North Canaan holiday rentals

We found holiday rentals — enter your dates for availability

Discover a selection of 8 homes and other holiday rentals in North Canaan that are perfect for your trip. Holiday rentals provide the best amenities for your family, friends or furry companion, such as Wi-Fi and a washer and dryer. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Find spaces that suit your style

  • 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

Book a holiday rental for your North Canaan getaway

Learn about the unique charm of North Canaan with a stay in a holiday home rental. This city has something for everyone. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in North Canaan

Are you searching for things to do in the area? Venture out of your holiday home and check out everything that makes North Canaan a fun spot to go on holiday. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Harney and Sons Tea Tasting Room (6 mi / 9.6 km)
  • Ski Butternut (11 mi / 17.6 km)
  • Catamount Ski Area (12.6 mi / 20.3 km)
  • Mohawk Mountain Ski Area (13.1 mi / 21.1 km)
  • Otis Ridge (16.5 mi / 26.5 km)
  • Sunset Meadow Vineyards (17 mi / 27.3 km)

Exploring the natural features in North Canaan

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

  • Great Falls (4.9 mi / 7.8 km)
  • Mount Frissell (5.9 mi / 9.4 km)
  • Lake Buel (10.3 mi / 16.6 km)
  • Harlem Valley Rail Trail (10.8 mi / 17.4 km)
  • Housatonic River Walk (12.1 mi / 19.5 km)
  • Housatonic River (12.1 mi / 19.5 km)

Travelling to and around North Canaan

Fly into Hudson, NY (HCC-Columbia County), the closest airport, located 27.3 mi (43.9 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Pittsfield, MA (PSF-Pittsfield Municipal), which is 27.8 mi (44.7 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in North Canaan?
Houses are the most popular kind of holiday home in North Canaan, according to our data. Even if you have something else in mind, Stayz has holiday homes in loads of sizes and shapes. Take a look at our options to find your ideal fit.
How much does it cost to rent a holiday home in North Canaan?
Different things can determine how much you pay for a holiday home in North Canaan, including the length of stay, season and type of property. But, all of our holiday homes have one thing in common — incredible value. Simply add your travel dates to find your dream escape.
How much does it cost to rent a beach house in North Canaan?
The average price for a holiday home near the beach in North Canaan will depend on when you’ll be there and the size and type of property you’re searching for. You can easily find prices on Stayz by entering your travel dates. Then use the filters to pick the number of bedrooms and amenities that you require, like WiFi, air conditioning and a hot tub.
Are there pet-friendly holiday homes in North Canaan?
Happily, yes. You’ll have a choice of four stays that roll out the welcome mat in North Canaan on Stayz. Our cuddly best friends also deserve a getaway, so simply use our search function for pet-friendly holiday homes to find a property where your puppy can join the fun.
What are popular home amenities in North Canaan?
When it comes to home amenities that guests are searching for in North Canaan, a garden, a swimming pool and a firepit rank highest. With Stayz holiday homes, you’ll find options to fit your taste and style, whether you’re taking a trip with family members, friends or even pets.
Are there large group holiday homes in North Canaan?
With four North Canaan holiday homes that can accommodate five or more people, you can invite a few extra family members or buddies along. Whether you’re planning a casual get-together or a special celebration, we’ll help you book a comfy space to match the occasion.
Are there holiday homes in North Canaan that welcome kids?
Bring the entire group together for a fun-packed adventure in North Canaan at one of our four family-friendly holiday homes. These stays come with conveniences that are just perfect for getaways with the kids, like laundry facilities, extra bedrooms and patios. Just check the “Properties good for families” filter box and pick your favourite option.
What are the top attractions for families in North Canaan?
Keeping the kiddos entertained during your stay in North Canaan is child’s play with these cool family-friendly attractions:

  • Mount Frissell
  • Haystack Mountain State Park
  • Mount Riga State Park

Are there holiday homes with WiFi in North Canaan?
Take your pick of four holiday homes with WiFi in North Canaan. If you want to disconnect from the world on your holiday, but still need to be connected to the internet, these getaways have what you need. Narrow your search by applying the WiFi filter on Stayz.
How can I find holiday homes with air conditioning in North Canaan?
Select your travel dates and then use the filter tool to view holiday homes with air conditioning in North Canaan on Stayz. With four air-conditioned properties available here, you can enjoy a cool and comfy stay.
How old do you have to be to rent a holiday home in North Canaan?
The age limit can differ between properties on Stayz, so be sure to look at the rules of the holiday home in North Canaan you’re interested in. But normally, it’s 16, 18 or 21.
How long can I rent a holiday home in North Canaan for?
The length of time you can rent a holiday home in North Canaan is up to the property. Just enter your preferred dates to view a list of options offering extended stays. With plenty of creature comforts like air conditioning and full kitchens, as well as some offering discounted weekly or monthly prices, you’re sure to find somewhere just right to call your home away from home in North Canaan.

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