Apartments in Sheffield for Rent

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Oct 10 - Oct 12
In two weeks
Oct 17 - Oct 19
In one month
Oct 31 - Nov 2
In two months
Nov 28 - Nov 30

Apartments in Sheffield

Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Fridge, microwave, oven, stovetop

Amazing 2-bedroom apartment sunny and quiet in Great Barrington

9.4 out of 10, Exceptional, (32)
"Perfect place for what we needed. Loved the location."
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
51 Church Street, Lenox MA - One Bedroom Unit
Fridge, microwave, oven, stovetop

51 Church Street, Lenox MA - One Bedroom Unit

10.0 out of 10, Exceptional, (33)
"Clean, comfortable and great location."
51 Church Street, Lenox MA - One Bedroom Unit
Modern Copake Falls Getaway
Exterior

Modern Copake Falls Getaway

9.6 out of 10, Exceptional, (34)
"Great place with amazing views and super close to a ski resort highly recommend "
Modern Copake Falls Getaway
The Inn at Highland Lake, 1st Floor, waterfront yard with a boat dock
Outdoor dining

The Inn at Highland Lake, 1st Floor, waterfront yard with a boat dock

9.8 out of 10, Exceptional, (10)
"Very nice, well appointed house across the street from beautiful Highland lake. Great location to explore the northwestern part of the state. Would definitely stay again!"
The Inn at Highland Lake, 1st Floor, waterfront yard with a boat dock
Dugway Hideaway Walking Distance to Lime Rock Park
Outdoor dining

Dugway Hideaway Walking Distance to Lime Rock Park

9.4 out of 10, Exceptional, (14)
"Super clean, great communication and Super location if you are going to the track. Love my stay there, will definitely do it again and definitely recommend."
Dugway Hideaway Walking Distance to Lime Rock Park
Downtown Gateway to the Berkshires. Walk to Everything.
Exterior detail

Downtown Gateway to the Berkshires. Walk to Everything.

2.0 star property
8.0 out of 10, Very Good, (1)
"This cute and cozy apartment was in an excellent location. We were the first guest to stay here and we had a few concerns: the chairs in the kitchen were broken as was a door frame. The command hooks fell off the several times. There was no place to hang clothes and shelves which held the dishes were dirty and dusty as well as appliances. Some coffee and Kleenex would have a nice. The place has the potential to be amazing with a little more attention to details. We have stayed in many, many...
Downtown Gateway to the Berkshires. Walk to Everything.
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
Terrace/patio

Elegant 19th Century New England Newly Renovated 1BR Vacation Rental

9.4 out of 10, Exceptional, (68)
"Location cannot be outdone. This rental was spacious, well stocked, extremely clean, and a very responsive kind owner. Highly recommended:)"
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
The Studio mini home away from home in the Berkshires
Outdoor dining

The Studio mini home away from home in the Berkshires

9.6 out of 10, Exceptional, (29)
"Great place to stay in Berkshires."
The Studio mini home away from home in the Berkshires
The Serendipity Spot
Property grounds

The Serendipity Spot

10.0 out of 10, Exceptional, (1)
"Very comfortable, soft bed, cute decor and very convenient location for Great Barrington and surrounding area. Owners are kind, ready to help whenever you need something. Overall this is a great place to stay and we highly recommend it to anyone spending some time in the area. "
The Serendipity Spot
Renovated Apartment on Main St.
Smart TV

Renovated Apartment on Main St.

7.4 out of 10, Good, (3)
"Great spot right in town."
Renovated Apartment on Main St.
Charming studio w/WiFi & AC in welcoming Amenia salt water/heated pool seasonal
WiFi, bed sheets

Charming studio w/WiFi & AC in welcoming Amenia salt water/heated pool seasonal

10.0 out of 10, Exceptional, (1)
"Traveled for a wedding. Apartment was nice and Dana was very accommodating "
Charming studio w/WiFi & AC in welcoming Amenia salt water/heated pool seasonal
Heart of Lenox!! - renovated downtown apartment
Exterior

Heart of Lenox!! - renovated downtown apartment

10.0 out of 10, Exceptional, (71)
"Beautiful property in a perfect location for a girls ski weekend getaway! "
Heart of Lenox!! - renovated downtown apartment
Remodeled Unit #1, 7 min to Great Barrington, 12 min to Ski Resorts & Trails
Interior

Remodeled Unit #1, 7 min to Great Barrington, 12 min to Ski Resorts & Trails

2.0 star property
10.0 out of 10, Exceptional, (2)
"Nice apartment. Beautiful grounds and gardens. We enjoyed ourselves. It was a very comfy place to return to as we enjoyed Jacob's Pillow and our other explorations around the Berkshires. "
Remodeled Unit #1, 7 min to Great Barrington, 12 min to Ski Resorts & Trails
Gateway to the Berkshires - Renovated downtown apartment
Exterior

Gateway to the Berkshires - Renovated downtown apartment

10.0 out of 10, Exceptional, (9)
"Emmy is a great hostess. The apartment is nicely appointed and in a great location to restaurants and shops and attractions in the Berkshires. "
Gateway to the Berkshires - Renovated downtown apartment
1500 sqft private entrance with beautiful views of the Berkshire Mountains
Fridge, microwave, oven, stovetop

1500 sqft private entrance with beautiful views of the Berkshire Mountains

10.0 out of 10, Exceptional, (46)
"Perfect get away, convenient to everything."
1500 sqft private entrance with beautiful views of the Berkshire Mountains
The Brooks Motel: Exceptional Suite
TV, offices

The Brooks Motel: Exceptional Suite

9.2 out of 10, Wonderful, (5)
"Clean, industrial, very comfy bed, easy to book and to check in and out. Would stay again."
The price is ￥23,627
￥29,791 total
includes taxes & fees
Oct 1 - Oct 2
The Brooks Motel: Exceptional Suite
Brooks Motel: Perfect Suite, Seasonal Waterviews
Fridge, microwave, stovetop, coffee/tea maker

Brooks Motel: Perfect Suite, Seasonal Waterviews

The price is ￥21,398
￥27,294 total
includes taxes & fees
Oct 5 - Oct 6
Brooks Motel: Perfect Suite, Seasonal Waterviews
The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock
Property grounds

The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock

9.6 out of 10, Exceptional, (15)
"Was a Great stay. The house was beautiful, even better than the pictures. Very well furnished. Would definitely recommend."
The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock
Upstairs on Main with private bathroom
Property grounds

Upstairs on Main with private bathroom

9.2 out of 10, Wonderful, (33)
"The place is as described. Excellent location."
Upstairs on Main with private bathroom
Spacious 3-bedroom apartment with WiFi, AC on Main Street Stockbridge
Living area

Spacious 3-bedroom apartment with WiFi, AC on Main Street Stockbridge

Spacious 3-bedroom apartment with WiFi, AC on Main Street Stockbridge
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sheffield Hotel Reviews

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent
"Felt comfortable and safe. Nice pool and gym facility."
Melanie 1-night trip
Posted 4 days ago
Hampton Inn & Suites Berkshires-Lenox

Find out more about Sheffield

Find out more about Sheffield

Sheffield Apartments information

Number of reviews
385
Accommodation
67 Apartments
Lowest Price
￥27,294
Highest Price
￥29,791

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 34 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?
Below are some of the favorite apartments in the area to choose from: The Serendipity Spot: Situated in Great Barrington, 6.4 mi/10.3 km from the heart of Sheffield. Includes Smart TVs. Elegant 19th Century New England Newly Renovated 1BR Vacation Rental: Located 14.7 mi/23.6 km away in Lee. Private patios and fireplaces are included. Access to onsite laundry facilities is available on site. Amazing 2-bedroom apartment sunny and quiet in Great Barrington: Located in Great Barrington, 5.9 mi/9.6 km away. Includes free WiFi, separate dining areas, and Smart TVs. Access to onsite laundry facilities is available on site. The Studio mini home away from home in the Berkshires: 14.7 mi/23.7 km away in Lee. Amenities include private patios. Gateway to the Berkshires - Renovated downtown apartment: It's located in Lee, 14.6 mi/23.5 km from Sheffield. Includes free WiFi and separate dining 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?
Housatonic River and Thom Reed UFO Monument Park are a couple of scenic spots to enjoy the outdoors, whereas Ashley House is one of the cultural attractions. Magnolia Bluffs Casino and Three Mile Pond Wildlife Management Area 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia