Airbnb, Vacation Rentals in Canaan, CT

Compare 888 available vacation home properties, starts from $16

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ACCOMMODATION TYPES

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Airbnb, Vacation rentals and hotel deals in Canaan, CT

Spectacular Fall Foliage in Sheffield with Monthly Special Pricing Available
5.0 (5 reviews)
Spectacular Fall Foliage in Sheffield with Monthly Special Pricing Available
Holiday home · 6 Guests · 3 Bedrooms
$599 /night*
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Charming Cottage, New Marlborough Village Green in the Berkshires
5.0 (28 reviews)
Charming Cottage, New Marlborough Village Green in the Berkshires
Cottage · 4 Guests · 2 Bedrooms
$233 /night*
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Cozy Waterfront Cottage on Highland Lake, Winsted CT - 1st Bay
5.0 (4 reviews)
Cozy Waterfront Cottage on Highland Lake, Winsted CT - 1st Bay
Cottage · 4 Guests · 2 Bedrooms
$300 /night*
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Spacious family home with open floor plan and fireplace...close to ski area!
5.0 (36 reviews)
Spacious family home with open floor plan and fireplace...close to ski area!
Holiday home · 10 Guests · 5 Bedrooms
$313 /night*
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NEW! Beautiful 3br vacation home at Woodridge Lake, Goshen, Litchfield County
5.0 (2 reviews)
NEW! Beautiful 3br vacation home at Woodridge Lake, Goshen, Litchfield County
Holiday home · 6 Guests · 3 Bedrooms
$500 /night*
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Serene Berkshire Artist's House
4.9 (16 reviews)
Serene Berkshire Artist's House
Holiday home · 6 Guests · 3 Bedrooms
$275 /night*
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Pet & Kid Friendly, Solar, 13 Acres, Saltwater Pool, River Views
4.7 (87 reviews)
Pet & Kid Friendly, Solar, 13 Acres, Saltwater Pool, River Views
Holiday home · 6 Guests · 3 Bedrooms
$350 /night*
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Charming Lakefront Cottage; Boat, Swim, Fish, Hike, Bike, Golf, majestic Views
4.8 (82 reviews)
Charming Lakefront Cottage; Boat, Swim, Fish, Hike, Bike, Golf, majestic Views
Cottage · 6 Guests · 3 Bedrooms
$233 /night*
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The Country Retreat House
The Country Retreat House
Holiday home · 8 Guests · 4 Bedrooms
$697 /night*
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Summer and Fall in Sheffield with Monthly Special Pricing Available
Summer and Fall in Sheffield with Monthly Special Pricing Available
Holiday home · 6 Guests · 3 Bedrooms
$599 /night
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Bluebird Valley Farmhouse
5.0 (78 reviews)
Bluebird Valley Farmhouse
Holiday home · 8 Guests · 4 Bedrooms
$500 /night*
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The Old Inn On The Green
4.5 (110 reviews)
The Old Inn On The Green
Inn · 1 Bedroom
$425 /night
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Woodridge Lake 4 bedroom 3 bath AC WiFi Pool-Beach-Tennis Gym
5.0 (5 reviews)
Woodridge Lake 4 bedroom 3 bath AC WiFi Pool-Beach-Tennis Gym
Holiday home · 8 Guests · 4 Bedrooms
$500 /night*
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Beautiful Cottage on the Number One Lake in CT
4.9 (13 reviews)
Beautiful Cottage on the Number One Lake in CT
Holiday home · 6 Guests · 3 Bedrooms
$219 /night*
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Spacious Home nestled along the Blackberry River in Northwest CT
4.9 (33 reviews)
Spacious Home nestled along the Blackberry River in Northwest CT
Holiday home · 6 Guests · 3 Bedrooms
$283 /night*
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Newly renovated charming home , Brand new chefs kitchen very comfortable home .
5.0 (5 reviews)
Newly renovated charming home , Brand new chefs kitchen very comfortable home .
Holiday home · 6 Guests · 3 Bedrooms
$367 /night*
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Litchfield County Farmhouse Retreat in Vineyard Area
Litchfield County Farmhouse Retreat in Vineyard Area
Holiday home · 2 Guests · 1 Bedroom
$750 /night*
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Beautiful Highland lake in Connecticut
Beautiful Highland lake in Connecticut
Holiday home · 4 Guests · 2 Bedrooms
$450 /night*
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An acclaimed photographers country estate, arts community, near private schools!
4.6 (11 reviews)
An acclaimed photographers country estate, arts community, near private schools!
Holiday home · 10 Guests · 5 Bedrooms
$700 /night*
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Cozy Log Cabin Retreat with Pool on 4 Acres
Cozy Log Cabin Retreat with Pool on 4 Acres
Holiday home · 6 Guests · 3 Bedrooms
$250 /night*
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Vacation Destinations Near Canaan, CT

Airbnb, Vacation House with Air Conditioning in Canaan, CT

Cozy Waterfront Cottage on Highland Lake, Winsted CT - 1st Bay
Air Conditioning
5.0 (4 reviews)
Cozy Waterfront Cottage on Highland Lake, Winsted CT - 1st Bay
Cottage · 4 Guests · 2 Bedrooms
$300 /night*
View deal
Charming Lakefront Cottage; Boat, Swim, Fish, Hike, Bike, Golf, majestic Views
Air Conditioning
4.8 (82 reviews)
Charming Lakefront Cottage; Boat, Swim, Fish, Hike, Bike, Golf, majestic Views
Cottage · 6 Guests · 3 Bedrooms
$233 /night*
View deal
Bluebird Valley Farmhouse
Air Conditioning
5.0 (78 reviews)
Bluebird Valley Farmhouse
Holiday home · 8 Guests · 4 Bedrooms
$500 /night*
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What Are The Best Rental Amenities in Canaan, CT?
Top Rental Amenities in Canaan, CT
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There are in total of 16 rental amenities in Canaan, shown above with the property numbers. In Canaan, 406 rentals offer Internet or Wifi, 397 rentals offer Parking Available, 391 rentals offer No Smoking. So, if you need Internet or Wifi during your vacation, use the Internet or Wifi filter to compare these properties. Two amenities that are not typical are Kitchen, Hot Tub.
How Does The Vacation Home Rental Price Look Like in Canaan, CT?
Vacation House & Cottage Rental Price Information in Canaan, CT
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The graph shows the percentages of vacation homes in each price bucket. Canaan has the largest percentage (16.23%) of homes in $500+ price range.
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What Are The Popular Property Types in Canaan, CT?
Best Accommodation Types in Canaan, CT
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In Canaan, 63.51% of listings are House, which is the most popular accommodation out of 17 total accommodation types. Avg price per night for House is around $345. And the most searched amenities for House accommodation is Kitchen.The least popular accommodation in Canaan is Villa rentals
How Many Accommodations Are Not Pets Friendly in Canaan, CT?
Pets Allowed vs Not Allowed in Canaan, CT
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40.54% of vacation homes in Canaan are pet friendly. Make sure you select the pet friendly home filter when you are going to bring your pet(s) for the upcoming vacation.
Where Should We Visit in Canaan, CT Area?
Tourist Attractions In Canaan, CT
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The most common & popular places (a.k.a points of interests) here in Canaan are:

Trail Recommendations in Canaan, CT Area?
Best Trails In Canaan, CT
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The most visited trails here in Canaan are: Lion's Head Trail, Dean Ravine and Barrack Mountain Trail, Appalachian Trail to West Cornwall Road, Mount Prospect Raccoon Hill Trail, Appalachian Trail, Dark Hollow Loop, Bear Mountain Trail, Haystack Mountain, Campbell Falls, Bartholomew's Cobble Trail.
Any RV Campgrounds in Canaan, CT?
Top Rated Campgrounds In Canaan, CT
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The best RV campgrounds here in Canaan are: Saugerties / Woodstock KOA, Woodland Hills Campground, Prospect Lake Park Campground, Cozy Hills Campground, Waubeeka Family Campground, Branch Brook Campground, Gentile's Campground, Tolland State Forest Campground, Northampton / Springfield KOA, Indian Hollow Campground.

Airbnb, Vacation House with Fireplace in Canaan, CT

Serene Berkshire Artist's House
Fireplace
4.9 (16 reviews)
Serene Berkshire Artist's House
Holiday home · 6 Guests · 3 Bedrooms
$275 /night*
View deal
Cozy Log Cabin Retreat with Pool on 4 Acres
Fireplace
Cozy Log Cabin Retreat with Pool on 4 Acres
Holiday home · 6 Guests · 3 Bedrooms
$250 /night*
View deal
An acclaimed photographers country estate, arts community, near private schools!
Fireplace
4.6 (11 reviews)
An acclaimed photographers country estate, arts community, near private schools!
Holiday home · 10 Guests · 5 Bedrooms
$700 /night*
View deal
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Airbnb, Pet Friendly Vacation Cottage, and Other Rental Options in Canaan, CT

Charming Lakefront Cottage; Boat, Swim, Fish, Hike, Bike, Golf, majestic Views
Pets Welcome
4.8 (82 reviews)
Charming Lakefront Cottage; Boat, Swim, Fish, Hike, Bike, Golf, majestic Views
Cottage · 6 Guests · 3 Bedrooms
$233 /night*
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Airbnb, Vacation Cottage with Full Kitchen, and Other Rental Options in Canaan, CT

Charming Lakefront Cottage; Boat, Swim, Fish, Hike, Bike, Golf, majestic Views
Full Kitchen
4.8 (82 reviews)
Charming Lakefront Cottage; Boat, Swim, Fish, Hike, Bike, Golf, majestic Views
Cottage · 6 Guests · 3 Bedrooms
$233 /night*
View deal
Charming Cottage, New Marlborough Village Green in the Berkshires
Full Kitchen
5.0 (28 reviews)
Charming Cottage, New Marlborough Village Green in the Berkshires
Cottage · 4 Guests · 2 Bedrooms
$233 /night*
View deal
Cozy Waterfront Cottage on Highland Lake, Winsted CT - 1st Bay
Full Kitchen
5.0 (4 reviews)
Cozy Waterfront Cottage on Highland Lake, Winsted CT - 1st Bay
Cottage · 4 Guests · 2 Bedrooms
$300 /night*
View deal
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* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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