Brookline Vacation Rentals - HolidayHomes base64Hash Brookline Vacation Rentals - HolidayHomes

Brookline Vacation Rentals

Browse 4,515 available vacation homes and compared across 8 trusted partners

Anytime
Guests
Anytime
Guests

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

Apartment Brookline
Rental apartment with 3 rooms for 7 persons
Book now
Condo Brookline
Elegant Back Bay Brownstone-Comm Av 1 Bed - 1 Week Min, beyond 2 wks considered
Book now
Condo Brookline
Victorian house, clean comfortable and well located
Book now
Condo Brookline
Luxury large house minutes to Cambridge and Boston
Book now
Apartment Brookline
Bright 4BR Family Friendly Retreat in Boston near Pope John Paul II/Parking/Pet
Book now
Apartment Brookline
Lovely rental apartment with 3 rooms for 5 persons
Book now
House Brookline
Vacation home with 3 rooms for 8 persons
Book now
House Brookline
Family-oriented vacation home with yard & patio
Book now
Condo Brookline
Fully equipped pleasant condo | City view
Book now
Condo Brookline
Bright Brownstone w Terrace+View
Book now
Apartment Brookline
Extremely clean and Affordable.
Book now
Apartment Brookline
European style 3 Bed/2 Bath close to all (20 min to Back Bay/Copley Sq.)
Book now
House Brookline
Historic house renovated for modern convenience
Book now
House Brookline
House with terrace | City view | Perfect for remote work
Book now
House Brookline
3 BR/ 3 BATH in Historic Home Mins from Kendall Sq, MIT, Harvard, Boston...
Book now

Top 15 most Recommended Vacation Rentals in Brookline

Discover your ideal Brookline vacation rental with real-time comparisons of 4,515 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Brookline
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with 3 rooms for 6 persons

Brookline, Norfolk County, Massachusetts, United States
This house rental in Jamaica Hills / Pond accommodates 6 guests and features a spacious kitchen for your cooking needs.
from $303
per night
(16)
View deal
House Brookline
House ∙ 12 guests ∙ 4 bedrooms

House with garden & terrace | City view | Suitable for remote work

Brookline, Norfolk County, Massachusetts, United States
Spacious house rental in Lower Allston for 12 with a yard and ample parking for a comfortable stay.
from $628
per night
(71)
View deal
Apartment Brookline
Apartment ∙ 3 guests ∙ 2 bedrooms

Fully equipped lovely rental apartment | Pets are welcome

Brookline, Norfolk County, Massachusetts, United States
This Mission Hill apartment rental accommodates 3 and features a kitchen for convenient home cooking.
from $125
per night
(22)
View deal
Apartment Brookline
Apartment ∙ 3 guests ∙ 1 bedroom

Family-friendly wonderful apartment with terrace | Suitable for remote work | Pet-friendly

Brookline, Norfolk County, Massachusetts, United States
This apartment rental in Kendall Square accommodates 3 guests and features a fully equipped kitchen.
from $263
per night
View deal
Condo Brookline
Condo ∙ 7 guests ∙ 2 bedrooms

Condo with patio

Brookline, Norfolk County, Massachusetts, United States
from $206
per night
(11)
View deal
Bed and breakfast Brookline
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

B&B with garden & terrace

Brookline, Norfolk County, Massachusetts, United States
Charming bed and breakfast rental in Oak Square accommodates 2 guests and features a cozy fireplace for a warm atmosphere.
from $105
per night
(92)
View deal
Apartment Brookline
Apartment ∙ 4 guests ∙ 2 bedrooms

Fully equipped holiday apartment with garden | Pets are welcome

Brookline, Norfolk County, Massachusetts, United States
This apartment rental in Prudential / St. Botolph accommodates 4 and features a balcony for relaxing outdoor moments.
from $260
per night
View deal
House Brookline
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with 4 rooms for 10 persons

Brookline, Norfolk County, Massachusetts, United States
This house rental in Bowdoin North / Mount Bowdoin accommodates 10 guests and features a fully equipped kitchen.
from $482
per night
(30)
View deal
Apartment Brookline
Apartment ∙ 5 guests ∙ 2 bedrooms

Apartment with grill | Good for workation

Brookline, Norfolk County, Massachusetts, United States
Spacious apartment rental in West Fens accommodates 5 and features a family-friendly kitchen for enjoyable gatherings.
from $425
per night
View deal

More travel options

image-tag