Compare Poughkeepsie Vacation Rentals

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Poughkeepsie Rentals

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

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

Poughkeepsie, NY
0.46 mi from city center
$657 nightly
The price is $770 total per night
$770 total
Oct 20 - Oct 21
Total with taxes and fees
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has barbecue grills.
Washer
Dryer
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

2 out of 5
83 South Hamilton Street, Poughkeepsie, NY
0.44 mi from city center
$174 nightly
The price is $204 total per night
$204 total
Oct 8 - Oct 9
Total with taxes and fees
This apartment features free WiFi in public areas and a garden. Limited parking is available. This smoke-free apartment building also has barbecue grills.
Free WiFi
Outdoor Space
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

10.69 mi from city center
$294 nightly
The price is $333 total per night
$333 total
Nov 2 - Nov 3
Total with taxes and fees
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has a garden.
Kitchen
Washer
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 out of 5
9.73 mi from city center
$793 nightly
The price is $805 total per night
$805 total
Oct 13 - Oct 14
Total with taxes and fees
Guests staying at this vacation home have access to laundry facilities, a garden, and barbecue grills.
Pool
Kitchen
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!

Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!

18.55 mi from city center
At this cabin, guests have access to features like laundry facilities. This smoke-free cabin also has barbecue grills.
Kitchen
Washer
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

18.22 mi from city center
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Esopus Creek modern Tiny house Retreat!

Esopus Creek modern Tiny house Retreat!

21.16 mi from city center
$215 nightly
The price is $240 total per night
$240 total
Oct 14 - Oct 15
Total with taxes and fees
At this vacation home, guests have access to barbecue grills.
Kitchen
Pet friendly
Hamptons on the Hudson in South Saugerties

Hamptons on the Hudson in South Saugerties

23.55 mi from city center
Guests of this vacation home enjoy features like an outdoor pool, a hot tub, and laundry facilities. Other amenities at this family-friendly vacation home include local meal delivery service, barbecue grills, and a garden.
Pool
Hot Tub
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

25.26 mi from city center
$272 nightly
The price is $308 total per night
$308 total
Oct 8 - Oct 9
Total with taxes and fees
Guests staying at this cottage have access to local meal delivery service, a garden, and barbecue grills.
Kitchen
Pet friendly
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

25.07 mi from city center
$270 nightly
The price is $302 total per night
$302 total
Oct 26 - Oct 27
Total with taxes and fees
At this cottage, guests have access to barbecue grills.
Kitchen
Pet friendly
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

27.94 mi from city center
$145 nightly
The price is $162 total per night
$162 total
Oct 8 - Oct 9
Total with taxes and fees
At this cabin, guests have access to features like laundry facilities. This cabin also has barbecue grills.
Pet friendly
Laundry
Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven

Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven

34.8 mi from city center
This vacation home is a smoke-free vacation home.
Air conditioning
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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.

Poughkeepsie Large Group Rentals

How to Book Vacation Rentals in Poughkeepsie



🏠 What is the best price for Poughkeepsie vacation rentals?

Poughkeepsie vacation rentals range in price, starting at $162 per night.


🏠 What types of vacation rentals in Poughkeepsie can I rent?

Orbitz offers a wide range of Poughkeepsie rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Poughkeepsie condo rentals.


🏠 Is it free to cancel my Poughkeepsie vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Poughkeepsie vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Poughkeepsie. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Poughkeepsie?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Poughkeepsie apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Poughkeepsie?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Poughkeepsie package deals will get you even more savings.

More to Explore

More to Explore