Hillsborough Holiday Rentals

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Check prices for these dates

Tonight
26 Nov - 27 Nov
Tomorrow
27 Nov - 28 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Holiday Rentals in Hillsborough

On the beach
Bogles Round House

Bogles Round House

2.5 star property
Hillsborough
8.8 out of 10, Excellent, (62)
"Superb accommodation! The cottage was spotless and had everything we needed. The bed was adequate, and the air conditioning worked perfectly. The kitchen was well equipped and easy to use. We had the upstairs apartment with two double rooms, which was ideal for myself and my daughter. The views were absolutely stunning, and the on-site restaurant was fantastic — delicious food and excellent service. Roxanne and her team did a brilliant job and made us feel so welcome. This was my second stay...
United Kingdom
Monica
The price is HK$778
HK$855 total
includes taxes & fees
7 Dec - 8 Dec
Bogles Round House
Terrace/patio
BOOK NOW January 2026 dates have just become available

BOOK NOW January 2026 dates have just become available

L’Esterre
10.0 out of 10, Exceptional, (14)
"Excellent location. Very communicative, lots of great dine gems close by. People are amazing in Carriacou!"
Canada
Laura O.
BOOK NOW January 2026 dates have just become available
Fridge, microwave, oven, stovetop
Caribbean house 3 mins walk to the marina and port.

Caribbean house 3 mins walk to the marina and port.

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

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

L'Esterre
10.0 out of 10, Exceptional, (2)
"beautiful villa, beautiful island, beautiful people. "
United Kingdom
David B.
Beach villa with 3 bedrooms, 3 bathrooms and private pool in Carriacou, Grenada
Beach
Longue-Vue Villa, Carriacou, Grenadines Pool -Spectacular Sunsets -Two Bedrooms

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

Craigston
Longue-Vue Villa, Carriacou, Grenadines Pool -Spectacular Sunsets -Two Bedrooms
Interior
Spacious 2-bed House in Carriacou

Spacious 2-bed House in Carriacou

2.0 star property
Hillsborough
Spacious 2-bed House in Carriacou
Beach
2 Bedroom with Incredible Sea View

2 Bedroom with Incredible Sea View

Carriacou and Petite Martinique
2 Bedroom with Incredible Sea View
BBQ/picnic Area
Paradise Beach House

Paradise Beach House

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

Scraper's Guest House

3.0 star property
Hillsborough
Scraper's Guest House
Marina
Luxurious one bedroom cottage

Luxurious one bedroom cottage

Carriacou and Petite Martinique
9.6 out of 10, Exceptional, (9)
"Our stay at this location was extremely comfortable. Everything met our expectations."
Canada
Penelope J.
The price is HK$1,003
HK$1,159 total
includes taxes & fees
27 Nov - 28 Nov
Luxurious one bedroom cottage
Marina
luxurious two bedroom apartment

luxurious two bedroom apartment

Carriacou and Petite Martinique
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."
Canada
Lanita R. L.
The price is HK$1,470
HK$1,680 total
includes taxes & fees
27 Nov - 28 Nov
luxurious two bedroom apartment
Fridge, microwave, oven, stovetop
Comfortable Apartment close to Tyrell Bay Marina

Comfortable Apartment close to Tyrell Bay Marina

Carriacou
Comfortable Apartment close to Tyrell Bay Marina
Property grounds
Bahari....

Bahari....

Windward
Bahari....
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

Luxurious one bedroom cottage

Luxurious one bedroom cottage

10/10 Excellent
"Dave, Ayeesha, and Davidson were all wonderful. My wife and I absolutely love this cottage, and hope to visit again soon! The land the cottage is on alone, gives you an incredible experience with all the different vegetation and animals. Transportation to and from Lauriston Airport were included with our package. Many wonderful restaurants close by. Grocery close by as well. Though the island is small, more than 7 days of amazing adventures await you. We highly recommend this property if you are looking for peace, quiet, sheer friendliness (from both the host family and all locals) and the most beautiful scenery!!"
Gregory T. 8-night trip
Posted 4 days ago
Luxurious one bedroom cottage

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 holiday rentals in Hillsborough?

Yes, there are holiday rentals close to the most popular sights in Hillsborough, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Hillsborough has to offer?

Paradise Beach House: This highly rated holiday home rental in Hillsborough is located near the beach, and has a terrace, a garden and a BBQ to put you at ease in your new surroundings. Another good choice for your trip to Hillsborough is BOOK NOW January 2026 dates have just become available.

How many holiday rentals are there in Hillsborough?

With 5 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find Chatham Bay Beach and Tobago Cays.

What’s a holiday rental in Hillsborough like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hillsborough. Holiday rentals feature amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for a family trip or a small group gathering.