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Pawling vacation rentals

We found 266 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Scroll through and select from vacation rentals in Pawling to find one that's perfect for your trip. Whether you're traveling with your kids or with friends, vacation rentals have the best amenities for hanging out with the people that matter most, which might include WiFi and a washer and dryer, What you'll find is a rental for everyone's needs, including places that are non-smoking or accessible.

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Historic Pawling will entice you

Enjoy the history and other features of Pawling. This city has something for everyone. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Pawling

Are you hoping to discover things to do in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that Pawling has to offer. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Thunder Ridge Ski Resort (3.9 mi / 6.3 km)
  • Putnam County Golf Course (14.5 mi / 23.4 km)
  • SplashDown Beach (15.7 mi / 25.3 km)
  • Millbrook Vineyards and Winery (19.7 mi / 31.8 km)
  • Beekman Golf Course (9.2 mi / 14.8 km)
  • Centennial Golf Club (9.4 mi / 15.2 km)

Exploring the natural features in Pawling

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Pawling is a great spot to appreciate mother nature. Here are some of the area’s most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Squantz Pond State Park (7.4 mi / 11.9 km)
  • Candlewood Lake (9.2 mi / 14.7 km)
  • Clarence Fahnestock State Park (13.3 mi / 21.3 km)
  • Lake Mahopac (14.4 mi / 23.1 km)
  • Tarrywile Park and Mansion (14.8 mi / 23.9 km)
  • Steep Rock Preserve (14.9 mi / 24 km)

Traveling to and around Pawling

The nearest airport is in Danbury, CT (DXR-Danbury Municipal), located 14.4 mi (23.2 km) from the city center. If you can't find a flight that works for your travel itinerary, you might consider flying into Oxford, CT (OXC-Waterbury - Oxford), which is 24.7 mi (39.7 km) away.

If you'd rather travel by train, the main station serving the city is Appalachian Trail.

Frequently asked questions

How much does it cost to rent a vacation rental in Pawling?

Length of stay, property type and season are some factors that can determine the price of a vacation home. Simply enter your dates of travel to find your perfect escape. From cozy cabins to sprawling villas, all Vrbo vacation rentals offer incredible value.

How much does it cost to rent a beach house in Pawling?

The average price for a vacation home close to the beach in Pawling will depend on when you'll be there and the size and style of property you're searching for. Find prices quickly and easily on Vrbo by entering your preferred travel dates. Then use the handy filter tool to pick the number of bedrooms and amenities important to you, like WiFi, air conditioning and a hot tub.

What are the top attractions for families in Pawling?

There are tons of amazing things to do and see with the family in Pawling, such as:

  • Whaley Lake
  • Lake Dutchess
  • Stormville Airport Antique Show & Flea Market

How old do you have to be to rent a vacation rental in Pawling?

The age limit can differ between properties on Vrbo, so double-check the rules of the vacation home in Pawling you want. But usually, it's 16, 18 or 21.

How long can I rent a vacation rental in Pawling for?

The amount of time you can stay in a Pawling vacation rental for varies depending on the property. Just tap in your travel dates to find available options that offer extended stays. They include all you require to make your extended vacation more enjoyable and convenient, like kitchens and laundries. Some Vrbo vacation rentals may also offer discounted weekly or monthly prices, so you can stay longer for less money.

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