Boston Vacation Rentals - HolidayHomes base64Hash Boston Vacation Rentals - HolidayHomes

Boston Vacation Rentals

Browse 6,086 available vacation homes and compared across 17 trusted partners

Anytime
Guests
Anytime
Guests

Top-Rated Vacation rentals in Boston

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

Apartment Boston
Fully equipped nice holiday apartment
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Apartment Boston
Rental apartment with terrace & yard
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Condo Boston
Condo with yard & terrace | Perfect for remote work
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Bed and breakfast Boston
The Pistachio Room at TPH - Boston
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Apartment Boston
3 bedroom apartment next to T stop / off street parking
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Apartment Boston
Modern/Luxury Steps from Zoo & Golf Course
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Apartment Boston
Apartment with patio | City view
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Apartment Boston
Apartment with terrace | City view
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House Boston
Child-friendly house | Near Freedom Trail | City view | Good for workation
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House Boston
Perfect for large group 10 beds• 4.6 mi to Downtown •steps to T 5BD/2Bth
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Condo Boston
Elegant Back Bay Brownstone-Comm Av 1 Bed - 1 Week Min, beyond 2 wks considered
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House Boston
Children-friendly house
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House Boston
House with barbecue
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Condo Boston
Victorian house, clean comfortable and well located
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Apartment Boston
Family-friendly lovely rental apartment | Nature view | Good for workation
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Top 15 most Recommended Vacation Rentals in Boston

Discover your ideal Boston vacation rental with real-time comparisons of 6,086 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Apartment Boston
Apartment ∙ 4 guests ∙ 2 bedrooms

Holiday apartment with yard, grill & pool | Next to Old North Church

Boston, Suffolk County, Massachusetts, United States
Spacious apartment rental for 4 in Central-Maverick Square / Paris Street featuring a modern kitchen and pet-friendly policies.
from $189
per night
View deal
Apartment Boston
Apartment ∙ 4 guests ∙ 2 bedrooms

Wonderful holiday apartment with yard | Suitable for remote work

Boston, Suffolk County, Massachusetts, United States
Spacious 4-person apartment rental in Upham's Corner featuring a modern kitchen and ample natural light throughout.
from $147
per night
(15)
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House Boston
House ∙ 6 guests ∙ 3 bedrooms

Family-oriented vacation home

Boston, Suffolk County, Massachusetts, United States
This house rental in Dorchester accommodates 6 guests and features a family-friendly atmosphere with a well-equipped kitchen.
from $299
per night
(40)
View deal
Condo Boston
Condo ∙ 8 guests ∙ 5 bedrooms

Condo with BBQ & terrace

Boston, Suffolk County, Massachusetts, United States
This spacious 8-person condo in Southern Mattapan features a cozy fireplace for added warmth and comfort.
from $586
per night
(13)
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Apartment Boston
Apartment ∙ 4 guests ∙ 2 bedrooms

Apartment with barbeque, garden & terrace | City view | Suitable for remote work

Boston, Suffolk County, Massachusetts, United States
Spacious apartment rental for 4 on West Street / River Street featuring a balcony and a family-friendly atmosphere.
from $198
per night
(75)
View deal
House Boston
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with terrace

Boston, Suffolk County, Massachusetts, United States
This house rental in Lower East Mills/Cedar Grove accommodates 6 guests and features a modern kitchen for your convenience.
from $328
per night
(2)
View deal
Apartment Boston
Apartment ∙ 4 guests ∙ 2 bedrooms

Beautiful apartment | Dogs allowed

Boston, Suffolk County, Massachusetts, United States
Spacious apartment rental for 4 in Upper Washington / Spring Street with pets allowed for your furry companions.
from $140
per night
(16)
View deal
Apartment Boston
Apartment ∙ 2 guests ∙ 1 bedroom

Beautiful apartment with yard | Near Faneuil Hall | Suitable for remote work

Boston, Suffolk County, Massachusetts, United States
This Theatre District apartment rental accommodates 2 and features a modern kitchen with stainless steel appliances.
from $103
per night
(18)
View deal
Villa Boston
Villa ∙ 10 guests ∙ 4 bedrooms

Villa with yard, terrace & grill | City view | Good for workation

Boston, Suffolk County, Massachusetts, United States
This spacious 10-person villa in Harbor View features a beautiful balcony and is perfect for family gatherings.
from $586
per night
(155)
View deal

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