Compare Vacation Rentals & Rent By Owner Homes in Jamaica Plain, Boston, Massachusetts, USA
About Jamaica Plain Vacation Rentals
With more than 73 Jamaica Plain 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 Jamaica Plain.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Jamaica Plain, 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 Jamaica Plain. Places to stay near Jamaica Plain are 536.44 ft² on average, with prices averaging US $404 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Jamaica Plain 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 Jamaica Plain, MA
Jamaica Plain Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Jamaica Plain?
- Airy new apt for 2-6. Off-street parking. Walk to shops/restaurants/subway/bus
- Rare Find in Boston's Hippest Neighborhood
- Victorian house, clean comfortable and well located
- Charming Tree Top Victorian - Two Bedroom Retreat
- Glamorous Luxury Apartment, Near T
- The Haven - 3BR2BA Central & Cozy Retreat/Near T
- The Arbor Retreat
- Huge 2 bed, 2 bath new apartment with private terrace!
- Charming room in a 2-bedroom townhome with AC, WiFi in fantastic central Boston
- Huge Pondside home- Perfect spot to enjoy Boston for week of the 4th!
How many Rentbyowner vacation rentals are available in Jamaica Plain?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 73 in the Jamaica Plain 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 Jamaica Plain.
Nearby Neighborhood (7)
| Neighborhood | Property Count |
|---|---|
| Highland Park Vacation Rentals in Boston, Massachusetts | 25 |
| Jamaica Hills - Pond Vacation Rentals in Boston, Massachusetts | 1246 |
| Hyde Square Vacation Rentals in Boston, Massachusetts | 2599 |
| Egleston Square Vacation Rentals in Boston, Massachusetts | 2141 |
| Mission Hill Vacation Rentals in Boston, Massachusetts | 3216 |
| Forest Hills - Woodbourne Vacation Rentals in Boston, Massachusetts | 624 |
| Brook Farm Vacation Rentals in Boston, Massachusetts | 176 |
