Poughkeepsie Vacation Rentals from $110: Search Short-Term Rentals

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Our top choices for Poughkeepsie vacation rentals

A kitchen with wooden cabinets, a gas stove, a microwave, and a coffee maker.

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

Hardy

Sandra L.

$109 nightly

Dec 7 - Dec 8

Total with taxes and fees

A wooden cabin with a porch, a staircase, and an American flag.

2. Flat Creek Cabin at Riverbend Farm in Evening Shade Arkansas

Poughkeepsie

Trevor V.

$238 nightly

Nov 24 - Nov 25

Total with taxes and fees

A wooden swing with blue cushions and a 'relax' pillow, hanging from a window with string lights.

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

Cherokee Village

Anonymous traveler

$163 nightly

Nov 12 - Nov 13

Total with taxes and fees

A cabin with a wooden deck, a covered porch, and a kayak by the water.

4. A-frame Lakefront Cabin near Spring River

Hardy

James

$195 nightly

Nov 17 - Nov 18

Total with taxes and fees

A row of storefronts along a street with a clear sky.

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

Hardy

Karen M.

$99 nightly

Nov 12 - Nov 13

Total with taxes and fees

A wooden deck with a view of a lake and surrounding trees.

6. Private Dock! Lakefront Cherokee Village Retreat

Cherokee Village

$334 nightly

Nov 12 - Nov 13

Total with taxes and fees

A compact kitchen with a central island, a dining area with a table and chairs, and a living space with a sofa.

7. Great place to Relax and Recharge when visiting family, in for work, or to play.

Ash Flat

Zachery

$137 nightly

Dec 8 - Dec 9

Total with taxes and fees

A spacious room with a stone floor, wooden furniture, and large windows offering a view of greenery.

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

Hardy

Nikki

$204 nightly

Nov 15 - Nov 16

Total with taxes and fees

A wooden deck with Adirondack chairs and a table, overlooking a lake with trees and hills in the background.

9. Kayaks - Lakefront Home - Kiwanie Lodge East

Hardy

Kevin

$214 nightly

Nov 12 - Nov 13

Total with taxes and fees

A spacious living room with a fireplace, a dining area with a table and chairs, and a large window providing natural light.

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

Cherokee Village

Robert

$203 nightly

Nov 12 - Nov 13

Total with taxes and fees

A wooden cabin with a balcony, large windows, and two umbrellas.

11. Updated A-Frame Cabin: Valley & Lake Kiwanie Views

Hardy

Shannon H.

$176 nightly

Nov 30 - Dec 1

Total with taxes and fees

A two-story building with balconies, stone walls, and red shutters.

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

Hardy

Becca B.

$183 nightly

Nov 15 - Nov 16

Total with taxes and fees

A hallway with wooden beams, a door, a light fixture, and a framed picture on the wall.

13. 21 Sharp Street Retreat. Your Ozark Adventure Can Begin Now!!

Ash Flat

$227 nightly

Nov 16 - Nov 17

Total with taxes and fees

A wooden dock extending over a calm pond, surrounded by a grassy area and trees with pink blossoms. A wooden cabin is visible in the background.

14. Cabin in Hardy on Kiwanie Lake with fishing boat & kayak, near Spring River

Hardy

Donald O.

$212 nightly

Nov 12 - Nov 13

Total with taxes and fees

A single-story house with a front porch, a staircase leading to the entrance, and a small front yard.

15. Cute 2BR Full Vacation Home near Spring River and Waterfall

Cherokee Village

Nelson

$101 nightly

Nov 16 - Nov 17

Total with taxes and fees

16. Kayaks-Lakefront Home - Kiwanie Lodge West

Hardy

Joshua

$218 nightly

Dec 7 - Dec 8

Total with taxes and fees

A wooden porch with a bench, a welcome sign, and a window with a view of trees.

17. Serene 1-bedroom tiny house in charming Strawberry, steps away from the creek

Strawberry

$146 nightly

Nov 16 - Nov 17

Total with taxes and fees

A house with a large front porch, a pond, and a grassy yard.

18. Lakehouse Lilypad with boats and game room, sleeps 9, 3k sq ft home, large yard

Hardy

Shane S.

$372 nightly

Nov 12 - Nov 13

Total with taxes and fees

A lakeside view from a covered deck with a grill and a white fence.

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

Cherokee Village

Brad K.

$215 nightly

Nov 17 - Nov 18

Total with taxes and fees

A grey sofa against a textured wall with a painting of a wooden pier extending into a body of water. A tall floor lamp with a white shade is positioned to the left of the sofa.

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

Hardy

Anthony F.

$103 nightly

Nov 17 - Nov 18

Total with taxes and fees

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Top Poughkeepsie Hotel Reviews

Kayaks-Lakefront Home - Kiwanie Lodge West

10/10 Excellent

"This is a beautiful location. It was clean, and we had everything we needed for a great Fall vacation. The trees were full of color! The ducks and geese were around and welcomed feeding. We saw deer while driving around looking at property. We did not realize that this was a duplex, but, it was quiet. I had called our host prior to arrival and he did return my call and answer my questions. Thank you, Justus, we enjoyed our visit."

A-frame Lakefront Cabin near Spring River

10/10 Excellent

"The property was an excellent getaway for peace and quiet. We enjoyed the outdoors more than the indoors. The cabin was quiet and cozy. We were unable to get the downstairs TV to work, but really didn't need it, so I did not inform the host until our stay was over. If we come back for a visit again soon, we would definitely stay there again."

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

8/10 Good

"Overall, it was a good rental. The place itself, clean and roomy. Full kitchen which I didn’t take advantage of. It was quiet and peaceful. There is someone living above but the very occasional floor thumping (not loud or late) was not an issue. Good stuff. - location was perfect for me. If you want to explore downtown, it’s perfect. Casey’s is a minute away by car for coffee and gas. Corer both for breakfast is a 2 minute walk. Nothing special food wise but certainly decent. - it is roomy and when all is said and done… it’s beats the heck out of the two local motels (stayed in both, both are horrible but expensive for what you don’t get) - it’s easy to relax here. It’s comfortable Getting down to the nitty gtitty (didn’t have a significant impact on my stay). - some kind of guide for the TV setup. For me it came down to Netflix or Prime Video. Unable to watch any evening college or NFL football. Couldn’t find local or network news/weather - Bushes/plants out side the door need to be trimmed (way) back. The grass was long but it was mowed a couple days into my stay. I was asked to move my Truck for the mowing, beyond me why? I was there and it wasn’t a big deal but no one came and said I could move my Truck back. - don’t depend on the hand rail for the steps into the rental. It is not solid and moves around if you use it. - maybe a modern flat screen size wise? You can get a 52” for peanuts now. The one in the apt is maybe 36”? Would I stay here again? ‘YES”"

Find out more about Poughkeepsie

Everything you need to know about Poughkeepsie vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Poughkeepsie vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Poughkeepsie vacation 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 low season months. For more hustle and bustle, you may prefer to visit Poughkeepsie in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $110 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Poughkeepsie rentals

At Expedia, we put the best Poughkeepsie vacation 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 vacation.

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.

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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?

5 BR Strawberry River retreat with huge sandbar, float access, & 37 scenic acres: This Poughkeepsie vacation home rental is located on a river and has a garden, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Poughkeepsie?

While you're exploring the area, Spring River and Crown Lake are a couple of picturesque spots to get outside and enjoy nature. Main Street of Hardy 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.

Room 1

Check prices for these dates

Our top choices for Poughkeepsie vacation rentals

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

2. Flat Creek Cabin at Riverbend Farm in Evening Shade Arkansas

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

4. A-frame Lakefront Cabin near Spring River

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

6. Private Dock! Lakefront Cherokee Village Retreat

7. Great place to Relax and Recharge when visiting family, in for work, or to play.

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

9. Kayaks - Lakefront Home - Kiwanie Lodge East

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

11. Updated A-Frame Cabin: Valley & Lake Kiwanie Views

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

13. 21 Sharp Street Retreat. Your Ozark Adventure Can Begin Now!!

14. Cabin in Hardy on Kiwanie Lake with fishing boat & kayak, near Spring River

15. Cute 2BR Full Vacation Home near Spring River and Waterfall

16. Kayaks-Lakefront Home - Kiwanie Lodge West

17. Serene 1-bedroom tiny house in charming Strawberry, steps away from the creek

18. Lakehouse Lilypad with boats and game room, sleeps 9, 3k sq ft home, large yard

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

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

Find vacation rentals that suit your style

Top Poughkeepsie Hotel Reviews

Kayaks-Lakefront Home - Kiwanie Lodge West

Comfort Suites Batesville

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

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

Crown Point Resort

Hampton Inn Batesville

A-frame Lakefront Cabin near Spring River

Days Inn by Wyndham Batesville AR

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

Find out more about Poughkeepsie

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