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.

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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:

  • 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)
  • Sandy Island (1.7 mi / 2.8 km)
  • Anse La Roche Beach (2.5 mi / 4 km)
  • Mopion (6 mi / 9.7 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, the charming capital of Carriacou, the area around the town centre is an excellent choice. This vibrant neighbourhood offers easy access to local amenities, shops, and delightful eateries, allowing you to immerse yourself in the island's culture. The waterfront promenade is particularly lovely, where you can enjoy scenic views and perhaps catch a glimpse of the colourful fishing boats coming in with their daily catch.

Staying near the beach is also a fantastic option, as it places you close to the stunning Sandy Island, a short boat ride away. This idyllic spot is great for swimming, snorkelling, and simply relaxing under the sun. Additionally, the historical St. Joseph's Anglican Church, with its striking architecture, is a must-visit and adds to the cultural richness of the area.
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 and Petite Martinique, Grenada, the area around Hillsborough itself is a fantastic option. The beachfront locations near the town offer easy access to beautiful sandy shores and crystal-clear waters, making it ideal for those looking to relax in a tropical paradise. Many properties in this region come with amenities such as private balconies or terraces, outdoor dining areas, and fully equipped kitchens, which are superb for preparing fresh local seafood.

Travellers can also explore the nearby beaches, such as the picturesque Sandy Island, which is just a short boat ride away. Beach houses in this area often feature direct access to the beach, as well as facilities like beach loungers and water sports equipment for exciting activities like snorkelling and paddleboarding. Find your rental near the beach in Hillsborough.
What is the most popular type of holiday rental accomodation in Hillsborough?
In Hillsborough, a variety of holiday rental options are available, including villas, holiday houses, apartments, and cottages, with each type being quite popular throughout the area. These rentals often come equipped with essential amenities such as fully equipped kitchens, comfortable living spaces, and outdoor areas for relaxation, making them ideal for both short and extended stays. Many properties are located close to the beautiful beaches and local attractions, providing easy access to the vibrant culture and stunning natural scenery of Carriacou.
Are there any family house rentals in Hillsborough?
In Hillsborough, Carriacou, there are several family-friendly holiday rentals available, making it a suitable destination for groups seeking a relaxing getaway. The locale features homes that often come with spacious living areas, fully equipped kitchens ideal for preparing family meals, and outdoor terraces where children can enjoy fresh air and playtime. Visitors can expect amenities such as Wi-Fi and air conditioning to ensure a comfortable stay.
Can I rent a holiday home with a pool or hot tub in Hillsborough?
In Hillsborough, Carriacou, there are several holiday homes available for rent that feature pools or hot tubs, providing a lovely way to relax in the tropical climate. This charming town, known for its laid-back atmosphere and beautiful beaches, offers properties that cater to various preferences. Many rentals come equipped with private pools, outdoor lounging areas, and fully furnished kitchens, making them ideal for families or groups seeking both comfort and convenience.
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, travellers will find several pet-friendly house rentals that offer a charming and relaxing getaway. Many of these properties typically feature amenities such as fully equipped kitchens, outdoor spaces for al fresco dining, and comfortable living areas, making them ideal for families or groups. The proximity to the beach is a significant advantage, with some rentals just a short stroll away from the beautiful sandy shores.
Are there any remote work holiday rentals in Hillsborough?
In Hillsborough, Carriacou, and Petite Martinique, there are several remote work holiday rentals available, providing a great blend of productivity and relaxation. Travellers can expect accommodations equipped with essential amenities such as Wi-Fi, desks, desk chairs, and safes, ensuring a comfortable work environment while enjoying the tranquil island setting. 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, Carriacou and Petite Martinique, popular holiday rental amenities include well-equipped kitchens, which are a highlight for many travellers. Most rentals come with essential appliances like refrigerators, stovetops, and ovens, allowing guests to prepare their own meals during their stay. Cookware, dishware, and utensils are typically provided, ensuring a convenient cooking experience.
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, visitors can discover a laid-back atmosphere with local charm. The town's picturesque waterfront is a great spot for enjoying the serene views of the Caribbean Sea and watching the local fishing boats. Nearby, the Carriacou Museum offers insights into the island's history and culture, making it a worthwhile visit for those interested in learning more about the area.

The surrounding beaches, such as Anse La Roche and Sandy Island, are known for their stunning beauty and crystal-clear waters, ideal for swimming and snorkelling. Holiday rentals in this area often provide easy access to these natural attractions, allowing guests to fully immerse themselves in the island's tranquil environment.
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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
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.