Pawling, New York holiday accommodation: short-term house rentals & properties

Scroll through and select from holiday rentals in Pawling to find one that's perfect for your trip. Whether you're travelling with your children or with friends, holiday rentals have the amenities that you expect for your stay, which might include Wi-Fi and a hot tub. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Pawling

Enjoy the view of the lake from the kitchen/ living room.

The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.

Sleeps 3 · 1 bedroom · 1 bathroom

Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!

Sleeps 4 · 1 bedroom · 1 bathroom

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Historical Pawling will entice you

Enjoy the history and other features of Pawling. This city has something for everyone. A holiday 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 find attractions to visit in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Pawling has to offer. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

Thunder Ridge Ski Resort (3.9 mi / 6.3 km)
Beekman Golf Course (9.2 mi / 14.8 km)
Centennial Golf Club (9.4 mi / 15.2 km)
Putnam County Golf Course (14.5 mi / 23.4 km)
SplashDown Beach (15.7 mi / 25.3 km)
Casperkill Golf Club (17.7 mi / 28.4 km)

Exploring the natural features in Pawling

Whether you're an active traveller or just want to spend some time taking in the scenery, Pawling is a great spot to appreciate mother nature. Here are some of the area’s most eye-catching features, all within 30 miles (48.2 km) of the city centre:

Candlewood Lake (9.2 mi / 14.7 km)
Bear Mountain Reservation (10.9 mi / 17.5 km)
Lake Mahopac (14.4 mi / 23.1 km)
Tarrywile Park and Mansion (14.8 mi / 23.9 km)
Rogers Park (14.9 mi / 23.9 km)
Steep Rock Preserve (14.9 mi / 24 km)

Travelling to and around Pawling

The nearest airport is in Danbury, CT (DXR-Danbury Municipal), located 14.4 mi (23.2 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Oxford, CT (OXC-Waterbury - Oxford), which is 24.7 mi (39.7 km) away.

If you'd rather travel by train, you can make your way to Appalachian Trail.

Frequently asked questions

How much does it cost to rent a holiday home in Pawling?

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

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

The average price for a holiday 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 Stayz 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 holiday home in Pawling?

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

How long can I rent a holiday home in Pawling for?

The amount of time you can stay in a Pawling holiday home 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 holiday more enjoyable and convenient, like kitchens and laundries. Some Stayz holiday homes may also offer discounted weekly or monthly prices, so you can stay longer for less money.