Charlestown holiday rentals

We found 145 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

  • Historical Charm: Discover Charlestown’s rich heritage through its historic churches and cultural villages.
  • Natural Beauty: Enjoy lush botanical gardens and pristine beaches that offer a serene tropical escape.
  • Scenic Vistas: Admire breathtaking views from nearby mountains and scenic outdoor landscapes.
  • Cultural Immersion: Experience the vibrant local culture and friendly neighbourhoods, perfect for a family outing.
  • Diverse Stays: Choose from a variety of cosy cottages to spacious villas for a comfortable visit.

Popular types of accommodation in Charlestown

Welcome to Charlestown, a charming city nestled in Saint John Figtree Parish, St. Kitts and Nevis. Here, you can explore historical landmarks, including the impressive Museum of Nevis History, and enjoy the vibrant local culture. Experience stunning views from the nearby mountains, or relax on the beautiful beaches. When it comes to accommodation, Charlestown offers a variety of options, from cosy cottages to spacious villas, ensuring a perfect stay for every traveller.

  • Villas: Embrace luxury in spacious, private villas, a top choice for travellers in Charlestown.
  • Private Holiday Homes: Enjoy the comfort and independence of a private holiday home, a popular pick among visitors.
  • Cottages: Stay in charming cottages that offer a cosy, traditional retreat in the heart of Charlestown.
  • Apartments: Modern apartments provide a convenient, stylish base for exploring the local culture.
  • Condos: Delight in well-appointed condos that blend comfort with contemporary living.**

Top attractions in and around Charlestown

Charlestown, nestled in Saint John Figtree Parish, offers a delightful blend of natural beauty and cultural experiences. Visitors can explore its lush botanical gardens, admire the historic churches, and immerse themselves in the vibrant atmosphere of local cultural villages. This charming city is perfect for those seeking outdoor adventures, scenic landscapes, and family-friendly activities, making it an ideal destination for a memorable holiday.

  • Memorial Square: A vibrant urban park in the heart of Charlestown, Memorial Square offers a family-friendly atmosphere with open spaces for relaxation and social gatherings, making it a perfect spot to soak in local culture.
  • St John’s Fig Tree Church: A cultural landmark, this historic church is known for its unique architecture and serene ambiance, providing visitors with a glimpse into the island's religious heritage and community spirit.
  • Nevis Botanical Garden: Nestled in Charlestown, this enchanting botanical garden features a variety of tropical plants, ideal for families and couples seeking a romantic stroll amidst nature's beauty.

Things to do recommended for couples

Discover the charm of Charlestown with a romantic stroll along the waterfront, exploring the colourful streets and historic buildings. Enjoy a candlelit dinner at a local restaurant, and don't miss sunset views from Fort Thomas. A perfect setting for couples seeking an idyllic getaway in St. Kitts and Nevis.

Things to do recommended for families

Families can explore the local markets, savour traditional cuisine, and enjoy cultural performances in Charlestown. A family-friendly adventure awaits with scenic coastal walks and historical sites, ensuring a delightful and enriching holiday experience.

Things to do recommended for groups

Groups visiting Charlestown can immerse themselves in local culture by exploring the historic architecture and vibrant markets. Enjoy a guided tour of the nearby Brimstone Hill Fortress and relax on the pristine beaches, perfect for group activities and camaraderie.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

If you're travelling with a group, family, pets, or planning an extended stay, be sure to filter your options according to your specific priorities. Here are some helpful booking tips for Stayz.

  • Traveling to Charlestown with a group: Consider how many bedrooms you'll require, along with features like a fully equipped kitchen or an outdoor space for group gatherings. Fortunately, Stayz offers filters for all these amenities and much more.
  • Traveling to Charlestown with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, as well as access to suitable amenities, like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can greatly enhance your experience.
  • Taking your pets with you to Charlestown: For many, a family holiday wouldn’t be the same without their furry companion by their side. If this resonates with you, take a look at Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and cosy beds, ensuring that everyone feels truly at home.
  • Planning for a long term stay visiting Charlestown: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the perfect place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Charlestown

Charlestown offers a serene escape with its tropical charm and pristine beaches. Revel in the island’s historical allure and scenic outdoor vistas, perfect for family getaways or a romantic retreat. Explore the local neighbourhoods to immerse yourself in the culture and enjoy a relaxing, luxurious ambience amidst friendly faces.

  • Nevis: Nevis is an enchanting island located 5km from Charlestown, celebrated for its captivating beaches, invigorating outdoor pursuits and stunning scenery. Visitors can experience a range of activities including leisurely rounds at the golf course and enjoying the serene resort vibes. Notable local attractions such as the pristine beach, picturesque bay, and bustling marina provide a perfect backdrop for both adventure and relaxation.
  • Jessups Village: Situated 3km from Charlestown, Jessups Village is a vibrant city that offers a delightful mix of outdoor activities and coastal charm. Its popular attractions include engaging golf sessions and leisurely afternoons at the golf course, complemented by a variety of resort experiences. The city's proximity to a lovely beach, scenic bay and marina ensures a memorable visit filled with natural beauty and recreational opportunities.
  • Vaughans: Vaughans is a quaint village located 2km from Charlestown, offering visitors an intimate and charming experience. Known for its outdoor allure, the village provides a superb setting for enjoying the beach and the surrounding natural scenery. Activities such as golf and relaxing resort experiences are complemented by nearby landmarks, including a sandy beach, a serene bay and a private garden, making it an ideal destination for those seeking a peaceful retreat.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 Stayz is simple

Looking to save on your next holiday? Consider flexible travel dates, as prices can fluctuate, and a longer stay might offer excellent savings. To secure the ideal Stayz property that suits your budget, simply use our filters to search by price, location, and type of holiday rental.

Stayz Trips: Planning made easy

Stayz’s Trip Board offers a user-friendly area where you can initiate new journeys, resume previous plans, or review and manage your itinerary. Here, you can easily find properties you've either bookmarked or reserved, neatly organised under Potential, Upcoming, or Current Trips. To begin utilising Trip Boards, please visit: https://www.stayz.com.au/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:

  • Four Seasons Golf Course (1.4 mi / 2.3 km)
  • Royal St. Kitts Golf Club (11.8 mi / 19 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)
  • Sandy Bank Beach (7.8 mi / 12.6 km)
  • South Friar's Beach (10.1 mi / 16.3 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.
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.
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 Stayz.
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.
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.
Are all fees included in the Charlestown holiday homes prices shown on Stayz?
Stayz 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.
Are there any Charlestown holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for Charlestown holiday homes?
You can find great discounts on holiday homes in Charlestown on Stayz, 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.
Can I change or cancel my Charlestown holiday home booking on Stayz?
To find Charlestown holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Charlestown?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Charlestown holiday home?
Book your Charlestown holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Charlestown?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Charlestown to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.