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Canaan holiday homes

We found 491 holiday 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 holiday rentals in Canaan that are perfect for your trip. Whether you're going on holiday with family or friends, holiday homes have the best amenities for spending time at your holiday home, which might include Wi-Fi and a pool. You're sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

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

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 holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday 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 looking for top things to see and do while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Canaan has to offer. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • 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 traveller or just want to take in the scenery, Canaan is a great spot to appreciate mother nature. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • 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)

Travelling to and around Canaan

Fly into Pittsfield, MA (PSF-Pittsfield Municipal), the closest airport, located 8 mi (12.9 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly 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 holiday home accommodation in Canaan?

The most sought-after types of holiday homes in Canaan are houses. Ready for more choices? Bookabach 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 holiday home in Canaan?

A range of things affect how much you'll pay for a holiday home in Canaan, such as the season, type of property and length of stay. Still, all of our holiday 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 travelling. Simply enter your travel dates into Bookabach and the number of guests to view your holiday home 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 holiday homes 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 holiday homes on Bookabach. 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 Bookabach, and then spend your days splish-splashing around in a swimming pool that's for your use only.

What are popular home amenities in Canaan?

The most popular home 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, Bookabach holiday homes come with the best amenities for starting a new adventure with the people you cherish the most.

Are there large group holiday homes 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 holidays to events like Christmas and birthday parties, Bookabach will help you find a large group home to suit the occasion.

Are there holiday homes in Canaan that welcome kids?

Canaan has 13 family-friendly holiday homes to choose from. And discovering a stay that welcomes kids is easy with Bookabach'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 holiday homes with WiFi in Canaan?

You can pick from six holiday homes 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 Bookabach.

How can I find holiday homes with air conditioning in Canaan?

Canaan has eight holiday homes where you can spend your days in air-conditioned comfort. To book a property on Bookabach 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 holiday home in Canaan?

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

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