Compare Vacation Rentals & Rent By Owner Homes in South Brookline, Chestnut Hill, Massachusetts, USA
About South Brookline Vacation Rentals
With more than 424 South Brookline 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 South Brookline.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner South Brookline, 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 South Brookline. Places to stay near South Brookline are 647.79 ft² on average, with prices averaging US $350 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in South Brookline 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 South Brookline?
What are the top vacation rentals in South Brookline?
- Airy new apt for 2-6. Off-street parking. Walk to shops/restaurants/subway/bus
- Boston-Modern Spacious Family Friendly Apartment w/Parking
- The Inn at Newton Highlands, boutique apartment-hotel
- The Inn at Newton Highlands, boutique apartment-hotel
- A Village Bed and Breakfast
- Terrific vacation house only 4.5 miles away from downtown Boston
- Victorian house, clean comfortable and well located
- Clean, Spacious and Located Steps Away From the MBTA!
- Budget-Friendly Basement 2BR Retreat
- Charming Tree Top Victorian - Two Bedroom Retreat
How many Rentbyowner vacation rentals are available in South Brookline?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 424 in the South Brookline 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 South Brookline.
Nearby Neighborhood (3)
| Neighborhood | Property Count |
|---|---|
| West Roxbury Vacation Rentals in Boston, Massachusetts | 91 |
| Jamaica Hills - Pond Vacation Rentals in Boston, Massachusetts | 1246 |
| Brook Farm Vacation Rentals in Boston, Massachusetts | 176 |
