Charlestown holiday rentals

We found 61 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.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday home accommodation in Charlestown?
House boats are the most popular type of holiday home in Charlestown, according to our data. Even if you’ve got something bigger or smaller in mind, Stayz has properties in many sizes and shapes. Explore our options to find your ideal fit.
How much does it cost to rent a holiday home in Charlestown?
Different factors can affect how much you pay for a holiday home 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 home 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 Stayz 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 homes 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 homes and find the pawfect pad on Stayz.
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 Stayz. Ball games, gentle soak or noodle joust? How you spend your leisure time is up to you when your Stayz holiday home comes with a swimming pool.
What are popular home amenities in Charlestown?
A water view, an ocean view and tennis are rated the most popular home amenities in Charlestown. Whether you’re planning to travel on your own, with your other half or a group of dear friends, Stayz will help you find a holiday home that suits your tastes with all the features you’re looking for.
Are there large group holiday homes 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 homes in Charlestown that welcome kids?
With 20 family-friendly holiday homes 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 homes in Charlestown?
Yes, you can choose from eight one-bedroom homes in Charlestown. Whether you’re looking for an apartment or a cabin, our one-bedroom homes 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 homes 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 homes with WiFi in Charlestown?
Charlestown has eight holiday homes 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 Stayz homes make it a breeze to go online.
How can I find holiday homes with air conditioning in Charlestown?
Charlestown has 19 holiday homes where you’ll be able to kick back in air-conditioned comfort. To book a property on Stayz 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 home in Charlestown?
The minimum age is normally 16, 18 or 21. It can change from property to property on Stayz, so check the rules of your chosen Charlestown holiday home before booking your stay.
How long can I rent a holiday home in Charlestown for?
The amount of time you can rent a Charlestown holiday home 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.

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