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Pawling Stays by Sonder

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.

Curated Stays in Pawling

Where to Stay in Pawling

Pawling Popular Stays

Choose your perfect stays

Hotel
8.8
Fabulous
( 103 Reviews )
  • Parking
    Parking
  • Skiing
    Skiing
More amenities
US $261 /Night
House
star-icons-3
9.0
Exceptional
( 206 Reviews )
1 Bedroom 1 Bathroom
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
US $188 /Night
House
star-icons-3
2 Bedrooms 1 Bathroom 4 Guests
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $813 /Night
Other
1 Bedroom 1 Bathroom 5 Guests
  • Parking
    Parking
  • Pet Friendly
    Pet Friendly
More amenities
US $175 /Night

Good for the Weekend

Easy in-and-out for quick Pawling gateway.

Hotel
8.8
Fabulous
( 103 Reviews )
  • Parking
    Parking
  • Skiing
    Skiing
More amenities
US $261 /Night
House
star-icons-3
9.0
Exceptional
( 206 Reviews )
1 Bedroom 1 Bathroom
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
US $188 /Night
House
star-icons-3
2 Bedrooms 1 Bathroom 4 Guests
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $813 /Night
Other
1 Bedroom 1 Bathroom 5 Guests
  • Parking
    Parking
  • Pet Friendly
    Pet Friendly
More amenities
US $175 /Night

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

House
star-icons-3
9.0
Exceptional
( 206 Reviews )
1 Bedroom 1 Bathroom
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
US $188 /Night
Hotel
8.8
Fabulous
( 103 Reviews )
  • Parking
    Parking
  • Skiing
    Skiing
More amenities
US $261 /Night
House
star-icons-3
2 Bedrooms 1 Bathroom 4 Guests
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $813 /Night
Other
1 Bedroom 1 Bathroom 5 Guests
  • Parking
    Parking
  • Pet Friendly
    Pet Friendly
More amenities
US $175 /Night
Good to know

Pawling travel questions, answered.

Quick answers to the questions travelers ask most.

How many vacation rentals are available in Pawling?
01 / 01
How many vacation rentals are available in Pawling?

Currently, the total number of properties listed in 2026 is over 4 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.

More places worth discovering.

Explore Pawling Neighborhoods