Compare Vacation Rentals & Rent By Owner Homes in Berkshire, Massachusetts, USA
About Berkshire Vacation Rentals
With more than 285 Berkshire 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 Berkshire.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Berkshire, 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 Berkshire. Places to stay near Berkshire are 931.69 ft² on average, with prices averaging US $465 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Berkshire with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Frequently Asked Questions About Berkshire?
What are the top vacation rentals in Berkshire?
- The Playhouse: 7,000 Sq Ft of Berkshires Modern Luxury & History
- Unique Condo, Quiet Neighborhood, Walk to Town.
- Devonfield Inn B&B
- An Elegant Time Capsule in Downtown Lenox
- Stunning Post & Beam home minutes from Lenox, Stockbridge and Tanglewood!
- Elegant 19th Century New England 2BR vacation rental at Garfield House
- Spectacular setting on your own private lake close to it all!
- 5 STAR CASUAL ELEGANCE for 5 STAR GUESTS
- Heart of Lenox Walk to Town Cozy Cottage!
- Enjoy comfortable elegance in this secluded grand home located in town
How many Rentbyowner vacation rentals are available in Berkshire?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 285 in the Berkshire 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 Berkshire.
