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

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 NZ$312
includes taxes & fees
1 Mar - 2 Mar
Tranquil cabin with AC and 2 creeks on secluded 5 acres with WiFi

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 NZ$298
includes taxes & fees
18 Feb - 19 Feb
Many Moons Townhouse Heated Pool, Rivers, Lakes, and Golf Getaway

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 NZ$334
includes taxes & fees
1 Mar - 2 Mar
Updated A-Frame Cabin: Valley & Lake Kiwanie 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 NZ$374
includes taxes & fees
1 Mar - 2 Mar
Lake Thunderbird View - Signal Tree Cottage

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, (31 reviews)
"Great stay. Clean ,comfortable good location. "
United States
Allen
The price is NZ$187
includes taxes & fees
2 Mar - 3 Mar
Cute 2BR Full Vacation Home near Spring River and Waterfall

The Rock Cottage

The Rock Cottage
Batesville
9.8 out of 10, Exceptional, (6 reviews)
"Perfect little old fashioned feel in Batesville. Everything was clean and well ordered. Would highly recommend for lodging in the area. Thanks "
United States
Jack B.
The price is NZ$376
includes taxes & fees
11 Mar - 12 Mar
The Rock Cottage

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 NZ$564
includes taxes & fees
22 Feb - 23 Feb
The Hilltop + Hot Tub, Wi-Fi, & Fireplace. Amazing views!

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 NZ$339
includes taxes & fees
25 Feb - 26 Feb
The charming French Chateau overlooks the beautiful falls of the Spring River

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 NZ$193
includes taxes & fees
2 Mar - 3 Mar
Vacation Condo #2 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

Vacation Condo #5 2BR with full kitchen, walk to river and shops, pets welcome
Hardy
9.2 out of 10, Wonderful, (43 reviews)
"Our host was awesome, communicating quickly with any questions I had."
United States
Deborah D.
The price is NZ$150
includes taxes & fees
18 Feb - 19 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 NZ$323
includes taxes & fees
1 Mar - 2 Mar
Lake and boat life! Lake Rental in a dead-end street.

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 NZ$355
includes taxes & fees
24 Feb - 25 Feb
Recent upgrades for a great place to rest your head in Ash Flat

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 NZ$204
includes taxes & fees
23 Feb - 24 Feb
A charming 2BR home—better than a room—Vacation Condo No. 6, Near Spring River

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 NZ$341
includes taxes & fees
19 Feb - 20 Feb
Private French Manior overlooking the Spring River

Flat Creek Cabin at Riverbend Farm in Evening Shade Arkansas

Flat Creek Cabin at Riverbend Farm in Evening Shade Arkansas
Poughkeepsie
10.0 out of 10, Exceptional, (11 reviews)
"The property has a nice setting within walkable distance to a river. The cabin was very clean and had everything needed for a comfortable stay. "
United States
Tambra
The price is NZ$452
includes taxes & fees
20 Feb - 21 Feb
Flat Creek Cabin at Riverbend Farm in Evening Shade Arkansas

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 NZ$291
includes taxes & fees
8 Mar - 9 Mar
The Button Bungalow near Historic Downtown Batesville

The Driftwood - Hot-Tub + Secluded + Riverfront

The Driftwood - Hot-Tub + Secluded + Riverfront
Imboden
9.4 out of 10, Exceptional, (28 reviews)
"Beautiful View"
United States
Eliott B.
The price is NZ$429
includes taxes & fees
18 Feb - 19 Feb
The Driftwood - Hot-Tub + Secluded + Riverfront

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 NZ$213
includes taxes & fees
22 Feb - 23 Feb
Button's Apartment-Cozy vintage-style 2-bedroom place in historic Batesville

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 NZ$362
includes taxes & fees
21 Feb - 22 Feb
The Backyard Bungalow

Treehouse w/ HOT TUB & Wi-Fi, secluded + River Access

Treehouse w/ HOT TUB & Wi-Fi, secluded + River Access
Imboden
9.4 out of 10, Exceptional, (27 reviews)
"Our stay was great! Everything was as pictured, beds were comfy. The only downfall, and this is pure preference, but the water pressure in the shower was very weak. Beautiful place though & would definitely go back!"
United States
Bridgett L.
The price is NZ$504
includes taxes & fees
22 Feb - 23 Feb
Treehouse w/ HOT TUB & Wi-Fi, secluded + River Access
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 favorite 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 depends 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 NZ$150 per night. Entering your travel dates in the search wizard you might find 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?

Welcome to Riverwood Retreat – Your Peaceful Hilltop Escape!: This holiday home rental outside of Poughkeepsie is equipped with a fireplace, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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.