Poughkeepsie Vacation Rentals

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Our top choices for Poughkeepsie vacation homes

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, (65 reviews)
"Great spot! Very unique, has lots of charm!"
United States
Brian
The price is CA $339
CA $449 total
includes taxes & fees
May 20 - May 21
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

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, (30 reviews)
"Excellent licatio . House was wonderful. Loved the scenery and the hot tub."
United States
Jeffrey
The price is CA $287
CA $532 total
includes taxes & fees
May 18 - May 19
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

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, (12 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 CA $308
CA $965 total
includes taxes & fees
May 19 - May 20
Our home is perfect for relaxing and having lots of fun, with near by activity’s

King Bed | Private Parking | Strong WiFi

King Bed | Private Parking | Strong WiFi
Poughkeepsie
The price is CA $154
CA $515 total
includes taxes & fees
May 19 - May 20
King Bed | Private Parking | Strong WiFi

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

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Poughkeepsie
10.0 out of 10, Exceptional, (2 reviews)
"Great host"
United States
Lindsey F.
The price is CA $246
CA $712 total
includes taxes & fees
May 16 - May 17
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY

Cozy Escape -Strong Wi-Fi -Prime Location

Cozy Escape -Strong Wi-Fi -Prime Location
Poughkeepsie
6.8 out of 10, (5 reviews)
"The property was perfect for our little weekend getaway. It was very clean and cozy and the host Christina made it so easy for check in and was available for any questions. We would definitely stay again."
United States
Andrea C.
The price is CA $127
CA $442 total
includes taxes & fees
Jun 14 - Jun 15
Cozy Escape -Strong Wi-Fi -Prime Location

Chestnut on Willow Lake

Chestnut on Willow Lake
Fishkill
9.6 out of 10, Exceptional, (4 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 CA $678
CA $975 total
includes taxes & fees
May 19 - May 20
Chestnut on Willow Lake

Red Cottage - Lakeside Property!

Red Cottage - Lakeside Property!
Fishkill
The price is CA $716
CA $1,024 total
includes taxes & fees
May 19 - May 20
Red Cottage - Lakeside Property!

Hickory on Willow Lake

Hickory on Willow Lake
Fishkill
9.6 out of 10, Exceptional, (5 reviews)
"Clean, quiet and great location. Beautiful property."
United States
Sheila B.
The price is CA $746
CA $1,063 total
includes taxes & fees
May 19 - May 20
Hickory on Willow Lake

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, (35 reviews)
"Instructions were clear. Accommodations were comfortable and clean. Lovely grounds. "
United States
Julia
The price is CA $154
CA $372 total
includes taxes & fees
May 15 - May 16
The Studio at the Inn at High Falls

House on the Babbling Brook- Quiet 2BR + King Bed!

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
10.0 out of 10, Exceptional, (8 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is CA $130
CA $485 total
includes taxes & fees
May 18 - May 19
House on the Babbling Brook- Quiet 2BR + King Bed!

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Carmel Hamlet
9.8 out of 10, Exceptional, (13 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is CA $278
CA $546 total
includes taxes & fees
May 17 - May 18
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Peaceful Cabin w/ Fire Pit & Creek Access

Peaceful Cabin w/ Fire Pit & Creek Access
Saugerties
9.8 out of 10, Exceptional, (16 reviews)
"The home was extremely clean and nicely appointed. Beds were very comfortable and kitchen was nicely equipped."
United States
Nancy B.
The price is CA $112
CA $374 total
includes taxes & fees
May 18 - May 19
Peaceful Cabin w/ Fire Pit & Creek Access

Glamping Tent & Campsite by Minnewaska State Park

Glamping Tent & Campsite by Minnewaska State Park
Kerhonkson
8.8 out of 10, Excellent, (3 reviews)
"This is an "upgraded" camping experience! A peaceful setting for outdoor living, exceptionally private. Super convenient to Minnewaska. Everything you need amd exactly as described, plenty of seating for a larger group and sleeping tent/yurt makes inclement weather less of a concern than a regular tent or backpacking setup. Definitely stay here!"
United States
Megan
The price is CA $117
CA $208 total
includes taxes & fees
May 19 - May 20
Glamping Tent & Campsite by Minnewaska State Park

Sleek Escape: Modern 3 BR- 4 Min from West Point !

Sleek Escape: Modern 3 BR- 4 Min from West Point !
Highland Falls
9.2 out of 10, Wonderful, (7 reviews)
"The host was prompt and attentive to any questions that arose. The home appeared exactly as depicted in the pictures and was perfect for a weekend stay close to family and The city!"
United States
Julio J.
The price is CA $171
CA $603 total
includes taxes & fees
May 17 - May 18
Sleek Escape: Modern 3 BR- 4 Min from West Point !

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.2 out of 10, Wonderful, (11 reviews)
"The chapel was just as it was pictured. It has been beautifully restored. It was a very unique experience."
United States
Stella
The price is CA $208
CA $356 total
includes taxes & fees
May 19 - May 20
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Tiny Cat Tiny House

Tiny Cat Tiny House
Grahamsville
9.8 out of 10, Exceptional, (7 reviews)
"Great location to get some peace and quiet. Beautiful foliage and tons of wildlife in the area. This was our first time staying in a tiny home, and the place had everything we needed to cook, clean, and relax while exploring the area."
United States
Jacob L.
The price is CA $164
CA $331 total
includes taxes & fees
May 16 - May 17
Tiny Cat Tiny House

Luxury home near West Point

Luxury home near West Point
Highland Falls
10.0 out of 10, Exceptional, (3 reviews)
"The accommodations are great—Very nice townhouse, lots of room, clean, comfortable, and pet-friendly."
United States
Suzy
The price is CA $273
CA $328 total
includes taxes & fees
May 18 - May 19
Luxury home near West Point

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 CA $103
CA $352 total
includes taxes & fees
May 27 - May 28
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (31 reviews)
"The place was amazing! Very easy check in/out process and the host is very responsive. "
United States
Samuel M.
The price is CA $145
CA $405 total
includes taxes & fees
Jun 1 - Jun 2
Campfire Cottage: Fireplace, fire pit & no chores!
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

Find out more about Poughkeepsie

Poughkeepsie Vacation Homes information

Number of reviews
228
Accommodation
961 Vacation Homes
Lowest Price
CA $208
Highest Price
CA $1,063

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