Search Hillsborough Cottage Rentals from CA $137

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Hillsborough cottages

Property grounds

Bogles Round House

Bogles Round House
2.5 star property
Hillsborough
8.8 out of 10, Excellent, (69 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 CA $125
CA $137 total
includes taxes & fees
May 19 - May 20
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 CA $177
CA $204 total
includes taxes & fees
May 17 - May 18
Luxurious one bedroom cottage
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Hillsborough Hotel Reviews

Voted best beach house in 2026 by us

Voted best beach house in 2026 by us

10/10 Excellent
"Unbeatable location! A mile long beautiful Caribbean beach. You walk out the front door and you're on it! Many times there is no one else on the beach. The house is equipped with everything you would need. Kayaks, snorkel gear and washer/ dryer are an added bonus. No complaints, only praise."
Michael M. 7-night trip
Posted 5 days ago
Voted best beach house in 2026 by us

Find out more about Hillsborough

Hillsborough Cottages information

Number of reviews
80
Accommodation
3 Cottages
Lowest Price
CA $137
Highest Price
CA $204

Frequently asked questions

How much do cottages in Hillsborough cost?
You can expect to pay between CA $137 and CA $204 per night for cottages in Hillsborough. Whatever your budget, a terrific stay is only a click or two away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any family-friendly cottages in Hillsborough?
Settle in at Scraper's Guest House and make your family escape to Hillsborough a relaxing one. This family-friendly cottage has a 3-star rating and handy amenities such as WiFi and housekeeping services. After checking in and kicking back together in your comfortable new digs, it's time to head out and explore some of the local sights. Tyrell Bay Beach and Sandy Island are two excellent family-friendly attractions in Hillsborough.
Why book your cottage in Hillsborough with Expedia?
We think that a vacation should be easy, so if you're looking for cottages in Hillsborough at an affordable rate, Expedia has you covered. Keep the budget in check and select a wallet-friendly option far from the downtown buzz, or book an upmarket cottage to really pamper your favorite people.
How can I find cheap cottages in Hillsborough?
With Expedia's handy filter tool, booking cheap cottages in Hillsborough couldn't be simpler. To discover stays that are very pocket friendly, narrow your search by star rating, budget and amenities.
What is there to do in Hillsborough near my cottage?
The ultimate travel accessory is a well-planned to-do list. Sandy Island is a terrific place to kick off your sightseeing in Hillsborough.