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Our top choices for Poughkeepsie holiday homes
1. Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NYPoughkeepsie
9.8 out of 10, Exceptional, (6 reviews)
"Beautiful property with ample space for parking. Host was super nice and met all of our needs!"
Nicole Y.
The price is €389
includes taxes & fees
16 Nov - 17 Nov
2. Beautiful Modern Villa with Pool
Beautiful Modern Villa with PoolClintondale
The price is €563
includes taxes & fees
15 Nov - 16 Nov
3. 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’sHighland
9.6 out of 10, Exceptional, (14 reviews)
"We had was great time and the host Mary was amazing and excellent at communicating.
Everything was perfect in the home.
Thank you"
Pinal
The price is €616
includes taxes & fees
6 Dec - 7 Dec
4. Chilly Days Hiking, Quiet Yard, an Easy Escape Near New Paltz
Chilly Days Hiking, Quiet Yard, an Easy Escape Near New PaltzNew Paltz
10.0 out of 10, Exceptional, (8 reviews)
"Superb property - comfortable, spotless, all the amenities you could need, and lots of space. "
Thomas B.
The price is €552
includes taxes & fees
15 Nov - 16 Nov
5. Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Large Relaxing Family Retreat In The Hudson Valley with Theatre and GazeboFishkill
9.2 out of 10, Wonderful, (81 reviews)
"The property was as advertised and met our needs for our trip."
Sara
The price is €292
includes taxes & fees
15 Nov - 16 Nov
6. Red Cottage - Lakeside Property!
Red Cottage - Lakeside Property!Fishkill
The price is €365
includes taxes & fees
15 Nov - 16 Nov
7. 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 GunksNew Paltz
9.6 out of 10, Exceptional, (42 reviews)
"Really nice, house. Location was great. There were 8 of us there for a girls weekend. Plenty of room for all.Clean, attentive host, kitchen was well stocked for our needs. Hot tub was great."
Shirley A.
The price is €483
includes taxes & fees
13 Dec - 14 Dec
8. Hickory on Willow Lake
Hickory on Willow LakeFishkill
9.8 out of 10, Exceptional, (6 reviews)
"Clean, quiet and great location. Beautiful property."
Sheila B.
The price is €479
includes taxes & fees
15 Nov - 16 Nov
9. Chestnut on Willow Lake
Chestnut on Willow LakeFishkill
9.8 out of 10, Exceptional, (6 reviews)
"Our family enjoyed a relaxing weekend before R-day at West Point and it was perfect! A beautiful property and we hope to be back another time!"
Quintina R.
The price is €476
includes taxes & fees
15 Nov - 16 Nov
10. A Cozy Private Suite in a Country Home near New Paltz
A Cozy Private Suite in a Country Home near New PaltzWallkill
9.2 out of 10, Wonderful, (20 reviews)
"The room was super cute and clean. It had everything that I needed."
Carrie
The price is €123
includes taxes & fees
15 Nov - 16 Nov
11. The DeVita House Est. 1900
The DeVita House Est. 1900Gardiner
10.0 out of 10, Exceptional, (46 reviews)
"The house was in a perfect location! Host was very easy to communicate with!"
Matthew
The price is €413
includes taxes & fees
15 Nov - 16 Nov
12. 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. "
Jim R.
The price is €209
includes taxes & fees
16 Nov - 17 Nov
13. Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock ParkHopewell Junction
9.4 out of 10, Exceptional, (13 reviews)
"Lovely space and situation, unique. Close to the AT, as well."
Peter W.
The price is €233
includes taxes & fees
13 Nov - 14 Nov
14. Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge HamletStone Ridge
10.0 out of 10, Exceptional, (6 reviews)
"Great tastefully kept property. Our family including the 8 year felt we should have stayed here longer."
Tarun
The price is €178
includes taxes & fees
1 Dec - 2 Dec
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, (7 reviews)
"Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!"
Brendan B.
The price is €275
includes taxes & fees
28 Nov - 29 Nov
16. Zen House at the Mountain Ridge
Zen House at the Mountain RidgeGardiner
10.0 out of 10, Exceptional, (13 reviews)
"The house was perfect and really well decorated. The area it was in, proximity to everything. Couldn't have asked for a better spot."
Theresa
The price is €224
includes taxes & fees
19 Nov - 20 Nov
17. 3BR Hudson Valley home perfect for families!
3BR Hudson Valley home perfect for families!Wallkill
10.0 out of 10, Exceptional, (6 reviews)
"This property was lovely and peaceful! We enjoyed the stay in the area! Very clean and neat. Easy to use technology and check-in/out."
Cheryl N.
The price is €477
includes taxes & fees
22 Nov - 23 Nov
18. Welcome to The Boathouse! Waterfront/Boats/Hot tub
Welcome to The Boathouse! Waterfront/Boats/Hot tubNew Paltz
9.6 out of 10, Exceptional, (14 reviews)
"Seth was great and the property was really nice. Never did see any fitness center, not sure where that was, but it was a really nice place and I would definetly stay there again."
Thomas S.
The price is €371
includes taxes & fees
17 Nov - 18 Nov
19. 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! "
Kelley Marie
The price is €249
includes taxes & fees
17 Nov - 18 Nov
20. The Loft At The Inn At High Falls
The Loft At The Inn At High FallsHigh Falls
8.6 out of 10, Excellent, (25 reviews)
"this was just a lovely stay all around!! Will absolutely stay there again!"
Inez
The price is €307
includes taxes & fees
21 Nov - 22 Nov
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.
Poughkeepsie and related destinations
Stroll along the elevated Walkway Over the Hudson for spectacular river views and a glimpse of the Catskill Mountains. Vassar College's art museum and the historic Bardavon Opera House offer cultural experiences worth planning your visit around.
