Compare Vacation Rentals & Rent By Owner Homes in Sheffield, Massachusetts, USA
About Sheffield Vacation Rentals
With more than 40 Sheffield vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Sheffield.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Sheffield, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Sheffield. Places to stay near Sheffield are 1436.52 ft² on average, with prices averaging US $397 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Sheffield with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Other Places to Stay in Sheffield, MA
Frequently Asked Questions About Sheffield?
What are the top vacation rentals in Sheffield?
- “Elterwater”-Swan lake. Your own lakefront oasis, a true Berkshire getaway
- Spectacular 88-acre Berkshires Retreat w/Tennis Court - Family Friendly
- Family Friendly in Sheffield, private yet close to everything!
- Gorgeous Sheffield Home in Heart of Berkshires
- Cheerful 3-bedroom cottage with woodstove
- Little House in the Woods by Evergreen Home
- 12 minutes to Butternut Skiing, Good For 3 Families with Hot Tub & Game Room
- Beautiful Berkshire Home - Enjoy summer, fall & winter attractions
- Beautiful Mountainside House with nearby Lake and Hiking Trails
- Peaceful and Private Setting
How many Rentbyowner vacation rentals are available in Sheffield?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 40 in the Sheffield area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Sheffield.
