Destination guide

Why people love visiting trendy Canaan

Enjoy the museums and other features of Canaan. Well known for its restaurants, shopping and local tours, this trendy city won't disappoint. With a vacation rental, you get a home away from home—many rentals offer full kitchens and outdoor grills for some home cooking.

Activities

Sightseeing in and around Canaan

Are you hoping to discover attractions to visit while you're in town? Venture out of your vacation home and experience everything that makes Canaan a fun place to get away. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Furnace Brook Winery at Hilltop Orchards (2.3 mi / 3.7 km)
  • Pleasant Valley Wilderness Sanctuary (6.7 mi / 10.8 km)
  • Bousquet Ski Area (7.6 mi / 12.3 km)
  • Kennedy Park (7.8 mi / 12.6 km)
  • Wood's Pond (10.1 mi / 16.3 km)
  • Greenock Country Club (11.4 mi / 18.3 km)
Natural features

Exploring the natural landscape of Canaan

Whether you're an active traveler or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Canaan. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Pittsfield State Forest (7.2 mi / 11.6 km)
  • Kennedy Park (7.8 mi / 12.6 km)
  • Berkshire Botanical Garden (8.8 mi / 14.2 km)
  • Canoe Meadows Wildlife Sanctuary (9.6 mi / 15.5 km)
  • Wood's Pond (10.1 mi / 16.3 km)
  • Beartown State Forest (14.2 mi / 22.8 km)
How to get there

Transportation to and around Canaan

Fly into Pittsfield, MA (PSF-Pittsfield Municipal), the closest airport, located 6.9 mi (11.1 km) from the city center. If you can't find a flight that works for your travel itinerary, you might consider flying into Hudson, NY (HCC-Columbia County), which is 16.7 mi (26.9 km) away.

Where to stay around Canaan?

Our 2019 property listings offer a large selection of 145 vacation rentals near Canaan. From 96 Houses to 8 Condos/Apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Canaan for a holiday or a weekend are on HomeAway.

What is the best area to stay when traveling to Canaan?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Canaan:

  • Copake Lake: 30 vacation rentals
  • Lakeville: 25 vacation rentals
  • Winsted: 29 vacation rentals
  • Housatonic: 431 vacation rentals
  • Falls Village: 156 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when traveling to Canaan?

HomeAway offers a large selection of vacation rentals near lovely places in Canaan. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Ski Butternut: 599 vacation rentals
  • Lake Waramaug State Park: 295 vacation rentals
  • Mohawk Mountain Ski Area: 273 vacation rentals
  • Holley-Williams House Museum: 476 vacation rentals
  • Litchfield Town Green: 216 vacation rentals

But there are many other points of interest around Canaan listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Canaan?

Yes, of course. HomeAway has 96 Houses in Canaan. Our other popular types of vacation rentals in Canaan include:

  • Condos/Apartments: 8 rentals available
  • Cabins: 20 rentals available
  • Cottages: 20 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Bungalows and more.

Can I find a vacation rental with pool in Canaan?

Yes, you can select your preferred vacation rental with pool among our 27 vacation rentals with pool available in Canaan. Please use our search bar to access the selection of vacation rentals available.