Stay well, then step out and discover Pawling.
Best Stays by Sonder Pawling
Find places to stay in Pawling. Choose from apartment-style stays and boutique hotels for weekend breaks, business trips, and longer city stays.
Travelers
Where to Stay in Pawling
Pawling Popular Stays
Choose your perfect stays
-
Parking -
Ocean View -
Balcony/Terrace -
View
-
Parking
-
Pool -
Balcony/Terrace
-
Internet
-
Parking
-
Pool
-
Kitchen -
Air Conditioner
-
Parking
-
Pet Friendly -
Child Friendly
-
Parking
-
Pool
-
Spa -
Ocean View
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Hot Tub -
Parking
-
Ocean View
-
Balcony/Terrace
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
-
Oceanfront -
Parking
-
Skiing -
Ocean View
-
Private Pool -
Parking
-
Pool
-
Balcony/Terrace
Good for the Weekend
Easy in-and-out for quick Pawling gateway.
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
Internet
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
-
Parking
-
Pet Friendly
-
Child Friendly
-
Parking
-
Pool
-
Spa
-
Ocean View
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Hot Tub
-
Parking
-
Ocean View
-
Balcony/Terrace
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
-
Oceanfront
-
Parking
-
Skiing
-
Ocean View
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
Work-friendly stays
Desks, fast Wi-Fi, and a kitchen for work trips that run long, with dinner a short walk away.
Sonder hasn't arrived in Pawling yet. You may like these stays from trusted partners
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Hot Tub
-
Parking
-
Ocean View
-
Balcony/Terrace
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
-
Oceanfront
-
Parking
-
Skiing
-
Ocean View
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
-
Hot Tub
-
Parking
-
Ocean View
-
Balcony/Terrace
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Parking
-
Pool
-
Spa
-
Ocean View
-
Pool
-
Air Conditioner
-
Internet
-
Child Friendly
Pawling travel questions, answered.
Quick answers to the questions travelers ask most.
If you are looking for a family-friendly vacation home in Pawling, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Pawling:
Currently, the total number of properties listed in 2026 is over 51 in the Pawling area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Pawling.
Go with curiosity. Come back with stories.
The best trips rarely go exactly as planned. Sonder keeps you closer to the neighborhoods, kitchens, and small moments that make a city worth remembering.