Poughkeepsie Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Poughkeepsie vacation rentals

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 traveler
The price is ￥14,191
￥16,053 total
includes taxes & fees
Jun 1 - Jun 2
1 Queen Bed | ADA/RI Shower/Smoking/Kitchen
Private kitchen

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

Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Staatsburg
9.4 out of 10, Exceptional, (3 reviews)
"Nice stay for our quick overnight Comfortable space "
United States
jay c.
The price is ￥15,001
￥29,542 total
includes taxes & fees
May 18 - May 19
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
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 ￥18,096
￥43,817 total
includes taxes & fees
May 19 - May 20
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Smart TV

King Bed | Private Parking | Strong WiFi

King Bed | Private Parking | Strong WiFi
Poughkeepsie
The price is ￥16,899
￥58,193 total
includes taxes & fees
May 18 - May 19
King Bed | Private Parking | Strong WiFi
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 ￥39,199
￥50,453 total
includes taxes & fees
May 28 - May 29
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
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 ￥20,001
￥30,708 total
includes taxes & fees
May 18 - May 19
Private, Cozy, Clean apartment in lovely Hyde Park
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, (30 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
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 ￥18,930
￥32,548 total
includes taxes & fees
May 20 - May 21
Mid-Century DJ’s Dream
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 traveler
The price is ￥16,345
￥18,897 total
includes taxes & fees
Jun 1 - Jun 2
Studio 6 Fishkill|King bed|Hearing Access|Kitchen
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 ￥35,636
￥111,576 total
includes taxes & fees
May 18 - May 19
Our home is perfect for relaxing and having lots of fun, with near by activity’s
1 bedroom, WiFi

King Bed Private Parking Fast Internet

King Bed Private Parking Fast Internet
Poughkeepsie
The price is ￥13,969
￥47,784 total
includes taxes & fees
Jun 9 - Jun 10
King Bed Private Parking Fast Internet
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 ￥28,271
￥81,902 total
includes taxes & fees
May 19 - May 20
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
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 ￥47,910
￥71,772 total
includes taxes & fees
May 18 - May 19
Rustic 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 ￥13,589
￥48,748 total
includes taxes & fees
Jun 15 - Jun 16
Cozy Escape -Strong Wi-Fi -Prime Location
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 ￥31,676
￥67,761 total
includes taxes & fees
May 19 - May 20
Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
Lobby

2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Fishkill
10.0 out of 10, Exceptional, (16 reviews)
"Nice Hardworking staff,"
United States
Anonymous traveler
The price is ￥15,769
￥17,838 total
includes taxes & fees
Jun 8 - Jun 9
2 Full Beds | Non-Smoking, Kitchen
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 ￥78,398
￥111,990 total
includes taxes & fees
May 18 - May 19
Chestnut on Willow Lake
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 traveler
The price is ￥14,191
￥16,053 total
includes taxes & fees
Jun 15 - Jun 16
1 King Bed | Non-Smoking, Kitchen, Shower
Exterior

1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Fishkill
10.0 out of 10, Exceptional, (19 reviews)
"Very nice clean friendly staff"
United States
Anonymous traveler
The price is ￥14,191
￥16,053 total
includes taxes & fees
Jun 8 - Jun 9
1 Queen Bed | Non-Smoking, Kitchen
1 bedroom, free WiFi

2 Queen Beds, Smoking| Kitchen| Studio 6 Fishkill

2 Queen Beds, Smoking| Kitchen| Studio 6 Fishkill
Fishkill
10.0 out of 10, Exceptional, (19 reviews)
"Schöne Zimmer, Internet war kostenpflichtig, funktionierte aber nicht. Das Personal war jedoch nett."
Germany
Anonymous traveler
The price is ￥14,191
￥16,053 total
includes taxes & fees
Jun 1 - Jun 2
2 Queen Beds, Smoking| Kitchen| Studio 6 Fishkill
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

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

10/10 Excellent
"Clean room "
Minelia 1-night trip
Posted 9 hours ago
Courtyard by Marriott 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
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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?

The Farm at Hyde Park: This vacation home rental near Poughkeepsie is located in a rural location and has a fireplace, a patio, and a barbecue grill 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 vacation rentals are there in Poughkeepsie?

Expedia has 17 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 Walkway Over the Hudson State Historic Park.

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.