Hillsborough holiday lettings

We found 16 holiday rentals — enter your dates for availability

Discover a selection of 5 homes and other holiday rentals in Hillsborough that are perfect for your trip. Holiday homes offer the amenities that you expect for your family, friends or furry companion, such as Wi-Fi and a washer and dryer. Whatever you're looking for, you're sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

The secluded area of Hillsborough awaits your stay

The beaches and gardens provide a pleasant backdrop to your holiday home in Hillsborough. Renowned for its snorkelling, hiking and boating, this city welcomes all visitors. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Exploring the natural features in Hillsborough

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Hillsborough is a great place to get outside. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Sandy Island (1.7 mi / 2.8 km)
  • Tyrell Bay Beach (2.8 mi / 4.5 km)
  • Chatham Bay Beach (8.3 mi / 13.4 km)
  • Tobago Cays (12.2 mi / 19.7 km)
  • Anse La Roche Beach (2.5 mi / 4 km)
  • Belmont Bay (8.7 mi / 14 km)

Seasonal weather averages in Hillsborough

If you're hoping to enjoy some warm-weather activities on your holiday, September, October, August and November are the hottest months to visit, when temperatures average 28°C.

Transport to and around Hillsborough

The nearest airport is in Canouan Island (CIW), located 16.7 mi (26.8 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into St. George's (GND-Maurice Bishop Intl.), which is 39.8 mi (64.1 km) away.

Frequently asked questions

What is the best area to stay in Hillsborough when booking a holiday rental?
When considering a holiday rental in Hillsborough, Carriacou and Petite Martinique, Grenada, the vibrant area of Hillsborough itself is an excellent choice. This charming town is the main hub of Carriacou and offers a delightful blend of local culture and stunning natural beauty. With a range of properties available, visitors can find everything from cosy apartments to spacious villas, suiting various preferences and budgets.

One of the top attractions in Hillsborough is the picturesque Carriacou Museum, which provides insight into the island's rich history and cultural heritage. Additionally, the beautiful beaches nearby, such as Anse La Roche, offer superb spots for sunbathing and swimming in crystal-clear waters. The local market, bustling with vendors selling fresh produce and handmade crafts, adds to the area's vibrant setting and provides an authentic taste of island life.
How much does it cost to rent a holiday home in Hillsborough?
Prices for holiday rentals in Hillsborough vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Hillsborough to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Hillsborough holiday house rentals?
You can find great discounts on house rentals in Hillsborough on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Hillsborough?
For renting a beach house in Hillsborough, Carriacou, consider the picturesque coastline near the town's charming harbour. The area around Hillsborough Bay offers a range of beachfront properties that typically feature amenities like spacious verandas with stunning sea views, fully equipped kitchens for self-catering, and easy access to the sandy beaches. These rentals are ideal for families or groups seeking a relaxing getaway by the water.

Additionally, properties near the Carriacou Marine Park provide opportunities for snorkelling and diving, with many rentals equipped with outdoor showers and equipment storage for water sports. The local atmosphere is vibrant, with small shops and eateries within walking distance, allowing guests to enjoy the laid-back island life.

For a more secluded experience, look towards the quieter beaches on the northern coast of Carriacou, where you can find charming cottages set amid lush surroundings. These accommodations often come with private gardens, barbecue facilities, and amenities such as Wi-Fi and air conditioning, suiting those seeking both comfort and tranquillity.
What is the most popular type of holiday rental accomodation in Hillsborough?
In Hillsborough, villas are the most popular type of holiday rental, with around 12 available in the area. These villas often feature spacious layouts, private gardens, and outdoor patios, making them great for relaxing and enjoying the Caribbean climate. Additionally, there are several holiday houses, apartments, and cottages scattered throughout the town, suiting various preferences and group sizes. Most accommodations come with essential amenities such as fully equipped kitchens, comfortable living areas, and some even offer stunning views of the surrounding landscape.
Are there any family house rentals in Hillsborough?
In Hillsborough, Carriacou, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. Visitors can find spacious homes that offer comfortable living areas, full kitchens for preparing meals, and outdoor spaces superb for kids to play. Many properties are also equipped with amenities such as Wi-Fi and air conditioning for added convenience.

The locale is close to beautiful beaches, where families can enjoy sun-soaked days and various water activities. Additionally, the vibrant local market is just a short stroll away, providing an opportunity to experience authentic Caribbean culture and cuisine.
Can I rent a holiday home with a pool or hot tub in Hillsborough?
In Hillsborough, Carriacou and Petite Martinique, Grenada, there are several holiday homes available for rent that feature pools and hot tubs, providing a ideal setting for relaxation. This charming town is known for its picturesque beaches and vibrant local culture, making it an ideal destination for travellers seeking a tranquil getaway.

Rentals in this area often come with amenities such as private swimming pools, outdoor terraces for sunbathing, and well-equipped kitchens, allowing guests to enjoy both comfort and convenience during their stay. Many properties also feature lush gardens, creating a serene atmosphere for unwinding after a day of exploring the beautiful islands.
Can I find long-stay holiday rentals in Hillsborough?
A long-stay holiday rental in Hillsborough is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Hillsborough?
In Hillsborough, Carriacou and Petite Martinique, there are several pet-friendly house rentals available for travellers. The area boasts charming accommodations that often include amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces for relaxation. Many properties are designed to welcome pets, providing a comfortable environment for both guests and their furry companions.

Hillsborough itself is a picturesque coastal town with easy access to beautiful beaches and tranquil waters, superb for pet walks and outdoor activities. Local attractions such as the nearby beaches offer opportunities for swimming and sunbathing, making it a delightful destination for those travelling with pets.
Are there any remote work holiday rentals in Hillsborough?
In Hillsborough, Carriacou and Petite Martinique, there are 24 remote work-friendly holiday rentals available. This charming town offers a relaxed atmosphere and beautiful surroundings that are great for those looking to work remotely while enjoying a tranquil setting. Many properties come equipped with essential amenities for remote work, including reliable Wi-Fi, desks for a comfortable workspace, and free internet access, ensuring that you can stay productive during your stay.

The area also boasts picturesque beaches and local attractions, making it an ideal location for after-work relaxation. Visitors can explore the vibrant local culture, enjoy fresh seafood at nearby eateries, or take leisurely walks along the coastline. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Hillsborough holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Hillsborough with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Hillsborough?
In Hillsborough, the popular holiday rentals typically offer a range of amenities that enhance comfort and convenience for travellers. Most properties come equipped with a kitchen, allowing guests to prepare their own meals, and many include a blender for making smoothies or cocktails. Additionally, units often feature a balcony or a porch, providing outdoor space to relax and enjoy the pleasant Caribbean climate. Onsite parking is also commonly available, making it easier for guests with vehicles.
How early should I book a Hillsborough holiday rental?
Book your Hillsborough holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Hillsborough?
In Hillsborough, Carriacou, visitors can enjoy the laid-back charm of this small fishing village, which serves as the capital of Carriacou. The picturesque waterfront is a great spot for taking in the views and enjoying local cuisine at nearby restaurants. The Carriacou Museum offers insights into the island's history and culture, showcasing artefacts and exhibits related to the indigenous people and historic past.

For those looking to explore natural beauty, the nearby Sandy Island is a must-visit, featuring stunning beaches and excellent snorkelling opportunities. The island's proximity allows for easy day trips by boat, making it popular among visitors. Additionally, the annual Carnival celebration in January attracts many, showcasing vibrant parades and local music.

On Petite Martinique, the tranquil atmosphere and beautiful beaches provide a ideal setting for relaxation. Visitors can enjoy activities like snorkelling and diving in the crystal-clear waters. The local community is known for its welcoming nature, making it a delightful place to experience authentic Caribbean life.
Can I change or cancel my Hillsborough home rental booking on Vrbo?
To find Hillsborough holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Hillsborough holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.