Hillsborough Vacation Rentals

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Vacation Rentals in Hillsborough

Bogles Round House
On the beach

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 ￥14,705
￥16,176 total
includes taxes & fees
Sep 9 - Sep 10
Bogles Round House
BOOK NOW January 2026 dates have just become available
Terrace/patio

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
PalmVille - Charming 2-bedroom house with AC, WiFi
Property grounds

PalmVille - Charming 2-bedroom house with AC, WiFi

PalmVille - Charming 2-bedroom house with AC, WiFi
Caribbean house 3 mins walk to the marina and port.
Fridge, microwave, oven, stovetop

Caribbean house 3 mins walk to the marina and port.

Caribbean house 3 mins walk to the marina and port.
Beach villa with 3 bedrooms, 3 bathrooms and private pool in Carriacou, Grenada
Outdoor pool

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
Beach

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
Beach

2 Bedroom with Incredible Sea View

2 Bedroom with Incredible Sea View
Spacious 2-bed House in Carriacou
House | Interior

Spacious 2-bed House in Carriacou

2.0 star property
Spacious 2-bed House in Carriacou
Paradise Beach House
BBQ/picnic area

Paradise Beach House

3.0 star property
Paradise Beach House
Scraper's Guest House
Beach

Scraper's Guest House

3.0 star property
Scraper's Guest House
luxurious two bedroom apartment
Marina

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 ￥27,817
￥31,644 total
includes taxes & fees
Sep 3 - Sep 4
luxurious two bedroom apartment
Luxurious one bedroom cottage
Marina

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 ￥18,986
￥21,930 total
includes taxes & fees
Sep 3 - Sep 4
Luxurious one bedroom cottage
Comfortable Apartment close to Tyrell Bay Marina
Fridge, microwave, oven, stovetop

Comfortable Apartment close to Tyrell Bay Marina

Comfortable Apartment close to Tyrell Bay Marina
The Boat House Tyrrel Bay
Marina

The Boat House Tyrrel Bay

The Boat House Tyrrel Bay
Bahari....
Property grounds

Bahari....

Bahari....
The Boat House Studio Tyrell Bay
Outdoor dining

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

Search for holiday rentals in Hillsborough on Expedia! You can easily find your home rentals, villas, holiday apartments in Hillsborough using one of the methods below:

  • View our selection of featured holiday rentals in Hillsborough
  • Use the map to find apartments and other holiday homes in the Hillsborough neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Hillsborough while they last

Look no further and take a look at our great range of rental properties in Hillsborough!

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.