Dorchester Vacation Rentals - HolidayHomes base64Hash Dorchester Vacation Rentals - HolidayHomes

Dorchester Vacation Rentals

Browse 4,671 available vacation homes and compared across 9 trusted partners

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Top-Rated Vacation rentals in Dorchester

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

House Dorchester
House | City view
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Apartment Dorchester
Rental apartment with terrace & yard | Nature view
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House Dorchester
Renovated Beach House Close to Everything, Minutes to Boston
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House Dorchester
Fully Furnished Luxury Oceanfront Residence Temporary & Relocation Housing
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Apartment Dorchester
UltraLuxe Apt in Boston Brownstone2 in Prime Location
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Apartment Dorchester
UltraLuxe Apt in Boston Brownstone in Prime Area
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Apartment Dorchester
Modern/Luxury Steps from Zoo & Golf Course
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Apartment Dorchester
Holiday apartment with yard
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Apartment Dorchester
Fort Hill Inn- Modern City Triplex !L@@K Minutes to Center! With Parking!
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House Dorchester
House with barbecue
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House Dorchester
Perfect for large group 10 beds• 4.6 mi to Downtown •steps to T 5BD/2Bth
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Apartment Dorchester
4BR 6BEDS WOLLASTON BEACH. NearBOSTON3
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House Dorchester
Children-friendly house
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Condo Dorchester
Elegant Back Bay Brownstone-Comm Av 1 Bed - 1 Week Min, beyond 2 wks considered
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Apartment Dorchester
Holiday apartment with terrace
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Top 15 most Recommended Vacation Rentals in Dorchester

Discover your ideal Dorchester vacation rental with real-time comparisons of 4,671 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Apartment Dorchester
Apartment ∙ 6 guests ∙ 3 bedrooms

Family-oriented holiday apartment

Dorchester, Boston, Massachusetts, United States
This condo in Dudley / Brunswick King accommodates 6 guests and features a family-friendly atmosphere with convenient parking.
from $247
per night
(7)
View deal
House Dorchester
House ∙ 7 guests ∙ 3 bedrooms

Child-friendly house | Near Freedom Trail | City view | Good for workation

Dorchester, Boston, Massachusetts, United States
This house rental in Chinatown accommodates 7 guests and features a cozy fireplace for a comfortable stay.
from $832
per night
(56)
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House Dorchester
House ∙ 8 guests ∙ 4 bedrooms

Children-friendly house with barbeque & patio | Pet-friendly

Dorchester, Boston, Massachusetts, United States
Spacious house rental in Milton accommodates 8 guests and features a family-friendly kitchen perfect for gatherings.
from $394
per night
(73)
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Condo Dorchester
Condo ∙ 8 guests ∙ 4 bedrooms

Condo with patio & yard | Suitable for remote work

Dorchester, Boston, Massachusetts, United States
This spacious condo in Egleston Square accommodates 8 guests and features a cozy fireplace for added comfort.
from $476
per night
(43)
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Apartment Dorchester
Apartment ∙ 18 guests ∙ 6 bedrooms

Family-friendly beautiful apartment with patio | Dogs allowed

Dorchester, Boston, Massachusetts, United States
Spacious apartment rental in St. Marks accommodates 18 guests and features a fully equipped kitchen for your convenience.
from $664
per night
(3)
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Apartment Dorchester
Apartment ∙ 8 guests ∙ 3 bedrooms

Rental apartment with 3 bedrooms for 8 persons

Dorchester, Boston, Massachusetts, United States
Spacious apartment rental for 8 in Lower East Mills/Cedar Grove featuring a modern kitchen and convenient parking.
from $134
per night
(4)
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Apartment Dorchester
Apartment ∙ 13 guests ∙ 3 bedrooms

Fully equipped wonderful rental apartment with terrace | Pets allowed

Dorchester, Boston, Massachusetts, United States
Spacious apartment rental in St. Marks accommodating 13 guests with a modern kitchen and ample parking available.
from $404
per night
(65)
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Apartment Dorchester
Apartment ∙ 7 guests ∙ 3 bedrooms

Family-friendly lovely rental apartment | Suitable for remote work

Dorchester, Boston, Massachusetts, United States
Spacious apartment rental in Meeting House Hill accommodates 7 guests and features a fully equipped kitchen for your convenience.
from $332
per night
(4)
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Apartment Dorchester
Apartment ∙ 4 guests ∙ 2 bedrooms

Holiday apartment with 2 bedrooms for 4 persons

Dorchester, Boston, Massachusetts, United States
This apartment rental in the Moreland Street Historic District accommodates 4 and features a modern kitchen for your convenience.
from $250
per night
(2)
View deal

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