Charlestown holiday lettings

We found 141 holiday rentals — enter your dates for availability

Discover a selection of 7 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 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 (11.8 mi / 19 km)
  • Royal St. Kitts Golf Club (12.8 mi / 20.5 km)
  • Four Seasons Golf Course (1.4 mi / 2.3 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)
  • Sandy Bank Beach (7.8 mi / 12.6 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?
Charlestown, the capital of Saint John Figtree Parish in St. Kitts and Nevis, offers a charming experience for holidaymakers. The area is rich in history and culture, making it an excellent choice for those looking to immerse themselves in local life.

One of the best neighbourhoods to stay in is close to the waterfront, where you can enjoy stunning views of the Caribbean Sea. This area is not only picturesque but also conveniently located near several attractions. Visitors often find themselves drawn to the National Museum, which offers fascinating insights into the island's history, and the impressive St. John's Fig Tree Church, showcasing beautiful architecture.

In terms of holiday rentals, Charlestown has a variety of properties, ranging from cosy apartments to more luxurious villas. Depending on the season, you can find a good selection of accommodations that cater to different budgets and preferences. Staying in this vibrant area will allow you to experience the local culture and enjoy easy access to beautiful beaches and friendly local eateries.
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 Kitts and Nevis, the area along the coast near the capital offers stunning beachfront properties with picturesque views of the Caribbean Sea. The vicinity around Pinney's Beach is particularly popular, where travellers can find charming holiday rentals that often come with amenities such as private pools, spacious terraces, and direct access to the sandy shore. Many properties here are designed for outdoor living, featuring barbecue facilities and shaded lounging areas, great for soaking up the sun or enjoying evening gatherings.

Additionally, the area around the historical site of Fort Charles provides a unique blend of cultural experience and relaxation. Here, beachfront villas often include features like fully equipped kitchens, air conditioning, and en-suite bathrooms, suiting the needs of families or groups looking for comfort and convenience during their stay. The proximity to local restaurants and shops adds to the allure, allowing guests to easily explore the local cuisine and culture.

For those seeking a more tranquil setting, the northern coastal areas offer secluded beach houses surrounded by lush vegetation, often equipped with essentials such as Wi-Fi, laundry facilities, and stunning ocean views from private balconies.
What is the most popular type of holiday rental accomodation in Charlestown?
In Charlestown, villas are the most popular type of holiday rental, with around 40 available throughout the area. These villas often come with luxurious amenities such as private pools, spacious living areas, and well-equipped kitchens, making them ideal for travellers seeking comfort and privacy. Additionally, there are about 28 holiday houses that provide a homey feel, featuring multiple bedrooms, outdoor spaces, and sometimes breathtaking views of the surrounding landscape. Apartments are also an option, with around 20 available, typically offering essential amenities for a convenient stay. For those looking for a quaint experience, several cottages can be found, adding to the diverse range of accommodations in this charming part of St. Kitts and Nevis.
Are there any family house rentals in Charlestown?
In Charlestown, St. Kitts, there are about ten family-friendly house rentals available, offering a delightful range of options for visitors. This charming town, known for its historic sites and beautiful waterfront, makes for an excellent family getaway. Many of the properties boast spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces where children can play safely.

Accommodations often include essential amenities such as Wi-Fi and air conditioning to ensure a comfortable stay. Families can explore nearby attractions like the National Museum and the scenic views from the Brimstone Hill Fortress, both just a short drive away.
Can I rent a holiday home with a pool or hot tub in Charlestown?
In Charlestown, St. Kitts and Nevis, there are several holiday homes available for rent that feature pools and hot tubs. The charming capital offers a variety of properties, many of which are situated in scenic locations with stunning views of the Caribbean Sea. Travellers can expect amenities such as private swimming pools, relaxing hot tubs, spacious outdoor areas for sunbathing, and fully equipped kitchens ideal for preparing meals after a day of exploring.

Some rentals may also include features like outdoor dining spaces, gardens, and proximity to local beaches, ensuring a delightful stay in this beautiful part of the Caribbean.
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, offering a great opportunity for travellers looking to bring their furry companions along. The area boasts charming holiday homes that often feature amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces where pets can enjoy the warm Caribbean weather.

Charlestown itself is rich in history and culture, with a laid-back atmosphere superb for relaxation. While exploring the town, you can find pet-friendly parks and beaches, allowing for leisurely strolls or playtime with your pets. The nearby Pinney's Beach is a lovely spot, where you can unwind on the sandy shores while enjoying picturesque views of the ocean.
Are there any remote work holiday rentals in Charlestown?
In Charlestown, St. Kitts and Nevis, there are numerous remote work holiday rentals available, with around 88 options to choose from. This charming town offers a blend of historical charm and modern amenities, making it an excellent choice for remote workers. Many properties feature essential amenities such as high-speed Wi-Fi, dedicated workspaces with desk chairs, and comfortable living areas, allowing for a productive work environment while enjoying a tropical setting.

Additionally, some rentals offer extra services like limo or town car options, enhancing convenience for those needing transportation. 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 with ease. Many properties also feature onsite parking, ensuring convenience for those travelling by car. A coffee and tea maker is commonly available, superb for enjoying a warm beverage at any time of day. Additionally, many rentals boast balconies or patios, providing a lovely outdoor space to relax and take in the views of the surrounding area.
When is the best time to visit Charlestown for a holiday rental?
The best time to visit Charlestown for a holiday rental is during the peak season from December to February, when the weather is at its finest. This period attracts many visitors eager to bask in the warm Caribbean sunshine and enjoy the stunning beaches and vibrant local culture. With temperatures typically ranging from 24 to 30 degrees Celsius, the climate is superb for outdoor activities such as hiking, snorkelling, and exploring the historic sites scattered throughout the charming town.

December stands out as the most popular month to visit, as it coincides with the festive holiday season. This time of year provides a unique opportunity to immerse yourself in local traditions, enjoy lively events, and savour delicious Caribbean cuisine. The bustling atmosphere is complemented by the warm hospitality of the locals, making it an ideal choice for those seeking a lively yet comfortable holiday experience.

For travellers looking for a more budget-friendly option, consider planning your trip in May, when the tourist numbers are lower and accommodation rates are more accessible. This month can still offer delightful weather, allowing you to explore the beautiful landscapes and enjoy a serene getaway without the crowds.
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 take part in the rich history and culture of St. Kitts and Nevis. The National Museum, located in a former slave market building, offers insights into the islands' past and showcases local art and artefacts. Just a short walk away, the historic Brimstone Hill Fortress National Park, a UNESCO World Heritage Site, provides stunning views and a fascinating glimpse into historic military architecture.

The bustling Charlestown waterfront is another highlight, where travellers can enjoy local cuisine in waterfront restaurants, admire the yachts, and experience the vibrant setting. The nearby Nevis Street and the charming local shops contribute to the town's unique character, making it a delightful area to explore. For nature enthusiasts, the scenic trails around Mount Nevis offer opportunities for hiking and appreciating the island's lush landscapes.
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.