Hillsborough Vacation Rentals

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Hillsborough vacation rentals

On the beach

Bogles Round House

Bogles Round House
2.5 star property
Hillsborough
8.8 out of 10, Excellent, (67 reviews)
"The attention to detail is incredible the outside kitchen was a blessing, the the restaurant is an architectural masterpiece, the food was delicious so delicious we had to meet the chef, all the staff were welcoming, attentive and personable. Roxanne has your every need in hand it was a pleasure to meet her. We will be back to stay in what I can only describe as a wellness retreat everything was just effortlessly perfect. "
United Kingdom
Lisa
The price is ￥14,506
￥15,957 total
includes taxes & fees
May 2 - May 3
Bogles Round House
Terrace/patio

Luxurious one bedroom cottage

Luxurious one bedroom cottage
Carriacou and Petite Martinique
9.8 out of 10, Exceptional, (11 reviews)
"Our stay at this location was extremely comfortable. Everything met our expectations."
Canada
Penelope J.
The price is ￥20,585
￥23,776 total
includes taxes & fees
May 3 - May 4
Luxurious one bedroom cottage
Terrace/patio

One of the best locations on the island!!

One of the best locations on the island!!
Carriacou and Petite Martinique
10.0 out of 10, Exceptional, (16 reviews)
"Great views and wonderful hosts"
United States
billie s.
The price is ￥18,989
￥22,180 total
includes taxes & fees
May 1 - May 2
One of the best locations on the island!!
Interior

luxurious two bedroom apartment

luxurious two bedroom apartment
Carriacou and Petite Martinique
10.0 out of 10, Exceptional, (16 reviews)
"Dave’s place was an amazing experience on the sister isle. He went above and beyond by providing helpful tips on things to do during our short stay. He made us feel comfortable and welcome throughout."
United States
Konyca
The price is ￥30,159
￥34,467 total
includes taxes & fees
May 2 - May 3
luxurious two bedroom apartment
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 two bedroom apartment

luxurious two bedroom apartment

10/10 Excellent
"Dave’s place was an amazing experience on the sister isle. He went above and beyond by providing helpful tips on things to do during our short stay. He made us feel comfortable and welcome throughout."
Konyca 1-night trip
Posted 2 weeks ago
luxurious two bedroom apartment

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 Voted best beach house in 2026 by us and PalmVille - Charming 2-bedroom house with AC, WiFi.

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 Anse La Roche Beach and Tyrell 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.