Charlestown vacation rentals

We found 141 vacation rentals — enter your dates for availability

Discover a selection of 10 homes and other vacation rentals in Charlestown that are perfect for your trip. Whether you’re staying in a vacation home with a group or just with your pet, you'll have the amenities you expect and more, which might include WiFi and a washer and dryer. Whatever you're looking for, you'll find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

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Find out more about Charlestown

Why visit Charlestown

  • Beautiful beaches: Enjoy stunning shores and breathtaking sea views, perfect for relaxation and fun.
  • Cultural exploration: Immerse yourself in the vibrant local culture and history of Charlestown.
  • Outdoor activities: Discover outdoor adventures, including visits to scenic spots like the Charlestown Beach Road.
  • Botanical gardens: Stroll through beautiful gardens showcasing the region's unique flora.
  • Comfortable accommodations: Choose from a variety of cozy rentals, including charming cottages and villas.

Popular types of accommodation in Charlestown

Your adventure in Charlestown awaits, and selecting the perfect accommodation is the first step. Explore our top options, including charming holiday cottages, inviting villas, and comfortable houses. Whether you’re looking for a cozy cottage or a spacious vacation home, Charlestown offers a variety of rentals to suit your needs. Start planning your getaway and find the ideal spot to relax and unwind.

  • Villas: The top choice for travelers, these luxurious properties offer stunning views and amenities for a perfect getaway in Charlestown.
  • Houses: Ideal for families or groups, these spacious homes provide a comfortable and homely atmosphere for your stay.
  • Cottages: Quaint and charming, these cozy retreats are perfect for a peaceful vacation experience in the heart of nature.
  • Condos: Offering modern conveniences, these stylish accommodations are great for those seeking a blend of comfort and location.
  • Apartments: Affordable and convenient, these options provide all the essentials for a memorable stay in Charlestown.**

Top attractions in and around Charlestown

Charlestown, located in Saint John Figtree Parish, St. Kitts and Nevis, is perfect for outdoor and beach vacations. Explore stunning beaches, a beautiful botanical garden, and vibrant cultural villages. Don't miss the Charlestown Shipwreck and the scenic Charlestown Beach Road. For a comfortable stay, consider the best vacation rentals in the area. Whether you're traveling solo or with family, there's plenty to discover in Charlestown.

  • Pinney's Beach: A stunning stretch of golden sand located 3 miles from Charlestown, Pinney's Beach offers a relaxing beach vibe where you can soak up the sun, swim in crystal-clear waters, or enjoy water sports along the picturesque coastline.
  • Nevis Botanical Garden: Nestled within Charlestown, this lush botanical garden features beautiful landscapes, vibrant flowers, and serene walking paths, making it a perfect spot for romantic strolls and family outings amidst nature's beauty.
  • Nevisian Heritage Village: Just 0.8 miles from Charlestown, this cultural village immerses visitors in the rich history and traditions of Nevis, showcasing authentic architecture, crafts, and storytelling that reflect the island's vibrant heritage.

Things to do recommended for couples

For a romantic getaway in Charlestown, head to Palms Court Gardens & Restaurant, just 13 miles away. Enjoy a delightful meal amidst beautiful gardens, perfect for couples seeking a blend of romance and nature. Don't miss the enchanting atmosphere that sets the stage for unforgettable moments together.

Things to do recommended for families

Families can have a great time at Warner Park Sporting Complex, just 13 miles from Charlestown. This facility offers a vibrant sports atmosphere, perfect for enjoying games or engaging in family-friendly activities together.

Things to do recommended for groups

Explore the vibrant Market Place in Charlestown for a taste of local culture. Enjoy a round of golf at the Four Seasons Golf Course, just a mile away, or test your skills at Cat Ghaut Chip 'n Putt, located five miles from town. Perfect for group fun.

*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 traveling with a group, family, or pets, or if you're planning an extended stay, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Charlestown with a group: Think about how many bedrooms you require, as well as features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Charlestown with young kids: Traveling with young kids can present some challenges. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Charlestown: For many families, a trip just isn't the same without their furry companion. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly rentals come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Charlestown: If you're searching for vacation rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like parking, a well-equipped kitchen, or a private pool in your search.

Where to stay near Charlestown

Charlestown, the capital of Saint John Figtree Parish, offers an unforgettable vacation experience with its stunning beaches and breathtaking sea views. Ideal for a family getaway or a romantic retreat, you can unwind in a tropical paradise while exploring the city's rich history and friendly atmosphere. Enjoy relaxing days by the shore, savor local cuisine, and immerse yourself in the vibrant culture, making your visit to Charlestown truly memorable.

  • Nevis: This stunning island is located a mere 3 miles from Charlestown and boasts a wealth of natural beauty. Travelers flock to Nevis for its outdoor adventures, serene beaches, and breathtaking scenery. Popular activities include playing a round of golf at local courses, relaxing at upscale resorts, or soaking up the sun on its pristine beaches. Key attractions include charming bays, a nudist beach for the more adventurous, and idyllic spots perfect for swimming and sunbathing, making it a paradise for beach lovers and nature enthusiasts alike.
  • Jessups Village: Situated just 2 miles from Charlestown, Jessups Village is a vibrant city that offers a mix of outdoor activities and beach fun. Visitors come here to enjoy the local golf courses, which cater to both novice and experienced players. The village is also home to a beautiful marina, perfect for those who love sailing or simply wish to take in the views. The nearby beaches and bays provide an ideal setting for sports and leisurely relaxation, making Jessups Village a must-visit for active travelers.
  • Cotton Ground: Located 3 miles away from Charlestown, Cotton Ground is a charming city known for its stunning beaches and scenic landscapes. It attracts visitors seeking outdoor experiences and relaxation by the water. Golf enthusiasts will appreciate the local golf courses, while those looking for a more tranquil experience can enjoy the picturesque marina and beautiful beaches. With its inviting atmosphere and stunning surroundings, Cotton Ground is a perfect destination for those wanting to immerse themselves in the natural beauty of St. Kitts and Nevis.

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 save on your upcoming journey? Keep in mind that being flexible with your travel dates can lead to significant savings, as prices tend to vary. Additionally, booking a longer stay often allows for even greater discounts. To discover the perfect Vrbo property that fits your budget, feel free to utilize our filters to narrow your search by price, location, and type of vacation rental.

Unlock savings with One Key

When you reserve an eligible Vrbo for your group getaway, you'll earn OneKeyCash on the full booking amount. It really pays off to be the trip planner. Become a member of our One Key rewards program to unlock exclusive savings and earn OneKeyCash on qualifying stays. Sign up today and begin reaping the benefits.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a user-friendly platform where you can easily plan new trips, resume from where you last stopped, or manage your travel arrangements. You'll see your saved or booked properties sorted into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Why people love visiting tranquil Charlestown

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

Sightseeing in and around Charlestown

Are you looking for things to do in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Charlestown a one-of-a-kind vacation spot. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • 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 looking for exciting outdoor activities or just want to appreciate the scenery, Charlestown is a great place to spend some time outside. Here are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • 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 83°F.

Traveling 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 center. If you can't find a flight that works for your travel itinerary, you can also fly into Robert L. Bradshaw Intl. Airport (SKB), which is 13.4 mi (21.5 km) away.

Frequently asked questions

What is the best area to stay in Charlestown when booking a vacation rental?
When looking for a vacation rental in Charlestown, Saint John Figtree Parish, St. Kitts and Nevis, the best area to consider is the waterfront district. This vibrant neighborhood offers stunning views of the Caribbean Sea and a charming atmosphere that is superb for relaxation. Staying here gives you easy access to the picturesque Charlestown Harbor, where you can enjoy a leisurely stroll while taking in the sights of sailing boats and local fishers at work.

Another delightful aspect of this area is its proximity to the Brimstone Hill Fortress National Park, a UNESCO World Heritage site. This impressive historical landmark not only provides a glimpse into the island's historic past but also offers breathtaking views of the surrounding landscape. In terms of vacation rentals, the waterfront district typically features a variety of options, from cozy apartments to luxurious villas, suiting different preferences and group sizes.

Additionally, being close to the heart of Charlestown means you're just a short walk away from local restaurants, shops, and cultural experiences. This area is known for its friendly atmosphere and welcoming community, making it an ideal spot for both relaxation and exploration.
How much does it cost to rent a vacation home in Charlestown?
Prices for vacation 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 vacation 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 along the coastline near the historic capital offers stunning views of the Caribbean Sea. The vicinity around the Charlestown waterfront is popular for vacation rentals, where travelers can find properties featuring spacious patios, private pools, and direct beach access. Many of these houses are equipped with modern amenities such as fully stocked kitchens, outdoor grills, and air conditioning, making them suitable for families or groups seeking a comfortable stay by the beach.

Additionally, properties near popular points of interest such as the Nevis Botanical Garden and the historic Fort Charles offer not only breathtaking views but also opportunities for local exploration. Rentals in this area often include amenities such as complimentary beach umbrellas, snorkeling gear, and outdoor showers to rinse off after a day in the sun.

For those looking for a more secluded experience, consider the nearby beaches like Pinney's Beach, where vacation homes often come with lush tropical landscaping and private access to the shoreline. These rentals typically feature spacious living areas, sun decks, and sometimes even concierge services to assist with local activities and dining reservations, ensuring a memorable beach getaway.
What is the most popular type of vacation rental accomodation in Charlestown?
In Charlestown, a variety of vacation rental options are available, including several villas, vacation houses, cottages, apartments, and condos. These accommodations are often situated in picturesque locations near the waterfront, offering stunning views of the Caribbean Sea. Travelers can expect amenities such as fully equipped kitchens for self-catering, spacious living areas for relaxation, and outdoor spaces like patios or balconies to enjoy the tropical climate. Many of these rentals cater to families and groups, providing multiple bedrooms and communal areas that enhance the experience of staying together in a beautiful setting.
Are there any family house rentals in Charlestown?
In Charlestown, St. Kitts, there are numerous family-friendly rentals available—specifically around 13 options scattered throughout this charming town. Visitors will find homes that provide ample space for families, often featuring multiple bedrooms, open-plan living areas, and fully equipped kitchens, making it easy to prepare meals together. Many properties also include outdoor patios or gardens, superb for children to play in the fresh Caribbean air.

Charlestown itself is rich in history and culture, with local attractions such as the National Museum and the beautiful waterfront. Nearby, families can enjoy the stunning beaches of Pinney's and Cockleshell Bay, which offer opportunities for swimming, snorkeling, and other water activities.
Can I rent a vacation home with a pool or hot tub in Charlestown?
In Charlestown, St. Kitts and Nevis, there are several vacation homes available for rent that feature pools and hot tubs, making it an attractive destination for travelers seeking relaxation and comfort. The town is known for its historical charm and beautiful coastal views, with properties often located near the waterfront or located within lush tropical gardens.

Travelers can expect amenities such as private swimming pools, hot tubs, outdoor dining areas, and fully equipped kitchens, ideal for both leisurely mornings and entertaining in the evenings. Many rentals also include air conditioning and Wi-Fi, ensuring a comfortable stay.
Can I find long-stay vacation rentals in Charlestown?
A long-stay vacation rental in Charlestown is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Charlestown?
In Charlestown, travelers can find several pet-friendly house rentals that cater to those looking to enjoy a relaxing getaway. The area offers a variety of accommodations, often featuring modern amenities such as fully equipped kitchens, private outdoor spaces, and comfortable living areas, making it suitable for families and groups traveling with pets.

Charlestown is not only rich in history but also provides access to beautiful beaches and local attractions. Nearby, the picturesque Pinney's Beach is great for leisurely walks with pets, and the scenic coastline offers stunning views and opportunities for exploration. The vibrant local culture and friendly atmosphere enhance the experience for travelers seeking a pet-friendly retreat.
Are there any remote work vacation rentals in Charlestown?
In Charlestown, St. Kitts and Nevis, there are several remote work vacation rentals available—around 18 options for travelers seeking a productive getaway. The charming town offers a vibrant atmosphere with historical sites and scenic coastal views, making it a pleasant environment for remote work. Many of these rentals come equipped with essential amenities such as Wi-Fi, dedicated desks, and ergonomic chairs, ensuring a comfortable workspace. Additionally, some properties may feature safes for securing valuables, as well as outdoor spaces for relaxation during breaks.

Charlestown is also close to points of interest like the Alexander Hamilton Museum and beautiful beaches, providing opportunities to unwind after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Charlestown vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Charlestown with parking available—perfect for families or travelers 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 vacation rental amenities include WiFi, kitchens, and private pools. Many properties are designed to provide a comfortable and convenient stay, often featuring appliances like blenders and coffee/tea makers, allowing guests to prepare their own meals and enjoy fresh beverages.
When is the best time to visit Charlestown for a vacation rental?
The best time to visit Charlestown, St. Kitts and Nevis, is in December, marking the beginning of the peak season that extends through February. During this vibrant period, travelers flock to the area to enjoy its warm tropical climate, where temperatures typically range from the mid-70s to low 80s Fahrenheit. This mild weather is great for outdoor activities such as exploring the island's stunning beaches, hiking in lush landscapes, or immersing yourself in the local culture.

December is particularly appealing, as it offers a delightful blend of festive events and tranquil exploration. Visitors can partake in local holiday celebrations while enjoying the scenic beauty of Charlestown. The atmosphere is lively, yet there's still a sense of serenity that allows for comfortable sightseeing and relaxation.

If you're looking for a more budget-friendly option, consider planning your trip in May. This month offers a quieter experience with fewer tourists, making it an excellent time for those who appreciate a more laid-back atmosphere. You can still bask in the warm climate and take advantage of lower rental rates, all while enjoying the stunning views and rich history of the area.

Ultimately, your choice of when to visit Charlestown will depend on whether you prefer the bustling energy of peak season or the tranquil charm of the shoulder months.
How early should I book a Charlestown vacation rental?
Book your Charlestown vacation 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 vacation 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 explore a variety of attractions that highlight the area's rich history and natural beauty. The National Museum of St. Kitts, located in a historic building, offers insights into the island's heritage and culture. Nearby, the charming waterfront features colorful historic buildings and local shops, providing a picturesque setting for leisurely strolls.

For those interested in nature, the nearby Brimstone Hill Fortress National Park presents stunning views and well-preserved historical structures, making it a great spot for exploration. The surrounding area is also known for beautiful beaches, with Pinney's Beach offering a great place for relaxation and water activities.
Can I change or cancel my Charlestown home rental booking on Vrbo?
To find Charlestown vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, 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 organizing 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.