Canaan vacation rentals

We found 157 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Scroll through and select from vacation rentals in Canaan to find one that's perfect for your trip. Whether you're staying in a vacation rental with friends, family, or even just your pets, you'll have the best amenities for spending time at your home away from home, including WiFi and parking. You'll be able to choose a rental that has what everyone needs, including options that are accessible or non-smoking.

Earn rewards to use when you book your next getaway on Vrbo, Expedia, and Hotels.com

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value
  • A place for everyone
    We stand for diversity, inclusion and families everywhere.
    Learn more

The friendly city of Canaan awaits you

The countryside and surrounding scenery provide a peaceful ambiance to your vacation home in Canaan. Travelers appreciate the restaurants in this welcoming city. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Canaan

Are you hoping to discover top things to see and do while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Canaan a fun spot to vacation. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Ski Butternut (10.8 mi / 17.4 km)
  • Catamount Ski Area (13 mi / 21 km)
  • Mohawk Mountain Ski Area (13.2 mi / 21.3 km)
  • Harney and Sons Tea Tasting Room (6.7 mi / 10.8 km)
  • Les Trois Emme Winery (8.9 mi / 14.3 km)
  • Otis Ridge (15.8 mi / 25.4 km)

Exploring the natural landscape of Canaan

Whether you're looking for adventure or just want to spend some time taking in 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:

  • Mount Frissell (6.6 mi / 10.7 km)
  • Taconic State Park (10.3 mi / 16.6 km)
  • Bash Bish Falls State Park (11 mi / 17.7 km)
  • Harlem Valley Rail Trail (11.6 mi / 18.6 km)
  • Housatonic River Walk (12.1 mi / 19.5 km)
  • Mohawk Mountain State Forest (13.5 mi / 21.8 km)

How to get to and around Canaan

The nearest airport is in Pittsfield, MA (PSF-Pittsfield Municipal), located 27.6 mi (44.4 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 27.8 mi (44.7 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 cottages. Looking for something different? Vrbo has plenty of options to match the needs of our guests, so you'll see vacation properties in lots of shapes and sizes. The ideal home away from home is waiting for you — lock in yours today.

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

The average price for a vacation home in Canaan can vary based on factors like property type, length of stay and time of year. Whether you'd like a sprawling villa with a pool or a cozy cottage for just you and your sweetheart, just enter your dates of travel to discover stays with great value.

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

When you travel and the style and size of the property will influence how much you'll pay for your beachside stay. Put in your Canaan travel dates to view your available options on Vrbo. Did someone just say "hot tub"? Use the filters to select the features and amenities you want.

Are there pet-friendly vacation rentals in Canaan?

With four properties that allow pets, your furry little friend can join in on your Canaan vacation. Use the filter tool to search our pet-friendly vacation rentals and find a vacation home that'll set tails wagging on Vrbo.

What are popular rental amenities in Canaan?

Some of the most popular rental amenities guests are looking for in Canaan include a fireplace, mountain views and a water view. Whether you're vacationing with friends, family or even pets, Vrbo vacation properties feature the best amenities for making new memories with the people you cherish the most.

Are there large group vacation rentals in Canaan?

You'll find two vacation properties in Canaan that can sleep five or more guests. From family trips to events like a friend's birthday, these stays have ample space to chill out with your favorite people.

Are there vacation rentals in Canaan that welcome kids?

With four family-friendly vacation rentals to select from in Canaan, now is a fantastic time to introduce your kids to the joys of travel. Just check our "Properties good for families" filter box to browse stays loaded with amenities ideal for vacationing families, like multiple bedrooms, yards, bunk beds and entertainment areas.

What are the top attractions for families in Canaan?

Keeping the kiddos entertained during your stay in Canaan is simple with these exciting family-friendly attractions:

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

Are there vacation rentals with WiFi in Canaan?

You can choose from four vacation rentals with WiFi in Canaan. If you'd like to disconnect from daily life during your trip, but still need to be connected to the web, these getaways 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?

You'll find four Vrbo vacation rentals with air conditioning in Canaan giving you that cooling breeze and extra bit of comfort. Enter your travel dates and then use our filters to help you find stays with air conditioning.

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're considering on Vrbo as the minimum age varies. However, it's normally 16, 18 or 21.

How long can I rent a vacation rental in Canaan for?

The amount of time you can rent a Canaan vacation rental for is down to each property. Just tap in your preferred travel dates to view available options that offer long-term stays. They feature all you need to make your extended vacation more enjoyable and comfortable, such as laundries and air conditioning. Some properties may also offer discounted weekly or monthly prices, so you can stay longer for less money.

More Vacation Rentals ideas

People also search for