types in Poughkeepsie

Hyatt Place Poughkeepsie

Hyatt Place Poughkeepsie

3 out of 5
2165 South Road, Poughkeepsie, NY
The price is $101 per night from Mar 7 to Mar 8
4.4/5Excellent! (356 reviews)

"Very clean rooms excellent room I enjoyed my stay and would definitely stay again"…"

Reviewed on Mar 4, 2021

Hyatt Place Poughkeepsie
Mirbeau Inn & Spa

Mirbeau Inn & Spa

4 out of 5
45 West Market St, Rhinebeck, NY
The price is $255 per night from Mar 8 to Mar 9
4.7/5Exceptional! (86 reviews)

"Loved everything except the eucalyptus in the bathroom products. All staff very courteous and attentive. Really feels like an escape from Covid, politics etc"…"

Reviewed on Feb 3, 2021

Mirbeau Inn & Spa
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2.5 out of 5
2361 South Rd, Poughkeepsie, NY
The price is $101 per night from Mar 6 to Mar 7
4.3/5Excellent! (994 reviews)

"Very nice hotel. Room was clean and the staff was friendly. Will return to this hotel the next time I am in Poughkeepsie."…"

Reviewed on Feb 22, 2021

Hampton Inn & Suites 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.

Booking Tips to Find the Best Poughkeepsie Vacation Homes


How much does it cost to rent a vacation home in Poughkeepsie?

You can find incredible Poughkeepsie vacation homes for all types of budgets: between $101 and $255 per night. The more amenities the rental has, and its proximity to popular places, the higher the price.


What is the best time to stay in a vacation home in Poughkeepsie?

If you are looking for a great deal on your vacation home in Poughkeepsie, consider visiting in , when prices are usually cheaper.


How many vacation homes are available for rent in Poughkeepsie?

There are 68 rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.


How do I find the best deal for a vacation home in Poughkeepsie?

Begin by entering your trip dates to see what type of Poughkeepsie rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.


Why should I rent a vacation home in Poughkeepsie?

Booking Poughkeepsie vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.


What amenities are available in a private vacation home?

When thinking about what you want in your Poughkeepsie rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.


Why should I book a vacation home with Expedia?

Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in Poughkeepsie along with your vacation property, into a Poughkeepsie vacation package.


Can I cancel my vacation home with Expedia?

Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.

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