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.

Choose the perfect vacation rental
Best Vacation Home Deals in Jamaica Plain
Save up to 50%
Find the ideal property from $96 per night by searching among the 1,342 options being offered in Jamaica Plain. Every one of the accommodations from our partner websites are instantaneously compared by our algorithm so you can save up to 50%.
Top-Rated Rentals and Accommodations in Jamaica Plain
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Recommended Vacation Rentals in Jamaica Plain
Find your perfect vacation rental in Jamaica Plain: from $99 per night
Budget-friendly Vacation Rentals in Jamaica Plain
Find Fantastic yet Inexpensive Offers
Vacation Houses With Pools
Make a splash on your next vacation! Over 29% of in Jamaica Plain vacation rentals have a swimming pool.
Dog-Friendly Vacation Rentals
Bring Fido on your next trip and book a stay in one of these pet-friendly rentals in Jamaica Plain!
Best vacation rentals with a balcony
Looking for a home with a balcony? Check out these vacation homes in Jamaica Plain with their own private patios and balconies.
Popular Rental Amenities in Jamaica Plain
Our search page's filters will help you find the ideal property in Jamaica Plain. In Jamaica Plain, 303 properties provide "Pets allowed". Consequently, if you travel with your pet, use the Pets allowed filter to compare these accommodations. You can also look for a vacation rental in Jamaica Plain if you don't have a dog as 1,035 of the listed properties there provide "No pets allowed."
Price and Availability Index in Jamaica Plain
Vacation Rental Price Information in Jamaica Plain
This graph displays the average prices for the next twelve months in Jamaica Plain. The week with the highest average prices is in August (8/31 - 9/7). During this week, a night will cost on average $622. The week with the lowest average prices is in December (12/30 - 1/6).
Rental availability information in Jamaica Plain
This graph shows the vacation rental availability rate for the next twelve months. It is harder to find an accommodation during a week of August (8/31 - 9/7), as 74% of the rentals are booked. On the other hand, the week with the most available offers is in December (12/2 - 12/9).
The Weather in Jamaica Plain
Check out the climate diagram for Jamaica Plain. On average, the warmest month is July. On the other hand, you could have temperatures dropping under 23° in February. The rainiest month is December while the driest month is August.
7-Day Weather Forecast in Jamaica Plain
Accommodations for your vacation in Jamaica Plain
Information about vacation rentals in Jamaica Plain
🏡 Vacation rentals available | 1,342 homes |
---|---|
💳 Possible discounts | up to 55% |
🌙 Nightly prices starting at | $99 |
⭐ Popular amenities | Pets allowed, Parking and Internet |
🐾 Pet friendly homes | 301 homes |
🏊 Vacation rentals with pools | 384 homes |
Frequently Asked Questions
What is the average price per night for a vacation home in Jamaica Plain?
The price of a night's stay in Jamaica Plain starts at $99. If you’re interested in a apartment rental, the average price is $378 per night. A house rental Jamaica Plain will cost on average $1,039 per night.
How many vacation rentals are available for booking in Jamaica Plain?
Currently there are 1,342 rentals to choose from for your upcoming trip.
What amenities are most popular for vacation homes in Jamaica Plain?
Three most popular amenities for home rentals in Jamaica Plain include accommodations that have: Pets allowed, Parking, and Internet.
How many vacation rentals with pools are there in Jamaica Plain?
There are 384 vacation rentals from 5 providers in Jamaica Plain.
Are dogs allowed in vacation rentals in Jamaica Plain?
Finding a rental in Jamaica Plain that allows dogs is definitely possible, with 301 pet-friendly available.
What's the best time to travel to Jamaica Plain?
When looking for a vacation rental in Jamaica Plain, keep in mind that rainy season is typically in December or January, with August often being the driest.
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