Search Chalets in Poughkeepsie

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
6 Jum. II - 8 Jum. II
In two weeks
13 Jum. II - 15 Jum. II
In one month
27 Jum. II - 29 Jum. II
In two months
25 Raj. - 27 Raj.

Compare 5 Chalets in Poughkeepsie with updated reviews, rates, and availability.

Cozy Silo with Sunset Mountain Views near Woodstock
Exterior

Cozy Silo with Sunset Mountain Views near Woodstock

10.0 out of 10, Exceptional, (11)
"We wanted to get out of the city for a few days and this was the perfect spot. It was so cozy, clean, and we got lucky to get snow! Olga was super communicative and a great host. "
Cozy Silo with Sunset Mountain Views near Woodstock
Modern Zen Chalet at the Foot of Gunks w Mt. View
Terrace/patio

Modern Zen Chalet at the Foot of Gunks w Mt. View

2.0 star property
The price is SAR 596
SAR 1,004 total
includes taxes & fees
29 May - 30 May
Modern Zen Chalet at the Foot of Gunks w Mt. View
Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley
Exterior

Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley

10.0 out of 10, Exceptional, (6)
"We booked this home as additional housing for a corporate retreat. It was very close to the meeting location, as well as Main Street in the nearby town. Home was very clean and beautifully decorated. We traveled there during single digit temps and it was warm and cozy inside. Host is very responsive to questions and inquiries as well. Highly recommend if you are traveling to this area. "
The price is SAR 2,157
SAR 3,961 total
includes taxes & fees
2 Jun - 3 Jun
Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley
ABomb! Adorable 2-bdrm Chalet with Lots of Room!
Exterior

ABomb! Adorable 2-bdrm Chalet with Lots of Room!

9.6 out of 10, Exceptional, (4)
"Was the perfect spot to come back too after a long day in the sun. The campfire was welcoming and the house its self was just beautiful. Wish we didnt have to leave! Was the perfect girls trip spot and wohld recommend this to anyone ♥️♥️"
ABomb! Adorable 2-bdrm Chalet with Lots of Room!
Lux Haven Oasis retreat just 1 Hr from NYC Fully Furnished Rental in Carmel, NY!
Interior

Lux Haven Oasis retreat just 1 Hr from NYC Fully Furnished Rental in Carmel, NY!

10.0 out of 10, Exceptional, (1)
"This home was spotless, ultra organized & perfectly equipped. Beds were so comfortable. Fireplace beautiful, furnishings amazing. Place even smells fantastic. A lot of thought went into everything in this house. The only negative was the vegetable peeler was too complicated for me. 😂 Our family had to leave our own home due to a leak and staying here was like a vacation; I wish we could have stayed longer."
Lux Haven Oasis retreat just 1 Hr from NYC Fully Furnished Rental in Carmel, NY!
Enchanting Lake front chalet with backyard and fire pit. Dog friendly.
Fridge, microwave, oven, stovetop

Enchanting Lake front chalet with backyard and fire pit. Dog friendly.

Enchanting Lake front chalet with backyard and fire pit. Dog friendly.
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.
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

1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4
Apartment, 1 Bedroom, Balcony, Garden View | Exterior

1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4

2.0 star property
9.6 out of 10, Exceptional, (7)
"Gary is a great host and provides a wonderful experience. He is the best and it was a very nice stay. Best host I have had before."
The price is SAR 784
SAR 918 total
includes taxes & fees
29 May - 30 May
1 Br Private Victorian Apt in Convenient City Location on Half Acre Sleeps 4
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 SAR 581
SAR 916 total
includes taxes & fees
2 Jun - 3 Jun
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, (14)
"Communication was easy, location and parking was great! Very clean and cozy!"
The price is SAR 971
SAR 1,256 total
includes taxes & fees
3 Jun - 4 Jun
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.