Hillsborough Vacation Rentals

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Vacation Rentals in Hillsborough

Bogles Round House

2.5 star property
8.8 out of 10, Excellent, (61)
"This is a beautiful location right beside a black sand beach. "
The price is CA $137
CA $151 total
includes taxes & fees
Sep 4 - Sep 5
Bogles Round House

BOOK NOW January 2026 dates have just become available

10.0 out of 10, Exceptional, (14)
"We very much enjoyed the beach house. It was everything we wanted and more ! Great house, great beach, great people . Easy to communicate with everyone and we loved the culture and the locals as well as delicious rotis and abundance of fish ."
BOOK NOW January 2026 dates have just become available

Caribbean house 3 mins walk to the marina and port.

Caribbean house 3 mins walk to the marina and port.

PalmVille - Charming 2-bedroom house with AC, WiFi

PalmVille - Charming 2-bedroom house with AC, WiFi

Beach villa with 3 bedrooms, 3 bathrooms and private pool in Carriacou, Grenada

10.0 out of 10, Exceptional, (2)
"Beautiful home situated in the best location on Carriacou! Expertly designed! Creatively decorated! Very relaxing and guiet! Great local restaurants with a strong island vibe! We thoroughly enjoyed our stay at Las Tortugas!"
Beach villa with 3 bedrooms, 3 bathrooms and private pool in Carriacou, Grenada

Longue-Vue Villa, Carriacou, Grenadines Pool -Spectacular Sunsets -Two Bedrooms

Longue-Vue Villa, Carriacou, Grenadines Pool -Spectacular Sunsets -Two Bedrooms

2 Bedroom with Incredible Sea View

2 Bedroom with Incredible Sea View

Spacious 2-bed House in Carriacou

2.0 star property
Spacious 2-bed House in Carriacou

Paradise Beach House

3.0 star property
Paradise Beach House

Scraper's Guest House

3.0 star property
Scraper's Guest House

luxurious two bedroom apartment

10.0 out of 10, Exceptional, (12)
"Our stay at Dees Pearl was like being home with family. The accommodation was very comfortable and had everything we needed for our stay. Dave and family made us feel at home and provided us with anything we needed including rides to and from any location we desired. We definitely plan to return again soon."
The price is CA $260
CA $297 total
includes taxes & fees
Sep 4 - Sep 5
luxurious two bedroom apartment

Luxurious one bedroom cottage

9.6 out of 10, Exceptional, (8)
"An absolute Jem in Carriacou! Will definitely be staying there again anytime I am in there area. Thank you to Dave and Ayeesha for a fabulous stay, fantastic hospitality and overall experience."
The price is CA $177
CA $205 total
includes taxes & fees
Sep 4 - Sep 5
Luxurious one bedroom cottage

Comfortable Apartment close to Tyrell Bay Marina

Comfortable Apartment close to Tyrell Bay Marina

Bahari....

Bahari....

The Boat House Tyrrel Bay

The Boat House Tyrrel Bay

The Boat House Studio Tyrell Bay

10.0 out of 10, Exceptional, (1)
"I had a wonderful stay at this property and will definitely stay there again on my next trip to Carriacou.....hopefully soon. The accomodation is as advertised and the landlord is very helpful and considerate of his guests. Thank you."
The Boat House Studio Tyrell Bay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Hillsborough Hotel Reviews

Find out more about Hillsborough

Find out more about Hillsborough

Everything you need to know about Hillsborough vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Hillsborough vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hillsborough vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Hillsborough vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hillsborough. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hillsborough vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hillsborough vacation rentals we have selected for you start as low as CA $137 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Hillsborough rentals

At Expedia, we put the best Hillsborough vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Hillsborough rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hillsborough vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hillsborough. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there vacation rentals in Hillsborough?

Yes, we offer vacation rentals near top sights in Hillsborough, or you can go with a more secluded option if you want a relaxing place to stay. Nature enthusiasts will enjoy the beaches in Hillsborough. Make sure you have time to check out the gardens while you're in the area.

What are some of the best vacation rentals that Hillsborough has to offer?

Paradise Beach House: This highly rated vacation home rental in Hillsborough is located near the beach and has a terrace, a garden, and a barbecue grill to put you at ease in your new surroundings. Some other top choices in Hillsborough are PalmVille - Charming 2-bedroom house with AC, WiFi and BOOK NOW January 2026 dates have just become available.

How many vacation rentals are there in Hillsborough?

With 5 Expedia vacation rentals, you're sure to find just the right place for your Hillsborough stay.

What’s there to see and do in Hillsborough?

Cultural attractions include Carriacou Museum, whereas Sandy Island is a spot to enjoy nature. In the larger area, you’ll find Tyrell Bay Beach and Chatham Bay Beach.

What’s a vacation rental in Hillsborough like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Hillsborough. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for families.