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 house in Canaan
Falls Village retreat on 20 hilly acres
8 guests3 bedrooms3 beds2.5 baths
Air conditioningWifiSelf check-inIndoor fireplace
Price:$193 / night
Entire house in Canaan
Litchfield County Retreat
6 guests3 bedrooms3 beds1 bath
Air conditioningWifiSelf check-inKitchen
Price:$97 / night
SUPERHOST
Entire cabin in Canaan
Your Cabin Away From Home
8 guests3 bedrooms6 beds2 baths
Air conditioningWifiPoolSelf check-in
Price:$327 / night
Farm stay in Canaan
A luxurious farm hideaway in the treetops
2 guests1 bedroom1 bed1 bath
Air conditioningWifiPoolKitchen
Price:$195 / night
Entire house in Monterey
Lake Buel Cottage-GREAT SKI RENTAL-5 mins to Butternut!
6 guests3 bedrooms4 beds2 baths
Air conditioningWifiWaterfrontIndoor fireplace
Price:$116 / night
SUPERHOST
Entire house in Hillsdale
Breezy Hill: Massive Views, 1 mile to Catamount Ski!!
9 guests4 bedrooms6 beds2 baths
Air conditioningWifiKitchenPets allowed
Price:$184 / night
SUPERHOST
Entire house in New Marlborough
Private Berkshire Getaway Book winter months now
8 guests4 bedrooms5 beds3 baths
Air conditioningWifiPoolIndoor fireplace
Price:$150 / night
Entire guesthouse in Canaan
Clean, quiet garage apartment with large deck
3 guests1 bedroom1 bath
Air conditioningWifiSelf check-inKitchen
Price:$150 / night
SUPERHOST
Entire house in Colebrook
Norbrook Farm ~ Rustic farmhouse w/ pond & trails
6 guests3 bedrooms3 beds2 baths
Air conditioningWifiHot tubSelf check-in
Price:$214 / night
Entire cabin in Canaan
Beautiful Log Cabin w/20 acres of piece and quiet
13 guests3 bedrooms9 beds2.5 baths
Air conditioningWifiSelf check-inIndoor fireplace
Price:$495 / night
Entire house in Sandisfield
Berkshires Rustic Modern Lake Retreat in the Trees
12 guests4 bedrooms7 beds2 baths
WifiSelf check-inIndoor fireplaceKitchen
Price:$135 / night
SUPERHOST
Entire cabin in Salisbury
Escape to the country!
4 guests2 bedrooms4 beds1 bath
Air conditioningWifiKitchenPets allowed
Price:$221 / night
SUPERHOST
Entire guesthouse in Cornwall
Cottage at Furnace Brook
2 guests1 bedroom1 bed1 bath
Air conditioningWifiKitchenFree parking
Price:$79 / night
Entire house in New Marlborough
BERKSHIRES RUSTIC ELEGANCE !
4 guests2 bedrooms2 beds2 baths
Air conditioningWifiKitchenWasher
Price:$193 / night
Entire house in Sheffield
Cozy Berkshire Getaway walk to Brewery w/ HOT TUB
5 guests2 bedrooms2 beds2 baths
Air conditioningBreakfastWifiHot tub
Price:$171 / night
SUPERHOST
Entire house in Great Barrington
Stylish colonial 12 mins to Great Barrington
8 guests4 bedrooms6 beds2 baths
WifiSelf check-inIndoor fireplaceKitchen
Price:$143 / night
SUPERHOST
Entire house in Cornwall
Cosy, modern, forest cabin with babbling brook
4 guests2 bedrooms2 beds1 bath
WifiIndoor fireplaceKitchenWasher
Price:$155 / night
Entire cottage in New Marlborough
Rustic Berkshires Cottage at Lake Buel w/ Kayaks!
4 guests1 bedroom2 beds1 bath
Air conditioningWifiKitchenPets allowed
Price:$129 / night
Entire house in Goshen
Beautiful Lakefront House in Litchfield County
5 guests2 bedrooms3 beds1 bath
WifiWaterfrontSelf check-inKitchen
Price:$216 / night
SUPERHOST
Entire cottage in Goshen
Stuart Cottage...close to Mohawk Ski Area
4 guests1 bedroom2 beds1 bath
WifiKitchenPets allowed
Price:$144 / night
234515
1 20 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.