Charlestown holiday lettings

We found 145 holiday rentals — enter your dates for availability

Discover a selection of 10 homes and other holiday rentals in Charlestown that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll have the best amenities for spending time at your home away from home, including Wi-Fi and parking. Whatever you're looking for, you'll find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

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Why people love visiting relaxing Charlestown

The beaches and other outdoor surroundings create an inviting atmosphere in Charlestown. Travellers appreciate the restaurants in this relaxing city. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Charlestown

Do you want to discover things to do while you're in town? Venture out of your cosy holiday rental and check out everything that Charlestown has to offer. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Royal St. Kitts Golf Club (11.8 mi / 19 km)
  • Four Seasons Golf Course (1.4 mi / 2.3 km)
  • Royal St. Kitts Golf Club (12.8 mi / 20.5 km)
  • Cat Ghaut Chip 'n Putt (4.5 mi / 7.3 km)

Exploring the natural features in Charlestown

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Charlestown is a great place to get out in nature. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Pinney's Beach (3.2 mi / 5.2 km)
  • Cockleshell Bay (6.2 mi / 10 km)
  • Banana Bay Beach (6.2 mi / 10 km)
  • Turtle Beach (6.5 mi / 10.5 km)
  • South Friar's Beach (10.1 mi / 16.3 km)
  • Frigate Bay (10.6 mi / 17.1 km)

Seasonal weather in Charlestown

If warm-weather activities are high on your list, September, August, October and July are the hottest months to visit, when temperatures average 28°C.

Travelling to and around Charlestown

The nearest airport is in Newcastle (NEV-Vance W. Amory Intl.), located 5.1 mi (8.2 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Basseterre (SKB-Robert L. Bradshaw Intl.), which is 13.4 mi (21.5 km) away.

Frequently asked questions

What is the best area to stay in Charlestown when booking a holiday rental?
When considering a holiday rental in Charlestown, the capital of Saint Kitts and Nevis, the area around the waterfront is one of the best choices. This picturesque neighbourhood boasts a variety of properties, ranging from charming villas to modern apartments, offering a diverse selection for visitors. Staying near the waterfront allows easy access to the stunning Charlestown Harbour, where you can enjoy the vibrant atmosphere and watch the local fishing boats come and go.

In addition to the scenic views, this area is conveniently located near some of the island's top attractions. The National Museum of St. Kitts is just a short stroll away, providing fascinating insights into the island's rich history and culture. Another must-see is the iconic Brimstone Hill Fortress National Park, a UNESCO World Heritage site that offers breathtaking views and a glimpse into the island's historic past.
How much does it cost to rent a holiday home in Charlestown?
Prices for holiday rentals in Charlestown vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Charlestown to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Charlestown holiday house rentals?
You can find great discounts on house rentals in Charlestown on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Charlestown?
For renting a beach house in Charlestown, Saint John Figtree Parish, St. Kitts and Nevis, the area surrounding the historic town itself offers an inviting coastal experience. You can find properties along the stunning beaches near the Caribbean Sea, such as those close to the popular Pinney's Beach, where many beach houses feature amenities like private pools, outdoor dining areas, and easy access to the sandy shores.

In Charlestown, travellers can enjoy charming historic-style homes that provide a blend of modern comfort and historical character. These properties typically come with spacious verandas, fully equipped kitchens, and sometimes even outdoor grills for those who wish to enjoy al fresco dining while soaking in the sea views. Proximity to local markets and eateries adds to the convenience for guests looking to experience authentic Caribbean cuisine.
What is the most popular type of holiday rental accomodation in Charlestown?
In Charlestown, a variety of holiday rentals are available, with villas, holiday houses, apartments, cottages, and condos each having several options throughout the area. These properties typically come with amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where guests can relax and enjoy the tropical climate. Many of the accommodations are located near the historic sites of Charlestown, such as the National Museum, as well as beautiful beaches, making them ideal for travellers looking to explore the rich culture and stunning scenery of St. Kitts and Nevis.
Are there any family house rentals in Charlestown?
In Charlestown, there are some family-friendly house rentals available, with a variety of options to suit different needs. This charming capital of St. Kitts and Nevis offers properties that often feature spacious living areas, fully equipped kitchens for family meals, and outdoor spaces great for children to enjoy. Many homes provide amenities such as air conditioning and Wi-Fi, ensuring a comfortable stay for everyone.
Can I rent a holiday home with a pool or hot tub in Charlestown?
In Charlestown, Saint John Figtree Parish, there are several holiday homes available for rent that feature pools and hot tubs. This charming capital of Nevis offers a mix of relaxation and cultural exploration, making it an attractive destination for travellers. Many of these properties include private pools, hot tubs, and outdoor spaces superb for enjoying the tropical climate.
Can I find long-stay holiday rentals in Charlestown?
A long-stay holiday rental in Charlestown is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Charlestown?
In Charlestown, Saint John Figtree Parish, St. Kitts and Nevis, there are several pet-friendly house rentals available, making it a welcoming destination for travellers with furry companions. Many of these holiday rentals offer amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces where pets can enjoy the tropical climate.
Are there any remote work holiday rentals in Charlestown?
In Charlestown, St. Kitts and Nevis, there are approximately 20 remote work-friendly holiday rentals available, making it a suitable destination for those looking to combine work and leisure. Many of these properties are equipped with essential amenities for remote work, including Wi-Fi, desks, desk chairs, and safes, ensuring a productive environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Charlestown holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Charlestown with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Charlestown?
In Charlestown, popular rental amenities include fully equipped kitchens, which allow guests to prepare their own meals, along with microwaves for quick heating. Most accommodations also provide cookware, dishware, and utensils, ensuring that travellers have everything they need for a comfortable stay. Additionally, refrigerators are commonly available, making it easy to store groceries and beverages.
When is the best time to visit Charlestown for a holiday rental?
December is the most popular time to visit Charlestown, where travellers flock to enjoy the vibrant atmosphere and warm Caribbean sunshine. The peak season spans from December to February, drawing those who appreciate stunning beaches, cultural experiences, and a lively local scene. During this time, average temperatures hover around a comfortable 26-28 degrees Celsius, great for outdoor activities and sightseeing.

In addition to sun-soaked days, visitors can partake in various events and explore the rich history of Charlestown, including its charming historic architecture and welcoming locals. The bustling marketplace is another highlight, offering a taste of authentic Caribbean life and local cuisine.

For travellers looking for more economical options, May is a fantastic time to visit. This month marks the beginning of the low season, meaning accommodation prices often drop, and the beaches are less crowded, allowing for a more laid-back experience. May still offers pleasant weather, making it a great time for leisurely strolls along the shore or exploring nearby attractions without the hustle and bustle of peak tourist traffic.
How early should I book a Charlestown holiday rental?
Book your Charlestown holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Charlestown?
In Charlestown, visitors can experience firsthand the rich history and culture of St. Kitts and Nevis. The National Museum, located in a historic sugar factory, offers fascinating insights into the island's past. Nearby, the beautiful St. Thomas' Anglican Church showcases stunning architecture and is a peaceful spot for reflection.
Can I change or cancel my Charlestown home rental booking on Vrbo?
To find Charlestown holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Charlestown holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.