Search Vacation Homes in Poughkeepsie

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 1047 Vacation Homes in Poughkeepsie with updated reviews, rates, and availability.

Esopus Creek modern Tiny house Retreat!
Outdoor dining

Esopus Creek modern Tiny house Retreat!

9.6 out of 10, Exceptional, (30)
"Had a fantastic stay for a quick overnight trip to ski."
The price is AED 569
AED 897 total
includes taxes & fees
12 May - 13 May
Esopus Creek modern Tiny house Retreat!
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Outdoor dining

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

9.8 out of 10, Exceptional, (7)
"Communication was easy, location and parking was great! Very clean and cozy!"
The price is AED 951
AED 1,213 total
includes taxes & fees
11 May - 12 May
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN
Terrace/patio

HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN

10.0 out of 10, Exceptional, (95)
"The 3 bedrooms house is located on a small stream. We saw multiple deer around the property. The town is a short drive away with lots of shops. We spent the weekend relaxing in the hot tub and playing games. I would definitely recommend this place"
HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN
Hiking & Climbing Paradise- walking distance to Mohonk,Gunks,Minnewaska
Property grounds

Hiking & Climbing Paradise- walking distance to Mohonk,Gunks,Minnewaska

9.8 out of 10, Exceptional, (95)
"House, amenities, location and ease of communication made this a wonderful stay!! Property was clean and the hot tub is wonderful. Beds are comfortable!! We recommend and will stay here again. "
Hiking & Climbing Paradise- walking distance to Mohonk,Gunks,Minnewaska
Spacious New Luxurious holiday house in lovely Hudson Valley
Terrace/patio

Spacious New Luxurious holiday house in lovely Hudson Valley

9.8 out of 10, Exceptional, (9)
"We had a wonderful time in this beautiful home with lots of room and amenities!"
The price is AED 2,002
AED 3,387 total
includes taxes & fees
12 May - 13 May
Spacious New Luxurious holiday house in lovely Hudson Valley
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Fridge, microwave, stovetop, dishwasher

Updated Getaway w/ Pool & Hot Tub on < 3 Acres!

10.0 out of 10, Exceptional, (34)
"Cozy property with great amenities and a perfect location for decompressing after visiting family. we will stay here again!"
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Hamptons on the Hudson in South Saugerties
Terrace/patio

Hamptons on the Hudson in South Saugerties

9.8 out of 10, Exceptional, (19)
"Beautiful home and great location . "
Hamptons on the Hudson in South Saugerties
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Smart TV, fireplace

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

9.0 out of 10, Wonderful, (33)
"Perfect spot for a get together with friends... kitchen, dining room and living room all connected so you're always together and not missing out on the fun. Comfy couches and plenty of space for large board games."
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake
Outdoor spa tub

Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake

10.0 out of 10, Exceptional, (105)
"My friends and I were in town for a wedding."
Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake
Catskills mountain gateway house.
Terrace/patio

Catskills mountain gateway house.

9.8 out of 10, Exceptional, (19)
"Had a great time with friends for a peaceful weekend away from NYC. We loved the house and it was just what we needed!"
Catskills mountain gateway house.
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat
Fridge, microwave, oven, stovetop

Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat

10.0 out of 10, Exceptional, (118)
"super easy - we'll be back"
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
Fridge, microwave, oven, stovetop

Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

10.0 out of 10, Exceptional, (48)
"The perfect spot for a Beacon/Newburgh getaway! Great access to the towns, Storm King State Park, and Storm King Art Center! Lovely house, great game room (played so much ping pong and darts), and the hot tub was perfect."
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
Hidden Charm in Hudson Valley In Dutchess County
Smart TV, fireplace, foosball, table tennis

Hidden Charm in Hudson Valley In Dutchess County

2.0 star property
10.0 out of 10, Exceptional, (14)
"Kristen's home is a wonderful place! Clean and well kept. Was a nice and quiet spot to call home for a few nights. Wouldn't hesitate to book again. "
Hidden Charm in Hudson Valley In Dutchess County
Red Barn Retreat - Shawangunk Mountains Getaway
Outdoor dining

Red Barn Retreat - Shawangunk Mountains Getaway

10.0 out of 10, Exceptional, (40)
"My son and I stayed here for 2 nights and it was perfect for nearby hiking, dining and shopping/walking around New Paltz. The hosts were very accommodating and had great recommendations for everything local. My only complaint is not being able to stay longer, we plan to return!"
Red Barn Retreat - Shawangunk Mountains Getaway
Bright Cornwall-On-Hudson Vacation Rental!
Fridge, microwave, stovetop, dishwasher

Bright Cornwall-On-Hudson Vacation Rental!

9.8 out of 10, Exceptional, (14)
"Property was perfect for our needs."
Bright Cornwall-On-Hudson Vacation Rental!
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
Outdoor dining

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

10.0 out of 10, Exceptional, (288)
"Beautiful, quiet property that was a great getaway from the city. A pair of bald eagles were circling the lake which was a really amazing surprise! "
The price is AED 1,429
AED 1,870 total
includes taxes & fees
12 May - 13 May
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Terrace/patio

Our home is perfect for relaxing and having lots of fun, with near by activity’s

10.0 out of 10, Exceptional, (2)
"Really liked that each room had it's own temperature control"
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
Outdoor dining

Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger

9.8 out of 10, Exceptional, (28)
"We stayed for 3 weeks it was lovely!"
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine
Private kitchen

Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine

10.0 out of 10, Exceptional, (11)
"Immaculate house beautiful furnishings Very comfortable Everything you need for a relaxing stay Fully equipped"
The price is AED 731
AED 1,613 total
includes taxes & fees
13 May - 14 May
Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine
Quaint Cottage w/ Peloton & Sauna near Hiking
Property grounds

Quaint Cottage w/ Peloton & Sauna near Hiking

9.6 out of 10, Exceptional, (18)
"Nice area, cute cottage."
Quaint Cottage w/ Peloton & Sauna near Hiking
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.
Don't see what you're looking for?
See all available properties in Poughkeepsie
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Poughkeepsie

Spacious New Luxurious holiday house in lovely Hudson Valley
Terrace/patio

Spacious New Luxurious holiday house in lovely Hudson Valley

9.8 out of 10, Exceptional, (9)
"We had a wonderful time in this beautiful home with lots of room and amenities!"
The price is AED 2,002
AED 3,387 total
includes taxes & fees
12 May - 13 May
Spacious New Luxurious holiday house in lovely Hudson Valley
Esopus Creek modern Tiny house Retreat!
Outdoor dining

Esopus Creek modern Tiny house Retreat!

9.6 out of 10, Exceptional, (30)
"Had a fantastic stay for a quick overnight trip to ski."
The price is AED 569
AED 897 total
includes taxes & fees
12 May - 13 May
Esopus Creek modern Tiny house Retreat!
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Outdoor dining

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

9.8 out of 10, Exceptional, (7)
"Communication was easy, location and parking was great! Very clean and cozy!"
The price is AED 951
AED 1,213 total
includes taxes & fees
11 May - 12 May
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
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.