Airbnb, Vacation Rentals in Canaan, CT

Compare 888 available vacation home properties, starts from $16

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Airbnb, Vacation rentals and hotel deals in Canaan, CT

Close to Catamount Mountain Resort, and State Parks.
Close to Catamount Mountain Resort, and State Parks.
Close to Catamount Mountain Resort, and State Parks.
Close to Catamount Mountain Resort, and State Parks.
10 (7 reviews)
Close to Catamount Mountain Resort, and State Parks.
Holiday home · 2 Guests · 1 Bedroom
$205 /night*
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Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires an IHG Hotel
Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires an IHG Hotel
Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires an IHG Hotel
Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires an IHG Hotel
8.8 (386 reviews)
Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$116 /night
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Historic house on Farmington River is an angler’s dream!
Historic house on Farmington River is an angler’s dream!
Historic house on Farmington River is an angler’s dream!
Historic house on Farmington River is an angler’s dream!
9.8 (30 reviews)
Historic house on Farmington River is an angler’s dream!
Holiday home · 2 Guests · 1 Bedroom
$135 /night*
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Modern Copake Falls Getaway
Modern Copake Falls Getaway
Modern Copake Falls Getaway
Modern Copake Falls Getaway
9.6 (22 reviews)
Modern Copake Falls Getaway
Apartment · 2 Guests · 1 Bedroom
$80 /night*
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COZY LOG HOME*The Berkshires* Hiking* Skiing**Gt. Barrington *fireplace <br>
COZY LOG HOME*The Berkshires* Hiking* Skiing**Gt. Barrington *fireplace <br>
COZY LOG HOME*The Berkshires* Hiking* Skiing**Gt. Barrington *fireplace <br>
COZY LOG HOME*The Berkshires* Hiking* Skiing**Gt. Barrington *fireplace <br>
9.4 (67 reviews)
COZY LOG HOME*The Berkshires* Hiking* Skiing**Gt. Barrington *fireplace <br>
Holiday home · 2 Guests · 1 Bedroom
$277 /night*
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Beautiful Cottage and Waterfront Access
Beautiful Cottage and Waterfront Access
Beautiful Cottage and Waterfront Access
Beautiful Cottage and Waterfront Access
9.6 (79 reviews)
Beautiful Cottage and Waterfront Access
Cottage · 2 Guests · 1 Bedroom
$233 /night*
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Litchfield Modern Farmhouse
Litchfield Modern Farmhouse
Litchfield Modern Farmhouse
Litchfield Modern Farmhouse
Litchfield Modern Farmhouse
Agritourism · 2 Guests · 1 Bedroom
$254 /night*
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Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great Barrington
Econo Lodge Lee - Great Barrington
6.2 (474 reviews)
Econo Lodge Lee - Great Barrington
Motel · 2 Guests · 1 Bedroom
$63 /night
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Converted Berkshire schoolhouse on a quiet river
Converted Berkshire schoolhouse on a quiet river
Converted Berkshire schoolhouse on a quiet river
Converted Berkshire schoolhouse on a quiet river
9.8 (20 reviews)
Converted Berkshire schoolhouse on a quiet river
Holiday home · 2 Guests · 1 Bedroom
$200 /night*
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Salisbury Cottage Retreat
Salisbury Cottage Retreat
Salisbury Cottage Retreat
Salisbury Cottage Retreat
10 (8 reviews)
Salisbury Cottage Retreat
Cottage · 2 Guests · 1 Bedroom
$250 /night*
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Charming Sharon Dwelling w/ Deck & Fire Pit!
Charming Sharon Dwelling w/ Deck & Fire Pit!
Charming Sharon Dwelling w/ Deck & Fire Pit!
Charming Sharon Dwelling w/ Deck & Fire Pit!
9.6 (4 reviews)
Charming Sharon Dwelling w/ Deck & Fire Pit!
Holiday home · 2 Guests · 1 Bedroom
$217 /night*
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Cozy home surrounded by nature - perfect for families and friends.
Cozy home surrounded by nature - perfect for families and friends.
Cozy home surrounded by nature - perfect for families and friends.
Cozy home surrounded by nature - perfect for families and friends.
10 (1 review)
Cozy home surrounded by nature - perfect for families and friends.
Holiday home · 2 Guests · 1 Bedroom
$225 /night*
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Sweet Dreams Retreat
Sweet Dreams Retreat
Sweet Dreams Retreat
Sweet Dreams Retreat
9.6 (45 reviews)
Sweet Dreams Retreat
Guest house · 2 Guests · 1 Bedroom
$214 /night*
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Blackberry River Inn
Blackberry River Inn
Blackberry River Inn
Blackberry River Inn
9.6 (12 reviews)
Blackberry River Inn
B & B · 2 Guests · 1 Bedroom
$161 /night
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2 bedroom Riverhouse in the Heart of the Berkshires
2 bedroom Riverhouse in the Heart of the Berkshires
2 bedroom Riverhouse in the Heart of the Berkshires
2 bedroom Riverhouse in the Heart of the Berkshires
9.8 (51 reviews)
2 bedroom Riverhouse in the Heart of the Berkshires
Apartment · 2 Guests · 1 Bedroom
$175 /night*
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Interlaken Inn
Interlaken Inn
Interlaken Inn
Interlaken Inn
8.0 (81 reviews)
Interlaken Inn
Hotel · 2 Guests · 1 Bedroom
$219 /night
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JUNE AVAILS - Immaculate lakefront at Highland Lake. Modernized Antique
JUNE AVAILS - Immaculate lakefront at Highland Lake. Modernized Antique
JUNE AVAILS - Immaculate lakefront at Highland Lake. Modernized Antique
JUNE AVAILS - Immaculate lakefront at Highland Lake. Modernized Antique
10 (47 reviews)
JUNE AVAILS - Immaculate lakefront at Highland Lake. Modernized Antique
Holiday home · 2 Guests · 1 Bedroom
$225 /night*
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Cozy Organic Carriage House in Woods
Cozy Organic Carriage House in Woods
Cozy Organic Carriage House in Woods
Cozy Organic Carriage House in Woods
10 (60 reviews)
Cozy Organic Carriage House in Woods
Holiday home · 2 Guests · 1 Bedroom
$265 /night*
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Days Inn by Wyndham Torrington
Days Inn by Wyndham Torrington
Days Inn by Wyndham Torrington
Days Inn by Wyndham Torrington
7.7 (207 reviews)
Days Inn by Wyndham Torrington
Hotel · 2 Guests · 1 Bedroom
$89 /night
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Race Brook Lodge
Race Brook Lodge
Race Brook Lodge
Race Brook Lodge
Race Brook Lodge
Hotel · 2 Guests · 1 Bedroom
$127 /night
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Vacation Destinations Near Canaan, CT

Airbnb, Vacation House with Air Conditioning in Canaan, CT

Inn at Pine Plains
Inn at Pine Plains
Inn at Pine Plains
Inn at Pine Plains
Air Conditioning
9.8 (249 reviews)
Inn at Pine Plains
B & B · 2 Guests · 1 Bedroom
$238 /night
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Granville House
Granville House
Granville House
Granville House
Air Conditioning
10 (27 reviews)
Granville House
B & B · 2 Guests · 1 Bedroom
$258 /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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$300 to 350
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$500 +
$500 +
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

Beautiful Cottage and Waterfront Access
Beautiful Cottage and Waterfront Access
Beautiful Cottage and Waterfront Access
Beautiful Cottage and Waterfront Access
Fireplace
9.6 (79 reviews)
Beautiful Cottage and Waterfront Access
Cottage · 2 Guests · 1 Bedroom
$233 /night*
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Log style home 4 miles to Catamount with fitness room
Log style home 4 miles to Catamount with fitness room
Log style home 4 miles to Catamount with fitness room
Log style home 4 miles to Catamount with fitness room
Fireplace
10 (11 reviews)
Log style home 4 miles to Catamount with fitness room
Holiday home · 2 Guests · 1 Bedroom
$309 /night*
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Cozy home surrounded by nature - perfect for families and friends.
Cozy home surrounded by nature - perfect for families and friends.
Cozy home surrounded by nature - perfect for families and friends.
Cozy home surrounded by nature - perfect for families and friends.
Fireplace
10 (1 review)
Cozy home surrounded by nature - perfect for families and friends.
Holiday home · 2 Guests · 1 Bedroom
$225 /night*
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Airbnb, Pet Friendly Vacation Cottage, and Other Rental Options in Canaan, CT

The perfect getaway cabin
The perfect getaway cabin
The perfect getaway cabin
The perfect getaway cabin
Pets Welcome
The perfect getaway cabin
Chalet · 2 Guests · 1 Bedroom
$375 /night
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Airbnb, Vacation Cottage with Full Kitchen, and Other Rental Options in Canaan, CT

100% WASHINGTON! PoshPadsCT "SHEARER"2HrsNYC, 3BR, Heated Pool, Ski, BBQ, 2FPs
100% WASHINGTON! PoshPadsCT "SHEARER"2HrsNYC, 3BR, Heated Pool, Ski, BBQ, 2FPs
100% WASHINGTON! PoshPadsCT "SHEARER"2HrsNYC, 3BR, Heated Pool, Ski, BBQ, 2FPs
100% WASHINGTON! PoshPadsCT "SHEARER"2HrsNYC, 3BR, Heated Pool, Ski, BBQ, 2FPs
Full Kitchen
9.8 (8 reviews)
100% WASHINGTON! PoshPadsCT "SHEARER"2HrsNYC, 3BR, Heated Pool, Ski, BBQ, 2FPs
Cottage · 2 Guests · 1 Bedroom
$1,058 /night*
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4 Bedroom House in the Berkshires. Minutes from Tanglewood.
4 Bedroom House in the Berkshires. Minutes from Tanglewood.
4 Bedroom House in the Berkshires. Minutes from Tanglewood.
4 Bedroom House in the Berkshires. Minutes from Tanglewood.
Full Kitchen
9.8 (22 reviews)
4 Bedroom House in the Berkshires. Minutes from Tanglewood.
Chalet · 2 Guests · 1 Bedroom
$850 /night*
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Private Island - Directly on Largest Fresh Water Reservoir in Mass.
Private Island - Directly on Largest Fresh Water Reservoir in Mass.
Private Island - Directly on Largest Fresh Water Reservoir in Mass.
Private Island - Directly on Largest Fresh Water Reservoir in Mass.
Full Kitchen
10 (3 reviews)
Private Island - Directly on Largest Fresh Water Reservoir in Mass.
Cottage · 2 Guests · 1 Bedroom
$589 /night*
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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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