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

Gateway to the Berkshires - Renovated downtown apartment
Gateway to the Berkshires - Renovated downtown apartment
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!
Private apartment in beautiful country barn
10.0 out of 10, Exceptional, (12)
"This artfully decorated apartment was comfortable and quiet, and within easy driving distance of numerous hiking trails, historical sites and museums, and cultural attractions. We would happily recommend it to others with similar interests."
Private apartment in beautiful country barn
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Modern Copake Falls Getaway
9.8 out of 10, Exceptional, (23)
"This property is so so lovely!!! My partner and I stayed here for the weekend as we had activities planned in town/the nearby area- but we almost wish we spent more time JUST relaxing at the house. We were able to have a campfire one night and the view was incredible, I don’t think we’ve ever seen so many stars and it was so quiet! The view from the front of the house is also breathtaking. It’s such a beautiful home, inside and out. Very clean, the couch and bed were super comfortable. Had all...
Modern Copake Falls Getaway
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
Restored 19th century farmhouse apartment 1- charming farmland and town culture!
9.6 out of 10, Exceptional, (10)
"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!
The Brooks Motel: Exceptional Suite
The price is SAR 510
SAR 626 total
includes taxes & fees
20 Jun - 21 Jun
20 Jum. II - 21 Jum. II
The Brooks Motel: Exceptional Suite
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
9.4 out of 10, Exceptional, (34)
"Melissa was very easy to connect with, provided very clear directions for finding and entering the property. The property was just as described, very clean, nicely furnished and Melissa already had the AC running which both myself and little dog appreciated! It was perfect for our needs visiting with family in the area for the weekend."
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
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
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
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
New listing! Dublinshire Farm #3: Stunning grand apt in lovely country barn.
10.0 out of 10, Exceptional, (3)
"We were three couples, 1 3 yo, and 2 babies - we rented the main unit and one side apt, and had a wonderful stay. The living room is spacious, welcoming, and warm - perfect for cozy reading and card playing; the kitchen is lovely and so well stocked - a joy to cook in. The bedding and beds are heavenly. Easy drive to MassMOCA, the clark, and walking and hiking trails galore. Michelle was communicative and so helpful."
New listing! Dublinshire Farm #3: Stunning grand apt in lovely country barn.
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 SAR 1,125
SAR 1,669 total
includes taxes & fees
27 Jun - 28 Jun
27 Jum. II - 28 Jum. II
Dugway Hideaway Walking Distance to Lime Rock Park
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
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
Remodeled Unit #2, 7 min to Great Barrington, 12 min to Ski Resorts & Trails
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."
Remodeled Unit #2, 7 min to Great Barrington, 12 min to Ski Resorts & Trails
Charming Claverack Retreat w/ Serene Deck!
10.0 out of 10, Exceptional, (2)
"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
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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 SAR 840
SAR 1,831 total
includes taxes & fees
26 Jun - 27 Jun
26 Jum. II - 27 Jum. II
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