Vacation rentals in Boston's Jamaica Plain district are characterized by green spaces forming part of the Emerald Necklace and a diverse community. Experience another side of Boston in this verdant retreat, where you'll discover heritage around every leaf-dappled corner.

Top 15 Recommended vacation rentals in Jamaica Plain
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Choose a rental meeting your criteria among the 1,911 unique properties from several partner websites in Jamaica Plain. All of the offers from the different providers are instantaneously compared by the search engine , allowing you to save up to 35%.
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Popular Rental Amenities in Jamaica Plain
Finding an accommodation with a pool shouldn't be too hard in Jamaica Plain. More than a fifth of the properties offer pools. Interestingly, our data shows that more hotel room include a pool than apartment rental. In addition, they can welcome 7 people, on average, while apartment rental with pools can welcome an average of 4 people. If you would ideally like to be close to the water, a few of the properties including a pool are located within 2 miles of the waterfront.
Price and Availability Index in Jamaica Plain
Vacation Rental Price Information in Jamaica Plain
This graph displays the average prices of vacation rentals and apartments in Jamaica Plain. In September, prices go up to $454 per night (9/20 – 9/27), which is the most expensive time of the year to book a vacation home. The cheapest time to book a vacation rental is in January (1/24 – 1/31).
Rental availability information in Jamaica Plain
This graph shows the availability rate for vacation rentals over the upcoming year. Be careful if you plan to go to Jamaica Plain in December, as it comprises the busiest week of the next 12 months (12/6 – 12/13). Alternatively, 77% of vacation rentals are still available during a week in June (6/28 – 7/5).
Gardens with history
In addition to major attractions, Boston offers more tranquil places to explore. At Forest Hills Cemetery, you can wander through a stunning sculpture garden and visit the graves of world-famous personalities such as E.E. Cummings, Anne Sexton, and suffragette Alice Stone Blackwell. Don't miss the Firemen's Memorial by celebrated sculptor John Wilson.
Relax in the city center's natural habitat
Jamaica Pond forms the center of Jamaica Plain. Part of a thousand-acre string of parks, the spot is a serene environment in which to pass the time. Go boating on the water and grill your catch on the banks as the sun sets. You'll never be far from the culture and conveniences of Boston.
Information about vacation rentals in Jamaica Plain
🏡 Vacation rentals available | 1,911 rentals |
---|---|
💳 Possible discounts | up to 35% |
🌙 Nightly prices starting at | $83 |
⭐ Popular amenities | Pets allowed, Parking and Internet |
🐾 Pet friendly homes | 585 homes |
🏊 Vacation rentals with pools | 387 homes |
Frequently Asked Questions
What is the typical price per night for a vacation rental in Jamaica Plain?
The nightly price of accommodations in Jamaica Plain starts at $83. Nightly prices for apartment rentals are $312 on average. House rentals in Jamaica Plain cost on average $618 per night.
How many vacation rentals are available for booking in Jamaica Plain?
Currently there are 1,911 vacation homes from 2 providers in Jamaica Plain.
What amenities are most popular for vacation homes in Jamaica Plain?
Most travelers search for Pets allowed, Parking, and Internet when booking a vacation rental in Jamaica Plain.
How many vacation homes with a pool are in Jamaica Plain?
There are 387 rentals from 2 providers in Jamaica Plain.
Are pets allowed in vacation rentals in Jamaica Plain?
Yes, there are 585 vacation homes in Jamaica Plain that allow pets and the average nightly cost is $429.
What's the best time of year to travel to Jamaica Plain?
July and August are usually the warmest months in Jamaica Plain with temperatures around 82 °F. The coldest months in Jamaica Plain are February and January, with 23 °F on average.
Popular vacation destinations in Jamaica Plain
Top Vacation Destinations in Jamaica Plain
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