An aerial view of a town with a river, a bridge, and autumn-colored trees.

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Poughkeepsie vacation homes

A modern kitchen with a granite countertop, a built-in stove, and a dining area with a glass table and chairs.

1. Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Poughkeepsie
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful property with ample space for parking. Host was super nice and met all of our needs!"
United States
Nicole Y.
The price is ￥25,383
￥68,593 total
includes taxes & fees
Oct 12 - Oct 13
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
A spacious living area with a staircase, a dining table, and a sofa.

2. Our home is perfect for relaxing and having lots of fun, with near by activity’s

Our home is perfect for relaxing and having lots of fun, with near by activity’s
Highland
9.6 out of 10, Exceptional, (13 reviews)
"We had was great time and the host Mary was amazing and excellent at communicating. Everything was perfect in the home. Thank you"
United States
Pinal
The price is ￥40,527
￥117,413 total
includes taxes & fees
Oct 13 - Oct 14
Our home is perfect for relaxing and having lots of fun, with near by activity’s
An outdoor patio area with a covered seating area, a pool, and potted plants.

3. Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill
9.2 out of 10, Wonderful, (78 reviews)
"It’s was nice, clean and the outdoor out area was really nice."
United States
Roger S.
The price is ￥43,450
￥56,634 total
includes taxes & fees
Oct 28 - Oct 29
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
A stone fireplace with a fire, a dining area with a table and chairs, and large windows with a view of trees.

4. NEW: Oaklands Near Shawangunk Mountains

NEW: Oaklands Near Shawangunk Mountains
New Paltz
The price is ￥27,144
￥101,691 total
includes taxes & fees
Nov 3 - Nov 4
NEW: Oaklands Near Shawangunk Mountains
A stone house with a steeply pitched roof, surrounded by a well-maintained lawn and trees.

5. Hickory on Willow Lake

Hickory on Willow Lake
Fishkill
9.8 out of 10, Exceptional, (6 reviews)
"Clean, quiet and great location. Beautiful property."
United States
Sheila B.
The price is ￥60,899
￥89,549 total
includes taxes & fees
Nov 3 - Nov 4
Hickory on Willow Lake
A rural landscape with a barn, a silo, and a bridge with rocks and purple flowers in the foreground.

6. A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail

A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail
Wallkill
9.0 out of 10, Wonderful, (16 reviews)
"The room was super cute and clean. It had everything that I needed."
United States
Carrie
The price is ￥10,112
￥21,058 total
includes taxes & fees
Nov 3 - Nov 4
A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail
A bedroom with a bed, a TV mounted on the wall, a window with a view of greenery, and a small seating area with a table and chairs.

7. The Studio at the Inn at High Falls

The Studio at the Inn at High Falls
High Falls
8.0 out of 10, Very good, (46 reviews)
"The pictures are misleading"
United States
Jia
The price is ￥17,775
￥43,090 total
includes taxes & fees
Oct 12 - Oct 13
The Studio at the Inn at High Falls
A modern kitchen with a granite countertop, stainless steel appliances, and a built-in oven.

8. Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (33 reviews)
"Great multi-week stay! Would certainly stay again. "
United States
Jim R.
The price is ￥13,920
￥42,696 total
includes taxes & fees
Nov 3 - Nov 4
Campfire Cottage: Fireplace, fire pit & no chores!
A living room with a sofa, a coffee table, a wooden chair, a striped rug, and a wall-mounted wreath.

9. The DeVita House Est. 1900

The DeVita House Est. 1900
Gardiner
10.0 out of 10, Exceptional, (42 reviews)
"Great house, well equipped, very accommodating hosts!"
United States
Christopher T.
The price is ￥23,700
￥70,784 total
includes taxes & fees
Oct 13 - Oct 14
The DeVita House Est. 1900
A rustic cabin with a chimney, surrounded by dense autumn foliage and a narrow road.

10. Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.4 out of 10, Exceptional, (13 reviews)
"Lovely space and situation, unique. Close to the AT, as well."
United States
Peter W.
The price is ￥26,702
￥44,148 total
includes taxes & fees
Oct 12 - Oct 13
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
A forest campsite with a tent, a fire pit, and a bench.

11. Glamping Tent & Campsite by Minnewaska State Park

Glamping Tent & Campsite by Minnewaska State Park
Kerhonkson
9.0 out of 10, Wonderful, (4 reviews)
"This place was amazing and our hosts were as equally as awesome as their campsite. My family highly recommends this place! It's got everything you need and is close to so many beautiful hiking and swimming areas!"
United States
Andie C.
The price is ￥13,509
￥23,978 total
includes taxes & fees
Oct 13 - Oct 14
Glamping Tent & Campsite by Minnewaska State Park
A modern living room with a fireplace, a dining area with a wooden table, and a large window with curtains.

12. Zen House at the Mountain Ridge

Zen House at the Mountain Ridge
Gardiner
9.8 out of 10, Exceptional, (10 reviews)
"Great space! Very nicely decorated. Host was very responsive and answered questions quickly. Also close to a great bakery and coffee shop!"
United States
Julie
The price is ￥25,095
￥42,628 total
includes taxes & fees
Nov 2 - Nov 3
Zen House at the Mountain Ridge
A wooden deck with a wood-burning stove and a door leading to an outdoor area with chairs.

13. Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet

Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
Stone Ridge
10.0 out of 10, Exceptional, (5 reviews)
"Great tastefully kept property. Our family including the 8 year felt we should have stayed here longer."
United States
Tarun
The price is ￥21,164
￥40,775 total
includes taxes & fees
Oct 28 - Oct 29
Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
A kitchen with wooden shelves, a window with a view of trees, and a vase with flowers on the windowsill.

14. Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks

Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Kerhonkson
10.0 out of 10, Exceptional, (45 reviews)
"Sweet place, very close to Minnewaska State Park which was great for us"
United States
Sueane
The price is ￥18,934
￥33,468 total
includes taxes & fees
Oct 28 - Oct 29
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
A compact kitchen with blue cabinets, a white stove, and yellow chairs.

15. Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Kingston
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!"
United States
Brendan B.
The price is ￥10,914
￥39,152 total
includes taxes & fees
Oct 14 - Oct 15
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
A hot tub on a wooden deck with a view of a river and trees.

16. Welcome to The Boathouse! Waterfront/Boats/Hot tub

Welcome to The Boathouse! Waterfront/Boats/Hot tub
New Paltz
9.6 out of 10, Exceptional, (12 reviews)
"We enjoyed our stay very much! Everything was as described, inside was very clean, host was excellent with communication. Scenic, serene spot!"
United States
Jessica B.
The price is ￥43,450
￥69,899 total
includes taxes & fees
Nov 4 - Nov 5
Welcome to The Boathouse! Waterfront/Boats/Hot tub
A neatly made bed with white bedding and a few colorful pillows, a wooden headboard, and a wall-mounted light fixture.

17. Retro Retreat: renovated 2BR, desk, no chore list!

Retro Retreat: renovated 2BR, desk, no chore list!
Kingston
9.6 out of 10, Exceptional, (15 reviews)
"Great, easy, full of everything you’d need. Stayed with 2 others for a work trip and it was perfect! "
United States
Kelley Marie
The price is ￥15,027
￥49,074 total
includes taxes & fees
Nov 2 - Nov 3
Retro Retreat: renovated 2BR, desk, no chore list!
A staircase with red carpeted steps, wooden handrails, and string lights.

18. Large,Cozy,Bright Apartment, Business Themed.

Large,Cozy,Bright Apartment, Business Themed.
Newburgh
9.0 out of 10, Wonderful, (17 reviews)
"Very cozy stay with responsive host"
United States
Adhith P.
The price is ￥72,680
￥97,426 total
includes taxes & fees
Nov 5 - Nov 6
Large,Cozy,Bright Apartment, Business Themed.
A fireplace with logs, a vase with flowers, and candles on a woven mat.

19. Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks

Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks
Kerhonkson
10.0 out of 10, Exceptional, (15 reviews)
"It was great! "It's about a whale"."
United States
jwinegra W.
The price is ￥15,911
￥30,074 total
includes taxes & fees
Nov 3 - Nov 4
Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks
A kitchen with grey cabinets, a stone floor, and a view of a garden through an open door.

20. Historic Cottage * Steam Shower * Chef’s Kitchen

Historic Cottage * Steam Shower * Chef’s Kitchen
Kingston
10.0 out of 10, Exceptional, (1 review)
"We had a great time staying here! The house is a gorgeous historic house with modern amenities. It was a short drive to Kingston which was super convenient. We loved that we could bring our dog with us as well. It is on a main road, but we didn't find that to be a disturbance at all. I would definitely come back here again!!"
United States
Laura D.
The price is ￥24,882
￥80,310 total
includes taxes & fees
Nov 3 - Nov 4
Historic Cottage * Steam Shower * Chef’s Kitchen
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

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

8/10 Good
"Our room was large, comfortable and more than adequate. However, it needed more thorough cleaning. Breakfast was continental with croissants, bagels, English muffins, fresh fruit salad, cereals, juice, etc. and is well done. We stayed in one of the smaller buildings on the second floor. There is no assistance with luggage, nor are there carts available, so that is a detriment. It was very difficult to climb the stairs. A few lights in the room weren’t working. Bathroom fan did not work. The lighting outside was very poor at night, an “accident waiting to happen.” The restaurant and bar and the inn itself are charming, and both food and drink are enjoyable."
Dawn 1-night trip
Posted 3 hours ago
Beekman Arms and Delamater Inn

Find out more about Poughkeepsie

Poughkeepsie Vacation Homes information

Number of reviews
336
Accommodation
885 Vacation Homes
Lowest Price
￥21,058
Highest Price
￥117,413