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Poughkeepsie Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Poughkeepsie vacation rentals

A brick building with a sign reading 'Lobby' in front.

1. Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Fishkill
9.0 out of 10, Wonderful, (21 reviews)
"Great place to stay,"
United States
Anonymous traveler
The price is ￥12,415
￥14,355 total
includes taxes & fees
Nov 29 - Nov 30
Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
A modern kitchen with a granite countertop, a built-in stove, and a dining area with a glass table and chairs.

2. Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Poughkeepsie
9.8 out of 10, Exceptional, (6 reviews)
"Beautiful property with ample space for parking. Host was super nice and met all of our needs!"
United States
Nicole Y.
The price is ￥26,200
￥66,415 total
includes taxes & fees
Nov 16 - Nov 17
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
A hotel lobby with a reception desk, seating area, and a fire extinguisher on the wall.

3. 1 King Bed | Non-Smoking, Kitchen, Shower

1 King Bed | Non-Smoking, Kitchen, Shower
Fishkill
9.6 out of 10, Exceptional, (20 reviews)
"Great rooms and service,"
United States
Anonymous traveler
The price is ￥11,172
￥12,638 total
includes taxes & fees
Dec 10 - Dec 11
1 King Bed | Non-Smoking, Kitchen, Shower
A modern kitchen with white cabinets, a central island, and a view to the outside.

4. Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,

Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Staatsburg
9.6 out of 10, Exceptional, (13 reviews)
"We thoroughly enjoyed our stay. We would definitely come back! A fantastic location. And very good communication with the host, Alexander."
United States
elizabeth
The price is ￥18,111
￥31,872 total
includes taxes & fees
Dec 1 - Dec 2
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
A room with bunk beds, a hanging chair, and a mat with directional arrows.

5. Beautiful Modern Villa with Pool

Beautiful Modern Villa with Pool
Clintondale
The price is ￥33,648
￥99,219 total
includes taxes & fees
Nov 16 - Nov 17
Beautiful Modern Villa with Pool
A deck with a red umbrella, wooden chairs, and a table with potted plants.

6. Mid-Century DJ’s Dream

Mid-Century DJ’s Dream
Staatsburg
10.0 out of 10, Exceptional, (61 reviews)
"Quiet clean accommodations in a central location for exploring the Hudson Valley."
United States
Alexandra R.
The price is ￥19,165
￥32,522 total
includes taxes & fees
Nov 18 - Nov 19
Mid-Century DJ’s Dream
A porch with white railings and multiple chairs.

7. Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley

Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
Highland
10.0 out of 10, Exceptional, (2 reviews)
"Everyone was just right! The home is perfect for a photo shoot. We weren't there for that, but we thought the setting was unique and beautiful! Everything we needed!!"
United States
Rebecca D.
The price is ￥33,938
￥68,598 total
includes taxes & fees
Nov 16 - Nov 17
Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
A spacious living area with a staircase, a dining table, and a sofa.

8. Our home is perfect for relaxing and having lots of fun, with near by activity’s

Our home is perfect for relaxing and having lots of fun, with near by activity’s
Highland
9.6 out of 10, Exceptional, (14 reviews)
"We had was great time and the host Mary was amazing and excellent at communicating. Everything was perfect in the home. Thank you"
United States
Pinal
The price is ￥37,372
￥108,398 total
includes taxes & fees
Nov 21 - Nov 22
Our home is perfect for relaxing and having lots of fun, with near by activity’s
A wall-mounted air conditioning unit with a digital display.

9. Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Rhinebeck Village
10.0 out of 10, Exceptional, (33 reviews)
"Beautiful place has a great stay!"
United States
Heather O.
The price is ￥16,961
￥40,325 total
includes taxes & fees
Nov 17 - Nov 18
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
A wooden porch with white rocking chairs and a hanging flower basket.

10. Step into history & unwind at Elixir apt a charming 🏡 at the❤️of NYHudson Valley

Step into history & unwind at Elixir apt a charming 🏡 at the❤️of NYHudson Valley
Highland
9.6 out of 10, Exceptional, (11 reviews)
"Would definitely stay again"
United States
Laurie G.
The price is ￥35,136
￥69,940 total
includes taxes & fees
Nov 16 - Nov 17
Step into history & unwind at Elixir apt a charming 🏡 at the❤️of NYHudson Valley
A staircase leading to a second floor, a sofa with a throw blanket, a floor lamp, a small table with a vase of sunflowers, and a kitchen area visible through an archway.

11. Chilly Days Hiking, Quiet Yard, an Easy Escape Near New Paltz

Chilly Days Hiking, Quiet Yard, an Easy Escape Near New Paltz
New Paltz
10.0 out of 10, Exceptional, (8 reviews)
"Superb property - comfortable, spotless, all the amenities you could need, and lots of space. "
United States
Thomas B.
The price is ￥33,504
￥100,114 total
includes taxes & fees
Nov 22 - Nov 23
Chilly Days Hiking, Quiet Yard, an Easy Escape Near New Paltz
A wooden deck with outdoor furniture, surrounded by lush greenery and a small garden.

12. SUPERB VILLAGE LOCATION!! SWEET APARTMENT w/PRIVATE DECK in historic district

SUPERB VILLAGE LOCATION!! SWEET APARTMENT w/PRIVATE DECK in historic district
New Paltz
9.8 out of 10, Exceptional, (6 reviews)
"The stay was great! Cozy, quirky and quaint. Gabriela was super nice and accommodating."
United States
Jehiah B.
The price is ￥38,810
￥54,021 total
includes taxes & fees
Nov 16 - Nov 17
SUPERB VILLAGE LOCATION!! SWEET APARTMENT w/PRIVATE DECK in historic district
An outdoor patio area with a covered seating area, a pool, and potted plants.

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

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill
9.2 out of 10, Wonderful, (81 reviews)
"The property was as advertised and met our needs for our trip."
United States
Sara
The price is ￥43,697
￥54,588 total
includes taxes & fees
Nov 16 - Nov 17
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
A house with a covered patio, a large window, and a small porch area.

14. perfect studio, few minutes away to the heart of new Paltz & Mohonk Mountain

perfect studio, few minutes away to the heart of new Paltz & Mohonk Mountain
New Paltz
2.0 out of 10, (1 review)
"When we arrived at the house, we unpacked and within a few minutes, we smelled something that smelled like sewer gas in the bathroom. The owners came over and accused us of pouring something down the drain to get out of paying them. We could not stay in the house it smelled so bad and they would not refund our money. VRBO took their side! This was a horrific experience. I hope they get the sewer smell figured out. I just wanted to visit my daughter and this turned into a nightmare. I understand...
United States
Susannah R.
The price is ￥26,879
￥68,025 total
includes taxes & fees
Nov 17 - Nov 18
perfect studio, few minutes away to the heart of new Paltz & Mohonk Mountain
An aerial view of a lakeside property with a dock, a small building, and several outdoor seating areas.

15. Rustic Cabin in Fishkill!

Rustic Cabin in Fishkill!
Fishkill
9.8 out of 10, Exceptional, (6 reviews)
"Clean rooms, Diner down the block, family friendly, communication was prompt and clear"
United States
Joseph
The price is ￥40,055
￥58,487 total
includes taxes & fees
Nov 21 - Nov 22
Rustic Cabin in Fishkill!
A lakeside seating area with Adirondack chairs arranged around a central fire pit.

16. Red Cottage - Lakeside Property!

Red Cottage - Lakeside Property!
Fishkill
The price is ￥43,920
￥63,836 total
includes taxes & fees
Nov 18 - Nov 19
Red Cottage - Lakeside Property!
A stone house with a steeply pitched roof, surrounded by a well-maintained lawn and trees.

17. Hickory on Willow Lake

Hickory on Willow Lake
Fishkill
9.8 out of 10, Exceptional, (6 reviews)
"Clean, quiet and great location. Beautiful property."
United States
Sheila B.
The price is ￥61,488
￥85,797 total
includes taxes & fees
Nov 18 - Nov 19
Hickory on Willow Lake
A covered outdoor area with a barbecue grill and a hot tub.

18. Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
New Paltz
9.6 out of 10, Exceptional, (42 reviews)
"Beautifully situated along the river. Bedroom/bathroom setup was perfect for 3 couples. Hot tub was clean and well kept on a screened in porch. Light filled property."
United States
alex v.
The price is ￥66,623
￥94,994 total
includes taxes & fees
Nov 20 - Nov 21
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
A brick building with a sign reading 'Lobby' in front.

19. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Fishkill
8.8 out of 10, Excellent, (23 reviews)
"great place tostay"
United States
Anonymous traveler
The price is ￥13,656
￥15,790 total
includes taxes & fees
Nov 29 - Nov 30
2 Full Beds | Non-Smoking, Kitchen
A brick building with a sign reading 'Lobby' in front.

20. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Fishkill
7.6 out of 10, Good, (28 reviews)
"The property was clean and pet friendly. However, the small extended stay room with a kitchen had no glasses or bowls or flat ware. You can't expect any additional accomodations beyond the room."
United States
Ray
The price is ￥12,415
￥14,355 total
includes taxes & fees
Nov 29 - Nov 30
1 Queen Bed | Non-Smoking, Kitchen
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

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent
"If I could give this hotel a higher rating I would!"
Dorrene 3-night trip
Posted 15 hours ago
Hyatt Place Poughkeepsie / Hudson Valley

Find out more about Poughkeepsie

Search for holiday rentals in Poughkeepsie on Expedia! You can easily find your home rentals, villas, holiday apartments in Poughkeepsie using one of the methods below:

  • View our selection of featured holiday rentals in Poughkeepsie
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  • Enter your travel dates to view the best deals on holiday rentals in Poughkeepsie while they last

Look no further and take a look at our great range of rental properties in Poughkeepsie!

Frequently asked questions

Are there vacation rentals in Poughkeepsie?

Yes, we offer vacation rentals in Poughkeepsie near Mid-Hudson Civic Center, or you can choose a secluded option if you'd like a relaxing place to stay. Visitors like the college campus and scenic riverfront in Poughkeepsie. While you're in the area, you can also enjoy the top-notch restaurants and entertainment venues.

What's the top vacation rental in Poughkeepsie?

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY: Visitors like this Poughkeepsie vacation home rental. It offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family. Make the most of the garden in this rental home to help you unwind.

How many vacation rentals are there in Poughkeepsie?

Expedia has 16 vacation rentals for your stay in Poughkeepsie.

What can I see and do in Poughkeepsie?

Mid-Hudson Civic Center and McCann Ice Arena are a couple of family-friendly sights, whereas cultural attractions include Bardavon 1869 Opera House and Locust Grove. Other places in town to visit include Mid-Hudson Bridge and Poughkeepsie Bridge.

What are vacation rentals like in Poughkeepsie?

Vacation rentals are private accommodations you can reserve for several days or more in Poughkeepsie. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a family trip.