Holiday Homes in Poughkeepsie

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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Poughkeepsie holiday homes

Exterior detail

Cozy private suite in the heart of beautiful Gardiner.

Cozy private suite in the heart of beautiful Gardiner.
New Paltz
10.0 out of 10, Exceptional, (8 reviews)
"Check-in was easy. Hosts very responsive to any questions and helpful to local recommendations. "
United States
Chanah B.
The price is NZ$426
includes taxes & fees
20 Apr - 21 Apr
Cozy private suite in the heart of beautiful Gardiner.
Interior

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, (11 reviews)
"The house was great and the host was amazing!! We had a great time."
United States
Emma S.
The price is NZ$1,167
includes taxes & fees
16 Apr - 17 Apr
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Outdoor dining

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
9.4 out of 10, Exceptional, (62 reviews)
"For us it was in a great location, had a reasonable price and room for everyone."
United States
Gertrude (Gert) P.
The price is NZ$551
includes taxes & fees
20 Apr - 21 Apr
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Outdoor spa tub

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, (27 reviews)
"The location and home were absolutely perfect! I love that they had everything we needed, even slippers! Will be back again."
United States
Betsy T.
The price is NZ$642
includes taxes & fees
19 Apr - 20 Apr
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
Smart TV

King Bed | Private Parking | Strong WiFi

King Bed | Private Parking | Strong WiFi
Poughkeepsie
The price is NZ$565
includes taxes & fees
20 Apr - 21 Apr
King Bed | Private Parking | Strong WiFi
Private kitchen

Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
new paltz
9.4 out of 10, Exceptional, (6 reviews)
"Very clean Good communication with host Close to town & hiking Recommend! "
United States
Jennifer E.
The price is NZ$1,250
includes taxes & fees
16 Apr - 17 Apr
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
Terrace/patio

Vineyard Retreat: 3BR Home-Live Music, Wine+Hiking

Vineyard Retreat: 3BR Home-Live Music, Wine+Hiking
New Paltz
7.2 out of 10, Good, (7 reviews)
"10 minutes to town, great view off the deck, peaceful."
United States
irv h.
The price is NZ$857
includes taxes & fees
30 Apr - 1 May
Vineyard Retreat: 3BR Home-Live Music, Wine+Hiking
TV

Sunkissed Escape Bright Sunroom + Hammock Fun

Sunkissed Escape Bright Sunroom + Hammock Fun
Poughkeepsie
The price is NZ$624
includes taxes & fees
16 Apr - 17 Apr
Sunkissed Escape Bright Sunroom + Hammock Fun
Smart TV

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 NZ$558
includes taxes & fees
21 Apr - 22 Apr
Cozy Escape -Strong Wi-Fi -Prime Location
Exterior

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 NZ$1,180
includes taxes & fees
16 Apr - 17 Apr
Chestnut on Willow Lake
Property grounds

Red Cottage - Lakeside Property!

Red Cottage - Lakeside Property!
Fishkill
The price is NZ$1,257
includes taxes & fees
23 Apr - 24 Apr
Red Cottage - Lakeside Property!
Exterior

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 NZ$1,286
includes taxes & fees
16 Apr - 17 Apr
Hickory on Willow Lake
TV, fireplace

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)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
The price is NZ$664
includes taxes & fees
16 Apr - 17 Apr
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Interior

Lovely 3BR Home with parking-Walk to WP Gate!

Lovely 3BR Home with parking-Walk to WP Gate!
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Lovely home, great location and space for my family to have privacy. Enjoyed the deck for morning coffee. Would book again. "
United States
Briana T.
The price is NZ$505
includes taxes & fees
16 Apr - 17 Apr
Lovely 3BR Home with parking-Walk to WP Gate!
Interior

Esopus Creek modern Tiny house Retreat!

Esopus Creek modern Tiny house Retreat!
Kingston
9.8 out of 10, Exceptional, (74 reviews)
"Wonderful tiny home. "
United States
Kyle E.
The price is NZ$410
includes taxes & fees
19 Apr - 20 Apr
Esopus Creek modern Tiny house Retreat!
Terrace/patio

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 NZ$653
includes taxes & fees
16 Apr - 17 Apr
House on the Babbling Brook- Quiet 2BR + King Bed!
Exterior

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 NZ$405
includes taxes & fees
16 Apr - 17 Apr
Tiny Cat Tiny House
Fridge, microwave, oven, stovetop

Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (32 reviews)
"Very clean comfortable quiet place"
United States
Mauro C.
The price is NZ$705
includes taxes & fees
16 Apr - 17 Apr
Contemporary Cozy Cottage
TV

Luxury House Near West Point

Luxury House Near West Point
Highland Falls
The price is NZ$542
includes taxes & fees
16 Apr - 17 Apr
Luxury House Near West Point
Interior

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, (34 reviews)
"Awesome place, great location. We loved our stay."
United States
Will R.
The price is NZ$337
includes taxes & fees
29 Apr - 30 Apr
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
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

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

8/10 Good
"Never had breakfast "
Anastasios 8-night trip
Posted 3 hours ago
Holiday Inn Express Poughkeepsie by IHG

Find out more about Poughkeepsie

Poughkeepsie Holiday Homes information

Number of reviews
278
Accommodation
961 Holiday Homes
Lowest Price
NZ$337
Highest Price
NZ$1,286