Compare Vacation Rentals & Rent By Owner Homes in Stockbridge, Massachusetts, USA
About Stockbridge Vacation Rentals
With more than 175 Stockbridge 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 Stockbridge.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Stockbridge, 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 Stockbridge. Places to stay near Stockbridge are 1104.1 ft² on average, with prices averaging US $424 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Stockbridge 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 Stockbridge, MA
Frequently Asked Questions About Stockbridge?
What are the top vacation rentals in Stockbridge?
- Location! Location! Berkshire Glamour (and comfort) Meets Town And Country
- Devonfield Inn B&B
- A Grand property in Historic Stockbridge
- Stunning Post & Beam home minutes from Lenox, Stockbridge and Tanglewood!
- Modern Cottage in the heart of the Berkshires with new exterior flex space!
- Tranquil 3 BR Stockbridge House w/Private Deck!
- Spectacular setting on your own private lake close to it all!
- Just a min from Downtown Stockbridge on 11 Acres
- Stockbridge Cape near Tanglewood & Kripalu - Heart of the Berkshires!
- Renovated Colonial on the River! Fantastic Views
How many Rentbyowner vacation rentals are available in Stockbridge?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 175 in the Stockbridge 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 Stockbridge.