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Brookline Vacation Rentals

Browse 4,438 available vacation homes and compared across 9 trusted partners

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Top-Rated Vacation rentals in Brookline

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

Condo Brookline
Fully equipped condo with terrace & garden | Near Beacon Hill | Nature view
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House Brookline
Historic house renovated for modern convenience
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Condo Brookline
Condo with pool
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House Brookline
House with patio & barbecue
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Condo Brookline
Condo with yard & terrace | Perfect for remote work
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Bed and breakfast Brookline
The Pistachio Room at TPH - Boston
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Apartment Brookline
Children-friendly apartment | Suitable for remote work
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Apartment Brookline
SUNNY! BOOK NOW! FABULOUS! UbEr Cool Minutes to Center!
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Condo Brookline
Elegant Back Bay Brownstone-Comm Av 1 Bed - 1 Week Min, beyond 2 wks considered
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House Brookline
Spacious 2BR 2BA Condo & 2x Parking, Minutes from Central Sq, MIT, Harvard.
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Apartment Brookline
Rental apartment with 3 rooms for 7 persons
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House Brookline
Relaxing Cottage on the Woods!
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House Brookline
Fully equipped vacation home with terrace | Perfect for remote work
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House Brookline
House | City view
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Condo Brookline
Family-oriented condo
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Top 15 most Recommended Vacation Rentals in Brookline

Discover your ideal Brookline vacation rental with real-time comparisons of 4,438 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Studio flat Brookline
Studio flat ∙ 2 guests ∙ 1 bedroom

42 m² Studio flat

Brookline, Norfolk County, Massachusetts, United States
This cozy studio in Coolidge Corner South Side accommodates 2 guests and features a fully equipped kitchen for your convenience.
from $148
per night
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Apartment Brookline
Apartment ∙ 6 guests ∙ 3 bedrooms

186 m² Apartment

Brookline, Norfolk County, Massachusetts, United States
Spacious apartment rental in Back Bay East for 6 with a family-friendly kitchen and pet-friendly amenities.
from $528
per night
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Apartment Brookline
Apartment ∙ 4 guests ∙ 1 bedroom

93 m² Apartment

Brookline, Norfolk County, Massachusetts, United States
This apartment rental in Back Bay East accommodates 4 and features a family-friendly kitchen.
from $352
per night
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Aparthotel Brookline
2 guests ∙ 1 bedroom

Aparthotel

Brookline, Norfolk County, Massachusetts, United States
This cozy aparthotel in Bay Village accommodates 2 guests and features a refreshing outdoor pool for a relaxing stay.
from $57
per night
(140)
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Apartment Brookline
7 guests ∙ 4 bedrooms

Apartment

Brookline, Norfolk County, Massachusetts, United States
Spacious apartment rental in Washington Park for 7, featuring a modern kitchen and ample parking for convenience.
from $216
per night
(9)
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Apartment Brookline
Apartment ∙ 8 guests ∙ 4 bedrooms

167 m² Apartment

Brookline, Norfolk County, Massachusetts, United States
Spacious apartment rental in Washington Park accommodates 8 guests and features a fully equipped kitchen for convenient dining.
from $406
per night
(14)
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Apartment Brookline
Apartment ∙ 4 guests ∙ 2 bedrooms

1100 m² Apartment

Brookline, Norfolk County, Massachusetts, United States
Spacious apartment rental in Back Bay East for 4 with a fully equipped kitchen and pet-friendly options available.
from $353
per night
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Condo Brookline
8 guests ∙ 3 bedrooms

Condo

Brookline, Norfolk County, Massachusetts, United States
This spacious condo in Dudley / Brunswick King accommodates 8 guests and features a modern kitchen for convenient dining.
from $253
per night
(9)
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Apartment Brookline
17 guests ∙ 4 bedrooms

Apartment

Brookline, Norfolk County, Massachusetts, United States
Spacious apartment rental for 17 in West Codman Hill / West Lower Mills with a modern kitchen and parking available.
from $293
per night
(19)
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