Airbnb, Vacation Rentals in Canaan, NY

Compare 1,348 available, short term lakefront holiday vacation home properties, starts from $25

Navigate forward to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.

Navigate backward to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.

Find the best vacation rental

ACCOMMODATION TYPES

Save Up To 77%

Airbnb, Vacation rentals and hotel deals in Canaan, NY

Holiday Inn Express Great Barrington, an IHG Hotel
Holiday Inn Express Great Barrington, an IHG Hotel
Holiday Inn Express Great Barrington, an IHG Hotel
Holiday Inn Express Great Barrington, an IHG Hotel
8.5 (259 reviews)
Holiday Inn Express Great Barrington, an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$206 /night
View deal
Pilgrim Inn
Pilgrim Inn
Pilgrim Inn
Pilgrim Inn
6.2 (59 reviews)
Pilgrim Inn
Inn · 2 Guests · 1 Bedroom
$76 /night
View deal
The Central Downtown Inn Suites
The Central Downtown Inn Suites
The Central Downtown Inn Suites
The Central Downtown Inn Suites
8.6 (220 reviews)
The Central Downtown Inn Suites
Hotel · 2 Guests · 1 Bedroom
$129 /night
View deal
Stockbridge Home: Walk to Town Beach!
Stockbridge Home: Walk to Town Beach!
Stockbridge Home: Walk to Town Beach!
Stockbridge Home: Walk to Town Beach!
10 (2 reviews)
Stockbridge Home: Walk to Town Beach!
Holiday home · 2 Guests · 1 Bedroom
$179 /night*
View deal
Chambery Inn
Chambery Inn
Chambery Inn
Chambery Inn
9.4 (104 reviews)
Chambery Inn
B & B · 2 Guests · 1 Bedroom
$216 /night
View deal
Cozy Hudson Valley Cabin, Fully Stocked w/ Wifi
Cozy Hudson Valley Cabin, Fully Stocked w/ Wifi
Cozy Hudson Valley Cabin, Fully Stocked w/ Wifi
Cozy Hudson Valley Cabin, Fully Stocked w/ Wifi
10 (2 reviews)
Cozy Hudson Valley Cabin, Fully Stocked w/ Wifi
Holiday home · 2 Guests · 1 Bedroom
$202 /night*
View deal
The Red Lion Inn
The Red Lion Inn
The Red Lion Inn
The Red Lion Inn
8.5 (290 reviews)
The Red Lion Inn
Hotel · 2 Guests · 1 Bedroom
$155 /night
View deal
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
View deal
The Dewey
The Dewey
The Dewey
The Dewey
9.1 (63 reviews)
The Dewey
B & B · 2 Guests · 1 Bedroom
$145 /night
View deal
Hudson River Valley/Berkshires Rural Retreat
Hudson River Valley/Berkshires Rural Retreat
Hudson River Valley/Berkshires Rural Retreat
Hudson River Valley/Berkshires Rural Retreat
9.8 (32 reviews)
Hudson River Valley/Berkshires Rural Retreat
Holiday home · 2 Guests · 1 Bedroom
$200 /night*
View deal
Berkshire Inn
Berkshire Inn
Berkshire Inn
Berkshire Inn
7.8 (217 reviews)
Berkshire Inn
Motel · 2 Guests · 1 Bedroom
$75 /night
View deal
Cozy Modern Berkshires Condo (mins from Kripalu, Tanglewood, Great Barr & Lenox)
Cozy Modern Berkshires Condo (mins from Kripalu, Tanglewood, Great Barr & Lenox)
Cozy Modern Berkshires Condo (mins from Kripalu, Tanglewood, Great Barr & Lenox)
Cozy Modern Berkshires Condo (mins from Kripalu, Tanglewood, Great Barr & Lenox)
9.2 (31 reviews)
Cozy Modern Berkshires Condo (mins from Kripalu, Tanglewood, Great Barr & Lenox)
Condo · 2 Guests · 1 Bedroom
$242 /night*
View deal
Berkshire Mountain Lodge
Berkshire Mountain Lodge
Berkshire Mountain Lodge
Berkshire Mountain Lodge
8.6 (130 reviews)
Berkshire Mountain Lodge
Lodge · 2 Guests · 1 Bedroom
$178 /night
View deal
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
9.0 (471 reviews)
The Yankee, Trademark Collection by Wyndham
Hotel · 2 Guests · 1 Bedroom
$101 /night
View deal
Vacation Village in the Berkshires
Vacation Village in the Berkshires
Vacation Village in the Berkshires
Vacation Village in the Berkshires
8.7 (585 reviews)
Vacation Village in the Berkshires
Holiday park · 2 Guests · 1 Bedroom
$165 /night
View deal
The Whitlock
The Whitlock
The Whitlock
The Whitlock
8.9 (76 reviews)
The Whitlock
Hotel · 2 Guests · 1 Bedroom
$133 /night
View deal
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
Hotel · 2 Guests · 1 Bedroom
$121 /night
View deal
Camp Kinderhook Lake House
Camp Kinderhook Lake House
Camp Kinderhook Lake House
Camp Kinderhook Lake House
9.8 (83 reviews)
Camp Kinderhook Lake House
Holiday home · 2 Guests · 1 Bedroom
$250 /night*
View deal
Cozy apartment overlooking our small farm. Family Friendly.
Cozy apartment overlooking our small farm. Family Friendly.
Cozy apartment overlooking our small farm. Family Friendly.
Cozy apartment overlooking our small farm. Family Friendly.
10 (2 reviews)
Cozy apartment overlooking our small farm. Family Friendly.
Apartment · 2 Guests · 1 Bedroom
$167 /night*
View deal
The Briarcliff Motel
The Briarcliff Motel
The Briarcliff Motel
The Briarcliff Motel
8.5 (152 reviews)
The Briarcliff Motel
Motel · 2 Guests · 1 Bedroom
$118 /night
View deal
Search all

Vacation Destinations Near Canaan, NY

Airbnb, Holiday Lakefront House with Air Conditioning in Canaan, NY

Brook Farm Inn
Brook Farm Inn
Brook Farm Inn
Brook Farm Inn
Air Conditioning
Brook Farm Inn
B & B · 2 Guests · 1 Bedroom
$334 /night
View deal
Devonfield Inn
Devonfield Inn
Devonfield Inn
Devonfield Inn
Air Conditioning
9.8 (36 reviews)
Devonfield Inn
B & B · 2 Guests · 1 Bedroom
$289 /night
View deal
Gateways Inn
Gateways Inn
Gateways Inn
Gateways Inn
Air Conditioning
7.8 (10 reviews)
Gateways Inn
B & B · 2 Guests · 1 Bedroom
$273 /night
View deal
Search all
How Does The Amenity Info Looks Like at Canaan, NY?
Amenity Overview in Canaan, NY
+
Above shows the popular amenities in Canaan and the number of the rental properties associated with each amenity. In Canaan, 635 rentals offer Internet or Wifi, 597 rentals offer No Smoking, 581 rentals offer TV. 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.
Which Price Range Is Considered As A Good Deal in Canaan, NY Area?
Vacation House & Apartment Rental Price Information in Canaan, NY
+
The graph shows the percentages of vacation homes in each price bucket. Canaan has the largest percentage (14.80%) of homes in $150 - $200 price range.
$0 to 50
$0 to 50
$50 to 100
$50 to 100
$100 to 150
$100 to 150
$150 to 200
$150 to 200
$200 to 250
$200 to 250
$250 to 300
$250 to 300
$300 to 350
$300 to 350
$350 to 400
$350 to 400
$400 to 450
$400 to 450
$450 to 500
$450 to 500
$500 +
$500 +
What Are The Most Liked Rental Accommodations in Canaan, NY?
Most Picked Accommodations in Canaan, NY
+
In Canaan, 54.90% of listings are House, which is the most popular accommodation out of 21 total accommodation types. Avg price per night for House is around $363. And the most searched amenities for House accommodation is Kitchen.The least popular accommodation in Canaan is Bungalow rentals
How Many Rental Accommodations Are Pets Friendly in Canaan, NY?
Percentage of Pet Friendly Rental Properties in Canaan, NY
+
29.08% 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, NY Area?
Must Visit Places In Canaan, NY
+
Trail Recommendations in Canaan, NY Area?
Best Trails In Canaan, NY
+
The most visited trails here in Canaan are: Wilson M Powell Wildlife Preserve Loop, Ooms Conservation Area Loop, Beebe Hill, Harvey Mountain Trail, Hand Hollow Conservation Area Loop, Taconic Skyline Trail, Hancock Shaker Village Trail, Stevens Glen Trail, Olivia's Overlook Via Charcoal Trail, Burbank Trail.
Best Campgrounds in Canaan, NY?
Most Visited Campgrounds In Canaan, NY
+
The best RV campgrounds here in Canaan are: Alps Family Campground, Broken Wheel Campground, Aqua Vista Campground, Woodland Hills Campground, Pine Hollow Campground, Clarksburg Campground, Prospect Lake Park Campground, Waubeeka Family Campground, Tolland State Forest Campground, Mohawk Trail State Forest Campground.

Airbnb, Holiday Lakefront House with Full Kitchen, and Other Rental Options in Canaan, NY

The Blue Jay - a New England Cottage
The Blue Jay - a New England Cottage
The Blue Jay - a New England Cottage
The Blue Jay - a New England Cottage
Full Kitchen
9.6 (5 reviews)
The Blue Jay - a New England Cottage
Cottage · 2 Guests · 1 Bedroom
$200 /night*
View deal
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*
View deal
A Grand property in Historic Stockbridge
A Grand property in Historic Stockbridge
A Grand property in Historic Stockbridge
A Grand property in Historic Stockbridge
Full Kitchen
9.8 (74 reviews)
A Grand property in Historic Stockbridge
Holiday home · 2 Guests · 1 Bedroom
$999 /night*
View deal
Search all

Airbnb, Vacation Condo with Pool in Canaan, NY

Cozy apartment overlooking our small farm. Family Friendly.
Cozy apartment overlooking our small farm. Family Friendly.
Cozy apartment overlooking our small farm. Family Friendly.
Cozy apartment overlooking our small farm. Family Friendly.
Pool
10 (2 reviews)
Cozy apartment overlooking our small farm. Family Friendly.
Apartment · 2 Guests · 1 Bedroom
$167 /night*
View deal
Wyndham Bentley Brook Condo Resort
Wyndham Bentley Brook Condo Resort
Wyndham Bentley Brook Condo Resort
Wyndham Bentley Brook Condo Resort
Pool
9.8 (14 reviews)
Wyndham Bentley Brook Condo Resort
Condo · 2 Guests · 1 Bedroom
$799 /night*
View deal
Search all
* 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.
See all offers