Find Vacation Rentals in Jamaica Plain

We have 1,458 properties to choose from
Jamaica Plain
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Jamaica Plain
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Popular Jamaica Plain Vacation Rentals

Find the perfect Jamaica Plain vacation rental

Accommodation Jamaica Plain
$122 per night
Accommodation ∙ 5 guests ∙ 1 bedroom
Jamaica Plain, Boston, Massachusetts, United States
Details
HomeToGo
Details
Details
Apartment Jamaica Plain
$550 per night
Apartment ∙ 11 guests ∙ 4 bedrooms
5.0
Outstanding (60 ratings)
Jamaica Plain, Boston, Massachusetts, United States
Details
Vrbo
Details
Details
Condo Jamaica Plain
$273 per night
Condo ∙ 12 guests ∙ 4 bedrooms
4.7
Excellent (6 ratings)
Jamaica Plain, Boston, Massachusetts, United States
Details
Vrbo
Details
Details
Condo Jamaica Plain
$108 per night
Condo ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding (4 ratings)
Jamaica Plain, Boston, Massachusetts, United States
Details
Vrbo
Details
Details
Apartment Jamaica Plain
$146 per night
Apartment ∙ 3 guests ∙ 1 bedroom
5.0
Outstanding (9 ratings)
Jamaica Plain, Boston, Massachusetts, United States
Details
Vrbo
Details
Details
Apartment Jamaica Plain
$249 per night
Apartment ∙ 6 guests ∙ 3 bedrooms
4.8
Outstanding (137 ratings)
Jamaica Plain, Boston, Massachusetts, United States
Details
Vrbo
Details
Details
Condo Jamaica Plain
$378 per night
Condo ∙ 8 guests ∙ 3 bedrooms
Jamaica Plain, Boston, Massachusetts, United States
Details
Vrbo
Details
Details
Apartment Jamaica Plain
$322 per night
Apartment ∙ 2 guests ∙ 1 bedroom
4.5
Excellent (14 ratings)
Jamaica Plain, Boston, Massachusetts, United States
Details
Vrbo
Details
Details
Apartment Jamaica Plain
$434 per night
Apartment ∙ 8 guests ∙ 3 bedrooms
4.7
Excellent (46 ratings)
Jamaica Plain, Boston, Massachusetts, United States
Details
Vrbo
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Recommended Rentals With Pools

Apartment  Jamaica Plain
$801 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Jamaica Plain, Boston, Massachusetts, United States
Pool
Details
HomeToGo
Details
Details
Apartment  Jamaica Plain
$742 per night
Apartment ∙ 6 guests ∙ 3 bedrooms
Jamaica Plain, Boston, Massachusetts, United States
Pool
Details
HomeToGo
Details
Details
Apartment  Jamaica Plain
$820 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Jamaica Plain, Boston, Massachusetts, United States
Pool
Details
HomeToGo
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Pet-Friendly Homes and Apartments

Apartment  Jamaica Plain
$172 per night
Apartment ∙ 5 guests ∙ 2 bedrooms
4.9
Outstanding (145 ratings)
Jamaica Plain, Boston, Massachusetts, United States
Pet-friendly
Details
Vrbo
Details
Details
Apartment  Jamaica Plain
$378 per night
Apartment ∙ 14 guests ∙ 4 bedrooms
4.8
Outstanding (27 ratings)
Jamaica Plain, Boston, Massachusetts, United States
Pet-friendly
Details
Vrbo
Details
Details
House  Jamaica Plain
$815 per night
House ∙ 11 guests ∙ 3 bedrooms
4.6
Excellent (30 ratings)
Jamaica Plain, Boston, Massachusetts, United States
Pet-friendly
Details
Vrbo
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Best vacation rentals with a balcony

Condo  Jamaica Plain
$416 per night
Condo ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (22 ratings)
Jamaica Plain, Boston, Massachusetts, United States
Balcony
Details
Vrbo
Details
Details
House  Jamaica Plain
$236 per night
House ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding (2 ratings)
Jamaica Plain, Boston, Massachusetts, United States
Balcony
Details
Vrbo
Details
Details
Apartment  Jamaica Plain
$86 per night
Apartment ∙ 4 guests ∙ 1 bedroom
4.7
Excellent (59 ratings)
Jamaica Plain, Boston, Massachusetts, United States
Balcony
Details
Vrbo
Details
Details
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Frequently Asked Questions

What is the price of vacation rentals in Jamaica Plain?

Usually, a stay in Jamaica Plain starts at $82 per night.

Is it possible to find vacation rentals in Jamaica Plain?

Currently, there are 1,458 vacation rentals available for you to compare and book.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Jamaica Plain

Looking for the perfect vacation rental for your Jamaica Plain getaway? Tripping.com’s got you covered. Whether you’re seeking a vacation home, cabin rental or cottage, Jamaica Plain offers 203 affordable vacation home rentals to choose from, with far more amenities, space and comforts than the average hotel room. Select from 170 properties with high-speed WiFi Internet, 19 full with jacuzzi and pool, and homes complete with outdoor patio, great for entertaining with guests. Whatever your needs, find the perfect home rental that best matches your accommodation style and budget. For travelers planning for an extended stay, long-term lodging and corporate rentals only cost an average of $8116 a month. Save hundreds with affordable vacation rentals on Tripping.com and, in many cases, book directly online so you’re all set to go. Jamaica Plain has 203 gorgeous homes with 58 pet-friendly rentals to choose from, perfect for your dog or cat. Check out our vacation rental listings now to get the latest deals, and book the right vacation home rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com. Search properties from 8 vacation rental sites in Jamaica Plain where the top providers in that area are HomeAway, Booking.com, and TripAdvisor. There are 115 HomeAway rentals, 31 Booking.com short term rentals and 23 TripAdvisor vacation rentals.

Popular Day Trips Near Jamaica Plain

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