Charlestown holiday lettings

We found 138 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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Find out more about Charlestown

Find out more about Charlestown

Why visit Charlestown

  • Beautiful Beaches: Charlestown boasts picturesque beaches just a minute's walk away, perfect for sunbathing and relaxation.
  • Cultural Exploration: Visitors can discover charming churches and cultural villages, providing a rich insight into local heritage.
  • Outdoor Adventures: The area is ideal for outdoor enthusiasts, offering stunning views and opportunities for adventure.
  • Unique Attractions: Don't miss the intriguing Charlestown shipwreck for a distinctive experience.
  • Variety of Accommodations: Choose from cosy cottages, luxurious villas, and modern condos to suit every taste and budget.

Popular types of accommodation in Charlestown

If you're seeking the perfect getaway in Charlestown, you're in luck! Our most popular types of accommodation include charming holiday cottages, houses, luxurious villas, and modern condos. Whether you’re after a cosy retreat or a spacious family abode, Charlestown holiday rentals offer a range of options to suit every taste and budget. Discover the ideal spot for your next adventure with us!

  • Villas: The top choice for visitors to Charlestown, offering luxurious spaces with stunning views and private amenities.
  • Houses: A popular option for families or groups, providing a home-like atmosphere with added privacy.
  • Condos: Ideal for those seeking modern conveniences, these accommodations offer a blend of comfort and style.
  • Cottages: Charming and quaint, perfect for a peaceful retreat amidst beautiful surroundings.
  • Apartments: A versatile option for solo travellers or couples, providing essential amenities and a central location.**

Top attractions in and around Charlestown

Charlestown, located in the stunning Saint John Figtree Parish of St. Kitts and Nevis, offers a delightful vacation experience filled with outdoor adventures, beautiful beaches, and vibrant scenery. Visitors can explore local points of interest such as charming churches and cultural villages, perfect for families seeking cultural enrichment and outdoor fun. Don’t miss the opportunity for a cosy cottage break or a visit to the intriguing Charlestown shipwreck for a unique adventure.

  • Pinney's Beach: A stunning stretch of golden sand located 1.9km from Charlestown, Pinney's Beach offers a perfect setting for relaxation and beach vibes. Enjoy the gentle waves and the warm Caribbean sun, making it ideal for sunbathing and swimming.
  • Nevisian Heritage Village: Situated just 497m from Charlestown, this cultural village immerses you in the rich history and traditions of Nevis. Experience vibrant local culture through traditional architecture and exhibits that celebrate the island's heritage.
  • Nevis Botanical Garden: Located within Charlestown, this botanical garden is a romantic oasis filled with lush landscapes, perfect for families and outdoor enthusiasts. Stroll through beautifully maintained gardens showcasing endemic plants and vibrant flowers.

Things to do recommended for couples

For a romantic getaway in Charlestown, visit Palms Court Gardens & Restaurant, located 8.1km away. Enjoy a delightful meal amidst beautiful surroundings, perfect for couples seeking a charming atmosphere to unwind and connect with each other while soaking in the local vibes.

Things to do recommended for families

Families will have a fantastic time at Warner Park Sporting Complex, a vibrant sports stadium located 8.1km from Charlestown. This venue offers a lively atmosphere, perfect for enjoying various sports events together and soaking up the local sporting culture.

Things to do recommended for groups

Groups visiting Charlestown can enjoy a round of golf at the Four Seasons Golf Course or Cat Ghaut Chip 'n Putt, both offering fantastic outdoor sports vibes. Additionally, the Market Place provides a vibrant local atmosphere, perfect for experiencing the bustling city life.

What do I need to keep in mind when booking a vacation in 'Charlestown

If you're travelling with a group, family, pets, or seeking longer stays, be sure to refine your search according to your specific needs. Here are some helpful Vrbo booking tips for you.

  • Traveling to Charlestown with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and much more on Vrbo.
  • Traveling to Charlestown with young kids: Travelling with young children can present its challenges. It’s important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that cater to families.
  • Taking your pets with you to Charlestown: For many, a family getaway wouldn't feel complete without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortably at home.
  • Planning for a long term stay visiting Charlestown: If you’re in search of holiday rentals with discounts for stays of a month or more, you’ve come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your criteria as well.

Where to stay near Charlestown

Charlestown, a charming harbourside village in St. Kitts and Nevis, offers a delightful mix of relaxation and romance. Explore its picturesque beaches just a minute's walk away, bask in the tropical scenery, and immerse yourself in the friendly atmosphere. The region boasts a rich history and stunning views, perfect for outdoor enthusiasts and those seeking a luxurious getaway. Whether you're lounging on the beach or wandering through its quaint streets, Charlestown promises an unforgettable experience.

  • Nevis: Nevis is a stunning island located merely 1.9km from Charlestown, renowned for its breathtaking outdoor scenery and idyllic beaches. Visitors flock to Nevis for a variety of experiences, including relaxing on its pristine beaches, golfing on world-class courses, and enjoying luxurious resorts. The island's natural beauty is complemented by landmarks such as picturesque bays and even a nudist beach, making it a unique destination for sun-seekers and nature lovers alike.
  • Jessups Village: Situated just 1.2km from Charlestown, Jessups Village is a charming city that offers a delightful mix of outdoor activities and coastal experiences. Here, visitors can indulge in water sports or unwind on the beautiful beaches while appreciating the stunning views of the bay and nearby marina. The local golf course and resorts cater to sports enthusiasts and those seeking relaxation, ensuring a multifaceted experience for all who visit.
  • Cotton Ground: Cotton Ground is another enchanting city located 1.9km from Charlestown, celebrated for its picturesque beaches and vibrant outdoor atmosphere. The area is perfect for those seeking scenic beauty, as it boasts stunning coastlines and tranquil bays. Popular activities include golfing at excellent courses and enjoying luxurious resorts. Cotton Ground’s marina is a highlight for water sports enthusiasts, making it an ideal spot for both relaxation and adventure.

Best time to go to Charlestown

If you're planning a trip to Charlestown, it's a good idea to check both the weather and property rates. The warmest month is September. Peak season runs from December to February, while off-peak times, like April to May and August tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January78.6°F (25.9°C)No Rain (Dry)Mostly SunnySlightly HighAverage
February77.9°F (25.5°C)No Rain (Dry)Mostly SunnySlightly HighAverage
March77.9°F (25.5°C)No Rain (Dry)Mostly SunnyAverageSlightly High
April78.8°F (26.0°C)No Rain (Dry)Mostly SunnySlightly LowSlightly High
May80.4°F (26.9°C)Light RainMostly SunnySlightly LowAverage
June81.7°F (27.6°C)Light RainMostly SunnyAverageAverage
July82.0°F (27.8°C)Light RainMostly SunnyAverageAverage
August82.6°F (28.1°C)Light RainMostly SunnySlightly LowSlightly Low
September83.1°F (28.4°C)Light RainMostly SunnyAverageSlightly Low
October82.6°F (28.1°C)Light RainMostly SunnyAverageSlightly Low
November81.3°F (27.4°C)Light RainMostly SunnyAverageAverage
December79.7°F (26.5°C)Light RainMostly SunnySlightly HighSlightly High

Booking with Vrbo is a breeze

Are you hoping to cut costs on your next getaway? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, make use of our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a convenient space to plan new holidays, pick up from where you last left off, or review and arrange your travel plans. The properties you've saved or booked previously can now be easily accessed under Potential, Upcoming, or Current Trips. To explore the Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

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 (12.8 mi / 20.5 km)
  • Four Seasons Golf Course (1.4 mi / 2.3 km)
  • Royal St. Kitts Golf Club (11.8 mi / 19 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)
  • Turtle Beach (6.5 mi / 10.5 km)
  • Sandy Bank Beach (7.8 mi / 12.6 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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
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.

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