Charlestown vacation rentals

We found 45 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 8 apartments and other vacation rentals in Charlestown that are perfect for your trip. Vacation homes offer the amenities you expect for your family, friends, or furry companion, such as parking and a hot tub. At the end of the day, you're sure to find a rental that has what everyone needs, including a place that is 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, yards and more
  • More for less
    More space, more privacy, more amenities — more value

The charming city of Charlestown awaits you

The beaches and surrounding scenery provide a peaceful ambiance to your vacation home in Charlestown. Travelers like the boating, snorkeling and restaurants in this romantic and relaxing city. Whether you're planning a family vacation, friends trip or romantic retreat, HomeAway has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Exploring the natural landscape of Charlestown

Whether you're an adventurous traveler or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Charlestown. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • Mysore Bay Beach (1.4 mi / 2.3 km)
  • Tobago Cays (5.3 mi / 8.5 km)
  • Chatham Bay Beach (10.5 mi / 16.9 km)
  • Cotton House Beach (16.1 mi / 26 km)
  • Belmont Bay (9.3 mi / 15 km)
  • Anse La Roche Beach (15.1 mi / 24.3 km)

Seasonal weather averages in Charlestown

If warm-weather activities are high on your list, September, October, August and November are the hottest months to visit, when temperatures average 82°F.

Traveling to and around Charlestown

The nearest airport is in Canouan Island (CIW), located 1.1 mi (1.8 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Argyle (SVD-Argyle Intl.), which is 34 mi (54.7 km) away.

Frequently asked questions

How much does it cost to rent a vacation rental in Charlestown?

Different things can influence the price of a vacation rental in Charlestown, like the time of year, property type and length of stay. However, all Vrbo homes have one thing in common — incredible value. Simply add your travel dates to find your ideal match.

How much does it cost to rent a beach house in Charlestown?

When you travel and the style and size of the property will determine the cost of your beachside stay. Click on your Charlestown travel dates to view your available options on Vrbo. Can't live without a hot tub, or maybe a private pool? Use the filters to select the features and amenities you want in your rental.

What are the top attractions for families in Charlestown?

You'll find lots of fun things to see and do with the family in Charlestown, such as:

  • Tobago Cays
  • Mount Royal
  • Canouan Golf Club

How old do you have to be to rent a vacation rental in Charlestown?

We recommend checking with the Charlestown vacation property you're considering on Vrbo as the minimum age differs. However, it's typically 16, 18 or 21.

How long can I rent a vacation rental in Charlestown for?

How long you can rent a vacation rental in Charlestown is up to the property. Just enter your chosen travel dates to look at a list of options offering extended stays. With loads of amenities like air conditioning and laundries, as well as some offering weekly or monthly discounted prices, you're sure to discover a terrific place to call your home away from home in Charlestown.

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