An aerial view of a town with a river, a bridge, and autumn-colored trees.

Poughkeepsie Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Poughkeepsie vacation rentals

A modern living room with a sectional sofa, a coffee table, and a bar area with stools.

1. Private, Cozy, Clean apartment in lovely Hyde Park

Private, Cozy, Clean apartment in lovely Hyde Park
Hyde Park
10.0 out of 10, Exceptional, (2 reviews)
"The host was great, the place was really nice and cozy. I would definitely stay here again!!! "
United States
Janet M.
The price is ￥19,975
￥30,613 total
includes taxes & fees
Oct 5 - Oct 6
Private, Cozy, Clean apartment in lovely Hyde Park
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
9.6 out of 10, Exceptional, (5 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 ￥25,281
￥67,949 total
includes taxes & fees
Oct 2 - Oct 3
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
A modern kitchen with white cabinets, a central island, and a view to the outside.

3. 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, (9 reviews)
"Nice stay for our quick overnight Comfortable space "
United States
jay c.
The price is ￥18,129
￥33,506 total
includes taxes & fees
Oct 13 - Oct 14
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
A brick building with a sign reading 'Lobby' in front.

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

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Fishkill
9.2 out of 10, Wonderful, (20 reviews)
"Great place to stay,"
United States
Anonymous traveler
The price is ￥12,582
￥14,548 total
includes taxes & fees
Oct 26 - Oct 27
Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
A deck with a red umbrella, wooden chairs, and a table with potted plants.

5. Mid-Century DJ’s Dream

Mid-Century DJ’s Dream
Staatsburg
10.0 out of 10, Exceptional, (59 reviews)
"Quiet clean accommodations in a central location for exploring the Hudson Valley."
United States
Alexandra R.
The price is ￥25,060
￥40,637 total
includes taxes & fees
Oct 4 - Oct 5
Mid-Century DJ’s Dream
A hotel lobby with a reception desk, seating area, and a fire extinguisher on the wall.

6. 1 King Bed | Non-Smoking, Kitchen, Shower

1 King Bed | Non-Smoking, Kitchen, Shower
Fishkill
9.6 out of 10, Exceptional, (18 reviews)
"Great rooms and service,"
United States
Anonymous traveler
The price is ￥11,323
￥12,809 total
includes taxes & fees
Oct 21 - Oct 22
1 King Bed | Non-Smoking, Kitchen, Shower
A wooden porch with white rocking chairs and a hanging flower basket.

7. 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)
"Great apt for my mom who has limited mobility. Totally accessible and very comfortable. "
United States
Ellen E.
The price is ￥26,760
￥61,176 total
includes taxes & fees
Oct 1 - Oct 2
Step into history & unwind at Elixir apt a charming 🏡 at the❤️of NYHudson Valley
A porch with white railings and multiple chairs.

8. 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 ￥26,760
￥60,647 total
includes taxes & fees
Oct 7 - Oct 8
Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
A neatly made bed with a white pillow, a red pillow, and a white blanket. There is a small bedside table with a lamp.

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 ￥19,991
￥45,942 total
includes taxes & fees
Oct 6 - Oct 7
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
A spacious living area with a staircase, a dining table, and a sofa.

10. 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, (13 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 ￥37,533
￥113,244 total
includes taxes & fees
Oct 6 - Oct 7
Our home is perfect for relaxing and having lots of fun, with near by activity’s
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.
Chilly Days Hiking, Quiet Yard, an Easy Escape Near New Paltz
A modern kitchen with white cabinets, a built-in toaster, a blender, and a window with a view of trees.

12. Amazing 3-bedroom house with AC in adorable Highland

Amazing 3-bedroom house with AC in adorable Highland
Highland
The price is ￥43,198
￥85,748 total
includes taxes & fees
Oct 5 - Oct 6
Amazing 3-bedroom house with AC in adorable Highland
A wooden deck with outdoor furniture, surrounded by lush greenery and a small garden.

13. 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 ￥39,343
￥57,459 total
includes taxes & fees
Oct 14 - Oct 15
SUPERB VILLAGE LOCATION!! SWEET APARTMENT w/PRIVATE DECK in historic district
A covered outdoor area with a barbecue grill and a hot tub.

14. 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, (40 reviews)
"Exactly as listed, great property and host."
United Kingdom
Neil C.
The price is ￥59,067
￥91,429 total
includes taxes & fees
Oct 4 - Oct 5
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
An outdoor patio area with a covered seating area, a pool, and potted plants.

15. 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, (78 reviews)
"It’s was nice, clean and the outdoor out area was really nice."
United States
Roger S.
The price is ￥41,113
￥53,725 total
includes taxes & fees
Oct 8 - Oct 9
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.

16. 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 ￥26,910
￥73,498 total
includes taxes & fees
Oct 5 - Oct 6
perfect studio, few minutes away to the heart of new Paltz & Mohonk Mountain
Interior

17. Hudson Escape W/ Hot Tub + Bridge View

Hudson Escape W/ Hot Tub + Bridge View
Highland
Hudson Escape W/ Hot Tub + Bridge View
An aerial view of a lakeside property with a dock, a small building, and several outdoor seating areas.

18. Rustic Cabin in Fishkill!

Rustic Cabin in Fishkill!
Fishkill
10.0 out of 10, Exceptional, (5 reviews)
"Ideal cabin getaway. "
United States
Nadja E.
The price is ￥47,604
￥71,494 total
includes taxes & fees
Oct 7 - Oct 8
Rustic Cabin in Fishkill!
A brick building with a sign reading 'Lobby' in front.

19. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Fishkill
9.2 out of 10, Wonderful, (21 reviews)
"great place tostay"
United States
Anonymous traveler
The price is ￥13,840
￥16,002 total
includes taxes & fees
Oct 26 - Oct 27
2 Full Beds | Non-Smoking, Kitchen
Bedroom

20. 2 Queen Beds | Non-Smoking, Kitchen

2 Queen Beds | Non-Smoking, Kitchen
Fishkill
8.4 out of 10, Very good, (25 reviews)
"Arrived with paid reservation -no rooms available......not a legit business. The sister hotel in the area had same issue earlier this year. I will not return."
United States
Cheryl
The price is ￥13,840
￥15,656 total
includes taxes & fees
Oct 7 - Oct 8
2 Queen Beds | 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
"Clean room great breakfast"
Stacie 1-night trip
Posted 8 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
  • Use the map to find apartments and other holiday homes in the Poughkeepsie neighbourhood you prefer
  • 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.