Hillsborough Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Hillsborough vacation rentals

A wooden house with a porch, a dining area, and a kitchen visible through the open door.

1. Bogles Round House

Bogles Round House
2.5 star property
Hillsborough
8.8 out of 10, Excellent, (74 reviews)
"Perfect for our one night stay and to visit Carriacou. Everything was clean and tidy and access to the property was easy."
United Kingdom
Harvey
The price is CA $154
CA $170 total
includes taxes & fees
Nov 11 - Nov 12
Bogles Round House
A balcony with a view of the sea, potted plants, and a hammock.

2. Luxurious one bedroom cottage

Luxurious one bedroom cottage
Carriacou and Petite Martinique
9.8 out of 10, Exceptional, (12 reviews)
"Clean rooms, comfortable bed. Excellent host and enchanting property."
United States
Chadwick
The price is CA $209
CA $227 total
includes taxes & fees
Nov 10 - Nov 11
Luxurious one bedroom cottage
A spacious room with a large window offering a view of the sea and hills, a black sofa, a rug, and a painting on the wall.

3. luxurious two bedroom apartment

luxurious two bedroom apartment
Carriacou and Petite Martinique
10.0 out of 10, Exceptional, (18 reviews)
"Beautiful views, extremely helpful and attentive staff. Best place to stay on Carriacou."
United States
Kenneth
The price is CA $307
CA $333 total
includes taxes & fees
Nov 10 - Nov 11
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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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 $154 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. Our travelers also rate PalmVille - Charming 2-bedroom house with AC, WiFi as a favorite home for rent in Hillsborough.

How many vacation rentals are there in Hillsborough?

With 6 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 Tobago Cays.

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.