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Poughkeepsie Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Poughkeepsie vacation rentals

A bedroom with a bed, a nightstand, a lamp, a door, and a wall with framed pictures.

1. 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 ￥13,937
￥27,435 total
includes taxes & fees
Oct 19 - Oct 20
Serene 1-bedroom tiny house in charming Strawberry, steps away from the creek
A row of storefronts along a street with a clear sky.

2. 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, (57 reviews)
"Pleasant and comfortable place to stay. We enjoyed it very much!"
United States
Karen M.
The price is ￥10,903
￥19,951 total
includes taxes & fees
Oct 25 - Oct 26
Vacation Condo #5 2BR with full kitchen, walk to river and shops, pets welcome
A kitchen with wooden cabinets, a gas stove, a microwave, and a coffee maker.

3. 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
9.2 out of 10, Wonderful, (30 reviews)
"Super clean, great location for a trip to Hardy. Host very responsive and friendly. Beds comfortable, everything we needed for a fantastic trip."
United States
Sandra L.
The price is ￥11,409
￥20,511 total
includes taxes & fees
Oct 19 - Oct 20
A charming 2BR home—better than a room—Vacation Condo No. 6, Near Spring River
A wooden swing with blue cushions and a 'relax' pillow, hanging from a window with string lights.

4. 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, (74 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 traveler
The price is ￥12,657
￥31,869 total
includes taxes & fees
Oct 20 - Oct 21
Many Moons Townhouse Heated Pool, Rivers, Lakes, and Golf Getaway
A cabin with a wooden deck, a covered porch, and a kayak by the water.

5. A-frame Lakefront Cabin near Spring River

A-frame Lakefront Cabin near Spring River
Hardy
9.8 out of 10, Exceptional, (103 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 ￥12,697
￥33,107 total
includes taxes & fees
Oct 20 - Oct 21
A-frame Lakefront Cabin near Spring River
A wooden deck with Adirondack chairs and a table, overlooking a lake with trees and hills in the background.

6. Kayaks - Lakefront Home - Kiwanie Lodge East

Kayaks - Lakefront Home - Kiwanie Lodge East
Hardy
9.8 out of 10, Exceptional, (29 reviews)
"Beautiful view"
United States
Kristie
The price is ￥13,517
￥39,421 total
includes taxes & fees
Oct 19 - Oct 20
Kayaks - Lakefront Home - Kiwanie Lodge East
A single-story house with a front porch, a staircase leading to the entrance, and a small front yard.

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

Cute 2BR Full Vacation Home near Spring River and Waterfall
Cherokee Village
9.0 out of 10, Wonderful, (45 reviews)
"Very convenient and comfortable property in a pleasant woodland setting, but with ready access to sites and shops. And all for a quite reasonable price. I highly recommend a stay."
United States
Keith
The price is ￥11,377
￥20,476 total
includes taxes & fees
Oct 19 - Oct 20
Cute 2BR Full Vacation Home near Spring River and Waterfall
A cozy interior with a sofa, wooden chairs, a coffee table, and a patterned rug.

8. 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, (26 reviews)
"This was the cutest river cabin. It was clean and comfortable."
United States
Nikki
The price is ￥22,755
￥37,288 total
includes taxes & fees
Oct 19 - Oct 20
NEW LISTING:Spring River:Creek Cabin, Private Footage on South Fork Spring River
A wooden cabin with a balcony, large windows, and two umbrellas.

9. 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 ￥10,240
￥30,043 total
includes taxes & fees
Oct 20 - Oct 21
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.

10. 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, (6 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 ￥15,644
￥25,288 total
includes taxes & fees
Nov 16 - Nov 17
Great place to Relax and Recharge when visiting family, in for work, or to play.
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.

11. 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
9.2 out of 10, Wonderful, (36 reviews)
"This was a great property and was super clean and very easy to find and access. Super close to shopping and floating the river! Would highly recommend!"
United States
Anthony F.
The price is ￥11,804
￥20,949 total
includes taxes & fees
Oct 20 - Oct 21
Vacation Condo #2 2BR with full kitchen, walk to river and shops, pets welcome
A cozy living room with a wooden staircase, a flat-screen TV, and a kitchen area in the background.

12. 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, (22 reviews)
"Nice little cabin in the woods worked out perfect for my needs!"
United States
Shannon H.
The price is ￥11,093
￥28,651 total
includes taxes & fees
Nov 16 - Nov 17
Tranquil cabin with AC and 2 creeks on secluded 5 acres with WiFi
A two-story wooden house with a balcony and a staircase leading to the upper level.

13. Private Dock! Lakefront Cherokee Village Retreat

Private Dock! Lakefront Cherokee Village Retreat
3.0 star property
Cherokee Village
The price is ￥18,962
￥59,523 total
includes taxes & fees
Oct 19 - Oct 20
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.

14. Kayaks-Lakefront Home - Kiwanie Lodge West

Kayaks-Lakefront Home - Kiwanie Lodge West
Hardy
10.0 out of 10, Exceptional, (35 reviews)
"Wonderful stay"
United States
Joshua
The price is ￥13,380
￥39,270 total
includes taxes & fees
Oct 19 - Oct 20
Kayaks-Lakefront Home - Kiwanie Lodge West
A modern kitchen with a built-in stove, a dining area with wooden chairs, and a red curtain.

15. Private Dock! Lakefront Cherokee Village Retreat

Private Dock! Lakefront Cherokee Village Retreat
Cherokee Village
The price is ￥13,116
￥59,226 total
includes taxes & fees
Oct 19 - Oct 20
Private Dock! Lakefront Cherokee Village Retreat
A compact kitchen with white cabinets, a wooden dining table with chairs, and a colorful rug.

16. The Backyard Bungalow

The Backyard Bungalow
Batesville
8.8 out of 10, Excellent, (12 reviews)
"Great stay"
United States
Stephanie J.
The price is ￥13,937
￥34,546 total
includes taxes & fees
Oct 20 - Oct 21
The Backyard Bungalow
A spacious living room with a fireplace, a dining area with a table and chairs, and a large window providing natural light.

17. 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, (13 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 ￥17,066
￥37,452 total
includes taxes & fees
Oct 19 - Oct 20
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.

18. Lake Thunderbird View - Signal Tree Cottage

Lake Thunderbird View - Signal Tree Cottage
Cherokee Village
9.4 out of 10, Exceptional, (46 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 ￥15,075
￥37,873 total
includes taxes & fees
Oct 19 - Oct 20
Lake Thunderbird View - Signal Tree Cottage
A two-story building with balconies, stone walls, and red shutters.

19. 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, (45 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 ￥18,172
￥33,691 total
includes taxes & fees
Oct 19 - Oct 20
The charming French Chateau overlooks the beautiful falls of the Spring River
A kitchen with dark wooden cabinets, a stainless steel refrigerator, a microwave, and a sink. There is a small island with a vase of flowers and a plate of food. A trash can is next to the island.

20. The Button Bungalow near Historic Downtown Batesville

The Button Bungalow near Historic Downtown Batesville
Batesville
9.8 out of 10, Exceptional, (9 reviews)
"A cute, clean, and quiet little place to stay while in Batesville. Affordable as well!"
United States
Paul W.
The price is ￥18,172
￥29,203 total
includes taxes & fees
Oct 19 - Oct 20
The Button Bungalow near Historic Downtown Batesville
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

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

10/10 Excellent
"This was the cutest river cabin. It was clean and comfortable."
Nikki 2-night trip
Posted 3 days ago
NEW LISTING:Spring River:Creek Cabin, Private Footage on South Fork Spring River

Find out more about Poughkeepsie

Search for holiday rentals in Poughkeepsie on Expedia! You can easily find your home rentals, villas, holiday apartments in Poughkeepsie using one of the methods below:

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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.