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Compare 54 Apartments in Sheffield with updated reviews, rates, and availability.

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Other property types in Sheffield

Antique Farmhouse Totally Restored

10.0 out of 10, Exceptional, (83)
"I'd describe the house as elegantly eclectic. The owner is clearly a collector of interesting items which they arrange in a way that enhance (rather than potentially clutter) the interior. The kitchen and living spaces are open and easy to mingle around. The four bedrooms and three bathrooms easily and comfortably accommodated two couples and two singles. Our stay could not have been better! "
Antique Farmhouse Totally Restored

Cheerful 3-bedroom cottage with woodstove

10.0 out of 10, Exceptional, (35)
"We stayed at this home about the same time last year and we were so happy with everything about it, we jumped at the opportunity to stay there again. The house has absolutely everything you'd need and is close to Canaan, CT and Great Barrington, MA and everything the Bershires have to offer. Sabrina is a great host and responded within minutes to any questions I had. We HIGHLY recommend this home."
The price is AED 871
AED 1,863 total
includes taxes & fees
8 Jan - 9 Jan
Cheerful 3-bedroom cottage with woodstove

Peace and quiet on the lake

9.6 out of 10, Exceptional, (201)
"My family and I really enjoyed our stay at the lake. My kids enjoyed playing outside in the snow. We had such a quality family time playing board games, watching movies and drinking hot cocoa. Justin was such a great host and really helpful when needed. We’re definitely coming back!"
Peace and quiet on the lake
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.

Frequently asked questions

What's it like to stay at an apartment in Sheffield?
You’ll find plenty of places to stay in Sheffield with 28 accommodations. Though there aren’t many apartments, we can help you find similar accommodations. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment like a kitchen. You can also filter by similar properties such as vacation homes, condos, or cabins.
Why should you consider an apartment versus a traditional hotel?
Often more spacious than a traditional hotel room, an apartment comes with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home, and also for couples who want to stay away from the tourist areas.
What's the best apartment for my stay in Sheffield?
Here are some of the more popular apartments in the area: Remodeled Unit #2, 7 min to Great Barrington, 12 min to Ski Resorts & Trails: Includes free WiFi and private patios. Enjoy a restful stay with fast internet, smart TV and the company of your pet.: Located 19.5 mi/31.3 km away in Winsted. Free WiFi, fireplaces, and Smart TVs are included. Elegant 19th Century New England Newly Renovated 1BR Vacation Rental: It’s situated in Lee, 14.7 mi/23.6 km away. Includes private patios and fireplaces. Restored 19th century farmhouse apartment 2 -charming farmland and town culture!: 21.4 mi/34.5 km away in Hudson. Amenities include sofa beds. Upstairs on Main: It’s located in Lee, 14.7 mi/23.7 km from Sheffield. Includes free WiFi and Smart TVs.
What will the weather be like in Sheffield?
Though weather is just one factor, it can really affect your travel plans, especially when you are planning a longer stay in Sheffield. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Sheffield are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What are the must-see places to visit in Sheffield?
Housatonic River and Bartholomews Cobble are a couple of scenic spots to enjoy the outdoors, whereas Ashley House is one of the cultural attractions. Three Mile Pond Wildlife Management Area and Mount Everett State Reservation are other places to visit while you’re in town.
What's the best way to get to and around Sheffield?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 22 mi (35.4 km) from the heart of the city. Otherwise, you can search for flights to Hudson, NY (HCC-Columbia County), which is 22.3 mi (35.9 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.