Holiday Homes in Poughkeepsie

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 June - 7 June
In four months
3 July - 5 July

Our top choices for Poughkeepsie holiday homes

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)
"Best place ever, various entertainment options from projector to tvs. "
United States
Mahbub Ridhoo M.
The price is AU$462
includes taxes & fees
12 Mar - 13 Mar
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
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)
"Host easy to communicate with. House spacious and conveniently located. "
United States
Susan F.
The price is AU$820
includes taxes & fees
16 Mar - 17 Mar
Our home is perfect for relaxing and having lots of fun, with near by activity’s
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, (7 reviews)
"Check-in was easy. Hosts very responsive to any questions and helpful to local recommendations. "
United States
Chanah B.
The price is AU$342
includes taxes & fees
12 Mar - 13 Mar
Cozy private suite in the heart of beautiful Gardiner.
Smart TV

King Bed | Private Parking | Strong WiFi

King Bed | Private Parking | Strong WiFi
Poughkeepsie
The price is AU$477
includes taxes & fees
16 Mar - 17 Mar
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 AU$1,042
includes taxes & fees
12 Mar - 13 Mar
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
Interior

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 AU$850
includes taxes & fees
12 Mar - 13 Mar
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Terrace/patio

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

Vineyard Retreat: 3BR Home-Live Music, Wine+Hiking
New Paltz
6.8 out of 10, (6 reviews)
"10 minutes to town, great view off the deck, peaceful."
United States
irv h.
Vineyard Retreat: 3BR Home-Live Music, Wine+Hiking
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
9.4 out of 10, Exceptional, (26 reviews)
"We stayed for wedding preparation. The space is clean and great layout for multiple guests. I am extremely satisfied with my reservation!"
United States
Jean G.
The price is AU$979
includes taxes & fees
20 Mar - 21 Mar
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
Interior

Wood Stove Nights, Quiet Yard, an Easy Escape Near New Paltz

Wood Stove Nights, Quiet Yard, an Easy Escape Near New Paltz
New Paltz
10.0 out of 10, Exceptional, (6 reviews)
"Lovely home in a beautiful area of New York state. Would stay here again! "
United States
Jason W.
The price is AU$975
includes taxes & fees
13 Mar - 14 Mar
Wood Stove Nights, Quiet Yard, an Easy Escape Near New Paltz
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.
Cozy Escape -Strong Wi-Fi -Prime Location
Property grounds

Beautiful home with Hudson River views & adjacent rushing waterfall in Hyde Park

Beautiful home with Hudson River views & adjacent rushing waterfall in Hyde Park
Hyde Park
The price is AU$407
includes taxes & fees
12 Mar - 13 Mar
Beautiful home with Hudson River views & adjacent rushing waterfall in Hyde Park
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 AU$995
includes taxes & fees
12 Mar - 13 Mar
Chestnut on Willow Lake
Interior

Relaxing 3 bedroom upstate retreat with hot tub and fire pit near beacon

Relaxing 3 bedroom upstate retreat with hot tub and fire pit near beacon
Fishkill
The price is AU$406
includes taxes & fees
23 Mar - 24 Mar
Relaxing 3 bedroom upstate retreat with hot tub and fire pit near beacon
Property grounds

Red Cottage - Lakeside Property!

Red Cottage - Lakeside Property!
Fishkill
The price is AU$1,047
includes taxes & fees
12 Mar - 13 Mar
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 AU$1,087
includes taxes & fees
12 Mar - 13 Mar
Hickory on Willow Lake
Smart TV, video games, offices

Peaceful Cabin w/ Fire Pit & Creek Access

Peaceful Cabin w/ Fire Pit & Creek Access
Saugerties
9.6 out of 10, Exceptional, (15 reviews)
"House was very clean, host was welcoming "
United States
David C.
The price is AU$385
includes taxes & fees
16 Mar - 17 Mar
Peaceful Cabin w/ Fire Pit & Creek Access
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 AU$485
includes taxes & fees
23 Mar - 24 Mar
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Interior

Esopus Creek modern Tiny house Retreat!

Esopus Creek modern Tiny house Retreat!
Kingston
9.8 out of 10, Exceptional, (71 reviews)
"We came for our daughter’s wedding in town . The place was conveniently located near the wedding siteIt was small and just perfect for 3 members of my family -Woke up to birds chirping Would surely plan for a second stay "
United States
Pratistha L.
The price is AU$337
includes taxes & fees
15 Mar - 16 Mar
Esopus Creek modern Tiny house Retreat!
Interior

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, (14 reviews)
"Beautiful place tucked back in the woods. Very relaxing and incredibly clean. The free coffee was a nice touch too. Will 100% be returning to The Gunks because of this house. "
United States
Kyle T.
The price is AU$214
includes taxes & fees
12 Mar - 13 Mar
Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks
1 bedroom, free WiFi, bed sheets

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, (34 reviews)
"The location and layout cozy and warm. The odor of the water and bathroom like sulfer.Coffee seemed old pot did not work right.Could not get hot water for a shower either."
United States
dianna i.
The price is AU$381
includes taxes & fees
12 Mar - 13 Mar
The Studio at the Inn at High Falls
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.
View all properties

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Poughkeepsie Hotel Reviews

Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

10/10 Excellent
"Room was super big and spacious. The bed was so comfortable and the shower was perfect and clean "
Kelsey 2-night trip
Posted 4 hours ago
Residence Inn by Marriott Kingston

Find out more about Poughkeepsie

Poughkeepsie Holiday Homes information

Number of reviews
182
Accommodation
962 Holiday Homes
Lowest Price
AU$214
Highest Price
AU$1,087