Photo by Marina Timo
Search Vacation Homes in Pawling
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Compare 269 Vacation Homes in Pawling with updated reviews, rates, and availability.

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
10.0 out of 10, Exceptional, (2)
The price is SAR 971
SAR 1,103 total
includes taxes & fees
18 Mar - 19 Mar

Spacious New Luxurious holiday house in lovely Hudson Valley
Spacious New Luxurious holiday house in lovely Hudson Valley
9.8 out of 10, Exceptional, (8)

Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake
Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake
10.0 out of 10, Exceptional, (106)

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
9.2 out of 10, Wonderful, (33)

Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
9.4 out of 10, Exceptional, (9)

Hidden Charm in Hudson Valley In Dutchess County
Hidden Charm in Hudson Valley In Dutchess County
10.0 out of 10, Exceptional, (14)

Modern home w/creek view, steps to town & mountain
Modern home w/creek view, steps to town & mountain

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
9.4 out of 10, Exceptional, (18)
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
Other property types in Pawling

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
10.0 out of 10, Exceptional, (2)
The price is SAR 971
SAR 1,103 total
includes taxes & fees
18 Mar - 19 Mar

The Philip Johnson Wolfhouse
The Philip Johnson Wolfhouse
10.0 out of 10, Exceptional, (3)

Spacious New Luxurious holiday house in lovely Hudson Valley
Spacious New Luxurious holiday house in lovely Hudson Valley
9.8 out of 10, Exceptional, (8)
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.
Recent reviews of Pawling hotels
Recent reviews of Pawling hotels

Hyatt Place Poughkeepsie / Hudson Valley
5/5 Excellent
"Will "
A verified traveler stayed at Hyatt Place Poughkeepsie / Hudson Valley
Posted 14 hours ago