Search Condos Rentals in Sheffield

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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Browse Select Sheffield Condo Rentals

Perfect for Winter Skiing!!
Fridge, microwave, oven, stovetop

Perfect for Winter Skiing!!

Perfect for Winter Skiing!!
Spacious 4-bedroom condo with AC and WiFi in Litchfield County
Outdoor dining

Spacious 4-bedroom condo with AC and WiFi in Litchfield County

Spacious 4-bedroom condo with AC and WiFi in Litchfield County
Elegant 4 BR condo in Lenox, MA- completely new- 3 min from Tanglewood
Property grounds

Elegant 4 BR condo in Lenox, MA- completely new- 3 min from Tanglewood

10.0 out of 10, Exceptional, (2)
"It is located near everything"
Elegant 4 BR condo in Lenox, MA- completely new- 3 min from Tanglewood
Cozy Condo with resort amenities
Indoor pool, outdoor pool

Cozy Condo with resort amenities

Cozy Condo with resort amenities
Condo with Resort Amenities in Lenox
Indoor pool, outdoor pool

Condo with Resort Amenities in Lenox

Condo with Resort Amenities in Lenox
Cozy Condo, walk to town, private and bright
Interior

Cozy Condo, walk to town, private and bright

Cozy Condo, walk to town, private and bright
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.
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Other property types in Sheffield

Cheerful 3-bedroom cottage with woodstove
Property grounds

Cheerful 3-bedroom cottage with woodstove

10.0 out of 10, Exceptional, (36)
"The property was centrally located for skiing, and was a comfortable stay."
The price is CA $259
CA $610 total
includes taxes & fees
May 13 - May 14
Cheerful 3-bedroom cottage with woodstove
Guesthouse Cabin vacation rentals in Berkshire County
Exterior

Guesthouse Cabin vacation rentals in Berkshire County

10.0 out of 10, Exceptional, (6)
"Really enjoyed the cabin. The pictures don’t do the view justice as it’s an amazing vista overlooking the Berkshires. "
The price is CA $698
CA $1,196 total
includes taxes & fees
May 5 - May 6
Guesthouse Cabin vacation rentals in Berkshire County
Antique Farmhouse Totally Restored
Exterior

Antique Farmhouse Totally Restored

9.8 out of 10, Exceptional, (86)
"Place is great. Has a old farmhouse feel with an update. Lots of spots within the house for people to hang out. We did a family birthday get together and had a great time. "
Antique Farmhouse Totally Restored
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

Why book your condo in Sheffield with Expedia?
Booking a condo in Sheffield is as simple as clicking on your travel dates and selecting an option that meets your needs. On the lookout for something upscale or budget friendly, or a property that also comes with a pool and a hot tub? Use Expedia’s search filters to narrow your results even further and find your perfect match.
How can I find cheap condos in Sheffield?
With Expedia’s helpful filter tool, comparing cheap condos in Sheffield is a breeze. To discover properties that’ll make your hip pocket happy, narrow down your search by amenities, budget and star rating.
What is there to do in Sheffield near my condo?
After you’ve unpacked your bags, venture out and explore the awesome things Sheffield has for you to experience. Magnolia Bluffs Casino is a great attraction to add to your must-do list.