Poughkeepsie Vacation Rentals

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Our top choices for Poughkeepsie vacation rentals

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

Primitive Riverside Camping with picnic table, from, and pet friendly
Hardy
The price is CA $68
CA $105 total
includes taxes & fees
Feb 9 - Feb 10
Primitive Riverside Camping with picnic table, from, and pet friendly

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 CA $97
CA $259 total
includes taxes & fees
Feb 9 - Feb 10
Many Moons Townhouse Heated Pool, Rivers, Lakes, and Golf Getaway

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 CA $111
CA $268 total
includes taxes & fees
Feb 9 - Feb 10
Lake and boat life! Lake Rental in a dead-end street.

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 CA $122
CA $315 total
includes taxes & fees
Feb 9 - Feb 10
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 CA $98
CA $154 total
includes taxes & fees
Feb 16 - Feb 17
Cute 2BR Full Vacation Home near Spring River and Waterfall

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 CA $94
CA $150 total
includes taxes & fees
Feb 9 - Feb 10
Vacation Condo #5 2BR with full kitchen, walk to river and shops, pets welcome

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 CA $105
CA $257 total
includes taxes & fees
Feb 9 - Feb 10
Tranquil cabin with AC and 2 creeks on secluded 5 acres with WiFi

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
10.0 out of 10, Exceptional, (8 reviews)
"Very clean and nice. Would definitely stay again!"
United States
Chad D.
The price is CA $108
CA $173 total
includes taxes & fees
Feb 17 - Feb 18
A charming 2BR home—better than a room—Vacation Condo No. 6, Near Spring River

Updated A-Frame Cabin: Valley & Lake Kiwanie Views

Updated A-Frame Cabin: Valley & Lake Kiwanie Views
Hardy
9.4 out of 10, Exceptional, (12 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 CA $108
CA $279 total
includes taxes & fees
Feb 9 - Feb 10
Updated A-Frame Cabin: Valley & Lake Kiwanie Views

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, (19 reviews)
"Loved the location of this place. Would stay here again."
United States
Rachel W.
The price is CA $103
CA $159 total
includes taxes & fees
Feb 9 - Feb 10
Vacation Condo #2 2BR with full kitchen, walk to river and shops, pets welcome

NEW LISTING:Spring River:Creek Cabin, Private Footage on South Fork Spring River

NEW LISTING:Spring River:Creek Cabin, Private Footage on South Fork Spring River
Hardy
9.8 out of 10, Exceptional, (7 reviews)
"The house was amazing!!!! And the manager was amazing also. "
United States
Rena N.
The price is CA $167
CA $284 total
includes taxes & fees
Feb 9 - Feb 10
NEW LISTING:Spring River:Creek Cabin, Private Footage on South Fork Spring River

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 CA $157
CA $283 total
includes taxes & fees
Feb 9 - Feb 10
The charming French Chateau overlooks the beautiful falls of the Spring River

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 CA $134
CA $298 total
includes taxes & fees
Feb 12 - Feb 13
Recent upgrades for a great place to rest your head in Ash Flat

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 CA $129
CA $175 total
includes taxes & fees
Feb 9 - Feb 10
Button's Apartment-Cozy vintage-style 2-bedroom place in historic Batesville

The Backyard Bungalow

The Backyard Bungalow
Batesville
9.2 out of 10, Wonderful, (9 reviews)
"Everything was very clean and check-in was easy "
United States
Jennifer M.
The price is CA $121
CA $301 total
includes taxes & fees
Feb 15 - Feb 16
The Backyard Bungalow

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 CA $134
CA $317 total
includes taxes & fees
Feb 9 - Feb 10
The Rock Cottage

Charming 2-bdrm house with AC, WiFi in Cherokee Village with amazing river views

Charming 2-bdrm house with AC, WiFi in Cherokee Village with amazing river views
Cherokee Village
10.0 out of 10, Exceptional, (5 reviews)
"Very comfortable and clean home with excellent views from the spacious deck with great outdoor furniture. "
United States
T T.
The price is CA $166
CA $348 total
includes taxes & fees
Feb 9 - Feb 10
Charming 2-bdrm house with AC, WiFi in Cherokee Village with amazing river views

Micro A-Frame Camping Shelter

Micro A-Frame Camping Shelter
Hardy
The price is CA $103
CA $143 total
includes taxes & fees
Feb 9 - Feb 10
Micro A-Frame Camping Shelter

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 CA $342
CA $428 total
includes taxes & fees
Feb 9 - Feb 10
Treehouse w/ HOT TUB & Wi-Fi, secluded + River Access

Near Spring River, 2-BR Condo #4 Downtown Hardy

Near Spring River, 2-BR Condo #4 Downtown Hardy
Hardy
9.0 out of 10, Wonderful, (16 reviews)
"Great as always. This was our 3rd stay. Love being so close to downtown Hardy. "
United States
Kelly H.
The price is CA $135
CA $203 total
includes taxes & fees
Feb 28 - Mar 1
Near Spring River, 2-BR Condo #4 Downtown Hardy
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

Find out more about Poughkeepsie

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Poughkeepsie. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Poughkeepsie?

Yes, there are vacation rentals close to the most popular sights in Poughkeepsie, or you can go with a more secluded option if you're looking for relaxation.

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

Lake and boat life! Lake Rental in a dead-end street.: This vacation home rental outside of Poughkeepsie is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation 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 larger area.

What are vacation rentals like in Poughkeepsie?

Vacation rentals are privately owned accommodations you can stay in for a short or long stay in Poughkeepsie. Vacation rentals offer extras such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for a family getaway.