Poughkeepsie Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Poughkeepsie holiday rentals

Many Moons Townhouse Heated Pool, Rivers, Lakes, and Golf Getaway

Many Moons Townhouse Heated Pool, Rivers, Lakes, and Golf Getaway
Cherokee Village
9.8 out of 10, Exceptional, (60 reviews)
"Nice placd to stay. Clean and comfy. "
United States
Debbie C.
The price is AU$270
includes taxes & fees
26 Feb - 27 Feb
Many Moons Townhouse Heated Pool, Rivers, Lakes, and Golf Getaway

Tranquil cabin with AC and 2 creeks on secluded 5 acres with WiFi

Tranquil cabin with AC and 2 creeks on secluded 5 acres with WiFi
Cherokee Village
9.8 out of 10, Exceptional, (11 reviews)
"The place was a great little spot. Judy was always available for any questions I had and was pleasant to conversate with. Location was isolated, private and a perfect getaway for some R and R."
United States
jeff m.
The price is AU$269
includes taxes & fees
27 Feb - 28 Feb
Tranquil cabin with AC and 2 creeks on secluded 5 acres with WiFi

Updated A-Frame Cabin: Valley & Lake Kiwanie Views

Updated A-Frame Cabin: Valley & Lake Kiwanie Views
Hardy
9.4 out of 10, Exceptional, (13 reviews)
"The house was clean, great view, very cozy. Couch & bed super comfy and over all just had a great time! The host was super attentive and response time was excellent. "
United States
Adrian G.
The price is AU$289
includes taxes & fees
9 Mar - 10 Mar
Updated A-Frame Cabin: Valley & Lake Kiwanie Views

The Hilltop + Hot Tub, Wi-Fi, & Fireplace. Amazing views!

The Hilltop + Hot Tub, Wi-Fi, & Fireplace. Amazing views!
Imboden
7.8 out of 10, Good, (8 reviews)
"Wonderful view and amenities on a semi private but peaceful hilltop. Also close to home. I recommend for a winter stay. Loved the fireplaces and hot tub."
United States
victor t.
The price is AU$495
includes taxes & fees
25 Feb - 26 Feb
The Hilltop + Hot Tub, Wi-Fi, & Fireplace. Amazing views!

Lake Thunderbird View - Signal Tree Cottage

Lake Thunderbird View - Signal Tree Cottage
Cherokee Village
9.4 out of 10, Exceptional, (35 reviews)
"This home away from home was perfect for our co worker girls trip. We enjoyed everything about our stay. Jed the host was excellent host. "
United States
Jess F.
The price is AU$325
includes taxes & fees
26 Feb - 27 Feb
Lake Thunderbird View - Signal Tree Cottage

Vacation Condo #5 2BR with full kitchen, walk to river and shops, pets welcome

Vacation Condo #5 2BR with full kitchen, walk to river and shops, pets welcome
Hardy
9.2 out of 10, Wonderful, (44 reviews)
"Our host was awesome, communicating quickly with any questions I had."
United States
Deborah D.
The price is AU$181
includes taxes & fees
25 Feb - 26 Feb
Vacation Condo #5 2BR with full kitchen, walk to river and shops, pets welcome

Lake and boat life! Lake Rental in a dead-end street.

Lake and boat life! Lake Rental in a dead-end street.
Cherokee Village
9.6 out of 10, Exceptional, (224 reviews)
"They were both great"
United States
Sherry G.
The price is AU$286
includes taxes & fees
25 Feb - 26 Feb
Lake and boat life! Lake Rental in a dead-end street.

Vacation Condo #2 2BR with full kitchen, walk to river and shops, pets welcome

Vacation Condo #2 2BR with full kitchen, walk to river and shops, pets welcome
Hardy
9.0 out of 10, Wonderful, (20 reviews)
"Loved the location of this place. Would stay here again."
United States
Rachel W.
The price is AU$167
includes taxes & fees
9 Mar - 10 Mar
Vacation Condo #2 2BR with full kitchen, walk to river and shops, pets welcome

The Backyard Bungalow

The Backyard Bungalow
Batesville
8.4 out of 10, Very good, (10 reviews)
"Everything was very clean and check-in was easy "
United States
Jennifer M.
The price is AU$313
includes taxes & fees
25 Feb - 26 Feb
The Backyard Bungalow

A charming 2BR home—better than a room—Vacation Condo No. 6, Near Spring River

A charming 2BR home—better than a room—Vacation Condo No. 6, Near Spring River
Hardy
9.8 out of 10, Exceptional, (9 reviews)
"Very clean and nice. Would definitely stay again!"
United States
Chad D.
The price is AU$204
includes taxes & fees
25 Mar - 26 Mar
A charming 2BR home—better than a room—Vacation Condo No. 6, Near Spring River

The Rock Cottage

The Rock Cottage
Batesville
9.8 out of 10, Exceptional, (6 reviews)
"We enjoyed our stay!"
United States
Rocky B.
The price is AU$330
includes taxes & fees
25 Feb - 26 Feb
The Rock Cottage

The charming French Chateau overlooks the beautiful falls of the Spring River

The charming French Chateau overlooks the beautiful falls of the Spring River
Hardy
9.6 out of 10, Exceptional, (39 reviews)
"Location good, contact with host was great."
United States
Brian H.
The price is AU$294
includes taxes & fees
9 Mar - 10 Mar
The charming French Chateau overlooks the beautiful falls of the Spring River

Cute 2BR Full Vacation Home near Spring River and Waterfall

Cute 2BR Full Vacation Home near Spring River and Waterfall
Cherokee Village
8.6 out of 10, Excellent, (32 reviews)
"Great stay. Clean ,comfortable good location. "
United States
Allen
The price is AU$162
includes taxes & fees
25 Feb - 26 Feb
Cute 2BR Full Vacation Home near Spring River and Waterfall

The Driftwood - Hot-Tub + Secluded + Riverfront

The Driftwood - Hot-Tub + Secluded + Riverfront
Imboden
9.4 out of 10, Exceptional, (28 reviews)
"The hosts were very accommodating. The location was excellent. The cabin was well stocked. Great place."
United States
SCOTT P.
The price is AU$371
includes taxes & fees
25 Feb - 26 Feb
The Driftwood - Hot-Tub + Secluded + Riverfront

Private French Manior overlooking the Spring River

Private French Manior overlooking the Spring River
Hardy
8.6 out of 10, Excellent, (28 reviews)
"Beautiful view of the river. Owner was great to work with"
United States
mike s.
The price is AU$294
includes taxes & fees
9 Mar - 10 Mar
Private French Manior overlooking the Spring River

Button's Apartment-Cozy vintage-style 2-bedroom place in historic Batesville

Button's Apartment-Cozy vintage-style 2-bedroom place in historic Batesville
Batesville
10.0 out of 10, Exceptional, (12 reviews)
"Nice little "cottage" atmosphere. Felt very relaxed there. Wonderful. "
United States
Loren L.
The price is AU$184
includes taxes & fees
25 Feb - 26 Feb
Button's Apartment-Cozy vintage-style 2-bedroom place in historic Batesville

The Button Bungalow near Historic Downtown Batesville

The Button Bungalow near Historic Downtown Batesville
Batesville
10.0 out of 10, Exceptional, (4 reviews)
"A cute, clean, and quiet little place to stay while in Batesville. Affordable as well!"
United States
Paul W.
The price is AU$252
includes taxes & fees
25 Feb - 26 Feb
The Button Bungalow near Historic Downtown Batesville

Recent upgrades for a great place to rest your head in Ash Flat

Recent upgrades for a great place to rest your head in Ash Flat
Ash Flat
10.0 out of 10, Exceptional, (3 reviews)
"The property was as described and more. Pet friendly and spacious and comfortable with easy access to shopping. Would highly recommend to anyone coming into the area. The owners where very inviting and helped us establish ourselves in our new area."
United States
Michael W.
The price is AU$308
includes taxes & fees
26 Feb - 27 Feb
Recent upgrades for a great place to rest your head in Ash Flat

Primitive Riverside Camping with picnic table, from, and pet friendly

Primitive Riverside Camping with picnic table, from, and pet friendly
Hardy
The price is AU$112
includes taxes & fees
9 Mar - 10 Mar
Primitive Riverside Camping with picnic table, from, and pet friendly

Perfect RV campground in Ravenden Springs for a peaceful getaway

Perfect RV campground in Ravenden Springs for a peaceful getaway
Ravenden Springs
The price is AU$188
includes taxes & fees
25 Feb - 26 Feb
Perfect RV campground in Ravenden Springs for a peaceful getaway
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.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Top Poughkeepsie Hotel Reviews

Find out more about Poughkeepsie

Everything you need to know about Poughkeepsie holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Poughkeepsie holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Poughkeepsie holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Poughkeepsie holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Poughkeepsie. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Poughkeepsie holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Poughkeepsie holiday rentals we have selected for you start as low as AU$162 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Poughkeepsie rentals

At Expedia, we put the best Poughkeepsie holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Poughkeepsie rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Poughkeepsie holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Poughkeepsie. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Poughkeepsie?

Yes, there are holiday rentals close to the most popular sights in Poughkeepsie, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Poughkeepsie has to offer?

Lake and boat life! Lake Rental in a dead-end street.: This holiday home rental outside of Poughkeepsie is located on a lake, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a balcony and a garden.

What can I see and do in Poughkeepsie?

While you're exploring the area, Spring River and Dr. Thompson Park are a couple of picturesque spots to get outside and enjoy nature. Crown Lake and Lake Charles State Park are a couple of places you'll find in the wider area.

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 like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.