Book Guest Houses in Canaan, CT

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Guest Houses in Canaan

Hudson valley and The Berkshires Cottage

Hillsdale NY

$310 nightly

$314 total

Apr 8 - Apr 9

Total with taxes and fees

A garden is available at this guesthouse.

9 Academy

9 Academy St Salisbury CT

$499 nightly

$574 total

Apr 16 - Apr 17

Total with taxes and fees

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, express check-in, and express check-out are also on offer.

Parking included

Free WiFi

Renovated Private Guest House by Evergreen Home

Great Barrington MA

Get rates

This guesthouse features a garden, laundry facilities, and barbecue grills.

Pet friendly

Free WiFi

Jacob's Tanglewood Ranch

560 Stockbridge Rd Lee MA

Get rates

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a lobby fireplace, and a communal living room are also on offer.

Pet friendly

Parking included

Chestnut Lodge

75 Chestnut Street Lee MA

Get rates

A hot tub is featured at this guesthouse, along with free self parking. WiFi in public areas is free. A terrace and a picnic area are also provided.

Hot Tub

Parking included

Don't see what you're looking for?

See all available properties in 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.

Top hotels in Canaan

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

190 Meadow Street South Lee MA

$138 nightly

$154 total

Apr 8 - Apr 9

Total with taxes and fees

9/10 Wonderful! (861 reviews)

Canaan Guest Houses essential information

Accommodation	5 Guest Houses
Lowest Price	$75
Highest Price	$574
Popular accommodation	Hudson valley and The Berkshires Cottage, 9 Academy , Renovated Private Guest House by Evergreen Home, Jacob's Tanglewood Ranch, Chestnut Lodge