Where to stay around Pawling?

Our 2019 accommodation listings offer a large selection of 104 holiday lettings near Pawling. From 65 Houses to 14 Bungalows, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends. The best place to stay near Pawling for a long holiday or a weekend break is on HomeAway.

Can I rent Houses in Pawling?

Yes, of course. HomeAway offers 65 Houses in Pawling. Our other popular types of Pawling holiday rentals include:

  • Bungalows: 14 self catering accommodations
  • Cabins: 14 self catering accommodations
  • Cottages: 14 self catering accommodations

But you can also enjoy a great stay in one of our other holiday rentals including Studios and more.

Can I find a holiday accommodation with pool in Pawling?

Yes, you can select your preferred holiday accommodation with pool among our 25 holiday homes with pool available in Pawling. Please use our search bar to access the selection of holiday rentals available.

    Travel to historic Pawling

    Enjoy the history and other features of Pawling. This city has something for everyone. Many of our vacation rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

    Sightseeing in and around Pawling

    Are you looking for attractions to see while you're in town? Venture out of your vacation home and experience everything that makes Pawling a one-of-a-kind vacation spot. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

    • Thunder Ridge Ski Resort (4.8 mi / 7.7 km)
    • Beekman Golf Course (9.8 mi / 15.8 km)
    • Richter Park Golf Course (11.8 mi / 19 km)
    • Steep Rock Preserve (13.9 mi / 22.3 km)
    • Hopkins Vineyard (14.9 mi / 24 km)
    • Putnam County Golf Course (15.9 mi / 25.6 km)

    Exploring the natural landscape of Pawling

    Whether you're looking for adventure or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Pawling. Here are some of the area’s noteworthy features, all within 30 miles (48.2 km) of the city center:

    • Emmanuel Williamson Park (7.1 mi / 11.4 km)
    • James Baird State Park (13 mi / 20.9 km)
    • Lake Waramaug State Park (13.7 mi / 22.1 km)
    • Macedonia Brook State Park (13.9 mi / 22.3 km)
    • Still River Greenway (14.3 mi / 23 km)
    • Clarence Fahnestock State Park (14.5 mi / 23.4 km)