Destination guide

Charming New Canaan will entice you

Learn about the unique charm of New Canaan with a stay in a private vacation home. This romantic city allures visitors with its coral reefs and seafood restaurants. Many of our vacation rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.


Activities and attractions in New Canaan

Do you want to discover top things to see and do while you're in town? Venture out of your cozy vacation rental and check out everything that makes New Canaan a one-of-a-kind vacation spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Sterling Farms Golf Course (4 mi / 6.4 km)
  • Norwalk Maritime Aquarium (6 mi / 9.7 km)
  • Stanwich Club (7 mi / 11.2 km)
  • Chelsea Piers (7.4 mi / 12 km)
  • E. Gaynor Brennan Golf Course (7.7 mi / 12.3 km)
  • Connecticut Golf Club (11.4 mi / 18.3 km)
Natural features

Exploring the natural landscape of New Canaan

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in New Canaan. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Waveny Park (2.6 mi / 4.2 km)
  • Bartlett Arboretum (3.3 mi / 5.3 km)
  • McGuane Field (6.1 mi / 9.8 km)
  • Earthplace Museum (6.3 mi / 10.1 km)
  • Fort Stamford Park (6.6 mi / 10.6 km)
  • Weir Farm National Historic Site (7.1 mi / 11.4 km)
How to get there

Traveling to and around New Canaan

The nearest airport is in White Plains, NY (HPN-Westchester County), located 12.4 mi (19.9 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Danbury, CT (DXR-Danbury Municipal), which is 14.7 mi (23.7 km) away.

What is the best area to stay when traveling to New Canaan?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in New Canaan:

  • Old Greenwich: 123 vacation rentals
  • Rowayton: 17 vacation rentals
  • Downtown: 19 vacation rentals
  • Cove - East Side - Shippan: 23 vacation rentals
  • West Side - Waterside - South End: 33 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when traveling to New Canaan?

HomeAway offers a large selection of vacation rentals near lovely places in New Canaan. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • The Glass House: 248 vacation rentals
  • Silvermine Arts Center: 248 vacation rentals
  • Compo Beach: 283 vacation rentals
  • Huntington Station: 228 vacation rentals
  • Penfield Beach: 274 vacation rentals

But there are many other points of interest around New Canaan listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in New Canaan?

Yes, of course. HomeAway has 241 Houses in New Canaan. Our other popular types of vacation rentals in New Canaan include:

  • Condos/Apartments: 35 rentals available
  • Cabins: 17 rentals available
  • Cottages: 17 rentals available

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

Can I find a vacation rental with pool in New Canaan?

Yes, you can select your preferred vacation rental with pool among our 78 vacation rentals with pool available in New Canaan. Please use our search bar to access the selection of vacation rentals available.