How many pet-friendly vacation rentals are available in Sheffield on Villa Bay?

There are more than 16 pet-friendly rentals available on Villa Bay. Check prices and availability in Sheffield and last updated on January 2026. Check an individual property if they have restrictions on the size or numbers of pets.

Which is the best dog-friendly place to stay in Sheffield?

There are many dog-friendly vacation homes available in Sheffield. Here are the most popular pet-friendly places, ranked by their guest rating as listed in Sheffield: Cheerful 3-bedroom cottage with woodstove Whitney by AvantStay Private Berkshires Estate Little House in the Woods by Evergreen Home SKI & Explore! NEW Beautiful Berkshires Farmhouse

Do you have any luxury vacation homes that allow pets in or near Sheffield?

Most definitely! There are many luxury places to stay in Sheffield. Use our search filter to discover all of our luxury accommodations where pets are welcome, then choose the one that matches your taste. Sorting by price is another way to find the most expensive dog-friendly home in Sheffield. Though note, more expensive is not always better.

What is the price of a pet-friendly rental in Sheffield, Massachusetts?

The average price of a pet-friendly vacation home is $447 . Find our pet-friendly accommodation near Sheffield.

What are the most family-friendly holiday rentals near Sheffield?

At Villa Bay, many of our accommodations are perfect for families and allow dogs too. Check out the complete list of pet-friendly holiday rentals in Sheffield to find what works for you.

Pet Friendly Vacation Rentals in Sheffield

Cheerful 3-bedroom cottage with woodstove

From US $503

10.0 (41 Reviews)

House

Cheerful 3-bedroom cottage with woodstove

Air Conditioner
Parking
Pet Friendly

Sheffield Pet Friendly Vacation Rentals & Homes

Book a Dog-Friendly Rental in Sheffield for Your Next Adventure

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