Poughkeepsie Vacation Rentals

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Check prices for these dates

In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

Vacation Rentals in Poughkeepsie

Outdoor dining
Mid-Century DJ’s Dream

Mid-Century DJ’s Dream

Staatsburg
10.0 out of 10, Exceptional, (43)
"Great place to stay! Close to many attractions by car - most 10-15 minutes. Clean and comfortable. Kevin has lots of great suggestions on places to go and restaurants."
United States
Anonymous traveler
The price is ￥17,164
￥30,263 total
includes taxes & fees
Nov 18 - Nov 19
Mid-Century DJ’s Dream
Property grounds
Private Studio Close to Downtown Rhinebeck

Private Studio Close to Downtown Rhinebeck

RHINEBECK
10.0 out of 10, Exceptional, (25)
"This a an adorable, well designed, spotless space which was perfect for our over night stay in Rhinebeck. Property a quick walk away from the fairgrounds and downtown was also walkable…the host was absolutely amazing with great communication and detailed instructions! "
United States
Kathy
The price is ￥13,645
￥37,139 total
includes taxes & fees
Nov 17 - Nov 18
Private Studio Close to Downtown Rhinebeck
Fridge, microwave, oven, stovetop
Lux APT Your home away from home.

Lux APT Your home away from home.

Beacon
10.0 out of 10, Exceptional, (2)
"Omar was great at communicating and it was pet friendly. "
United States
Henry C.
The price is ￥24,741
￥45,482 total
includes taxes & fees
Nov 16 - Nov 17
Lux APT Your home away from home.
Fridge, microwave, oven, stovetop
Cozy Escape -Strong Wi-Fi -Prime Location

Cozy Escape -Strong Wi-Fi -Prime Location

Poughkeepsie
6.8 out of 10, (5)
"It is in a dangerous neighborhood with unsafe conditions there was a street person sleeping on back porch there were bed bugs wings under beds the bed frame was unsafe the stairs are not legal with a handrail at 24" that neither reaches the top nor the bottom of the staircase, the main bathroom is not in the apartment and you have to go on stairs to get to it everyone in our group was in their 70s and we were unable to access the apartment. We have been unable to even get a dime back even tho...
United States
Kimberly C.
The price is ￥13,437
￥48,521 total
includes taxes & fees
Nov 18 - Nov 19
Cozy Escape -Strong Wi-Fi -Prime Location
King Bed Private Parking Fast Internet

King Bed Private Parking Fast Internet

Poughkeepsie
The price is ￥13,274
￥46,172 total
includes taxes & fees
Nov 23 - Nov 24
King Bed Private Parking Fast Internet
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
9.6 out of 10, Exceptional, (4)
"Very clean Good communication with host Close to town & hiking Recommend! "
United States
Jennifer E.
The price is ￥30,926
￥113,783 total
includes taxes & fees
Nov 18 - Nov 19
Welcome to New Paltz. Charming 3-bedroom house with AC, 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)
"House worked perfectly for our needs. Newly renovated home. Parking was plentiful behind the home. "
United States
Wayne S.
The price is ￥25,620
￥89,984 total
includes taxes & fees
Nov 16 - Nov 17
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Apartment, 2 Bedrooms, Balcony, Garden View | Exterior
2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5

2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5

2.0 star property
Poughkeepsie
10.0 out of 10, Exceptional, (5)
"My friends and I rented this property for a long girls weekend to attend an event in the area. We liked the historical aspect of the property and Gary was an excellent host. His banana bread was amazing! We would definitely stay again. "
United States
Sara
The price is ￥35,914
￥42,064 total
includes taxes & fees
Nov 16 - Nov 17
2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5
TV, fireplace
1 Br Private Victorian Apt in convenient City location on half acre sleeps 4

1 Br Private Victorian Apt in convenient City location on half acre sleeps 4

Poughkeepsie
10.0 out of 10, Exceptional, (3)
"The host was gracious and the apartment had everything I could want to feel comfortable. The location was very convenient to the colleges and in a gorgeous neighborhood. I will definitely be coming back again. "
United States
Sarah D.
The price is ￥33,026
￥35,678 total
includes taxes & fees
Nov 23 - Nov 24
1 Br Private Victorian Apt in convenient City location on half acre sleeps 4
Exterior
2Br Private Victorian Apartment in City location on half acre Sleeps 5

2Br Private Victorian Apartment in City location on half acre Sleeps 5

Poughkeepsie
8.8 out of 10, Excellent, (3)
"Very clean place with a lot of amenities. Safe area."
United States
JESSICA
The price is ￥39,631
￥42,814 total
includes taxes & fees
Dec 9 - Dec 10
2Br Private Victorian Apartment in City location on half acre Sleeps 5
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)
"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 ￥30,926
￥65,464 total
includes taxes & fees
Nov 15 - Nov 16
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)
"Ideal cabin getaway. "
United States
Nadja E.
The price is ￥46,776
￥69,898 total
includes taxes & fees
Nov 17 - Nov 18
Rustic Cabin in Fishkill!
Fridge, microwave, oven, stovetop
Sunkissed Escape Bright Sunroom + Hammock Fun

Sunkissed Escape Bright Sunroom + Hammock Fun

2.0 star property
Poughkeepsie
The price is ￥36,338
￥57,821 total
includes taxes & fees
Nov 25 - Nov 26
Sunkissed Escape Bright Sunroom + Hammock Fun
Property grounds
Hudson Escape W/ Hot Tub + Bridge View

Hudson Escape W/ Hot Tub + Bridge View

Highland
The price is ￥50,680
￥102,818 total
includes taxes & fees
Dec 1 - Dec 2
Hudson Escape W/ Hot Tub + Bridge View
Fridge, microwave, oven, stovetop
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

2.0 star property
New Paltz
9.4 out of 10, Exceptional, (24)
"Communication for check-in,checking out was flawless "
United States
tim m.
The price is ￥51,028
￥80,402 total
includes taxes & fees
Nov 18 - Nov 19
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
Exterior
Red Cottage - Lakeside Property!

Red Cottage - Lakeside Property!

Fishkill
The price is ￥80,794
￥112,696 total
includes taxes & fees
Nov 17 - Nov 18
Red Cottage - Lakeside Property!
Fridge, oven, stovetop, coffee/tea maker
Vineyard Retreat: 3BR Home-Live Music, Wine+Hiking

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

New Paltz
6.0 out of 10, (5)
"10 minutes to town, great view off the deck, peaceful."
United States
irv h.
The price is ￥17,946
￥70,622 total
includes taxes & fees
Dec 2 - Dec 3
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
9.6 out of 10, Exceptional, (45)
"Plenty of seating & comfortable beds were a plus! The theatre room was really fun for grandkids!"
United States
Lisa B.
The price is ￥40,049
￥51,603 total
includes taxes & fees
Nov 30 - Dec 1
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Terrace/patio
Spacious New Luxurious holiday house in lovely Hudson Valley

Spacious New Luxurious holiday house in lovely Hudson Valley

Poughkeepsie
9.8 out of 10, Exceptional, (22)
"Huge, spacious and beautiful house with large and comfortable rooms and each one with its own bathroom, essential for privacy in large groups, large kitchen to enjoy with family and friends, children and adults enjoyed the ping pong table and other amenities, also the grill, excellent location close to markets, restaurants and boutiques, what we could recommend is to make sure that the internet always works.We are pleased to stay here, Thank you !!!!"
United States
RAFAEL U.
The price is ￥59,146
￥106,753 total
includes taxes & fees
Nov 17 - Nov 18
Spacious New Luxurious holiday house in lovely Hudson Valley
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

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

10/10 Excellent
"🙂"
Jared 1-night trip
Posted 1 day ago
Overlook Lodge at Bear Mountain

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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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?

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY: Visitors like this Poughkeepsie vacation home rental. It offers a fireplace, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

How many vacation rentals are there in Poughkeepsie?

Expedia has 24 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 Poughkeepsie Bridge.

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.