Poughkeepsie Vacation Rentals

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Make Poughkeepsie your next getaway

Poughkeepsie, NY vacation rentals

Explore Poughkeepsie house rentals, and more

House rentals

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Poughkeepsie vacation rentals for every getaway

Popular

Dog-friendly Internet Lake view

Historic Poughkeepsie Home Near Arlington & Vassar

House in Poughkeepsie

$650 avg / night

5.0 (6)

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Listings nearby Poughkeepsie

7 Mi to The Walkway: Hudson Valley Adventure Base

House in Highland

$619 avg / night

Near Historic Sites: Bright Hyde Park Guest Suite

Apartment in Hyde Park

$198 avg / night

5.0 (1)

Fire Pit + On-Site Pond: Hudson Valley Home!

House in Wappingers Falls

$502 avg / night

New Paltz Apt - 11 Mi to Poughkeepsie!

Apartment in New Paltz

$239 avg / night

5.0 (3)

Vacation rentals near Poughkeepsie

Explore more vacation rental amenities in Poughkeepsie

Water view

Waterfront

A/C

Elevator

Washer/dryer

Balcony

Bikes

Ping-pong table

Kayaks

Mountain view

Recent Poughkeepsie vacation rental reviews

The owner of the house went above and beyond. The house was clean, well kept, and had everything we needed for the wedding weekend . I would Highly recommend this house.

Kristin . | Jun 2024

A large, very nice home, conveniently located to everything we wanted to do. Perfect for a gathering of four single adults. Very comfortable beds, very nice linens. Two comfortable living areas, giving us both privacy and togetherness. A well-stocked kitchen as well. The living room coffee table is perfect for a jigsaw puzzle marathon! Cynthia was very welcoming and responsive.

Jean . | Nov 2023

We had a great stay at this lovely house in Poughkeepsie. We wanted to be near Vassar and the house was very convenient. The house was clean and comfortable, and we had of plenty of space to spend time with family.

Lisa . | Oct 2023

Great house and backyard! Well furnished, clean and well air conditioned. Best part of the house was the awesome property manager Cynthia. She contacted us several times before our stay, made sure we were in the house on day one and checked several times during our stay to ask if she could do anything for us. She provided coffee, water and other items and detailed instructions on the house and operations and gave us restaurant and other suggestions for the surrounding area. She is the best! Best home rental experience we have ever had!

Ellen . | Aug 2023

Poughkeepsie Frequently Asked Questions

Yes. 15 of our Poughkeepsie vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >

Some of the most popular amenities in our Poughkeepsie vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Poughkeepsie team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Poughkeepsie, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

24/7 support

Easy check-in

Professional cleaning

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