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
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Poughkeepsie holiday rentals

Exterior

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Fishkill
10.0 out of 10, Exceptional, (17 reviews)
"Great place to stay,"
United States
Anonymous traveller
The price is HK$708
HK$818 total
includes taxes & fees
3 Aug - 4 Aug
Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Smart TV

King Bed | Private Parking | Strong WiFi

King Bed | Private Parking | Strong WiFi
Poughkeepsie
The price is HK$802
HK$2,841 total
includes taxes & fees
22 Jul - 23 Jul
King Bed | Private Parking | Strong WiFi
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$709
HK$802 total
includes taxes & fees
31 Jul - 1 Aug
1 King Bed | Non-Smoking, Kitchen, Shower
Property grounds

Mid-Century DJ’s Dream

Mid-Century DJ’s Dream
Staatsburg
10.0 out of 10, Exceptional, (54 reviews)
"Great host and excellent accommodations! "
United States
Elaine L.
The price is HK$1,186
HK$1,945 total
includes taxes & fees
6 Jul - 7 Jul
Mid-Century DJ’s Dream
Terrace/patio

SUPERB VILLAGE LOCATION!! SWEET APARTMENT w/PRIVATE DECK in historic district

SUPERB VILLAGE LOCATION!! SWEET APARTMENT w/PRIVATE DECK in historic district
New Paltz
9.4 out of 10, Exceptional, (3 reviews)
"The stay was great! Cozy, quirky and quaint. Gabriela was super nice and accommodating."
United States
Jehiah B.
The price is HK$1,235
HK$1,911 total
includes taxes & fees
6 Jul - 7 Jul
SUPERB VILLAGE LOCATION!! SWEET APARTMENT w/PRIVATE DECK in historic district
Interior

Ranch Home with Game Room, Fire Pit & Near Trails

Ranch Home with Game Room, Fire Pit & Near Trails
New Paltz
9.4 out of 10, Exceptional, (8 reviews)
"Great spot for our 2 runners to prep and then recuperate after their first 50 mile Rock the Ridge run on the Mohonk! Slept great, quiet location-clean, cozy and comfortable!"
United States
Margaret
The price is HK$1,380
HK$3,745 total
includes taxes & fees
5 Jul - 6 Jul
Ranch Home with Game Room, Fire Pit & Near Trails
1 bedroom, desk, free WiFi, bed sheets

Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Rhinebeck Village
10.0 out of 10, Exceptional, (31 reviews)
"Beautiful place has a great stay!"
United States
Heather O.
The price is HK$1,231
HK$2,582 total
includes taxes & fees
21 Jul - 22 Jul
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Terrace/patio

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

Vineyard Retreat: 3BR Home-Live Music, Wine+Hiking
New Paltz
7.2 out of 10, Good, (7 reviews)
"10 minutes to town, great view off the deck, peaceful."
United States
irv h.
The price is HK$1,412
HK$4,200 total
includes taxes & fees
27 Jul - 28 Jul
Vineyard Retreat: 3BR Home-Live Music, Wine+Hiking
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, (70 reviews)
"Great spot! Very unique, has lots of charm!"
United States
Brian
The price is HK$1,941
HK$2,535 total
includes taxes & fees
7 Jul - 8 Jul
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Interior

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, (4 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$2,293
HK$4,753 total
includes taxes & fees
6 Jul - 7 Jul
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
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$2,372
HK$6,285 total
includes taxes & fees
7 Jul - 8 Jul
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Terrace/patio

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$1,376
HK$3,720 total
includes taxes & fees
7 Jul - 8 Jul
perfect studio, few minutes away to the heart of new Paltz & Mohonk Mountain
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, (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$3,320 total
includes taxes & fees
4 Jul - 5 Jul
Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
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$2,372
HK$3,554 total
includes taxes & fees
28 Jul - 29 Jul
Rustic Cabin in Fishkill!
Interior

Luxe Mountain Getaway on Private Rd Near Rhinebeck

Luxe Mountain Getaway on Private Rd Near Rhinebeck
3.0 star property
Hyde Park
The price is HK$4,439
HK$7,735 total
includes taxes & fees
6 Jul - 7 Jul
Luxe Mountain Getaway on Private Rd Near Rhinebeck
Exterior

Chestnut on Willow Lake

Chestnut on Willow Lake
Fishkill
9.6 out of 10, Exceptional, (5 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$3,882
HK$5,537 total
includes taxes & fees
14 Jul - 15 Jul
Chestnut on Willow Lake
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, (32 reviews)
"Exactly as listed, great property and host."
United Kingdom
Neil C.
The price is HK$2,005
HK$3,372 total
includes taxes & fees
8 Jul - 9 Jul
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
Dining

Luxe Mountain Getaway on Private Rd Near Rhinebeck

Luxe Mountain Getaway on Private Rd Near Rhinebeck
Hyde Park
The price is HK$3,780
HK$7,693 total
includes taxes & fees
6 Jul - 7 Jul
Luxe Mountain Getaway on Private Rd Near Rhinebeck
Property grounds

Red Cottage - Lakeside Property!

Red Cottage - Lakeside Property!
Fishkill
The price is HK$4,098
HK$5,811 total
includes taxes & fees
8 Jul - 9 Jul
Red Cottage - Lakeside Property!
Exterior

1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Fishkill
10.0 out of 10, Exceptional, (16 reviews)
"Nice place to stay"
United States
Anonymous traveller
The price is HK$709
HK$819 total
includes taxes & fees
3 Aug - 4 Aug
1 Queen Bed | 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

AutoCamp Catskills

AutoCamp Catskills

10/10 Excellent
"Great property for glamping!"
Ria 2-night trip
Posted 3 hours ago
AutoCamp Catskills

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 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 in Woodstock &Kingston Catskill area!: This holiday home rental outside of Poughkeepsie is located on a river, and has a fireplace, a patio and a BBQ 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 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 Poughkeepsie 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.