Compare Vacation Rentals & Rent By Owner Homes in Highland Park, Boston, Massachusetts, USA
About Highland Park Vacation Rentals
With more than 3338 Highland Park 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 Highland Park.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Highland Park, 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 Highland Park. Places to stay near Highland Park are 592.31 ft² on average, with prices averaging US $432 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Highland Park 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 Highland Park?
What are the top vacation rentals in Highland Park?
- Airy new apt for 2-6. Off-street parking. Walk to shops/restaurants/subway/bus
- Historic Townhouse Condo in the center of Boston, across from the Public Garden
- Charming House In Downtown Boston, Nearby Attractions, Parking & Free WiFi
- Rare Find in Boston's Hippest Neighborhood
- Chic South End Studio With Patio
- Great South End/Back Bay location, 1 bed condo near T station
- 3 BR/3 BATH in Historic Home Mins from Kendall Sq , MIT, Harvard, Boston.
- Stunning South End/Back Bay Penthouse!
- COMFORTABLE AND WELL-APPOINTED, BRIGHT AND SPACIOUS ON THE BOSTON-CAMBRIDGE LINE
- Beautiful Boston Brownstone!
How many Rentbyowner vacation rentals are available in Highland Park?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 3338 in the Highland Park 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 Highland Park.
Nearby Neighborhood (5)
| Neighborhood | Property Count |
|---|---|
| Roxbury Vacation Rentals in Boston, Massachusetts | 24 |
| Washington Park Vacation Rentals in Boston, Massachusetts | 1359 |
| Jamaica Plain Vacation Rentals in Boston, Massachusetts | 312 |
| Egleston Square Vacation Rentals in Boston, Massachusetts | 2141 |
| Mission Hill Vacation Rentals in Boston, Massachusetts | 3216 |
