Find Vacation Rentals in Sheffield

We have 49 properties to choose from
Sheffield
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Sheffield
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Popular Sheffield Vacation Rentals

Find the perfect Sheffield vacation rental

House Sheffield
$349 per night
House ∙ 8 guests ∙ 5 bedrooms
5.0
Outstanding (17 ratings)
Sheffield, Berkshire County, Massachusetts, United States
Details
Vrbo
Details
Details
House Sheffield
$420 per night
House ∙ 10 guests ∙ 4 bedrooms
5.0
Outstanding (54 ratings)
Sheffield, Berkshire County, Massachusetts, United States
Details
Vrbo
Details
Details
House Sheffield
$527 per night
House ∙ 15 guests ∙ 5 bedrooms
5.0
Outstanding (60 ratings)
Sheffield, Berkshire County, Massachusetts, United States
Details
Vrbo
Details
Details
House Sheffield
$455 per night
House ∙ 16 guests ∙ 4 bedrooms
5.0
Outstanding (88 ratings)
Sheffield, Berkshire County, Massachusetts, United States
Details
Vrbo
Details
Details
House Sheffield
$902 per night
House ∙ 9 guests ∙ 4 bedrooms
5.0
Outstanding (129 ratings)
Sheffield, Berkshire County, Massachusetts, United States
Details
Vrbo
Details
Details
House Sheffield
$392 per night
House ∙ 9 guests ∙ 3 bedrooms
4.9
Outstanding (39 ratings)
Sheffield, Berkshire County, Massachusetts, United States
Details
Vrbo
Details
Details
House Sheffield
$270 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding (186 ratings)
Sheffield, Berkshire County, Massachusetts, United States
Details
Vrbo
Details
Details
House Sheffield
$215 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding (39 ratings)
Sheffield, Berkshire County, Massachusetts, United States
Details
Vrbo
Details
Details
House Sheffield
$362 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (8 ratings)
Sheffield, Berkshire County, Massachusetts, United States
Details
Vrbo
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Vacation rentals with Wi-Fi

House  Sheffield
$242 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
Outstanding (36 ratings)
Sheffield, Berkshire County, Massachusetts, United States
Internet
Details
Vrbo
Details
Details
House  Sheffield
$336 per night
House ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding (42 ratings)
Sheffield, Berkshire County, Massachusetts, United States
Internet
Details
Vrbo
Details
Details
House  Sheffield
$313 per night
House ∙ 6 guests ∙ 3 bedrooms
4.6
Excellent (24 ratings)
Sheffield, Berkshire County, Massachusetts, United States
Internet
Details
Vrbo
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Details
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Vacation rentals and apartments with air conditioning

House  Sheffield
$332 per night
House ∙ 5 guests ∙ 3 bedrooms
5.0
Outstanding (5 ratings)
Sheffield, Berkshire County, Massachusetts, United States
Air conditioning
Details
Vrbo
Details
Details
House  Sheffield
$167 per night
House ∙ 4 guests ∙ 2 bedrooms
4.8
Outstanding (16 ratings)
Sheffield, Berkshire County, Massachusetts, United States
Air conditioning
Details
Vrbo
Details
Details
House  Sheffield
$398 per night
House ∙ 12 guests ∙ 4 bedrooms
5.0
Outstanding (29 ratings)
Sheffield, Berkshire County, Massachusetts, United States
Air conditioning
Details
Vrbo
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Best vacation rentals with a balcony

House  Sheffield
$448 per night
House ∙ 5 guests ∙ 3 bedrooms
4.0
Very good (2 ratings)
Sheffield, Berkshire County, Massachusetts, United States
Balcony
Details
Vrbo
Details
Details
Apartment  Sheffield
$131 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Sheffield, Berkshire County, Massachusetts, United States
Balcony
Details
Vrbo
Details
Details
House  Sheffield
$901 per night
House ∙ 8 guests ∙ 4 bedrooms
4.0
Very good (2 ratings)
Sheffield, Berkshire County, Massachusetts, United States
Balcony
Details
Vrbo
Details
Details
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Frequently Asked Questions

Is renting a vacation home in Sheffield expensive?

Prices for a stay in Sheffield begin at $130 per night.

Are there any vacation rentals available to book in Sheffield?

Tripping.com offers great selection on vacation rentals with 49 offers currently available in Sheffield.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Sheffield

Save hundreds with a vacation home rental from Tripping.com and forget the hotel room. For the ultimate getaway, Sheffield offers 110 affordable vacation rentals with a price to match your budget and accommodation needs. Prices in Sheffield start at an average price of $320 a night with long-term rentals averaging $25 a month. These vacation rentals offer a range of amenities, so you’ll feel right at home. For those looking to stay in a corporate rental, 104 of Sheffield’s rentals offer high speed WiFi Internet so you can easily keep in touch with your company or team. Go for a swim at one of the 17 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 100 vacation home rentals. Traveling with your dog or cat? Choose from 48 pet-friendly rentals in Sheffield that allow you to bring your extended family along.Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your pets. Many properties allow you to book directly online, so once you find that perfect vacation rental, you’ll be all set to go! Search properties from 6 vacation rental sites in Sheffield where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 87 HomeAway rentals, 13 TripAdvisor short term rentals and 4 Booking.com vacation rentals.

Popular Day Trips Near Sheffield

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