Charlestown Vacation Rentals - HolidayHomes base64Hash Charlestown Vacation Rentals - HolidayHomes

Charlestown Vacation Rentals

Browse 4,650 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
Experience Sail Boston from Your Marina-Front Suite 1 available 7/13
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Condo Charlestown
Fully equipped condo with terrace & garden | Near Beacon Hill | Nature view
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Houseboat Charlestown
Stay Where Some Tall Ships Dock- July 12,13,15 open 45 foot yacht for up to 6ppl
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Houseboat Charlestown
Charlestown Houseboat Walk to attractions Be rocked to sleep
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House Charlestown
Family-oriented charming vacation home with patio | Suitable for remote work | Pet-friendly
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Apartment Charlestown
Spacious Sunlit 3BR • Center of Downtown Boston • Family Favorite
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House Charlestown
3 BR/ 3 BATH in Historic Home Mins from Kendall Sq, MIT, Harvard, Boston...
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Condo Charlestown
Fully equipped big condo with terrace, garden & barbecue
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Houseboat Charlestown
Boat with barbeque & patio | Next to Old North Church | City view
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House Charlestown
Child-friendly house | Near Freedom Trail | City view | Good for workation
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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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Apartment Charlestown
Family-oriented nice apartment | Dogs allowed
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Apartment Charlestown
3BR2Bth TD Garden/MIT/Harvard/BOS/3 Parking Spaces
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Condo Charlestown
Family-friendly spacious condo | Perfect for remote work
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Apartment Charlestown
Cambridge/Boston 3BR2Bth Parking, W/D, Subway, A/C
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Top 15 most Recommended Vacation Rentals in Charlestown

Discover your ideal Charlestown vacation rental with real-time comparisons of 4,650 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Apartment Charlestown
Apartment ∙ 3 guests ∙ 1 bedroom

Apartment | Near Long Wharf

Charlestown, Boston, Massachusetts, United States
Cozy apartment rental in the Seaport District accommodates 3 and features a family-friendly kitchen for convenient meals.
from $328
per night
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Apartment Charlestown
Apartment ∙ 3 guests ∙ 1 bedroom

Children-friendly rental apartment with patio | Good for workation | Pet-friendly

Charlestown, Boston, Massachusetts, United States
This apartment rental in Kendall Square accommodates 3 and features a family-friendly kitchen for convenient living.
from $343
per night
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Apartment Charlestown
Apartment ∙ 5 guests ∙ 2 bedrooms

Holiday apartment with pool | Perfect for remote work

Charlestown, Boston, Massachusetts, United States
This spacious apartment rental in the Seaport District accommodates 5 and features a family-friendly kitchen for all your cooking needs.
from $499
per night
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Apartment Charlestown
Apartment ∙ 5 guests ∙ 2 bedrooms

Child-friendly rental apartment | Next to Long Wharf | Good for workation | Pets are welcome

Charlestown, Boston, Massachusetts, United States
Charming apartment rental in the Seaport District accommodates 5 and features a family-friendly kitchen for your convenience.
from $499
per night
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Apartment Charlestown
Apartment ∙ 3 guests ∙ 1 bedroom

Holiday apartment with pool

Charlestown, Boston, Massachusetts, United States
This Seaport District apartment rental for 3 features a family-friendly kitchen and is pet-friendly for your convenience.
from $343
per night
View deal
Apartment Charlestown
Apartment ∙ 3 guests ∙ 1 bedroom

Children-friendly rental apartment with pool | Good for workation | Pets are welcome

Charlestown, Boston, Massachusetts, United States
This 3-bedroom apartment rental in the Seaport District features a family-friendly kitchen and is pet-friendly.
from $351
per night
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Apartment Charlestown
Apartment ∙ 4 guests ∙ 2 bedrooms

Fully equipped lovely rental apartment | Dogs allowed

Charlestown, Boston, Massachusetts, United States
This apartment rental in Prudential / St. Botolph accommodates 4 and features a kitchen with modern appliances.
from $444
per night
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Apartment Charlestown
Apartment ∙ 3 guests ∙ 1 bedroom

Holiday apartment with pool | Close to Faneuil Hall

Charlestown, Boston, Massachusetts, United States
Spacious apartment rental in West End accommodates 3 and features a family-friendly kitchen for comfortable living.
from $343
per night
View deal
Apartment Charlestown
Apartment ∙ 3 guests ∙ 1 bedroom

Apartment | Close to Long Wharf

Charlestown, Boston, Massachusetts, United States
This Seaport District apartment rental accommodates 3 and features a family-friendly kitchen.
from $398
per night
View deal

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