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.

How many vacation rentals are available around New Canaan, CT?

Our 2020 property listings offer a large selection of 384 vacation rentals around New Canaan. From 274 house rentals to 35 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent a water-view property in New Canaan?

The lulling sounds, the immeasurable sense of peace, the gorgeous views... is there anything more enjoyable than being around water? Vrbo has 47 waterfront vacation rentals in this destination. Of course, that might not be for everyone. Fortunately, Vrbo has oodles more options, including:

  • 43 shore-front vacation rentals.
  • 41 beach vacation rentals.
  • 33 seaside vacation rentals.

Can I rent a house in New Canaan?

Say goodbye to standard, cookie-cutter hotel-chain rooms. Our house vacation rentals have an unique, personal touch — and all the space you could ask for! There are 240 options currently available on Vrbo. Prices start from $30 a night. If that doesn't match your posse's taste, we have a range of other property types to pick from, such as:

  • Hotel: 75 vacation homes. Prices start from $49 per night.
  • Apartment: 30 vacation homes. Prices start from $60 per night.
  • Cottage: 20 vacation homes. Prices start from $100 per night.

Can I stay in New Canaan in a large group?

There's nothing like meeting up with old work colleagues or spending a week or so with your beloved relatives in an exciting new area. And the best thing is Vrbo has options big enough for everyone. House vacation homes are the leading choice for larger sized groups, with 44 featured here. Around this area, the rental properties that are suitable for large groups include:

  • Are you looking for vacation homes that can sleep 6 of you? We have 59 that will be suitable. Prices begin from just $100 per night.
  • If you have 8 in your family, you'll be happy to learn that there are 58 vacation homes perfect. The starting price is $184 per night.
  • Looking for vacation rentals catering to 10 people? You'll be thrilled to hear we have 39 that'll be ideal. You can grab one from just $175 a night.

Your whole squad will be in good hands when you organize your New Canaan adventure through us!

Where are the cheapest rentals in New Canaan?

Vrbo is here to help you reunite with the people you hold dear. With a fantastic range of thrifty rentals, it won't be difficult to find an incredible hideout that caters to your whole group. When it comes to finding a fantastic deal, your first port of call ought to be Cove - East Side - Shippan. Here, Vrbo has 5 rentals at an average price of $169 a night. You'll find another 8 Vrbo rentals waiting to be booked in or around East Norwalk. The average price here is $195 a night.