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

Poughkeepsie Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Poughkeepsie holiday rentals

A modern kitchen with a granite countertop, a built-in stove, and a dining area with a glass table and chairs.

1. 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 HK$1,420
HK$3,584 total
includes taxes & fees
28 Oct - 29 Oct
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.

2. 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 HK$883
HK$1,629 total
includes taxes & fees
2 Nov - 3 Nov
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
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, (19 reviews)
"Great rooms and service,"
United States
Anonymous traveller
The price is HK$804
HK$909 total
includes taxes & fees
3 Nov - 4 Nov
1 King Bed | Non-Smoking, Kitchen, Shower
A deck with a red umbrella, wooden chairs, and a table with potted plants.

4. 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 HK$1,167
HK$1,969 total
includes taxes & fees
3 Nov - 4 Nov
Mid-Century DJ’s Dream
A brick building with a sign reading 'Lobby' in front.

5. 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 traveller
The price is HK$618
HK$715 total
includes taxes & fees
8 Nov - 9 Nov
Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
A porch with white railings and multiple chairs.

6. 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 HK$1,569
HK$3,374 total
includes taxes & fees
28 Oct - 29 Oct
Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
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)
"Would definitely stay again"
United States
Laurie G.
The price is HK$1,333
HK$3,074 total
includes taxes & fees
29 Oct - 30 Oct
Step into history & unwind at Elixir 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, (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 HK$1,765
HK$5,509 total
includes taxes & fees
28 Oct - 29 Oct
Our home is perfect for relaxing and having lots of fun, with near by activity’s
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 HK$957
HK$2,237 total
includes taxes & fees
3 Nov - 4 Nov
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
A house with a covered patio, a large window, and a small porch area.

10. 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 HK$1,116
HK$3,385 total
includes taxes & fees
28 Oct - 29 Oct
perfect studio, few minutes away to the heart of new Paltz & Mohonk Mountain
A wooden deck with outdoor furniture, surrounded by lush greenery and a small garden.

11. 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 HK$1,906
HK$2,758 total
includes taxes & fees
28 Oct - 29 Oct
SUPERB VILLAGE LOCATION!! SWEET APARTMENT w/PRIVATE DECK in historic district
A covered outdoor area with a barbecue grill and a hot tub.

12. 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)
"Really nice, house. Location was great. There were 8 of us there for a girls weekend. Plenty of room for all.Clean, attentive host, kitchen was well stocked for our needs. Hot tub was great."
United States
Shirley A.
The price is HK$1,818
HK$3,203 total
includes taxes & fees
3 Nov - 4 Nov
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
An aerial view of a lakeside property with a dock, a small building, and several outdoor seating areas.

13. 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 HK$1,968
HK$3,036 total
includes taxes & fees
6 Nov - 7 Nov
Rustic Cabin in Fishkill!
An outdoor patio area with a covered seating area, a pool, and potted plants.

14. 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 HK$2,146
HK$2,818 total
includes taxes & fees
3 Nov - 4 Nov
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
A lakeside seating area with Adirondack chairs arranged around a central fire pit.

15. Red Cottage - Lakeside Property!

Red Cottage - Lakeside Property!
Fishkill
The price is HK$2,157
HK$3,281 total
includes taxes & fees
11 Nov - 12 Nov
Red Cottage - Lakeside Property!
A stone house with a steeply pitched roof, surrounded by a well-maintained lawn and trees.

16. 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 HK$3,019
HK$4,422 total
includes taxes & fees
2 Nov - 3 Nov
Hickory on Willow Lake
A brick building with a sign reading 'Lobby' in front.

17. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Fishkill
9.0 out of 10, Wonderful, (22 reviews)
"great place tostay"
United States
Anonymous traveller
The price is HK$680
HK$786 total
includes taxes & fees
9 Nov - 10 Nov
2 Full Beds | Non-Smoking, Kitchen
Floor plan

18. 1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen

1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen
Fishkill
9.0 out of 10, Wonderful, (18 reviews)
"Good so far"
United States
Anonymous traveller
1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen
A brick building with a sign reading 'Lobby' in front.

19. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Fishkill
7.8 out of 10, Good, (26 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 HK$618
HK$715 total
includes taxes & fees
8 Nov - 9 Nov
1 Queen Bed | Non-Smoking, Kitchen
Bedroom

20. 2 Full Beds | Non-Smoking, Micfridge

2 Full Beds | Non-Smoking, Micfridge
Fishkill
10.0 out of 10, Exceptional, (2 reviews)
"Checked out local spots nearby, easy parking available."
United States
Anonymous traveller
The price is HK$916
HK$1,036 total
includes taxes & fees
9 Nov - 10 Nov
2 Full Beds | Non-Smoking, Micfridge
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

Red Roof Inn PLUS+ Poughkeepsie

Red Roof Inn PLUS+ Poughkeepsie

10/10 Excellent
"Very clean and neat room. Nice and friendly staff."
Ekaette 1-night trip
Posted 2 hours ago
Red Roof Inn PLUS+ Poughkeepsie

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 holiday rentals in Poughkeepsie?

Yes, there are holiday rentals in Poughkeepsie close to Mid-Hudson Civic Center, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the university campus and scenic riverfront in Poughkeepsie. While you're in the area, you can also enjoy the top-notch restaurants and entertainment venues.

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

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY: This highly rated holiday home rental in Poughkeepsie offers a fireplace, a patio and a BBQ 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 that you can cook with friends or family. Make the most of garden in this rental home to help you unwind.

How many holiday rentals are there in Poughkeepsie?

Expedia has 16 holiday 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 the 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 holiday rentals like in Poughkeepsie?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Poughkeepsie. Holiday rentals offer extras such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a family getaway.