Compare Vacation Rentals & Rent By Owner Homes in Oak Square, Boston, Massachusetts, USA
About Oak Square Vacation Rentals
With more than 1151 Oak Square 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 Oak Square.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Oak Square, 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 Oak Square. Places to stay near Oak Square are 595.66 ft² on average, with prices averaging US $415 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Oak Square 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 Oak Square?
What are the top vacation rentals in Oak Square?
- The Inn at Newton Highlands, boutique apartment-hotel
- Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
- The Inn at Newton Highlands, boutique apartment-hotel
- UltraLuxe Apt in Boston Brownstone in Prime Area
- Sparkling Boston Townhome with AC, Parking, Roku TV, Patio, Pet Friendly!
- NEW Modern Apartment Near Boston & Harvard Square.
- The Inn at Newton Highlands, Suite 2, Apartment-Hotel
- Clean, Spacious and Located Steps Away From the MBTA!
- Premium Furnished 2B 1.5B Home Monthly Stay in Newton
- Remodeled Spacious Apartment in Perfect Location
How many Rentbyowner vacation rentals are available in Oak Square?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 1151 in the Oak Square 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 Oak Square.
Nearby Neighborhood (7)
| Neighborhood | Property Count |
|---|---|
| Allston Vacation Rentals in Boston, Massachusetts | 100 |
| Brighton Vacation Rentals in Boston, Massachusetts | 65 |
| Cleveland Circle Vacation Rentals in Boston, Massachusetts | 49 |
| Commonwealth Vacation Rentals in Boston, Massachusetts | 26 |
| St. Elizabeth's Vacation Rentals in Boston, Massachusetts | 25 |
| Newton Corner Vacation Rentals in Boston, Massachusetts | 551 |
| Hunnewell Hill Vacation Rentals in Boston, Massachusetts | 693 |
