Holiday Rentals in Sheffield
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Holiday Rentals in Sheffield

Guesthouse Cabin vacation rentals in Berkshire County

Antique Farmhouse Totally Restored

The Race Mountain House

The Ponds at Foxhollow

Spacious 5-bedroom house in charming Lee with WiFi

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

Amore Estate - beautiful room with many places to explore and relax in.

Summer Lake Cottage, private beach, Berkshire Hills, small village

The Kemble- Built by a US Secretary of State in Lenox

Lakefront Fall Foliage in New England Just 2 Hours From NYC

The Blue Elm - A Historic Berkshire Cottage

Charming Retreat at Stone Hill Estate – Nature Meets Luxury

Private Island - Largest Fresh Water Reservoir in Mass....

Charming cottage with lake access, wood burning fire place, and WiFi

Peace and quiet on the lake

COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!

The Goshen Glass Chalet

Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
Other types of properties in Sheffield you may be interested in

Wilder House Berkshires
Holiday Accommodation Sheffield
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Sheffield are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Sheffield itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Sheffield holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Sheffield, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Sheffield with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.
Top Holiday Rental Destinations
More accommodation in Sheffield
Top 20 Sheffield Hotels
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