Charlestown holiday lettings
We found holiday rentals — enter your dates for availability
Discover a selection of 12 homes, 11 apartments and other holiday rentals in Charlestown that are perfect for your trip. Whether you're staying in a holiday rental with family, friends or just your furry companion, you'll have the amenities that you expect and more, which might include parking and a fireplace. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
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Find properties near top attractions in Charlestown
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Find the best place to stay - Charlestown
Charming 2-bedroom apartment with AC, in Historic Bunker Hill area of Boston.
Sleeps 6 · 2 bedrooms · 1 bathroom
3.83.8 out of 10
6 reviews(6 reviews)
Historic and Charming Brownstone
Sleeps 10 · 4 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
51 reviews(51 reviews)
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
Sleeps 6 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
181 reviews(181 reviews)
2 Story Stylish Gem- 3 bedroom 1 1/2 bath.
Sleeps 5 · 3 bedrooms · 1+ bathroom
9.89.8 out of 10
Exceptionalexceptional
21 reviews(21 reviews)
Charlestown Houseboat Walk to attractions Be rocked to sleep
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
79 reviews(79 reviews)
Boston Harbor Yacht, AC/Heat, Walk to North End WiFi
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
130 reviews(130 reviews)
Top rated rentals - Charlestown
A wonderful apartment
1010 out of 10
Exceptionalexceptional
157 reviews(157 reviews)
Great location
1010 out of 10
Exceptionalexceptional
104 reviews(104 reviews)
Nice place to stay
1010 out of 10
Exceptionalexceptional
51 reviews(51 reviews)
Fantastic
1010 out of 10
Exceptionalexceptional
219 reviews(219 reviews)
Great location
9.89.8 out of 10
Exceptionalexceptional
76 reviews(76 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday rental accommodation in Charlestown?
House boats are the most popular type of holiday rental in Charlestown, according to our data. Even if you’ve got something bigger or smaller in mind, Vrbo has properties in many sizes and shapes. Explore our options to find your ideal fit.
How much does it cost to rent a holiday rental in Charlestown?
Different factors can affect how much you pay for a holiday rental in Charlestown, like the time of year, property type and length of stay. However, all of our holiday homes have one thing in common — amazing value. Just add your travel dates to find your ideal escape.
How much does it cost to rent a beach house in Charlestown?
The average price for a holiday rental close to the beach in Charlestown will depend on when you’ll be there and the type and size of property you’re searching for. You can find prices quickly and easily on Vrbo by entering your preferred travel dates. Then use our filters to choose the number of bedrooms and amenities that you need, like WiFi, air conditioning and a pool.
Are there pet-friendly holiday rentals in Charlestown?
With 20 properties that allow pets, your furry best friend can join in on your Charlestown getaway. Use the filter tool to browse our pet-friendly holiday rentals and find the pawfect pad on Vrbo.
Can I rent a house with a pool in Charlestown?
Tick the “pool” box in our filter tool and you can choose from three houses with private pools in Charlestown on Vrbo. Ball games, gentle soak or noodle joust? How you spend your leisure time is up to you when your Vrbo holiday home comes with a swimming pool.
What are popular rental amenities in Charlestown?
A water view, an ocean view and tennis are rated the most popular rental amenities in Charlestown. Whether you’re planning to travel on your own, with your other half or a group of dear friends, Vrbo will help you find a holiday rental that suits your tastes with all the features you’re looking for.
Are there large group holiday rentals in Charlestown?
Take your pick of two properties in Charlestown that can accommodate 10 or more guests. Whether you’re planning a family trip or a celebration like an anniversary, there’s enough room to get your loved ones together under one roof.
Are there holiday rentals in Charlestown that welcome kids?
With 20 family-friendly holiday rentals to select from in Charlestown, now is the perfect time to introduce your little ones to the magic of travel. Simply check our “Properties good for families” filter to browse stays that come with amenities ideal for travelling families, such as multiple bedrooms, outdoor spaces, bunk beds and entertainment areas.
What are the top attractions for families in Charlestown?
Keep the kids entertained at these fabulous family-friendly attractions in Charlestown:
- New England Aquarium
- Museum of Science
- Boston Tea Party Ship
Are there one-bedroom holiday rentals in Charlestown?
Yes, you can choose from eight one-bedroom rentals in Charlestown. Whether you’re looking for an apartment or a cabin, our one-bedroom rentals are just right if you don’t need loads of space. One of the best parts about having your own place? You won’t ever have to share your adventure with strangers.
Can I find two-bedroom holiday rentals in Charlestown?
Take off with your loved ones and enjoy a relaxing escape in one of the six two-bedroom holiday properties Charlestown has to offer.
Are there holiday rentals with WiFi in Charlestown?
Charlestown has eight holiday rentals with WiFi, so you can stay connected during your holiday. Simply check the “WiFi” box in our handy search filter to find the perfect property. From streaming movies with the family to catching up on social media, these Vrbo homes make it a breeze to go online.
How can I find holiday rentals with air conditioning in Charlestown?
Charlestown has 19 holiday rentals where you’ll be able to kick back in air-conditioned comfort. To book a property on Vrbo that offers this amenity, enter your travel dates and use the handy filters to select the “air conditioning” box.
How old do you have to be to rent a holiday rental in Charlestown?
The minimum age is normally 16, 18 or 21. It can change from property to property on Vrbo, so check the rules of your chosen Charlestown holiday rental before booking your stay.
How long can I rent a holiday rental in Charlestown for?
The amount of time you can rent a Charlestown holiday rental for depends on the property. Just tap in your dates of travel to browse available options offering longer term stays. They include all you require to make your extended holiday more convenient and comfortable, like kitchens and backyards. Some properties may also offer discounted weekly or monthly prices, so you can hang around longer for less.