Discover Your Perfect Hillsborough Vacation Homes

Why Choose Rent By Owner for your Hillsborough 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 Hillsborough

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit this destination ensures you enjoy favorable weather and a vibrant local atmosphere, making your stay in Hillsborough even more memorable and seamless when booking through trustworthy vacation rentals in the area.

Peak Season Highlights

spring
December to April

During this peak season, you can enjoy warm, sunny days perfect for exploring the region's natural beauty and relaxing at your vacation rental in Hillsborough. The weather remains dry and inviting, making it ideal for outdoor activities.

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

This period marks another busy time, with visitors taking advantage of the warm summer climate. It’s an excellent opportunity to experience the lively atmosphere while staying in a comfortable vacation rental here.

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

Off-Season Highlights

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May to June

In the shoulder months, fewer travelers visit, offering a more relaxed experience with pleasant weather that’s still suitable for enjoying the region’s scenic surroundings from your vacation rental.

Average Temperature Daytime: 27°C - Nighttime: 23°C
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September to November

As this destination transitions into the rainy season, you might find better deals on vacation rentals and fewer crowds. The lush landscape enhances your stay during this quieter time of year.

Average Temperature Daytime: 29°C - Nighttime: 24°C

Weekly Weather Forecast for Hillsborough

How to Book Your Hillsborough Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. 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 Hillsborough

More Top-Rated Vacation Rentals in Hillsborough Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals 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 outdoor swimming pool to relax and unwind in the warm Caribbean climate.
  • Take advantage of lush, tropical gardens that surround your outdoor space for added privacy and tranquility.
  • Cook up a barbecue at the designated outdoor grilling area to savor local flavors with family and friends.
  • Relax on spacious verandas or patios that offer stunning views of the region’s scenic landscape.
  • Make the most of outdoor dining areas perfect for enjoying meals al fresco amidst the area's natural beauty.
  • Utilize outdoor lounging furniture designed for soaking up the sun and enjoying the peaceful surroundings.
  • Explore well-maintained walking paths and garden spaces ideal for leisurely strolls in this scenic destination.

Top Attractions Around Hillsborough

What attractions are nearby?

In this charming destination, you can explore a variety of outdoor activities and cultural experiences just moments from your accommodation, making it easy to enjoy the best that the region has to offer during your stay.

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Family Activities

  • Zion Hill Waterfall: Immerse yourself in the natural beauty of the region by exploring Zion Hill Waterfall, a perfect spot for family picnics and refreshing swims amidst lush surroundings.
  • Hillsborough Market: Experience local culture firsthand at this vibrant market where you can sample fresh produce and handmade crafts, making it an engaging activity for all ages.
  • Grand Anse Beach: Enjoy a relaxing day along one of the region's most beautiful beaches, ideal for swimming, sunbathing, and building sandcastles with your family.
  • Belmont Estate Tour: Discover the area’s rich history and taste traditional Grenadian cuisine during a guided tour of Belmont Estate, offering an educational experience for the entire family.
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Adult Activities

  • Sailing and Boating: Experience the region’s scenic coastlines by renting a boat or joining a sailing tour to explore hidden coves and pristine beaches nearby.
  • Local Market Visits: Wander through the vibrant markets to discover fresh produce, local crafts, and authentic Grenadian flavors that showcase the area's rich culture.
  • Hiking Adventures: Embark on nature trails and hillside walks that offer breathtaking views of the region’s lush landscapes and coastline.
  • Historical and Cultural Tours: Discover the area's island history and heritage through guided visits to local sites and landmarks that tell the story of this Caribbean destination.

Other Places to Stay in Hillsborough, FL

Saint George
Saint George Vacation Rentals
Saint David
Saint David Vacation Rentals
More Places to Stay Near Hillsborough

Hillsborough Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local markets and eateries: Take time to experience the authentic flavors and crafts that reflect the vibrant culture of this destination, enhancing your overall stay.
  • Plan outdoor excursions wisely: Maximize your enjoyment by scheduling visits to nearby attractions during the cooler parts of the day, making your trip more comfortable and memorable.
  • Book your accommodation early: Securing your vacation rentals well in advance ensures you have a wide selection of properties close to the area's best spots, offering convenience and peace of mind.
  • Learn about the region’s customs: Familiarizing yourself with local traditions and etiquette can enrich your experience and help you connect more meaningfully with the community here.

Transportation Options

  • Taxis: Taxis offer convenient and reliable transportation around this destination, allowing you to explore the region comfortably at your own pace.
  • Car Rentals: Renting a car provides the flexibility to discover hidden gems and navigate this area at your leisure, perfect for an independent exploration experience.
  • Public Buses: Public buses are an affordable option for getting around here, connecting you to key locations within the region efficiently.
  • Private Transfers: Private transfer services ensure a seamless arrival and departure experience, giving you peace of mind upon reaching your vacation rentals in the area.

Local Customs Options

  • Respect for Local Traditions: When visiting the area, you’ll find that respecting local customs and traditions is highly valued by the community.
  • Celebrating Festivals: Participating in and observing regional festivals offers an authentic way to experience the vibrant culture of this destination.
  • Language Etiquette: Learning a few basic phrases in Grenadian Creole can enhance your interactions with locals during your stay.
  • Community Hospitality: You may notice the warmth and friendliness that define the region’s welcoming atmosphere towards visitors.

Hillsborough Vacation Rental Frequently Asked Questions

1. What are the top vacation rentals in Hillsborough?

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

2. Which vacation homes in Hillsborough are best for families?

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

3. How many Rentbyowner vacation rentals are available in Hillsborough?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 70 in the Hillsborough 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 Hillsborough. 

4. What is the cancellation policy for booking a vacation rental in Hillsborough, Grenada?

The cancellation policy varies by property and owner. You should review the specific listing details or contact the host directly to understand the terms and any applicable fees.

5. How do I confirm my reservation at a vacation rental in this region?

Reservation confirmation typically requires completing the booking process online and receiving a confirmation email. For further assistance, reach out to the property owner through the platform.

6. Are there any specific check-in and check-out procedures I should be aware of in Hillsborough, Grenada?

Check-in and check-out times are set by individual hosts. Details are usually provided in the listing or during your booking process. Contact the host if you need special arrangements.

7. What amenities are usually included in vacation rentals here?

Amenities vary by property but often include essentials like Wi-Fi, kitchen facilities, and air conditioning. For precise details, review the listing information carefully or contact the owner directly.

8. Is a security deposit required when booking a vacation rental in this area?

Many hosts require a security deposit to cover potential damages or extra charges. The amount and conditions are specified in the listing or during the booking process. Confirm these details with the owner before finalizing your reservation.