Discover Your Perfect Hillsborough Vacation Homes

Best Vacation Homes in Hillsborough

Hillsborough Luxury Rentals

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?

To make the most of your stay, consider planning your vacation during the region's dry season, when the weather is ideal for exploring and relaxing in Hillsborough, Carriacou and Petite Martinique, Grenada.

Peak Season Highlights

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December to April

This is the peak season when travelers flock to the area for its warm climate and dry weather, ideal for enjoying the beaches and outdoor activities.

Average Temperature Daytime: around 80-85°F - Nighttime: around 70-75°F
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June to August

Another popular period coinciding with the summer months, offering vibrant local festivities and optimal conditions for exploring the region’s natural beauty.

Average Temperature Daytime: around 82-88°F - Nighttime: around 73-78°F

Off-Season Highlights

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May and November

These shoulder months bring fewer visitors, making it a great time to experience the area's tranquility and take advantage of off-season rental deals.

Average Temperature Daytime: around 78-83°F - Nighttime: around 68-72°F
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September to October

The region sees less tourism during these months due to higher chances of rain, but you can enjoy serene environments and lower accommodation rates.

Average Temperature Daytime: around 79-84°F - Nighttime: around 69-73°F

Weekly Weather Forecast for Hillsborough

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

  • Enjoy outdoor dining spaces where you can savor local flavors amidst scenic surroundings.
  • Relax by private pools that offer stunning views of the region’s natural beauty.
  • Experience direct access to pristine beaches, perfect for swimming and sunbathing.
  • Take advantage of lush gardens or landscaped yards ideal for outdoor lounging or picnics.
  • Benefit from outdoor showers to refresh after a day spent exploring the area.
  • Utilize shaded terraces or verandas designed for relaxing evenings outdoors.
  • Engage in water activities with equipment available for snorkeling, kayaking, or paddleboarding nearby.
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Family Activities

  • Snorkeling at Tyrrel Bay: Discover the vibrant marine life and colorful coral reefs just off the coast, making it a perfect family activity in this scenic part of the region.
  • Hiking in Mount Saint Catherine National Park: Enjoy memorable outdoor adventures as you explore lush trails with breathtaking views around this natural reserve.
  • Visiting Carriacou Museum: Engage with the area's rich history and culture through interactive exhibits that are educational and fun for kids and adults alike.
  • Beach day at Paradise Beach: Relax on the soft sands and swim in clear waters, offering a peaceful escape ideal for family outings in this tropical destination.
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Adult Activities

  • Snorkeling and Diving Excursions: Discover vibrant coral reefs and marine life just off the coast, making it an ideal activity for exploring the region's underwater beauty.
  • Historical Walking Tours: Immerse yourself in the area's rich history and culture through guided walks that highlight local landmarks and stories.
  • Boat Trips and Island Excursions: Enjoy scenic boat rides around the region, offering stunning views and the opportunity to visit nearby islands or secluded beaches.
  • Local Dining Experiences: Savor authentic Caribbean cuisine at local restaurants and eateries, providing a taste of the area's culinary heritage.

Hillsborough Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local markets: Immerse yourself in the vibrant culture by visiting the area’s markets to discover authentic craftwork and fresh produce.
  • Plan water activities: Take advantage of the region’s stunning waters by booking boat trips or snorkeling excursions through your rental host.
  • Respect the environment: Contribute to the preservation of this destination's natural beauty by following eco-friendly practices during your stay.
  • Connect with hosts: Engage with local hosts for personalized tips on hidden gems and authentic experiences in the area.

Transportation Options

  • Local Buses: Affordable and widely available, local buses provide an authentic way to explore the area’s attractions and scenery.
  • Taxis: Reliable taxis are readily accessible for quick and comfortable transportation around the destination and nearby islands.
  • Boat Services: Ferry and water taxi options connect the region to neighboring islands and coastal attractions, offering scenic journeys across the waters.
  • Car Rentals: Renting a car gives you the flexibility to independently discover the region at your own pace, with many rental agencies available nearby.

Local Customs Options

  • Respect for Traditional Clothings: When visiting this destination, dressing modestly and respecting local attire during cultural events demonstrates appreciation for the area's heritage.
  • Greeting Etiquette: It is customary to greet locals with a warm handshake or a friendly nod, reflecting the region's welcoming spirit and fostering good relations.
  • Participation in Local Festivals: Engaging in community festivals offers an authentic experience of the area's customs, emphasizing its vibrant cultural traditions.
  • Environmental Respect: Maintaining cleanliness and avoiding littering are highly valued here, underscoring the community’s commitment to preserving its natural beauty.

Hillsborough Vacation Rental Frequently Asked Questions

1. What are 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 39 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 vacation rentals in this region?

The cancellation policy varies by property; you should review the specific listing details or contact the owner directly to understand the terms and any potential fees associated with cancellations.

5. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning, service charges, or security deposits are often specified in the listing. It’s recommended to check the property details or reach out to the owner for clarity before completing your reservation.

6. How do I confirm my booking for a rental in this destination?

Booking confirmation typically occurs once your payment is processed and the owner approves your reservation. Always review the confirmation email for specific instructions or contact the host if needed.

7. What amenities can I expect at vacation rentals in this area?

Amenities vary by property but generally include essentials such as Wi-Fi, air conditioning, and kitchen facilities. Details about specific amenities are listed in each property profile, so reviewing these can help ensure your needs are met.

8. Is there a minimum stay requirement for booking here?

Minimum stay requirements depend on the property and season. You should verify the duration restrictions either on the listing page or by contacting the owner to plan your trip accordingly.