Charlestown Vacation Rentals - HolidayHomes base64Hash Charlestown Vacation Rentals - HolidayHomes

Charlestown Vacation Rentals

Browse 4,136 available vacation homes and compared across 8 trusted partners

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Top-Rated Vacation rentals in Charlestown

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

Houseboat Charlestown
Travelers Choice Best of Boston Houseboat Suite 1!
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Condo Charlestown
Fully equipped condo with terrace & garden | Near Beacon Hill | Nature view
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House Charlestown
House with yard & patio
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House Charlestown
House with yard | Lake view
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Apartment Charlestown
Sunlit Spacious 3BR in Heart of Downtown Boston! Guest Favorite!
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Apartment Charlestown
Top Of The World Charlestown Boston Ma.
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Apartment Charlestown
Apartment with 2 rooms for 5 persons
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Apartment Charlestown
Rental apartment | City view
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House Charlestown
Child-friendly house | Near Freedom Trail | City view | Good for workation
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Apartment Charlestown
Rental apartment | Close to Faneuil Hall
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Condo Charlestown
Elegant Back Bay Brownstone-Comm Av 1 Bed - 1 Week Min, beyond 2 wks considered
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House Charlestown
Spacious 2BR 2BA Condo & 2x Parking, Minutes from Central Sq, MIT, Harvard.
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House Charlestown
Fully equipped vacation home with terrace | Perfect for remote work
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Condo Charlestown
Condo with patio | Close to Faneuil Hall | City view
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House Charlestown
Family-friendly charming vacation home with patio | Pets are welcome
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Top 15 most Recommended Vacation Rentals in Charlestown

Discover your ideal Charlestown vacation rental with real-time comparisons of 4,136 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Condo Charlestown
Condo ∙ 2 guests ∙ 1 bedroom

53 m² Condo

Charlestown, Boston, Massachusetts, United States
This North End condo accommodates 2 and features a balcony with stunning views.
from $116
per night
(37)
View deal
Aparthotel Charlestown
2 guests ∙ 1 bedroom

Aparthotel

Charlestown, Boston, Massachusetts, United States
This cozy aparthotel in Bay Village accommodates 2 guests and features a refreshing outdoor pool for a relaxing stay.
from $60
per night
(140)
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Apartment Charlestown
Apartment ∙ 5 guests ∙ 2 bedrooms

74 m² Apartment

Charlestown, Boston, Massachusetts, United States
Spacious apartment rental for 5 in the Theatre District featuring a modern kitchen and easy access to local attractions.
from $222
per night
(10)
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Condo Charlestown
2 guests ∙ 1 bedroom

Condo

Charlestown, Boston, Massachusetts, United States
This cozy 2-bedroom condo in Prudential / St. Botolph features a heated pool for relaxation and enjoyment.
from $257
per night
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Apartment Charlestown
2 guests ∙ 1 bedroom

Apartment

Charlestown, Boston, Massachusetts, United States
This Theatre District apartment rental accommodates 2 and features a modern kitchen with stainless steel appliances.
from $182
per night
(16)
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Apartment Charlestown
2 guests ∙ 1 bedroom

Apartment

Charlestown, Boston, Massachusetts, United States
This apartment rental in Beacon Hill accommodates 2 and features a modern kitchen perfect for cooking and entertaining.
from $382
per night
(17)
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Apartment Charlestown
2 guests ∙ 1 bedroom

Apartment

Charlestown, Boston, Massachusetts, United States
This two-person apartment rental in the Seaport District features pet-friendly amenities for a comfortable living experience.
from $168
per night
(1)
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House Charlestown
House ∙ 8 guests ∙ 3 bedrooms

167 m² House

Charlestown, Boston, Massachusetts, United States
Spacious house rental in The Port accommodates 8 guests and features a fully equipped kitchen for convenient meal preparation.
from $264
per night
(47)
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Apartment Charlestown
Apartment ∙ 6 guests ∙ 3 bedrooms

139 m² Apartment

Charlestown, Boston, Massachusetts, United States
Spacious apartment rental for 6 located in Central-Maverick Square / Paris Street featuring a fully equipped kitchen.
from $236
per night
(100)
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