Discover Your Perfect Charlestown Rentals by Owner

Charlestown Rentals by Owner

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9.6 (46 Reviews)
House
The Hermitage
  • Parking
  • Pool
  • Balcony/Terrace
View Availability
More Top-Rated Rentals by Owner in Charlestown Area

Why Choose Rent By Owner for your Charlestown vacation rental?

What makes our Rentals by Owner special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Charlestown Rentals by Owner

Where are the best neighborhoods to stay in Charlestown?

When exploring the vibrant island of St. Kitts, choosing the right neighborhood to stay in Charlestown can greatly enhance your vacation experience. Whether you're seeking a lively area close to local culture or a peaceful retreat with scenic views, the neighborhoods in Charlestown offer a variety of options to suit your preferences. As you browse through rental by owner listings on Rent By Owner, you'll find carefully selected accommodations that provide comfort and convenience in prime locations. Each neighborhood provides a unique atmosphere, making it easy for you to select the perfect spot to enjoy your stay in this beautiful destination.

Prospect

In Prospect, you'll find a peaceful neighborhood that offers an authentic Caribbean experience with easy access to local amenities. This area provides comfortable rental options perfect for travelers seeking a relaxed stay close to the region's natural beauty.

View 65+ Rentals in Prospect

Best Times to Visit Charlestown

When should you plan your Rentals by Owner stay?

To ensure you enjoy the best experience during your stay, consider visiting during the region's shoulder seasons when the weather is pleasant and rental options by owner tend to be more available in this destination.

Peak Season Highlights

spring
December to April

During these months, you can enjoy the warm, dry weather ideal for outdoor activities and exploring the area. This is the most popular time to visit, so expect higher rental prices and increased demand.

Average Temperature Daytime: around 85°F (29°C) - Nighttime: around 75°F (24°C)
spring
July to September

This period marks the peak of the tropical summer, offering hot and humid conditions perfect for beach lounging and water sports. It’s a lively season with many visitors seeking a vibrant Caribbean experience, which can lead to premium rental rates.

Average Temperature Daytime: about 88°F (31°C) - Nighttime: around 78°F (26°C)

Off-Season Highlights

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May to June

In these shoulder months, the weather remains warm but the crowds taper off, providing a quieter environment for relaxing stays. Rental options may be more affordable and less booked during this time.

Average Temperature Daytime: approximately 85°F (29°C) - Nighttime: around 74°F (23°C)
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October to November

As the region transitions into the off-peak season, there’s a slight increase in rain, but you can still enjoy pleasant temperatures and take advantage of lower rental rates. It’s an excellent time for travelers seeking tranquility without sacrificing comfort.

Average Temperature Daytime: roughly 83°F (28°C) - Nighttime: about 73°F (23°C)

Weekly Weather Forecast for Charlestown

How to Book Your Charlestown vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Charlestown

More Top-Rated Rentals by Owner in Charlestown Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private swimming pool to cool off while admiring the scenic views of the Caribbean.
  • Relish outdoor dining areas perfect for savoring local cuisine under the warm sunshine.
  • Take advantage of lush gardens and landscaped yards that enhance the tropical atmosphere.
  • Make use of spacious patios or terraces for relaxing moments with friends and family.
  • Benefit from direct access to nearby beaches, ideal for sunbathing and water activities.
  • Experience outdoor grilling facilities for authentic Caribbean barbecues at your convenience.
  • Utilize shaded verandas or gazebos to enjoy the gentle ocean breezes in comfort.

Top Attractions Around Charlestown

What attractions are nearby?

Within this vibrant area, you can enjoy a variety of activities such as exploring scenic beaches, engaging in water sports, or discovering local cultural sites, all conveniently accessible from your rental by owner in Charlestown, St. Kitts and Nevis.

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Family Activities

  • Basseterre Cruise Port: You can enjoy a family-friendly day exploring local shops and tasting regional flavors just a short drive from this vibrant port area.
  • Brimstone Hill Fortress National Park: Discover the rich history of the region while exploring this UNESCO World Heritage site with scenic views and engaging tours suitable for all ages.
  • Frigate Bay Beach: Relax on the soft sands and splash in calm waters at this popular beach, perfect for family picnics and water fun amidst stunning coastal scenery.
  • St. Kitts Scenic Railway: Experience a memorable train ride through lush landscapes and charming villages, offering an exciting adventure that the whole family can enjoy.
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Adult Activities

  • Historical Tours: Explore the rich local history by taking guided tours through the area’s historic sites and landmarks, offering a deep dive into the region's past.
  • Sailing and Boating: Enjoy the calm waters surrounding this destination by booking sailing excursions or private boat rentals for a relaxing day on the sea.
  • Golfing: Play a round at nearby golf courses that offer scenic views and challenging fairways, perfect for both beginners and seasoned enthusiasts.
  • Relaxing Spa Experiences: Indulge in wellness treatments at local spas to unwind after active days, enhancing your overall stay in this area.

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Charlestown Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Neighborhoods: Take time to stroll through the surrounding neighborhoods when you stay here to discover hidden gems and experience authentic local culture.
  • Utilize Personal Transportation: Renting a car or scooter provides flexibility to visit scenic spots and beaches at your own pace in this part of the region.
  • Visit the Markets and Local Eateries: Savor regional flavors by exploring markets and dining at small eateries nearby, offering an authentic taste of this destination’s culinary scene.
  • Plan for Water Activities: Make the most of your visit by booking water-based excursions or relaxing on renowned beaches that are easily accessible from your rental here.

Transportation Options

  • Local Taxis: Reliable taxis are widely available for convenient transportation around the area, providing quick access to popular destinations in Charlestown.
  • Public Buses: An economical way to explore the region, the local bus service connects key points within Charlestown and nearby communities efficiently.
  • Car Rentals: Renting a car gives you flexibility to discover the region at your own pace, with several rental agencies operating nearby for easy booking.
  • Private Transfers: Private transfer services offer comfortable, door-to-door transportation options, ideal for those seeking a seamless travel experience here.

Local Customs Options

  • Respect for Local Traditions: In the area, embracing local customs like traditional music and dance ensures a meaningful connection with the community here.
  • Greeting Etiquette: When visiting here, greeting with a warm smile and friendly handshake is customary and appreciated by residents of this destination.
  • Festive Celebrations: Participating in local festivals offers insight into the region's rich cultural heritage and is a common practice during your stay.
  • Dress Code: Dressing modestly, especially when visiting religious sites or community events, reflects respect for local customs in this region.

Frequently Asked Questions About Charlestown Rentals by Owner

1. What are the top vacation rentals in Charlestown?

There are a lot of options in Charlestown. If you plan on staying in the Charlestown area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Charlestown:

2. How many Rentbyowner vacation rentals are available in Charlestown?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 34 in the Charlestown area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Charlestown. 

3. What is the cancellation policy for a rental by owner in Charlestown, St. Kitts and Nevis?

Cancellation policies vary by listing. It is recommended to review the specific property's cancellation details on the Rent By Owner platform or contact the owner directly to understand the terms before booking.

4. How do I communicate with the property owner before booking my rental in this area?

You can reach out to the owner through the messaging feature on the Rent By Owner site or app. Ensuring clear communication helps clarify any questions about the property, amenities, and availability.

5. Are there any additional fees or charges associated with rentals by owner in this region?

Additional fees such as cleaning, service charges, or local taxes may apply. Details are typically listed on the rental page, but reaching out to the owner can provide clarity on any extra costs.

6. What amenities are usually included in rentals by owner in this destination?

Amenities vary by property but commonly include essentials like Wi-Fi, air conditioning, kitchen facilities, and parking. For specific features, refer to the property listing or ask the owner directly.

7. What should I know about checking in and out of rental properties here?

Check-in and check-out procedures are specified in each listing. It's advisable to confirm these details with the owner beforehand to ensure a smooth arrival and departure process.

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More Top-Rated Rentals by Owner in Charlestown Area