Skip to content
300+ stays

Stays in Canaan

Showing you results for "Canaan, Connecticut"
Review COVID-19 travel restrictions before you book.
Learn more
Entire guesthouse in Canaan
Clean, quiet garage apartment with large deck
3 guests1 bedroom1 bath
WifiKitchenHeating
Rating 5.0 out of 5;4 reviews
Price:$125 / night
SUPERHOST
Entire guest suite in Canaan
Walk to Brewery in Historic Railroad Depot
3 guests1 bedroom3 beds1 bath
WifiHeating
Rating 4.98 out of 5;56 reviews
Price:$80 / night
Entire guest suite in Canaan
Private, Cozy Studio in the Berkshires
3 guests1 bedroom1 bed1 bath
WifiKitchenHeating
Rating 4.96 out of 5;355 reviews
Price:$85 / night
SUPERHOST
Entire guesthouse in Cornwall
Cottage at Furnace Brook
2 guests1 bedroom1 bed1 bath
WifiKitchenHeating
Rating 4.97 out of 5;208 reviews
Price:$79 / night
Entire house in Canaan
Falls Village retreat on 20 hilly acres
8 guests3 bedrooms3 beds2.5 baths
WifiKitchenHeatingIndoor fireplace
Rating 5.0 out of 5;3 reviews
Price:$207 / night
SUPERHOST
Entire cabin in Canaan
Your Cabin Away From Home
8 guests3 bedrooms6 beds2 baths
WifiKitchenHeatingIndoor fireplace
Rating 5.0 out of 5;25 reviews
Price:$325 / night
Entire apartment in Canaan
West Main
4 guests2 bedrooms2 beds1 bath
WifiKitchenHeating
Rating 4.88 out of 5;8 reviews
Price:$115 / night
Entire cabin in East Otis
East Otis Reservoir Cabin w/ Porch - Walk to Lake!
4 guests2 bedrooms3 beds1 bath
KitchenIndoor fireplace
Rating 4.67 out of 5;9 reviews
Price:$98 / night
SUPERHOST
Entire cottage in Canaan
Cozy Little Cottage
6 guests3 bedrooms5 beds2 baths
WifiKitchenHeatingIndoor fireplace
Rating 4.85 out of 5;100 reviews
Price:$115 / night
SUPERHOST
Entire apartment in Sheffield
Private Berkshire Barn Apartment
2 guests1 bedroom1 bed1 bath
WifiHeating
Rating 4.96 out of 5;27 reviews
Price:$125 / night
SUPERHOST
Entire guest suite in Egremont
Berkshire Mountain Views
2 guests1 bedroom1 bed1 bath
WifiHeatingIndoor fireplace
Rating 5.0 out of 5;90 reviews
Price:$132 / night
SUPERHOST
Entire apartment in Canaan
Historic Railroad Depot View
4 guests2 bedrooms3 beds1 bath
WifiKitchenHeating
Price:$100 / night
Entire house in Sheffield
Cozy Berkshire Getaway walk to Brewery w/ HOT TUB
6 guests2 bedrooms2 beds2 baths
WifiKitchenHeating
Rating 4.25 out of 5;4 reviews
Price:$140 / night
Entire house in New Marlborough
BERKSHIRES RUSTIC ELEGANCE !
4 guests2 bedrooms2 beds2 baths
WifiKitchenHeating
Price:$193 / night
SUPERHOST
Entire house in Cornwall
Cosy, modern, forest cabin with babbling brook
4 guests2 bedrooms2 beds1 bath
WifiKitchenHeatingIndoor fireplace
Rating 4.93 out of 5;129 reviews
Price:$152 / night
SUPERHOST
Entire cottage in Goshen
Stuart Cottage...close to Mohawk Ski Area
4 guests1 bedroom2 beds1 bath
WifiKitchenHeating
Rating 5.0 out of 5;4 reviews
Price:$138 / night
SUPERHOST
Entire house in Colebrook
Norbrook Farm ~ Rustic farmhouse w/ pond & trails
6 guests3 bedrooms3 beds2 baths
WifiKitchenHeatingIndoor fireplace
Rating 5.0 out of 5;113 reviews
Price:$214 / night
Entire cottage in Salisbury
Lovely Cottage on East Twin Lakes with Internet
6 guests3 bedrooms4 beds1.5 baths
WifiKitchen
Price:$10 / night
SUPERHOST
Entire apartment in Millerton
Gardens Galore and Village Whimsy Retreat
4 guests1 bedroom1 bed1 bath
WifiKitchenHeating
Rating 4.77 out of 5;150 reviews
Price:$89 / night
Entire guesthouse in Cornwall
Railroad Cottage in the Housatonic Valley
2 guests1 bedroom1 bed1.5 baths
WifiKitchenHeating
Price:$225 / night
1 20 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.