Brookline, MA Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Brookline, Massachusetts, USA

About Brookline Vacation Rentals

With more than 346 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 Brookline.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner 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 Brookline. Places to stay near Brookline are 544 ft² on average, with prices averaging CA $479 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in 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 Brookline?

What are the top vacation rentals in Brookline?

How many Rentbyowner vacation rentals are available in Brookline?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 346 in the 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 Brookline. 

Nearby Neighborhood (16)

NeighborhoodProperty Count
Fenway–Kenmore Vacation Rentals in Boston, Massachusetts 203
Brighton Vacation Rentals in Boston, Massachusetts 66
Cleveland Circle Vacation Rentals in Boston, Massachusetts 52
North Brookline Vacation Rentals in Boston, Massachusetts 38
Jamaica Plain Vacation Rentals in Boston, Massachusetts 37
Griggs Park Vacation Rentals in Boston, Massachusetts 29
Commonwealth Vacation Rentals in Boston, Massachusetts 26
Medical Center Area Vacation Rentals in Boston, Massachusetts 4259
Coolidge Corner South Side Vacation Rentals in Boston, Massachusetts 3276
Jamaica Hills - Pond Vacation Rentals in Boston, Massachusetts 1601
Mission Hill Vacation Rentals in Boston, Massachusetts 3976
Longwood Vacation Rentals in Boston, Massachusetts 4069
High Street Hill Vacation Rentals in Boston, Massachusetts 2704
Aspinwall Hill Vacation Rentals in Boston, Massachusetts 2280
Woodland Heath Vacation Rentals in Boston, Massachusetts 895
Emerson Gardens Vacation Rentals in Boston, Massachusetts 2782