Sheffield cottage rentals

Select from 50 cottage rentals in Sheffield that offer a quiet, restful retreat among the sights and sounds of nature. Look into Vrbo’s cottages in desirable areas such as Canann Village Historic District, North Canaan and East Canaan.

Prices vary according to length of stay, time of year and specific location, so enter your travel details to find out what’s available. No matter your budget or plans, Vrbo has cottage rentals in Sheffield suited to every type of guest.

That can all depend on the weather conditions you like most, among other things. Many visitors to The Berkshires stay in a Sheffield cottage rental in May, when average temperatures range from 46ºF (8ºC) to 68ºF (20ºC).

Vrbo makes it easy to find the great views you’re looking for in your accommodations. You can use the “Location” filter to narrow down the type of area you prefer to be in, and the views you like to gaze out at, while searching cottage rentals in Sheffield.

Wake to beautiful views in the morning and fall asleep to the sweet sounds of nature at night in one of Vrbo’s lakeside cottage rentals. Add some outdoor activities in the daytime and you’ll have the perfect vacation by the water. To find out if there are any lakeside cottages in Sheffield, make use of our “Location” filter and then select “Lake.”

When you’re ready to explore beyond the tranquil surroundings of your cottage rental, you’ll find lots to experience in Sheffield, such as Norman Rockwell Museum. Searching for more things that will keep the whole family busy? Ski Butternut and Catamount Ski Area are other leading attractions worth visiting.

Booking a cottage rental with Vrbo means you get the whole property to yourselves — your own private space, without any distractions from other people. Also, our One Key™ loyalty program lets you earn OneKeyCash™* and redeem it on eligible bookings on Vrbo, Expedia and Hotels.com. What’s more, our easy payment and cancellation policies give you the freedom to modify your plans if required. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo, Expedia and Hotels.com.