Hillsborough vacation rentals

We found 16 vacation rentals — enter your dates for availability

Discover a selection of 5 homes and other vacation rentals in Hillsborough that are perfect for your trip. Vacation homes provide the best amenities for your family, friends, or furry companion, such as parking and air conditioning. At the end of the day, you'll find a rental that has what everyone needs, including accessible or non-smoking choices.

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Find out more about Hillsborough

Why visit Hillsborough

  • Scenic Beaches: Hillsborough boasts stunning beaches and serene bays perfect for relaxation and sunbathing.
  • Outdoor Activities: Enjoy a variety of outdoor adventures, including snorkeling, kayaking, and hiking.
  • Charming Local Culture: Immerse yourself in the friendly atmosphere and vibrant culture of Hillsborough.
  • Relaxing Retreats: Choose from cozy vacation rentals, including beach houses and quaint cottages for a perfect getaway.
  • Picturesque Hillsborough Bay: Experience the tranquil waters and breathtaking views that define this beautiful coastal town.

Popular types of accommodation in Hillsborough

Planning a getaway to Hillsborough? You’re in for a treat. Explore our top vacation rentals, including charming private homes, cozy apartments, and quaint cottages. Whether you're searching for a beach house with stunning views, a rental with free parking, or a property boasting a swimming pool and extra amenities, we’ve got you covered. Discover the perfect Vrbo vacation rental for your stay.

  • Houses: The top choice for travelers in Hillsborough, these homes offer a comfortable, home-like atmosphere for families and groups.
  • Apartments: A popular option for visitors, apartments provide convenient amenities and a central location for exploring the area.
  • Cottages: Charming and cozy, cottages offer a quaint retreat, perfect for a peaceful getaway.
  • Villas: These spacious and luxurious accommodations cater to those seeking an upscale experience in Hillsborough.
  • Cabins: Ideal for nature lovers, cabins provide a rustic setting for a unique vacation experience.**

Top attractions in and around Hillsborough

Hillsborough, nestled in Carriacou, Grenada, is a fantastic destination for beach lovers and outdoor enthusiasts. With its stunning scenery, visitors can explore picturesque beaches, serene bays, and charming islands. Whether you're traveling solo, as a family, or with friends, Hillsborough offers a perfect blend of relaxation and adventure, ensuring a memorable vacation experience filled with natural beauty and coastal allure.

  • Tyrell Bay Beach: Located 3 miles from Hillsborough, Tyrell Bay Beach is a picturesque spot perfect for beach lovers. With its serene outdoor vibes and stunning scenery, it offers a relaxing atmosphere ideal for sunbathing and swimming.
  • Sandy Island: Nestled within Hillsborough, Sandy Island is a charming destination known for its pristine beaches and laid-back outdoor vibes. It's an excellent spot for snorkeling and enjoying the natural beauty of the Caribbean.
  • Anse La Roche Beach: Just 2 miles from Hillsborough, Anse La Roche Beach boasts soft sands and inviting waters. It’s a tranquil escape, perfect for a peaceful day by the sea.

Things to do recommended for couples

For a romantic getaway in Hillsborough, explore the charming local market hand-in-hand, savor fresh seafood at a beachfront restaurant, or take a sunset sail around the island. The serene beaches and vibrant culture create the perfect backdrop for couples looking to bond and relax together.

Things to do recommended for families

Families visiting Hillsborough, Carriacou can enjoy the beautiful beaches perfect for sandcastle building, explore the lush trails at the Carriacou National Park, and take a boat trip to the stunning Petite Martinique for snorkeling adventures. Local markets offer a chance to taste delicious Caribbean cuisine together.

Things to do recommended for groups

Explore the charming streets of Hillsborough, where you can visit local markets, enjoy a traditional Grenadian cooking class together, or take a boat tour to nearby Petit Martinique for snorkeling and relaxation on the beach.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Hillsborough

When traveling with a group, family, pets, or planning an extended stay, it’s important to use the right filters to meet your needs. Here are some helpful Vrbo booking tips for you.

  • Traveling to Hillsborough with a group: Think about how many bedrooms you'll require, along with additional features like a complete kitchen or outdoor area for group gatherings. Fortunately, Vrbo allows you to filter for these options and much more.
  • Traveling to Hillsborough with young kids: Traveling with young children can pose some challenges. It’s important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Hillsborough: For many families, a getaway isn’t truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Hillsborough: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Hillsborough

Hillsborough, nestled on the picturesque Carriacou Island, offers an idyllic escape for beach lovers and outdoor enthusiasts. Explore the serene Hillsborough Bay, where tranquil waters meet stunning scenery. The town's secluded atmosphere invites travelers to unwind and enjoy a vacation home that feels like a true retreat. Immerse yourself in the local culture and experience the charm of Hillsborough tourism, making it a perfect destination for a relaxing getaway.

  • Carriacou Island: Carriacou Island is a stunning destination located a mere 0.6 miles from Hillsborough, known for its pristine beaches and mesmerizing scenery. Travelers flock to this island for an array of outdoor experiences, including hiking trails that showcase the island’s lush landscapes and vibrant marine life. The breathtaking beaches and crystal-clear waters also make it a prime spot for underwater sports, such as snorkeling and diving. With its tranquil bays and charming island vibe, Carriacou Island is the perfect retreat for nature lovers and adventure seekers alike.
  • Argyle: Situated 3 miles from Hillsborough, Argyle is a vibrant city that offers a delightful mix of culture and natural beauty. Known for its beautiful beaches and scenic bays, visitors can immerse themselves in local life at the bustling public market. Argyle is also home to a fascinating history museum that showcases the rich heritage of the area. Whether you’re exploring the coastline or enjoying the local cuisine, Argyle promises a memorable experience filled with both relaxation and cultural enrichment.
  • L'Appelle: L'Appelle, located 3 miles from Hillsborough, is an ideal city for outdoor enthusiasts and sports lovers. With its well-maintained golf courses, this area invites travelers to enjoy a day of golfing amidst stunning scenery. The proximity to beautiful beaches and a captivating history museum adds to its appeal, making it a fantastic spot to explore the island's past while enjoying leisure activities. L'Appelle’s blend of sports, outdoor attractions, and rich culture ensures an enjoyable experience for all visitors.

Best time to go to Hillsborough

If you're planning a trip to Hillsborough, it's a good idea to check both the weather and property rates. The warmest months are September and September. Peak season runs in January, January to February, February to March and March, while off-peak times, like May, May, September, September to October and October tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January79.5°F (26.4°C)Light RainMostly SunnyHighSlightly High
January79.5°F (26.4°C)Light RainMostly SunnyHighSlightly High
February79.2°F (26.2°C)No Rain (Dry)Mostly SunnyHighAverage
February79.2°F (26.2°C)No Rain (Dry)Mostly SunnyHighAverage
March79.3°F (26.3°C)No Rain (Dry)Mostly SunnyHighAverage
March79.3°F (26.3°C)No Rain (Dry)Mostly SunnyHighAverage
April80.2°F (26.8°C)No Rain (Dry)Mostly SunnyAverageSlightly High
April80.2°F (26.8°C)No Rain (Dry)Mostly SunnyAverageSlightly High
May81.3°F (27.4°C)Light RainMostly SunnyLowSlightly Low
May81.3°F (27.4°C)Light RainMostly SunnyLowSlightly Low
June81.7°F (27.6°C)Light RainMostly CloudyAverageSlightly Low
June81.7°F (27.6°C)Light RainMostly CloudyAverageSlightly Low
July81.7°F (27.6°C)Light RainMostly CloudyAverageAverage
July81.7°F (27.6°C)Light RainMostly CloudyAverageAverage
August82.6°F (28.1°C)Light RainMostly CloudyAverageAverage
August82.6°F (28.1°C)Light RainMostly CloudyAverageAverage
September83.3°F (28.5°C)Light RainMostly SunnyLowSlightly High
September83.3°F (28.5°C)Light RainMostly SunnyLowSlightly High
October82.8°F (28.2°C)Light RainMostly CloudyLowSlightly Low
October82.8°F (28.2°C)Light RainMostly CloudyLowSlightly Low
November82.0°F (27.8°C)Light RainMostly CloudyAverageAverage
November82.0°F (27.8°C)Light RainMostly CloudyAverageAverage
December80.8°F (27.1°C)Light RainMostly SunnyAverageAverage
December80.8°F (27.1°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is simple

Are you hoping to save some cash on your upcoming trip? Being flexible with your travel dates can help, as prices often vary. Additionally, booking an extended stay can lead to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Unlock savings with One Key

Plan your group getaway by booking an eligible Vrbo and earn OneKeyCash on your entire reservation. Being the organizer truly has its perks. When you join our travel rewards program, One Key, you’ll gain access to exclusive discounts and earn OneKeyCash on qualifying bookings. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning made easy

Vrbo's Trip Board feature offers you a convenient platform to plan your next adventures, pick up right where you left off, or manage your travel arrangements. You can easily access properties you've saved or booked, organized into categories like Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

The remote area of Hillsborough awaits your stay

The beaches and gardens provide a pleasant backdrop to your vacation home in Hillsborough. Renowned for its snorkeling, 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 an outdoor enthusiast or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Hillsborough. These are some of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Sandy Island (1.7 mi / 2.8 km)
  • Tyrell Bay Beach (2.8 mi / 4.5 km)
  • Tobago Cays (12.2 mi / 19.7 km)
  • Anse La Roche Beach (2.5 mi / 4 km)
  • Chatham Bay Beach (8.3 mi / 13.4 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 vacation, September, October, August and November are the hottest months to visit, when temperatures average 83°F.

Transportation to and around Hillsborough

The nearest airport is in Canouan Island (CIW), located 16.7 mi (26.8 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Maurice Bishop Intl. Airport (GND), which is 39.8 mi (64.1 km) away.

Frequently asked questions

What is the best area to stay in Hillsborough when booking a vacation rental?
When considering a vacation rental in Hillsborough, Carriacou, and Petite Martinique, the area of Hillsborough itself stands out as an excellent choice. This charming coastal town offers a vibrant atmosphere with easy access to both the beach and local amenities. Staying here places you within walking distance of several attractions, including the picturesque Anse La Roche Beach, known for its stunning sands and crystal-clear waters, great for swimming and sunbathing. Additionally, you can explore the lively local market where you can find fresh produce, handmade crafts, and a taste of the local culture.

Hillsborough has a variety of vacation rentals available, suiting different preferences and budgets, allowing visitors to experience the island's unique charm comfortably. Moreover, being centrally located makes it easy to embark on day trips to surrounding areas like the tranquil Sandy Island, known for its breathtaking snorkeling opportunities.
How much does it cost to rent a vacation home in Hillsborough?
Prices for vacation 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 vacation 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, travelers should focus on the picturesque coastal areas along the beaches of Carriacou. The vicinity around Hillsborough offers charming beachfront properties that provide easy access to the soft sandy shores and crystal-clear waters of the Caribbean Sea. Many of these beach houses come equipped with amenities such as spacious outdoor decks, hammocks for relaxation, and fully equipped kitchens for self-catering, making them superb for families or groups seeking a tranquil getaway.

In addition, the area surrounding Anse La Roche Beach is great for its stunning scenery and seclusion, where travelers can find villas and cottages with features like private pools, outdoor dining areas, and direct beach access. This location not only allows for a peaceful retreat but also opportunities for snorkeling and exploring the vibrant marine life just off the coast.

Moreover, visitors can explore the vibrant local culture in Hillsborough, which is home to shops, restaurants, and markets where you can immerse yourself in the local cuisine and crafts.
What is the most popular type of vacation rental accomodation in Hillsborough?
In Hillsborough, the most popular vacation rental accommodations include villas, vacation houses, apartments, and cottages, with several options available in each category. These properties are often situated close to the charming waterfront and local markets, providing easy access to the vibrant culture of Carriacou. Travelers can expect amenities like fully equipped kitchens, outdoor spaces with seating areas for enjoying the tropical climate, and comfortable living areas designed for relaxation after a day of exploring.
Are there any family house rentals in Hillsborough?
In Hillsborough, Carriacou, and Petite Martinique, there are several family-friendly house rentals available to accommodate various needs. This charming town provides a laid-back atmosphere superb for families looking to explore the beautiful Caribbean. Many of the properties feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor patios where children can enjoy fresh air and play.

Visitors can easily access nearby attractions such as the stunning beaches and local markets, where fresh produce and handmade crafts abound. The area is also close to the picturesque Carriacou Marine Park, making it easy to plan family outings for snorkeling or enjoying nature.
Can I rent a vacation home with a pool or hot tub in Hillsborough?
In Hillsborough, Carriacou, visitors will find several vacation homes available for rent that feature pools, making it an appealing destination for those seeking relaxation and leisure. This charming town provides a laid-back atmosphere with beautiful views of the Caribbean Sea. Many of the rentals come equipped with inviting outdoor spaces, including private pools and areas for lounging, ideal for soaking up the sun or enjoying a refreshing dip. Guests can also expect amenities such as fully equipped kitchens for cooking, comfortable living areas, and some may even offer hot tubs for added luxury.
Can I find long-stay vacation rentals in Hillsborough?
A long-stay vacation rental in Hillsborough is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Hillsborough?
In Hillsborough, Carriacou, and Petite Martinique, travelers can find several pet-friendly house rentals that offer a welcoming environment for both guests and their furry companions. These homes often feature amenities such as spacious outdoor areas, fully equipped kitchens, and comfortable living spaces, making them ideal for families or groups looking to enjoy a relaxing stay.

The neighborhood itself is charming, providing easy access to local beaches where pets are welcomed, allowing for enjoyable walks along the coastline. Additionally, Hillsborough has nearby parks and pet-friendly areas great for outdoor activities.
Are there any remote work vacation rentals in Hillsborough?
In Hillsborough, Carriacou, and Petite Martinique, there are several vacation rentals available that cater to remote workers. Many of these properties offer dedicated workspaces equipped with desks and chairs, high-speed Wi-Fi, and safes for securing valuables. This makes them ideal for those who need to balance work and leisure while enjoying the beautiful surroundings of Grenada.

Travelers can expect a range of amenities, including comfortable living areas, fully equipped kitchens, and outdoor spaces to unwind after a productive day. The vibrant local culture and stunning coastal views provide an inspiring backdrop for remote working. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Hillsborough vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Hillsborough with parking available—perfect for families or travelers 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, popular vacation rental amenities include kitchens, WiFi, blenders, electric kettles, and private pools. These rentals typically provide a comfortable home-away-from-home experience, allowing travelers to prepare their own meals and enjoy modern conveniences. Many accommodations offer a relaxed atmosphere, making them suitable for both couples and families looking to experience the beauty of Carriacou and Petite Martinique while enjoying the comforts of home.
How early should I book a Hillsborough vacation rental?
Book your Hillsborough vacation 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 vacation 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, travelers can experience a blend of local charm and natural beauty. The town's main thoroughfare is lined with colorful wooden buildings housing shops and eateries, providing a glimpse into the local culture. Nearby, the Carriacou Museum offers insights into the island's history and heritage.

For stunning views and relaxation, the beaches on the western side, such as Anse La Roche, are easily accessible and great for sunbathing or snorkeling. Additionally, the nearby Sandy Island is a popular spot for day trips, offering pristine beaches and vibrant marine life, ideal for exploring by boat.
Can I change or cancel my Hillsborough home rental booking on Vrbo?
To find Hillsborough vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, 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 organizing 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.

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