Poughkeepsie Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Poughkeepsie vacation rentals

A cozy living room with a fireplace, comfortable seating, and large windows with curtains.

1. The Rock Cottage

The Rock Cottage
Batesville
9.8 out of 10, Exceptional, (11 reviews)
"We enjoyed our stay!"
United States
Rocky B.
The price is CA $137
CA $306 total
includes taxes & fees
Nov 8 - Nov 9
The Rock Cottage
A wooden porch with a bench, a welcome sign, and a window with a view of trees.

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

Serene 1-bedroom tiny house in charming Strawberry, steps away from the creek
Strawberry
The price is CA $119
CA $226 total
includes taxes & fees
Nov 10 - Nov 11
Serene 1-bedroom tiny house in charming Strawberry, steps away from the creek
A compact kitchen with white cabinets, a wooden dining table with chairs, and a colorful rug.

3. The Backyard Bungalow

The Backyard Bungalow
Batesville
8.8 out of 10, Excellent, (13 reviews)
"Great stay"
United States
Stephanie J.
The price is CA $124
CA $291 total
includes taxes & fees
Nov 8 - Nov 9
The Backyard Bungalow
A cabin with a wooden deck, a covered porch, and a kayak by the water.

4. A-frame Lakefront Cabin near Spring River

A-frame Lakefront Cabin near Spring River
Hardy
9.8 out of 10, Exceptional, (104 reviews)
"This property was very peaceful and serene. Lovely lake views from main floor and upstairs. We opened the shades upstairs at night so we could see the lake when we woke up each morning. It was absolutely lovely."
United States
James
The price is CA $120
CA $287 total
includes taxes & fees
Nov 10 - Nov 11
A-frame Lakefront Cabin near Spring River
A wooden swing with blue cushions and a 'relax' pillow, hanging from a window with string lights.

5. 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, (77 reviews)
"Peaceful, clean environment, easy to find and communication with host was pleasant. It is close to the River, Lake, pools and restaurants."
United States
Anonymous traveller
The price is CA $100
CA $253 total
includes taxes & fees
Nov 8 - Nov 9
Many Moons Townhouse Heated Pool, Rivers, Lakes, and Golf Getaway
A rustic wooden cabin with a metal roof, surrounded by trees and a gravel driveway.

6. Graceful Woods , a cozy and inviting hideaway nestled in the heart of the woods.

Graceful Woods , a cozy and inviting hideaway nestled in the heart of the woods.
Evening Shade
The price is CA $174
CA $264 total
includes taxes & fees
Dec 1 - Dec 2
Graceful Woods , a cozy and inviting hideaway nestled in the heart of the woods.
A wooden cabin with a balcony, large windows, and two umbrellas.

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

Updated A-Frame Cabin: Valley & Lake Kiwanie Views
Hardy
9.6 out of 10, Exceptional, (22 reviews)
"Great host, location perfect for my needs!"
United States
Shannon H.
The price is CA $91
CA $253 total
includes taxes & fees
Nov 8 - Nov 9
Updated A-Frame Cabin: Valley & Lake Kiwanie Views
A compact kitchen with a central island, a dining area with a table and chairs, and a living space with a sofa.

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

Great place to Relax and Recharge when visiting family, in for work, or to play.
Ash Flat
10.0 out of 10, Exceptional, (7 reviews)
"I give 5 stars for this cute cottage. It was exactly what we were needing for our visit with family in Ash Flat, Arkansas. Located right in town close to restaurants and Walmart if you forgot to bring everything you need for your trip."
United States
Cheryl R.
The price is CA $140
CA $213 total
includes taxes & fees
Dec 7 - Dec 8
Great place to Relax and Recharge when visiting family, in for work, or to play.
A cozy living room with a wooden staircase, a flat-screen TV, and a kitchen area in the background.

9. 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
9.6 out of 10, Exceptional, (24 reviews)
"Nice little cabin in the woods worked out perfect for my needs!"
United States
Shannon H.
The price is CA $103
CA $247 total
includes taxes & fees
Nov 11 - Nov 12
Tranquil cabin with AC and 2 creeks on secluded 5 acres with WiFi
A wooden deck with a view of a lake and surrounding trees.

10. Private Dock! Lakefront Cherokee Village Retreat

Private Dock! Lakefront Cherokee Village Retreat
Cherokee Village
The price is CA $116
CA $491 total
includes taxes & fees
Nov 8 - Nov 9
Private Dock! Lakefront Cherokee Village Retreat
A wooden deck with Adirondack chairs and a table, overlooking a lake with trees and hills in the background.

11. Kayaks-Lakefront Home - Kiwanie Lodge West

Kayaks-Lakefront Home - Kiwanie Lodge West
Hardy
9.8 out of 10, Exceptional, (36 reviews)
"Wonderful stay"
United States
Joshua
The price is CA $108
CA $315 total
includes taxes & fees
Nov 8 - Nov 9
Kayaks-Lakefront Home - Kiwanie Lodge West
A wooden deck with Adirondack chairs and a table, overlooking a lake with trees and hills in the background.

12. Kayaks - Lakefront Home - Kiwanie Lodge East

Kayaks - Lakefront Home - Kiwanie Lodge East
Hardy
9.8 out of 10, Exceptional, (29 reviews)
"Was really good place to stay"
United States
Kevin
The price is CA $129
CA $344 total
includes taxes & fees
Dec 7 - Dec 8
Kayaks - Lakefront Home - Kiwanie Lodge East
A wooden deck with a view of a lake and surrounding trees.

13. Private Dock! Lakefront Cherokee Village Retreat

Private Dock! Lakefront Cherokee Village Retreat
3.0 star property
Cherokee Village
The price is CA $168
CA $528 total
includes taxes & fees
Nov 8 - Nov 9
Private Dock! Lakefront Cherokee Village Retreat
A lakeside view from a covered deck with a grill and a white fence.

14. 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, (234 reviews)
"Nice"
United States
Brad K.
The price is CA $134
CA $343 total
includes taxes & fees
Nov 16 - Nov 17
Lake and boat life! Lake Rental in a dead-end street.
A spacious living room with a fireplace, a dining area with a table and chairs, and a large window providing natural light.

15. 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, (15 reviews)
"Lovely location with a beautiful view of the river. Very comfortable beds and sitting area. Wished we could have stayed longer -- looking forward to future visit!"
United States
Robert
The price is CA $151
CA $312 total
includes taxes & fees
Nov 9 - Nov 10
Charming 2-bdrm house with AC, WiFi in Cherokee Village with amazing river views
A kitchen with wooden cabinets, a built-in island with bar stools, a refrigerator, and a window with curtains.

16. Lake Thunderbird View - Signal Tree Cottage

Lake Thunderbird View - Signal Tree Cottage
Cherokee Village
9.6 out of 10, Exceptional, (47 reviews)
"We just needed an accessible and easy place to stay while in town for a wedding and this home was perfect! The hosts were easy to work with and communicated well."
United States
Trisha W.
The price is CA $138
CA $320 total
includes taxes & fees
Nov 9 - Nov 10
Lake Thunderbird View - Signal Tree Cottage
A two-story building with balconies, stone walls, and red shutters.

17. 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
9.2 out of 10, Wonderful, (46 reviews)
"Everything was great! Cozy lil place but roomy enough! And a gorgeous view and walk to the beach!"
United States
Becca B.
The price is CA $161
CA $272 total
includes taxes & fees
Nov 8 - Nov 9
The charming French Chateau overlooks the beautiful falls of the Spring River
A spacious room with a stone floor, wooden furniture, and large windows offering a view of greenery.

18. 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
9.6 out of 10, Exceptional, (28 reviews)
"This was the cutest river cabin. It was clean and comfortable."
United States
Nikki
The price is CA $202
CA $311 total
includes taxes & fees
Nov 8 - Nov 9
NEW LISTING:Spring River:Creek Cabin, Private Footage on South Fork Spring River
A wooden cabin with a porch, a staircase, and an American flag.

19. 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, (15 reviews)
"Wonderful cabin and beautiful land!"
United States
Trevor V.
The price is CA $343
CA $406 total
includes taxes & fees
Dec 8 - Dec 9
Flat Creek Cabin at Riverbend Farm in Evening Shade Arkansas
A window with a view of a brick building and a paved area with red barriers.

20. Historic Carrie Tucker Cottage with view of Spring River in charming Hardy, Ark.

Historic Carrie Tucker Cottage with view of Spring River in charming Hardy, Ark.
Hardy
9.6 out of 10, Exceptional, (10 reviews)
"This house was perfect for our needs. We really enjoyed our stay and would definitely stay again. This house was well equipped, lots of towels, super comfy beds. Everything you need in a kitchen and even some goodies in the freezer. "
United States
Traci P.
The price is CA $206
CA $333 total
includes taxes & fees
Nov 11 - Nov 12
Historic Carrie Tucker Cottage with view of Spring River in charming Hardy, Ark.
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

A reception desk with a wooden panel design and a "WELCOME TO THE HOTEL" sign.
Hampton Inn Batesville

Hampton Inn Batesville

Hampton Inn Batesville
Batesville

10/10 Excellent

Great location, bee clean and new. Food was great too
Canada
andrew
Reviewed February 26, 2023
Hampton Inn Batesville

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, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Poughkeepsie vacation rentals we have selected for you start as low as CA $90 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 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.

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.