A covered wooden structure with a sloped roof, surrounded by greenery and trees.

Sheffield Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Sheffield vacation rentals

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1. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,074 reviews)
"A nice place to stay in the Berkshires."
United States
Robert
The price is ₩133,918
₩181,212 total
includes taxes & fees
Aug 31 - Sep 1
Berkshire Mountain Lodge
House (4 Bedrooms) | Interior

2. Mtn-view Retreat in Huson Valley: Great for Groups

Mtn-view Retreat in Huson Valley: Great for Groups
3.0 star property
Hudson
The price is ₩365,245
₩1,078,238 total
includes taxes & fees
Aug 21 - Aug 22
Mtn-view Retreat in Huson Valley: Great for Groups
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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Top Sheffield Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"A real gem. Wonderfully situated. Spacious rooms. Friendly service. I forgot a camera battery charger in the room and the hotel staff kept it for my son to pick up. So very efficient and honest staff. We will definitely consider staying here again."
Moncef 3-night trip
Posted 1 hour ago
Berkshire Mountain Lodge

Find out more about Sheffield

Search for Vacation rentals in Sheffield on Expedia.co.uk! You can easily find your home rentals, villas, Vacation apartments in Sheffield using one of the methods below:

  • View our selection of featured Vacation rentals in Sheffield
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Look no further and take a look at our great range of rental properties in Sheffield!

Frequently asked questions

Can I find a vacation rental in Sheffield?

Yes, you can find vacation rentals near popular attractions in Sheffield, or you can select a more secluded option if you'd like a relaxing place to stay. Sheffield is known for its casinos and local tours.

How many vacation rentals are there in Sheffield?

With 21 Expedia vacation rentals, you're sure to find just the right place for your Sheffield stay.

What’s there to see and do 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. While here, Magnolia Bluffs Casino and Three Mile Pond Wildlife Management Area are other places worth a visit.

What are vacation rentals like in Sheffield?

Vacation rentals are private accommodations you can stay in for a couple days or more in Sheffield. Vacation rentals feature extras like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a family trip.