Your vacation rental offers you all the delights of the sophisticated small town of Sheffield, Massachusetts, which is in equal parts laid back and intensely cultural. With a clutch of superb museums and a charming farmer's market every Saturday morning, the town is also known for its antiques.

Choose the perfect vacation rental
Best Vacation Home Deals in Sheffield
Find a vacation rental fitting your expectations among the 58 welcoming options from more than 6 providers in Sheffield. HomeToGo instantly compares all of these properties to help you save up to 51%!
Top-Rated Rentals and Accommodations in Sheffield
Recommended Vacation Rentals in Sheffield
Find your perfect vacation rental in Sheffield: from $91 per night
Budget-friendly Vacation Rentals in Sheffield
Dog-Friendly Vacation Rentals
Bring Fido on your next trip and book a stay in one of these pet-friendly rentals in Sheffield!
Apartments With Balconies or Patios
Looking for a home with a balcony? Check out these vacation homes in Sheffield with their own private patios and balconies.
Vacation Homes With Fishing Spots Nearby
Hoping to catch a few fish on your next vacation? Check out these amazing rentals in Sheffield with fishing spots nearby.
Popular Rental Amenities in Sheffield
Choose a filter above to find an accommodation fitting your needs among the 58 properties in Sheffield. HomeToGo's data reveals that "Kitchen" and "Internet" prove to be the most commonly provided features in Sheffield. Three features that are not often provided are "Balcony/Patio," "Sauna," and "Fenced."
The Weather in Sheffield
The above is a climate diagram for Sheffield. The highest average temperatures are in the month of July. No heat wave is expected in January, where minimum average temperatures usally hit a 16° low. The rainiest month is December while the driest month is September.
7-Day Weather Forecast in Sheffield
Accommodations for your vacation in Sheffield
Information about vacation rentals in Sheffield
🏡 Vacation rentals | 58 properties |
---|---|
💳 Possible discounts | up to 51% |
🌙 Nightly prices starting at | $91 |
⭐ Popular amenities | Kitchen, Internet and TV |
🐾 Pet friendly accommodations | 19 properties |
🏊 Vacation rentals with pools | 7 properties |
Frequently Asked Questions
What is the average price per night for a vacation rental in Sheffield?
The nightly price of accommodations in Sheffield starts at $91. If you would like to stay in a house rental, the average price is $610 per night. A bed & breakfast Sheffield will cost $256 per night on average.
How many vacation homes are available for booking in Sheffield?
There are 58 rentals available for booking for your vacation.
What amenities are most popular for vacation homes in Sheffield?
The most popular amenities for vacation home rentals in Sheffield include accommodations with: Kitchen, Internet, and TV.
How many vacation homes with pools are in Sheffield?
There are 7 vacation rentals across 6 providers in Sheffield.
Are dogs allowed in vacation rentals in Sheffield?
Yes, there are 19 vacation homes in Sheffield that allow dogs , with an average nightly price of $630.
When is it better to travel to Sheffield?
When choosing a vacation rental in Sheffield, keep in mind that rainy season is typically in December or February, with September often being the driest.
We list offers from thousands of providers, including:











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