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New Canaan vacation rentals

We found 926 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 7 homes and other vacation rentals in New Canaan that are perfect for your trip. Whether you’re staying in a vacation home with your kids or with friends, you'll have the best amenities for spending time at your home away from home, which might include WiFi and a pool. Whatever you're looking for, you're sure to find a rental to meet everyone's needs, including accessible or non-smoking choices.

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Delight in the oceanfront landscape of New Canaan

Experience the unique character of New Canaan with a stay in a vacation home rental. This romantic city allures visitors with its coral reefs and seafood restaurants. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around New Canaan

Are you looking for attractions to see in the area? Venture out of your cozy vacation rental and experience everything that New Canaan 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 center:

  • Norwalk Maritime Aquarium (5.2 mi / 8.4 km)
  • Chelsea Piers (6.6 mi / 10.6 km)
  • Rye Playland (15.6 mi / 25.1 km)
  • Beardsley Zoo (16.9 mi / 27.2 km)
  • Bayville Adventure Park (17.1 mi / 27.6 km)
  • Hand & Stone Massage and Facial Spa (6.1 mi / 9.8 km)

Exploring the natural landscape of New Canaan

Whether you're an adventurous traveler or just want to spend some time taking in the scenery, New Canaan is a great place to get outside. These are some of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Calf Pasture Beach (6.8 mi / 10.9 km)
  • Cove Island Park (6.9 mi / 11.1 km)
  • West Beach (7.6 mi / 12.3 km)
  • Compo Beach (7.9 mi / 12.8 km)
  • Greenwich Point Park (10.9 mi / 17.5 km)
  • Fairfield Beach (12.6 mi / 20.3 km)

Transportation options to and around New Canaan

Fly into Westchester County Airport (HPN), the closest airport, located 12.1 mi (19.5 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to Danbury, CT (DXR-Danbury Municipal), which is 15.6 mi (25.1 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in New Canaan?

Houses are the most popular type of vacation rental in New Canaan, according to our data. Even if you have a different idea in mind, Vrbo has properties in a variety of shapes and sizes. Compare our options to find your perfect fit.

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

A range of factors influence the price of a vacation rental in New Canaan, like the time of year, length of stay and property type. Still, all Vrbo homes have one thing in common — excellent value. Just enter your travel dates to find your ideal match.

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

When you travel and the style and size of the property will influence how much you'll pay for your beachside vacation rental. Click on your New Canaan travel dates to view your options on Vrbo. Can't live without a hot tub? Use the filters to pick the features and amenities you want in your beach house.

Are there pet-friendly vacation rentals in New Canaan?

With eight vacation rentals that welcome four-legged guests, your furry companion can join you on your New Canaan getaway. Use our filter tool to search our pet-friendly vacation rentals and find the pawfect pad on Vrbo.

Can I rent a house with a pool in New Canaan?

Tick the "pool" box in our filter tool and you'll find five houses with private pools in New Canaan on Vrbo. Ball games, gentle soak or noodle joust? Leisure time is up to you when your Vrbo vacation home boasts its own swimming pool.

What are popular rental amenities in New Canaan?

A firepit, a swimming pool and nearby museums are rated the most popular rental amenities in New Canaan. Whether you plan to travel by yourself, with your spouse or as a family group, Vrbo will help you find a vacation home that suits your style with all the features you're looking for.

Are there large group vacation rentals in New Canaan?

Take your pick of two vacation properties in New Canaan that can sleep 10 or more people. Whether you're organizing a get-together with extended family or a celebration like a birthday, there's plenty of space to get your loved ones together under the same roof.

Are there vacation rentals in New Canaan that welcome kids?

With eight family-friendly vacation rentals to select from in New Canaan, there's never been a better time to introduce your children to the joys of travel. Simply click on our "Properties good for families" filter box to browse stays loaded with amenities perfect for vacationing families, such as multiple bedrooms, swimming pools, hot tubs and entertainment areas.

What are the top attractions for families in New Canaan?

There's a ton of amazing things to see and do with the family in New Canaan, including:

  • Compo Beach
  • Norwalk Maritime Aquarium
  • The Maritime Aquarium

Are there vacation rentals with WiFi in New Canaan?

New Canaan has two vacation rentals with WiFi, so you'll be able to stay connected while traveling. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming movies with the family to posting pics on social media, these Vrbo homes make it a cinch to go online.

How can I find vacation rentals with air conditioning in New Canaan?

There are eight vacation homes with air conditioning in New Canaan providing that cooling breeze and extra bit of comfort. Enter your chosen travel dates and then use our filters to look for properties with air conditioning.

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

The minimum required age is usually 16, 18 or 21. It can vary from one property to another on Vrbo, so check the rules of your preferred New Canaan vacation home before booking your stay.

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