Search Vacation 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
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

Our top choices for Poughkeepsie vacation 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, (7 reviews)
"Check-in was easy. Hosts very responsive to any questions and helpful to local recommendations. "
United States
Chanah B.
The price is AED 426
AED 897 total
includes taxes & fees
2 Feb - 3 Feb
Cozy private suite in the heart of beautiful Gardiner.
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 AED 507
AED 1,962 total
includes taxes & fees
3 Feb - 4 Feb
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.
The price is AED 271
AED 1,087 total
includes taxes & fees
4 Feb - 5 Feb
Cozy Escape -Strong Wi-Fi -Prime Location
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, (25 reviews)
"Beautiful comfortable, clean "
United States
Michal G.
The price is AED 769
AED 1,417 total
includes taxes & fees
2 Feb - 3 Feb
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 AED 590
AED 1,564 total
includes taxes & fees
4 Mar - 5 Mar
King Bed | Private Parking | Strong WiFi
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, (58 reviews)
"Quiet, clean and comfortable! Great stay!"
United States
Joseph G.
The price is AED 909
AED 1,174 total
includes taxes & fees
2 Feb - 3 Feb
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
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 AED 661
AED 2,588 total
includes taxes & fees
2 Feb - 3 Feb
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
Property grounds

Red Cottage - Lakeside Property!

Red Cottage - Lakeside Property!
Fishkill
The price is AED 1,919
AED 2,727 total
includes taxes & fees
2 Feb - 3 Feb
Red Cottage - Lakeside Property!
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 AED 1,818
AED 2,607 total
includes taxes & fees
2 Feb - 3 Feb
Chestnut on Willow Lake
Exterior

Hickory on Willow Lake

Hickory on Willow Lake
Fishkill
9.6 out of 10, Exceptional, (5 reviews)
"Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus"
United States
Rachel C.
The price is AED 1,919
AED 2,739 total
includes taxes & fees
2 Feb - 3 Feb
Hickory on Willow Lake
Apartment | 1 bedroom

Hidden Lakefront Gem on a Gated Countryside Escape

Hidden Lakefront Gem on a Gated Countryside Escape
2.0 star property
Monroe
The price is AED 321
AED 832 total
includes taxes & fees
2 Feb - 3 Feb
Hidden Lakefront Gem on a Gated Countryside Escape
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, (6 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is AED 294
AED 1,217 total
includes taxes & fees
2 Feb - 3 Feb
House on the Babbling Brook- Quiet 2BR + King Bed!
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, (32 reviews)
"I love the place, very comfortable and cozy, Thank you so very much, Enjoyed a lot , Julia"
United States
Julia K.
The price is AED 169
AED 564 total
includes taxes & fees
2 Feb - 3 Feb
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Fridge, microwave, oven, stovetop

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, (4 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 AED 235
AED 876 total
includes taxes & fees
8 Feb - 9 Feb
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
3 bedrooms, desk, iron/ironing board, free WiFi

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

Sleek Escape: Modern 3 BR- 4 Min from West Point !
Highland Falls
10.0 out of 10, Exceptional, (3 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 AED 404
AED 1,536 total
includes taxes & fees
2 Feb - 3 Feb
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Interior

Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (31 reviews)
"Great multi-week stay! Would certainly stay again. "
United States
Jim R.
The price is AED 312
AED 983 total
includes taxes & fees
23 Feb - 24 Feb
Campfire Cottage: Fireplace, fire pit & no chores!
Property grounds

3BR West Point Retreat-3min to Back Gate+ King Bed

3BR West Point Retreat-3min to Back Gate+ King Bed
Highland Falls
8.0 out of 10, Very Good, (6 reviews)
"Wonderful stay! The property is within walking distance of the little downtown area & had driveway parking. It was clean & plenty spacious. Property owners had great communication! This is a property with 2 units, but we were not bothered by any extra noise. "
United States
Waylon J.
The price is AED 404
AED 1,596 total
includes taxes & fees
2 Feb - 3 Feb
3BR West Point Retreat-3min to Back Gate+ King Bed
2 bedrooms, desk, free WiFi, bed sheets

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! "
United States
Kelley Marie
The price is AED 367
AED 1,156 total
includes taxes & fees
8 Feb - 9 Feb
Retro Retreat: renovated 2BR, desk, no chore list!
Fridge, microwave, oven, stovetop

Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake

Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
New Fairfield
10.0 out of 10, Exceptional, (18 reviews)
"Great location and condition. Roome enough for everyone."
United States
Christopher H.
The price is AED 682
AED 1,798 total
includes taxes & fees
2 Feb - 3 Feb
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
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 AED 740
AED 1,337 total
includes taxes & fees
3 Mar - 4 Mar
Lovely 3BR Home with parking-Walk to WP Gate!
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
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

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

10/10 Excellent
"Everything was great but need to look at why i was charged 140.00 when It was supposed to be 110.00 Thank you."
LESLIE 1-night trip
Posted 5 days ago
Courtyard by Marriott Poughkeepsie