Poughkeepsie Holiday Rentals

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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Poughkeepsie holiday rentals

Outdoor dining

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
9.4 out of 10, Exceptional, (60 reviews)
"Quiet, clean and comfortable! Great stay!"
United States
Joseph G.
The price is HK$1,935
HK$2,200 total
includes taxes & fees
16 Feb - 17 Feb
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Private kitchen

Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
new paltz
9.4 out of 10, Exceptional, (6 reviews)
"Very clean Good communication with host Close to town & hiking Recommend! "
United States
Jennifer E.
The price is HK$1,407
HK$5,550 total
includes taxes & fees
16 Feb - 17 Feb
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
Property grounds

Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!

Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
Highland
9.8 out of 10, Exceptional, (26 reviews)
"Perfect location and stay"
United States
kareem e.
The price is HK$1,681
HK$2,521 total
includes taxes & fees
16 Feb - 17 Feb
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
Exterior

Rustic Cabin in Fishkill!

Rustic Cabin in Fishkill!
Fishkill
10.0 out of 10, Exceptional, (3 reviews)
"Ideal cabin getaway. "
United States
Nadja E.
The price is HK$2,365
HK$3,417 total
includes taxes & fees
16 Feb - 17 Feb
Rustic Cabin in Fishkill!
Exterior

Chestnut on Willow Lake

Chestnut on Willow Lake
Fishkill
9.6 out of 10, Exceptional, (4 reviews)
"We really enjoyed the privacy of the grounds, lake, dock , swimming, boats and paddle boards. The kitchen was well equipped and the beds were comfy. We had a great stay, thanks."
United States
Doria W.
The price is HK$3,869
HK$5,521 total
includes taxes & fees
18 Feb - 19 Feb
Chestnut on Willow Lake
Exterior detail

Cozy private suite in the heart of beautiful Gardiner.

Cozy private suite in the heart of beautiful Gardiner.
New Paltz
10.0 out of 10, Exceptional, (7 reviews)
"Check-in was easy. Hosts very responsive to any questions and helpful to local recommendations. "
United States
Chanah B.
The price is HK$908
HK$1,874 total
includes taxes & fees
16 Feb - 17 Feb
Cozy private suite in the heart of beautiful Gardiner.
Property grounds

Red Cottage - Lakeside Property!

Red Cottage - Lakeside Property!
Fishkill
The price is HK$4,084
HK$5,714 total
includes taxes & fees
18 Feb - 19 Feb
Red Cottage - Lakeside Property!
Interior

Stylish & Pet-Friendly Apartment in Beacon

Stylish & Pet-Friendly Apartment in Beacon
Beacon
10.0 out of 10, Exceptional, (2 reviews)
"Very clean and great place to stay. "
United States
Charlene D.
The price is HK$1,055
HK$2,060 total
includes taxes & fees
17 Feb - 18 Feb
Stylish & Pet-Friendly Apartment in Beacon
Smart TV

King Bed | Private Parking | Strong WiFi

King Bed | Private Parking | Strong WiFi
Poughkeepsie
The price is HK$645
HK$2,596 total
includes taxes & fees
18 Feb - 19 Feb
King Bed | Private Parking | Strong WiFi
Interior

Beautiful home with Hudson River views & adjacent rushing waterfall in Hyde Park

Beautiful home with Hudson River views & adjacent rushing waterfall in Hyde Park
Hyde Park
The price is HK$1,557
HK$2,416 total
includes taxes & fees
18 Feb - 19 Feb
Beautiful home with Hudson River views & adjacent rushing waterfall in Hyde Park
Property grounds

Mid-Century DJ’s Dream

Mid-Century DJ’s Dream
Staatsburg
10.0 out of 10, Exceptional, (44 reviews)
"Great host and excellent accommodations! "
United States
Elaine L.
The price is HK$874
HK$1,536 total
includes taxes & fees
19 Feb - 20 Feb
Mid-Century DJ’s Dream
Interior

Wood Stove Nights, Quiet Yard, an Easy Escape Near New Paltz

Wood Stove Nights, Quiet Yard, an Easy Escape Near New Paltz
New Paltz
10.0 out of 10, Exceptional, (6 reviews)
"Lovely home in a beautiful area of New York state. Would stay here again! "
United States
Jason W.
The price is HK$1,196
HK$4,503 total
includes taxes & fees
18 Feb - 19 Feb
Wood Stove Nights, Quiet Yard, an Easy Escape Near New Paltz
Property grounds

Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Rhinebeck Village
9.8 out of 10, Exceptional, (27 reviews)
"Beautiful place has a great stay!"
United States
Heather O.
The price is HK$774
HK$2,007 total
includes taxes & fees
6 Mar - 7 Mar
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Terrace/patio

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, (1 review)
"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$1,290
HK$2,968 total
includes taxes & fees
16 Feb - 17 Feb
Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
Smart TV, fireplace

Private, Cozy, Clean apartment in lovely Hyde Park

Private, Cozy, Clean apartment in lovely Hyde Park
Hyde Park
10.0 out of 10, Exceptional, (1 review)
"The host was great, the place was really nice and cozy. I would definitely stay here again!!! "
United States
Janet M.
The price is HK$985
HK$1,530 total
includes taxes & fees
19 Feb - 20 Feb
Private, Cozy, Clean apartment in lovely Hyde Park
1 bedroom, WiFi

King Bed Private Parking Fast Internet

King Bed Private Parking Fast Internet
Poughkeepsie
The price is HK$585
HK$2,241 total
includes taxes & fees
16 Mar - 17 Mar
King Bed Private Parking Fast Internet
Exterior

Charming Cabin in Fishkill!

Charming Cabin in Fishkill!
Fishkill
9.6 out of 10, Exceptional, (4 reviews)
"What a sweet little spot in a gorgeous area - clean, simple, and beautiful. Thanks for a great stay! "
United States
Julia T.
The price is HK$2,365
HK$3,230 total
includes taxes & fees
16 Feb - 17 Feb
Charming Cabin in Fishkill!
Smart TV

Cozy Escape -Strong Wi-Fi -Prime Location

Cozy Escape -Strong Wi-Fi -Prime Location
Poughkeepsie
6.8 out of 10, (5 reviews)
"The property was perfect for our little weekend getaway. It was very clean and cozy and the host Christina made it so easy for check in and was available for any questions. We would definitely stay again."
United States
Andrea C.
The price is HK$782
HK$2,583 total
includes taxes & fees
18 Feb - 19 Feb
Cozy Escape -Strong Wi-Fi -Prime Location
Terrace/patio

Vineyard Retreat: 3BR Home-Live Music, Wine+Hiking

Vineyard Retreat: 3BR Home-Live Music, Wine+Hiking
New Paltz
6.8 out of 10, (6 reviews)
"10 minutes to town, great view off the deck, peaceful."
United States
irv h.
The price is HK$899
HK$3,534 total
includes taxes & fees
1 Mar - 2 Mar
Vineyard Retreat: 3BR Home-Live Music, Wine+Hiking
Exterior

Hickory on Willow Lake

Hickory on Willow Lake
Fishkill
9.6 out of 10, Exceptional, (5 reviews)
"Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus"
United States
Rachel C.
The price is HK$4,084
HK$5,794 total
includes taxes & fees
18 Feb - 19 Feb
Hickory on Willow Lake
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

Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie

10/10 Excellent
"It's was great "
Dawson 1-night trip
Posted 2 days ago
Home2 Suites By Hilton 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?

Esopus Creek modern Tiny house Retreat!: This holiday home rental outside of Poughkeepsie is located on a river, and has a fireplace, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

How many holiday rentals are there in Poughkeepsie?

Expedia has 18 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 Chance Theater. Other places in town to visit include Mid-Hudson Bridge and Walkway Over the Hudson State Historic Park.

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.