Discover Your Perfect Charlestown Vacation Homes

Why Choose Rent By Owner for your Charlestown Vacation Rental Homes?

What makes our Vacation Rentals 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.

Best Times to Visit Charlestown

When should you plan your Vacation Rentals stay?

Choosing the right time to visit ensures you can enjoy ideal weather and optimal experiences, making your stay in this Caribbean destination truly memorable.

Peak Season Highlights

spring
December to April

This period marks the dry season, making it ideal for enjoying outdoor activities and beach days in the area. Visitors often flock here seeking sunny weather and calm seas.

Average Temperature Daytime: 28ยฐC - Nighttime: 24ยฐC
spring
June to August

During these summer months, the region experiences warm temperatures and lively atmosphere. Itโ€™s a popular time for those looking to indulge in water sports and vibrant local events.

Average Temperature Daytime: 30ยฐC - Nighttime: 25ยฐC

Off-Season Highlights

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May and November

These shoulder months see fewer visitors, offering a quieter experience and better deals on vacation rentals while still enjoying favorable weather.

Average Temperature Daytime: 27ยฐC - Nighttime: 23ยฐC
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September to October

This period coincides with the rainy season, so expect occasional showers. Itโ€™s an excellent time to find lower rates and enjoy the peaceful surroundings without crowds.

Average Temperature Daytime: 28ยฐC - Nighttime: 24ยฐC

Weekly Weather Forecast for Charlestown

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 partnerโ€™s website.

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

  • Private outdoor swimming pools overlooking the ocean or lush landscapes
  • Expansive patios or decks ideal for sunbathing and outdoor dining
  • Well-equipped barbecue areas to enjoy alfresco meals with a view
  • Direct access to pristine beaches for swimming, lounging, or water sports
  • Outdoor shower facilities to refresh after a day at the beach
  • Beautifully landscaped gardens providing serene outdoor spaces
  • Covered outdoor lounges or verandas perfect for relaxing outdoors in comfort
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Family Activities

  • Snorkeling at the local reefs: Discover vibrant marine life just off the coast, making it a perfect activity for families to explore together in this Caribbean destination.
  • Beach days at Canouanโ€™s pristine sands: Relax and build sandcastles on the soft beaches, creating unforgettable family memories in this tropical paradise.
  • Boat tours around the island: Enjoy scenic boat rides that offer stunning views of the region's coastline, ideal for family adventures and sightseeing.
  • Picnic and nature walks in nearby parks: Experience the area's lush landscapes and enjoy quality time outdoors amidst natural beauty with convenient family-friendly trails.
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Adult Activities

  • Sailing and Snorkeling Tours: Explore the vibrant coral reefs and crystal-clear waters surrounding this island destination with guided sailing and snorkeling adventures tailored for adults.
  • Golfing at Premier Courses: Enjoy a round of golf on world-class courses that offer stunning ocean views, perfect for relaxation and leisure here in the region.
  • Spa and Wellness Experiences: Indulge in luxurious spa treatments designed to provide rejuvenation amidst the tranquil setting of this Caribbean paradise.
  • Dining and Nightlife: Savor locally inspired cuisine and unwind at elegant bars or lounges that showcase the region's vibrant nightlife scene.

Other Places to Stay in Charlestown

Charlestown Travel Tips

How Can You Make the Most of Your Stay?

  • Choose your location wisely: Select a well-reviewed vacation rental close to the area's main attractions to maximize your time and experience here fully.
  • Plan outdoor activities early: Take advantage of the regionโ€™s pleasant climate by scheduling excursions and water-based adventures during the morning hours.
  • Experience local cuisine: Explore nearby eateries and markets to enjoy authentic flavors that highlight the region's culinary charm.
  • Respect the environment: Practice eco-friendly habits to help preserve the natural beauty of this destination for future visitors.

Transportation Options

  • Local ferry services: These provide convenient transportation between the island and nearby destinations, making it easy to explore the region's scenic spots.
  • Private boat charters: Ideal for personalized trips around the area, offering flexible schedules and direct access to secluded beaches and islands.
  • Car rentals: Renting a vehicle allows you to comfortably navigate the local roads and discover the regionโ€™s hidden gems at your own pace.
  • Taxis and shared shuttles: Reliable options for quick and economical transfers to and from the airport or popular destinations within the destination area.

Local Customs Options

  • Respect for Local Traditions: In this destination, embracing the local customs and manners is appreciated, allowing you to immerse yourself authentically in the culture of the region.
  • Festive Celebrations: Participating in communal festivities and events reflects the vibrant community spirit that characterizes this areaโ€™s cultural identity.
  • Cuisine Etiquette: When dining here, it's customary to share local dishes and observe traditional eating manners that highlight the region's rich culinary heritage.
  • Environmental Respect: Showing care for the natural surroundings by minimizing waste and respecting protected areas aligns with the communityโ€™s commitment to preserving the area's natural beauty.

Frequently Asked Questions About Charlestown?

What are the top vacation rentals in Charlestown?

Which vacation homes in Charlestown are best for families?

If you are looking for a family-friendly vacation home in Charlestown, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Charlestown:

How many Rentbyowner vacation rentals are available in Charlestown?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 41 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.โ€ฏ