Memorial Square Rentals by Owner

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9.6 (46 Reviews)
House
  • Parking
  • Pool
  • Balcony/Terrace

Why Choose Rent By Owner for your Memorial Square 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.

Best Times to Visit Memorial Square

When should you plan your Rentals by Owner stay?

To make the most of your stay in this charming area, consider visiting during the shoulder seasons when the weather is pleasant and rental prices are more affordable, ensuring a truly enjoyable experience in the region's vibrant setting.

Peak Season Highlights

spring
December to April

During these months, the region experiences its peak tourism season, attracting visitors looking to enjoy the warm weather and festive events. This is an ideal time for booking rental accommodations nearby for a lively and vibrant holiday experience.

Average Temperature Daytime: 28°C - Nighttime: 22°C
spring
June to August

The summer months see an increase in travelers seeking sunny weather and outdoor activities. Accommodation options tend to fill up quickly, so early booking through Rent By Owner is recommended to secure the best rentals in this popular period.

Average Temperature Daytime: 30°C - Nighttime: 24°C

Off-Season Highlights

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May and November

These shoulder months offer quieter surroundings and are perfect for visitors seeking a more relaxed experience. Booking your rental during this period allows you to enjoy the region's attractions without the crowds.

Average Temperature Daytime: 27°C - Nighttime: 21°C
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September to October

This period corresponds with the region’s off-peak season, often characterized by less tourist activity. It’s an excellent time for budget-conscious travelers to find affordable rental options and enjoy a peaceful stay.

Average Temperature Daytime: 29°C - Nighttime: 23°C

Weekly Weather Forecast for Memorial Square

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.

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

  • Shared outdoor swimming pool for relaxing under the Caribbean sun.
  • Spacious patio or terrace ideal for outdoor dining and entertaining.
  • Lush landscaped gardens to enjoy peaceful walks and scenic views.
  • Convenient outdoor barbecue area for preparing meals al fresco.
  • Secure parking facilities with easy access to your rental.
  • Sun loungers or hammocks for unwinding in the warm island breeze.
  • Outdoor recreational spaces such as tennis courts or fitness areas for active pursuits.
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Family Activities

  • Exploring Memorial Square Heritage Tour: Discover the rich history of Charlestown through guided walks around the square, offering an educational experience for the entire family.
  • Picnic and Relax at Memorial Square Park: Enjoy a family-friendly picnic in the shaded areas of the park adjacent to the square, perfect for relaxing after sightseeing.
  • Visit Local Art Exhibits: Engage with vibrant local art displays near Memorial Square that showcase the region’s cultural heritage and creativity.
  • Attend Community Events: Participate in seasonal festivals and community gatherings held in the vicinity, offering fun activities suitable for children and adults alike.
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Adult Activities

  • Historical Walking Tours: Discover the area's rich heritage by exploring local landmarks and sites with guided tours that highlight the region's cultural significance.
  • Local Cuisine Tastings: Indulge in the region's culinary delights at nearby eateries that showcase authentic flavors unique to this Caribbean destination.
  • Harbor Cruises: Enjoy scenic boat excursions from the neighboring harbor, offering stunning views and a relaxing way to experience the oceanic beauty of the region.
  • Art and Craft Galleries: Browse through vibrant galleries featuring local artists and artisans, providing a cultural insight into the area's creative spirit.

Memorial Square Travel Tips

How Can You Make the Most of Your Stay?

  • Explore the local surroundings: Take time to discover the unique charm of this area by walking around and engaging with the community to enhance your experience during your stay.
  • Choose a well-located rental: Prioritize accommodations close to Memorial Square for easy access to the region's key attractions and vibrant local culture.
  • Plan your activities in advance: Utilize the area’s peaceful environment to schedule visits, ensuring you make the most of your time in this destination’s natural and cultural offerings.
  • Respect local customs and environment: Embrace the region’s hospitality by being mindful of local traditions and keeping the surroundings clean throughout your visit.

Transportation Options

  • Local Bus Services: These provide affordable and frequent transportation options throughout the area, making it easy to explore nearby attractions from your rental in Memorial Square.
  • Taxis and Ride-Sharing Services: Convenient for direct, door-to-door transfers within Charlestown and neighboring communities, ensuring a comfortable journey when exploring this destination.
  • Car Rentals: Renting a vehicle offers flexibility and independence to discover the region at your own pace, with multiple providers available near the neighborhood.
  • Bicycle Rentals: An eco-friendly choice that allows you to enjoy the scenic surroundings of the area while staying active during your stay.

Local Customs Options

  • Greetings and Respect: In this part of the Caribbean, it is customary to greet others politely with a friendly handshake or a nod, reflecting the warm and welcoming spirit of the community.
  • Dress Code for Religious and Cultural Sites: Visitors should dress modestly when visiting local churches or attending cultural events, showcasing respect for the region’s traditions.
  • Celebrating Local Festivals: Participating in or observing festivals often involves wearing traditional attire and engaging in community dances and music, providing an authentic experience here.
  • Offering Hospitality: When invited into someone's home or event, bringing a small gift or gesture of appreciation is appreciated as part of the regional custom.

Frequently Asked Questions About Memorial Square Rentals by Owner

2. How many Rentbyowner vacation rentals are available in Memorial Square?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 127 in the Memorial Square 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 Memorial Square. 

3. What is the cancellation policy for rental properties in this area?

Cancellation policies vary by listing. To understand the specific terms, including any fees or restrictions, please review the rental's cancellation policy on the listing page or contact the owner directly.

4. How do I communicate with the property owner before booking?

You can reach out to the owner through the messaging system on Rent By Owner. This allows you to ask questions about the property, availability, and any special requests prior to confirming your reservation.

5. Are there any additional fees or charges associated with booking here?

Additional fees such as cleaning fees or service charges are detailed in the listing. Be sure to review all costs listed before completing your booking to ensure transparency and avoid surprises.

6. What amenities are typically included in rentals by owner in this region?

Amenities vary by property but often include essentials like Wi-Fi, air conditioning, kitchen facilities, and laundry options. The specific amenities are listed on each property’s detail page for your convenience.

7. How far in advance should I book a rental in this destination?

It’s recommended to book several weeks to months ahead, especially during peak travel seasons, to secure your preferred property. Availability details and suggested booking times are available on each listing.

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