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Canaan vacation rentals

We found 490 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 16 homes and other vacation rentals in Canaan that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, vacation homes have the best amenities for spending time at your vacation home, such as parking and air conditioning. You'll be able to choose a rental to meet everyone's needs, including places that are non-smoking or accessible.

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The trendy city of Canaan awaits you

Enjoy the museums and other features of Canaan. Well known for its restaurants, shopping and local tours, this trendy city won't disappoint. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Canaan

Are you hoping to find things to do in the area? Venture out of your vacation home and check out everything that makes Canaan a fun spot to vacation. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Bousquet Ski Area (8.5 mi / 13.8 km)
  • Jiminy Peak Mountain Resort (12.7 mi / 20.4 km)
  • Catamount Ski Area (17 mi / 27.4 km)
  • Ski Butternut (17.1 mi / 27.5 km)
  • Furnace Brook Winery at Hilltop Orchards (3.4 mi / 5.4 km)
  • Kennedy Park (9 mi / 14.4 km)

Exploring the natural features in Canaan

Whether you're an active traveler or just want to appreciate the scenery, Canaan is a great place to spend some time outside. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city center:

  • Pittsfield State Forest (8 mi / 12.8 km)
  • The Mount (9.9 mi / 15.9 km)
  • Naumkeag Museum (10.8 mi / 17.3 km)
  • October Mountain State Forest (15.4 mi / 24.8 km)
  • Mount Greylock State Reservation Visitor Center (15.4 mi / 24.9 km)
  • Housatonic River Walk (15.5 mi / 24.9 km)

Traveling to and around Canaan

Fly into Pittsfield, MA (PSF-Pittsfield Municipal), the closest airport, located 8 mi (12.9 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Hudson, NY (HCC-Columbia County), which is 15.8 mi (25.4 km) away.

Frequently asked questions

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

The most sought-after types of vacation rentals in Canaan are houses. Ready for more choices? Vrbo has a variety of options to match our guests' unique needs, so you'll see properties in all sizes and shapes. The perfect fit is waiting for you — discover yours today.

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

A range of things affect how much you'll pay for a vacation rental in Canaan, such as the season, type of property and length of stay. Still, all of our vacation homes have one thing in common — unbeatable value. Just add your travel dates to find your dream escape.

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

Prices for beach houses in Canaan will vary depending on the type and size of the property and when you're traveling. Simply enter your travel dates into Vrbo and the number of guests to view your vacation rental options and prices. From there you can use our filter tool to narrow down your search by nearby activities, amenities, ratings and more.

Are there pet-friendly vacation rentals in Canaan?

Pack a travel bag for your canine companion because Canaan has 13 properties that throw open their doors to pets. Let your four-legged friend have fun with the family at one of our pet-friendly vacation rentals on Vrbo. Simply enter your travel dates then check our "Pets allowed" filter box.

Can I rent a house with a pool in Canaan?

Add a whole other level of fun to your getaway by booking your family into one of the three houses with a private pool in Canaan. Use our search filter to find the kind of property you want on Vrbo, and then spend your days splish-splashing around in a swimming pool that's for your use only.

What are popular rental amenities in Canaan?

The most popular rental amenities people look for in Canaan are a lake view, tennis and nearby museums. Whether you're on a trip with family, buddies or even pets, Vrbo vacation rentals come with the best amenities for starting a new adventure with the people you cherish the most.

Are there large group vacation rentals in Canaan?

With two properties that can host 10 people or more in Canaan, there's no need to keep anyone off the invite list. From family vacations to events like Christmas and birthday parties, Vrbo will help you find a large group rental to suit the occasion.

Are there vacation rentals in Canaan that welcome kids?

Canaan has 13 family-friendly vacation homes to choose from. And discovering a stay that welcomes kids is easy with Vrbo's "Properties good for families" filter. On top of having the whole place to yourselves, you'll enjoy access to conveniences and perks such as dining rooms, kitchens and yards.

What are the top attractions for families in Canaan?

Keep your kids busy at these fabulous family-friendly attractions in Canaan:

  • Shaker Museum and Library
  • Mount Lebanon Shaker Village
  • The Mac-Haydn Theatre

Are there vacation rentals with WiFi in Canaan?

You can pick from six vacation rentals with WiFi in Canaan. If you'd like to disconnect from daily life on your break, but still want to be connected to the internet, these properties are just what you need. Narrow your search by applying the WiFi filter on Vrbo.

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

Canaan has eight vacation rentals where you can spend your days in air-conditioned comfort. To book a property on Vrbo that offers this perk, enter your desired travel dates and use the handy filters to select the "air conditioning" box.

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

You'll have to check with the Canaan vacation property you'd like on Vrbo as the age limit varies. However, typically it's 16, 18 or 21.

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