Search Apartments in Sheffield

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 46 Apartments in Sheffield with updated reviews, rates, and availability.

Restored 19th century farmhouse apartment 1- charming farmland and town culture!
9.6 out of 10, Exceptional, (9)
"Everything was super easy and well explained. The location was great - NY countryside. The apartment was spacious, and the host generously shared from their bountiful garden. We would definitely stay again!"
Restored 19th century farmhouse apartment 1- charming farmland and town culture!
Gateway to the Berkshires - Renovated downtown apartment
Gateway to the Berkshires - Renovated downtown apartment
Garfield House Studio at 208
9.8 out of 10, Exceptional, (22)
"This was a perfect studio retreat for me. The host was wonderful and prepared a cozy well-stocked studio in a great location. Everything I needed was close by and the space is near walking trails and shopping. I would return for a stay again without hesitation! Thanks so much for everything!"
Garfield House Studio at 208
Save an average of 15% on thousands of hotels when you're signed in
Restored 19th century farmhouse apartment 2 -charming farmland and town culture!
10.0 out of 10, Exceptional, (5)
"Interestingly excellent stay. Calm environment. Lovely views."
Restored 19th century farmhouse apartment 2 -charming farmland and town culture!
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
9.4 out of 10, Exceptional, (33)
"Very positive."
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Apartment in Gorgeous Stonybrook Farm
9.6 out of 10, Exceptional, (39)
"Beautiful setting, rustic property yet with modern conveniences and very clean. I would definitely considering stay at this apartment again."
Apartment in Gorgeous Stonybrook Farm
The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock
9.0 out of 10, Wonderful, (4)
"Convenient to the lake and center of town. Pontoon boat rentals are a lot of fun. Kitchen is poorly equipped, plan on eating out."
The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock
Private hot tub + Modern Cottage
10.0 out of 10, Exceptional, (1)
"A perfect spot for a weekend trip! This cottage exceeded expectations. It is beautifully redone with very thoughtful touches, a huge kitchen, and a rain shower on par with a 5 star hotel. Mike made the entire process seamless. I would happily return! Thank you!"
Private hot tub + Modern Cottage
Garfield Gallery 2 BR in the Annex
9.0 out of 10, Wonderful, (29)
"Nice spot for one or two people. Part of an office complex but comfortable. I didn't have any issues with the shared bathroom as I was off all day. Nice location. Everything in town is walkable from here."
Garfield Gallery 2 BR in the Annex
Cozy retreat in beautiful country setting
10.0 out of 10, Exceptional, (5)
"This is a very well equipped, comfortable apartment in a beautiful setting with amazing views. We thoroughly enjoyed our time there. It was very quiet and peaceful--perfect for our getaway. Mary and Tim were great hosts."
Cozy retreat in beautiful country setting
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
9.6 out of 10, Exceptional, (54)
"We had a magical Christmas."
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
The Inn at Highland Lake, 1st Floor, waterfront yard with a boat dock
9.8 out of 10, Exceptional, (7)
"Very nice house. Right across the street from the beach. Very easy access. Boat ramp is very close by. Plenty of space in the driveway for our pickup truck and boat trailer. Great place to stay if you are looking to spend some time on the lake."
The Inn at Highland Lake, 1st Floor, waterfront yard with a boat dock
Dugway Hideaway Walking Distance to Lime Rock Park
10.0 out of 10, Exceptional, (6)
"My husband and I stayed here during Lime Rock Parks Memorial Day weekend. It was perfect. Lovely location, great communication and easy check in. Bedding and towels were clean and soft. Kitchen had all you needed for basic meals. Nice Keurig coffee maker and pods:) Folks were friendly and we loved Avery the pooch. Did I mention the wild turkey’s? We recommend Dugway!"
The price is AED 1,102
AED 1,616 total
includes taxes & fees
17 Jun - 18 Jun
Dugway Hideaway Walking Distance to Lime Rock Park
51 Church Street, Lenox MA - One Bedroom Unit
10.0 out of 10, Exceptional, (18)
"Lovely layout, comfortable and right in the heart of Lenox so you can walk to all the great restaurants. Property manager made it easy—and he was very responsive. We picked Lenox as our jumping off point for the Berkshires and it worked out as planned."
51 Church Street, Lenox MA - One Bedroom Unit
Modern Copake Falls Getaway
9.8 out of 10, Exceptional, (22)
"This property overlooks open fields with a pond, hillsides, and a tree farm across the road. If you want a quiet area where you can watch the sun set from chairs on the outside patio and watch the stars come out, this is it. There are separate sitting areas, and a firepit below the house with chairs as well. The unit was clean, and questions responded to. No issues with check in or check out."
Modern Copake Falls Getaway
Built in 1739, near Appalachian Trail & River, 7 Min. from Great Barrington
10.0 out of 10, Exceptional, (1)
"Very quiet, beautiful property. Near multiple small towns with restaurants and groceries. Just north of LimeRock. Beautiful area, spring flowers blooming. Stayed in upstairs 2 bedroom apartment. Relaxing stay."
Built in 1739, near Appalachian Trail & River, 7 Min. from Great Barrington
Charming Claverack Retreat w/ Serene Deck!
10.0 out of 10, Exceptional, (1)
"Great location about 10 min from Warren Street, super relaxing and quite isolated from the main road."
Charming Claverack Retreat w/ Serene Deck!
The Penthouse, Downtown Lenox by Evergreen Home
10.0 out of 10, Exceptional, (5)
"Extremely well done interior"
The Penthouse, Downtown Lenox by Evergreen Home
Centrally Located Berkshire Getaway Perfect for Any Season
9.4 out of 10, Exceptional, (3)
"We rented this property to hike and enjoy the nature of Western Mass. It was a beautiful area and the rental was exactly as advertised."
Centrally Located Berkshire Getaway Perfect for Any Season
Main Street Delight 1bedroom
10.0 out of 10, Exceptional, (14)
"Excellent location. Just a short walk to restaurants and shops. Updated amenities and well-stocked kitchen."
Main Street Delight 1bedroom
Don't see what you're looking for?
See all available properties in Sheffield
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.

Other property types in Sheffield

Cheerful 3-bedroom cottage with woodstove
10.0 out of 10, Exceptional, (22)
"This home was "as advertised" - plenty of room. Nice neighborhood setting. Well stocked kitchen & nice outside area in the backyard / deck. We used it as a base camp for section hiking the appalachian trail."
The price is AED 797
AED 1,760 total
includes taxes & fees
19 Jun - 20 Jun
Cheerful 3-bedroom cottage with woodstove
Antique Farmhouse Totally Restored
10.0 out of 10, Exceptional, (80)
"We have 20 years experience renting homes for family gatherings and this is the most interesting and amazing property. Gardens galore, plenty of space to congregate or go off by yourself, fully appointed kitchen, and comfortable space. We were a party of ten and everyone loved the experience."
Antique Farmhouse Totally Restored
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
9.8 out of 10, Exceptional, (32)
"We loved our time, very cozy cabin"
Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns
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 30 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 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?
Mount Everett State Reservation and Housatonic River are a couple of scenic spots to enjoy the outdoors, whereas Ashley House is one of the cultural attractions. Magnolia Bluffs Casino and Thom Reed UFO Monument Park 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.

Recent reviews of Sheffield hotels
Expedia verified reviews