Poughkeepsie Holiday Rentals

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Check prices for these dates

In two weeks
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sept - 13 Sept

Our top choices for Poughkeepsie holiday rentals

Private kitchen

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, (4 reviews)
"Nice stay for our quick overnight Comfortable space "
United States
jay c.
The price is HK$825
HK$1,553 total
includes taxes & fees
24 May - 25 May
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
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
9.2 out of 10, Wonderful, (65 reviews)
"Great spot! Very unique, has lots of charm!"
United States
Brian
The price is HK$1,939
HK$2,550 total
includes taxes & fees
25 May - 26 May
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
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$3,877
HK$5,521 total
includes taxes & fees
9 Jun - 10 Jun
Chestnut on Willow Lake
Lobby

1 Queen Bed | ADA/RI Shower/Smoking/Kitchen

1 Queen Bed | ADA/RI Shower/Smoking/Kitchen
Fishkill
10.0 out of 10, Exceptional, (15 reviews)
"Good so far"
United States
Anonymous traveller
The price is HK$704
HK$797 total
includes taxes & fees
2 Jun - 3 Jun
1 Queen Bed | ADA/RI Shower/Smoking/Kitchen
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$2,370
HK$3,531 total
includes taxes & fees
25 May - 26 May
Rustic Cabin in Fishkill!
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, (30 reviews)
"Beautiful place has a great stay!"
United States
Heather O.
The price is HK$924
HK$2,198 total
includes taxes & fees
27 May - 28 May
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Exterior

Studio6 Fishkill 2 Full Beds, Mobil Tub, Nsmk Kitchen

Studio6 Fishkill 2 Full Beds, Mobil Tub, Nsmk Kitchen
Fishkill
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful room"
United States
Anonymous traveller
The price is HK$861
HK$995 total
includes taxes & fees
1 Jun - 2 Jun
Studio6 Fishkill 2 Full Beds, Mobil Tub, Nsmk Kitchen
Outdoor spa tub

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, (31 reviews)
"Excellent licatio . House was wonderful. Loved the scenery and the hot tub."
United States
Jeffrey
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
Interior

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, (12 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$1,762
HK$5,518 total
includes taxes & fees
26 May - 27 May
Our home is perfect for relaxing and having lots of fun, with near by activity’s
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$1,050
HK$1,596 total
includes taxes & fees
27 May - 28 May
Private, Cozy, Clean apartment in lovely Hyde Park
Property grounds

Red Cottage - Lakeside Property!

Red Cottage - Lakeside Property!
Fishkill
The price is HK$4,093
HK$5,804 total
includes taxes & fees
9 Jun - 10 Jun
Red Cottage - Lakeside Property!
Smart TV

King Bed | Private Parking | Strong WiFi

King Bed | Private Parking | Strong WiFi
Poughkeepsie
The price is HK$887
HK$2,874 total
includes taxes & fees
16 Jun - 17 Jun
King Bed | Private Parking | Strong WiFi
Interior

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

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Poughkeepsie
10.0 out of 10, Exceptional, (2 reviews)
"Great host"
United States
Lindsey F.
The price is HK$1,645
HK$4,330 total
includes taxes & fees
26 May - 27 May
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Property grounds

Mid-Century DJ’s Dream

Mid-Century DJ’s Dream
Staatsburg
10.0 out of 10, Exceptional, (52 reviews)
"Great host and excellent accommodations! "
United States
Elaine L.
The price is HK$934
HK$1,615 total
includes taxes & fees
26 May - 27 May
Mid-Century DJ’s Dream
Lobby

1 King Bed | Non-Smoking, Kitchen, Shower

1 King Bed | Non-Smoking, Kitchen, Shower
Fishkill
10.0 out of 10, Exceptional, (16 reviews)
"Great rooms and service,"
United States
Anonymous traveller
The price is HK$704
HK$797 total
includes taxes & fees
14 Jun - 15 Jun
1 King Bed | Non-Smoking, Kitchen, Shower
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$1,567
HK$3,316 total
includes taxes & fees
9 Jun - 10 Jun
Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
Exterior

Hickory on Willow Lake

Hickory on Willow Lake
Fishkill
9.6 out of 10, Exceptional, (5 reviews)
"Clean, quiet and great location. Beautiful property."
United States
Sheila B.
The price is HK$4,265
HK$6,019 total
includes taxes & fees
9 Jun - 10 Jun
Hickory on Willow Lake
1 bedroom, WiFi

King Bed Private Parking Fast Internet

King Bed Private Parking Fast Internet
Poughkeepsie
The price is HK$655
HK$2,299 total
includes taxes & fees
10 Jun - 11 Jun
King Bed Private Parking Fast Internet
Exterior

Studio 6 Fishkill|King bed|Hearing Access|Kitchen

Studio 6 Fishkill|King bed|Hearing Access|Kitchen
Fishkill
10.0 out of 10, Exceptional, (18 reviews)
"great place to stay"
United States
Anonymous traveller
The price is HK$806
HK$932 total
includes taxes & fees
1 Jun - 2 Jun
Studio 6 Fishkill|King bed|Hearing Access|Kitchen
Lobby

2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Fishkill
9.6 out of 10, Exceptional, (17 reviews)
"Nice Hardworking staff,"
United States
Anonymous traveller
The price is HK$783
HK$885 total
includes taxes & fees
2 Jun - 3 Jun
2 Full 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

Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

10/10 Excellent
"Great location, staff was friendly and the hotel was overall very vlean"
Tom 2-night trip
Posted 3 hours ago
Best Western Plus Kingston Hotel And Conference Center

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?

The Farm at Hyde Park: This holiday home rental outside of Poughkeepsie is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Poughkeepsie?

Expedia has 17 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 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.