Compare North Canaan Cottage Rentals

Start date: Check-in selected.
To Date
End date: Check-out

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured North Canaan Cottages

The Blue Elm - A Historic Berkshire Cottage

The Blue Elm - A Historic Berkshire Cottage

$362 nightly
The price is $404 total per night
$404 total
Oct 14 - Oct 15
Total with taxes and fees
This cottage is a smoke-free cottage.
Kitchen
Free WiFi
Summer Lake Cottage, private beach, Berkshire Hills, small village

Summer Lake Cottage, private beach, Berkshire Hills, small village

Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Two Bedroom Cottage Close To Town

Two Bedroom Cottage Close To Town

Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
The Cottage at Highland Lake, year-round, waterfront with a boat dock

The Cottage at Highland Lake, year-round, waterfront with a boat dock

Guests staying at this cottage have access to barbecue grills and a garden.
Kitchen
Free WiFi
Idillic summer getaway in Litchfield Hills, CT.

Idillic summer getaway in Litchfield Hills, CT.

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Lakefront Tranquility/Fishermans Delight

Lakefront Tranquility/Fishermans Delight

Guests staying at this cottage have access to a garden and barbecue grills.
Kitchen
Free WiFi
Light-filled cottage

Light-filled cottage

Guests staying at this cottage enjoy a hot tub, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.
Hot Tub
Kitchen
Stylish Pine Plains Home Near Parks & Hiking!

Stylish Pine Plains Home Near Parks & Hiking!

3 out of 5
Guests of this cottage enjoy features like free WiFi in public areas. Free parking is available if you drive.
Kitchen
Washer
Charming 3bdr Magnolia cottage with heated saltwater pool, AC and WiFi in Amenia

Charming 3bdr Magnolia cottage with heated saltwater pool, AC and WiFi in Amenia

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Pool
Washer
Don't see what you're looking for?
See all available properties in North Canaan
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in North Canaan

    Blackberry River Inn

    Blackberry River Inn

    538 Greenwoods Rd W, Norfolk, CT
    $164 nightly
    The price is $189 total per night from Oct 14 to Oct 15
    $189 total
    Oct 14 - Oct 15
    Total with taxes and fees
    9.2/10 Wonderful! (142 reviews)
    Locust Tree Bed and Breakfast LLC

    Locust Tree Bed and Breakfast LLC

    131 East Canaan Road, PO Box 664, East Canaan, CT
    $105 nightly
    The price is $121 total per night from Oct 13 to Oct 14
    $121 total
    Oct 13 - Oct 14
    Total with taxes and fees
    8.8/10 Excellent! (387 reviews)
    Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

    Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

    190 Meadow Street, South Lee, MA
    $129 nightly
    The price is $144 total per night from Nov 2 to Nov 3
    $144 total
    Nov 2 - Nov 3
    Total with taxes and fees
    9/10 Wonderful! (749 reviews)

Cottages

Book a cottage in North Canaan
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in North Canaan. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know North Canaan better.

Cottage apartments in North Canaan range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in North Canaan
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in North Canaan and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a North Canaan cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in North Canaan. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

North Canaan Cottages essential information

Accommodation
84 Cottages
Lowest Price
$121
Highest Price
$404
Popular accommodation
The Blue Elm - A Historic Berkshire Cottage, Summer Lake Cottage, private beach, Berkshire Hills, small village, Two Bedroom Cottage Close To Town, The Cottage at Highland Lake, year-round, waterfront with a boat dock , Idillic summer getaway in Litchfield Hills, CT., Lakefront Tranquility/Fishermans Delight, Light-filled cottage, Stylish Pine Plains Home Near Parks & Hiking!, Charming 3bdr Magnolia cottage with heated saltwater pool, AC and WiFi in Amenia