Jamaica Plain Vacation Rentals - HolidayHomes base64Hash Jamaica Plain Vacation Rentals - HolidayHomes

Jamaica Plain Vacation Rentals

Browse 1,804 available vacation homes and compared across 3 trusted partners

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Guests
Anytime
Guests

Top-Rated Vacation rentals in Jamaica Plain

Book the highest-rated Jamaica Plain vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

Apartment Jamaica Plain
Family-friendly spacious holiday apartment with patio | Perfect for remote work
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House Jamaica Plain
House with patio & barbecue
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Apartment Jamaica Plain
Holiday apartment with yard
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Apartment Jamaica Plain
SUNNY! BOOK NOW! FABULOUS! UbEr Cool Minutes to Center!
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House Jamaica Plain
House | City view
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House Jamaica Plain
House with terrace | City view | Perfect for remote work
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Condo Jamaica Plain
Condo with pool
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House Jamaica Plain
House with barbecue & garden | City view
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Apartment Jamaica Plain
UltraLuxe Apt in Boston Brownstone in Prime Area
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Apartment Jamaica Plain
Holiday apartment with yard | City view
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Apartment Jamaica Plain
Holiday apartment with yard & patio | City view
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Apartment Jamaica Plain
Children-friendly apartment | Suitable for remote work
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Apartment Jamaica Plain
Rental apartment with 3 rooms for 7 persons
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Condo Jamaica Plain
Fully equipped nice condo with patio & jacuzzi | Suitable for remote work
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Condo Jamaica Plain
Condo with patio
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Top 15 most Recommended Vacation Rentals in Jamaica Plain

Discover your ideal Jamaica Plain vacation rental with real-time comparisons of 1,804 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Jamaica Plain
16 guests ∙ 8 bedrooms

House

Jamaica Plain, Boston, Massachusetts, United States
This house rental in Dudley / Brunswick King accommodates 16 guests and features convenient parking for your stay.
from $506
per night
(9)
View deal
Condo Jamaica Plain
6 guests ∙ 3 bedrooms

Condo

Jamaica Plain, Boston, Massachusetts, United States
This 6-person condo in Highland Park features a family-friendly atmosphere and a well-equipped kitchen for comfortable living.
from $288
per night
(2)
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House Jamaica Plain
10 guests ∙ 4 bedrooms

House

Jamaica Plain, Boston, Massachusetts, United States
Spacious house rental in Highland Park for 10 guests featuring a beautiful yard perfect for outdoor gatherings.
from $232
per night
(26)
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Apartment Jamaica Plain
4 guests ∙ 2 bedrooms

Apartment

Jamaica Plain, Boston, Massachusetts, United States
This apartment rental in Commonwealth offers comfortable accommodation for 4 guests and features a fully equipped kitchen.
from $108
per night
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Apartment Jamaica Plain
4 guests ∙ 1 bedroom

Apartment

Jamaica Plain, Boston, Massachusetts, United States
Spacious apartment rental in Mission Hill for 4 featuring a modern kitchen and pet-friendly options.
from $148
per night
(10)
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Apartment Jamaica Plain
Apartment ∙ 6 guests ∙ 3 bedrooms

116 m² Apartment

Jamaica Plain, Boston, Massachusetts, United States
Charming apartment rental in the Moreland Street Historic District accommodates 6 and features a modern kitchen for your convenience.
from $270
per night
(71)
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Apartment Jamaica Plain
7 guests ∙ 4 bedrooms

Apartment

Jamaica Plain, Boston, Massachusetts, United States
Spacious apartment rental in Washington Park for 7, featuring a modern kitchen and ample parking for convenience.
from $205
per night
(12)
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House Jamaica Plain
House ∙ 6 guests ∙ 3 bedrooms

260 m² House

Jamaica Plain, Boston, Massachusetts, United States
This house rental in Bellevue Hill accommodates 6 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $663
per night
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Apartment Jamaica Plain
3 guests ∙ 2 bedrooms

Apartment

Jamaica Plain, Boston, Massachusetts, United States
This apartment rental in Highland Park accommodates 3 guests and features a modern kitchen for convenient cooking.
from $132
per night
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