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

Holiday Homes in Poughkeepsie

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Poughkeepsie holiday homes

Interior

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 NZ$858
includes taxes & fees
2 Sept - 3 Sept
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Interior

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 NZ$1,194
includes taxes & fees
2 Sept - 3 Sept
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Private kitchen

3. Amazing 3-bedroom house with AC in adorable Highland

Amazing 3-bedroom house with AC in adorable Highland
Highland
The price is NZ$853
includes taxes & fees
9 Sept - 10 Sept
Amazing 3-bedroom house with AC in adorable Highland
Outdoor dining

4. 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, (74 reviews)
"Great spot! Very unique, has lots of charm!"
United States
Brian
The price is NZ$565
includes taxes & fees
9 Sept - 10 Sept
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Interior

5. Hudson Escape W/ Hot Tub + Bridge View

Hudson Escape W/ Hot Tub + Bridge View
Highland
The price is NZ$1,540
includes taxes & fees
30 Sept - 1 Oct
Hudson Escape W/ Hot Tub + Bridge View
Outdoor spa tub

6. Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
New Paltz
9.6 out of 10, Exceptional, (40 reviews)
"Exactly as listed, great property and host."
United Kingdom
Neil C.
The price is NZ$741
includes taxes & fees
7 Sept - 8 Sept
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
Exterior

7. Chestnut on Willow Lake

Chestnut on Willow Lake
Fishkill
9.8 out of 10, Exceptional, (6 reviews)
"We really enjoyed the privacy of the grounds, lake, dock , swimming, boats and paddle boards. The kitchen was well equipped and the beds were comfy. We had a great stay, thanks."
United States
Doria W.
The price is NZ$1,178
includes taxes & fees
2 Sept - 3 Sept
Chestnut on Willow Lake
Exterior

8. 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 NZ$1,258
includes taxes & fees
22 Sept - 23 Sept
Hickory on Willow Lake
Private kitchen

9. 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 NZ$405
includes taxes & fees
9 Sept - 10 Sept
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Room

10. 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, (42 reviews)
"The pictures are misleading"
United States
Jia
The price is NZ$448
includes taxes & fees
9 Sept - 10 Sept
The Studio at the Inn at High Falls
Interior

11. 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, (42 reviews)
"Sweet place, very close to Minnewaska State Park which was great for us"
United States
Sueane
The price is NZ$359
includes taxes & fees
10 Sept - 11 Sept
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Living area

12. The DeVita House Est. 1900

The DeVita House Est. 1900
Gardiner
10.0 out of 10, Exceptional, (38 reviews)
"Great house, well equipped, very accommodating hosts!"
United States
Christopher T.
The price is NZ$750
includes taxes & fees
3 Sept - 4 Sept
The DeVita House Est. 1900
Exterior

13. 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 NZ$465
includes taxes & fees
25 Sept - 26 Sept
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Living area

14. 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, (3 reviews)
"Great tastefully kept property. Our family including the 8 year felt we should have stayed here longer."
United States
Tarun
The price is NZ$358
includes taxes & fees
7 Sept - 8 Sept
Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
Property grounds

15. 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 NZ$257
includes taxes & fees
2 Sept - 3 Sept
Glamping Tent & Campsite by Minnewaska State Park
Interior

16. 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 NZ$292
includes taxes & fees
7 Sept - 8 Sept
Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks
Interior

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

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (33 reviews)
"The place was amazing! Very easy check in/out process and the host is very responsive. "
United States
Samuel M.
The price is NZ$445
includes taxes & fees
23 Sept - 24 Sept
Campfire Cottage: Fireplace, fire pit & no chores!
Interior

18. Luxe Historical Style - 2 FP’s & Soaking Tub

Luxe Historical Style - 2 FP’s & Soaking Tub
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 NZ$836
includes taxes & fees
15 Sept - 16 Sept
Luxe Historical Style - 2 FP’s & Soaking Tub
Property grounds

19. Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz

Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz
wallkill
9.8 out of 10, Exceptional, (60 reviews)
"We had a lovely time and the host had lots of great communication!"
United States
Amanda S.
The price is NZ$697
includes taxes & fees
21 Sept - 22 Sept
Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz
Living area

20. Zen House at the Mountain Ridge

Zen House at the Mountain Ridge
Gardiner
9.8 out of 10, Exceptional, (8 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 NZ$493
includes taxes & fees
14 Sept - 15 Sept
Zen House at the Mountain Ridge
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

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

8/10 Good
"Hotel staff very helpful. Common areas were very clean with newer furniture. Good location. No walkable restaurants but very short drive both directions. Very quite location"
william 4-night trip
Posted 1 hour ago
Hyatt Place Poughkeepsie / Hudson Valley

Find out more about Poughkeepsie

Poughkeepsie Holiday Homes information

Number of reviews
Accommodation
855 Holiday Homes
Lowest Price
NZ$2,205
Highest Price
NZ$2,205