Scarborough vacation rentals

KAYAK searches hundreds of travel sites at once for vacation home deals in Scarborough

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Useful Info
Recommended by KAYAK

Best Scarborough vacation rentals

Go to map

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

C$ 50 - C$ 613C$ 613 - C$ 1,175C$ 1,175 - C$ 1,738C$ 1,738 - C$ 2,300C$ 2,300+ per night

Property Types

ApartmentCondoCottageHomestayHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Scarborough

Show all
onelovecottagetobago upstairs apartment - Scarborough - Beach
onelovecottagetobago upstairs apartment
Scarborough, Trinidad and Tobago
9.6Wonderful(22)
Parking
Free Wi-Fi
C$ 83+
Check availability
Villa Being - Tobago Luxury B&B - Scarborough - Pool
Villa Being - Tobago Luxury B&B
Scarborough, Trinidad and Tobago
10Wonderful(1)
Free Wi-Fi
C$ 179+
Check availability
Eagle's Base Villa & Cottage - Scarborough - Pool
Eagle's Base Villa & Cottage
Scarborough, Trinidad and Tobago
10Wonderful(1)
Free Wi-Fi
C$ 335+
Check availability
Breadfruit lodge - Scarborough - Bedroom
Breadfruit lodge
Scarborough, Trinidad and Tobago
9.2Wonderful(9)
Parking
Free Wi-Fi
C$ 111+
Check availability
Bacolet Retreat - Scarborough - Balcony
Bacolet Retreat
Scarborough, Trinidad and Tobago
10Wonderful(2)
Pool
C$ 288+
Check availability
Lovely Studio Apt in Whim Estate-near Scarborough - Scarborough - Building
Lovely Studio Apt in Whim Estate-near Scarborough
Scarborough, Trinidad and Tobago
5.5Fair(1)
Parking
Free Wi-Fi
Pet friendly
C$ 60+
Check availability
Sheppy's Den Villa - Scarborough - Bedroom
Sheppy's Den Villa
Scarborough, Trinidad and Tobago
Free Wi-Fi
C$ 305+
Check availability
Private Caribbean Retreat - Scarborough - Beach
Private Caribbean Retreat
Scarborough, Trinidad and Tobago
8.8Very good(10)
Free Wi-Fi
Pool
Spa
C$ 170+
Check availability
Villa De Cruz - Groovy Suite - Scarborough - Pool
Villa De Cruz - Groovy Suite
Scarborough, Trinidad and Tobago
8.4Very good(13)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 134+
Check availability
Casa Clara - The Perfect Place For A Family/group Of Friends To Gather & Relax - Scarborough - Balcony
Casa Clara - The Perfect Place For A Family/group Of Friends To Gather & Relax
Scarborough, Trinidad and Tobago
9.2Wonderful(13)
Free Wi-Fi
C$ 519+
Check availability
Emoyeni Villa-An Exquisite Luxury Villa Overlooking The Caribbean Sea - Scarborough
Emoyeni Villa-An Exquisite Luxury Villa Overlooking The Caribbean Sea
Scarborough, Trinidad and Tobago
6.0Okay(1)
C$ 774+
Check availability
Homestay - Large Studio near the Airport - Scarborough
Homestay - Large Studio near the Airport
Scarborough, Trinidad and Tobago
C$ 136+
Check availability
Bago Beach House Relaxrelaxrelax - Scarborough
Bago Beach House Relaxrelaxrelax
Scarborough, Trinidad and Tobago
C$ 300+
Check availability
Shalom apartment - Scarborough
Shalom apartment
Scarborough, Trinidad and Tobago
7.9Good(12)
Parking
Free Wi-Fi
Pool
C$ 277+
Check availability
Cocrico Apartments - Scarborough
Cocrico Apartments
Scarborough, Trinidad and Tobago
8.0Very good(12)
Parking
Free Wi-Fi
C$ 68+
Check availability
Tropical Apartments Tobago - Scarborough
Tropical Apartments Tobago
Scarborough, Trinidad and Tobago
6.6Okay(69)
Parking
Free Wi-Fi
Pool
C$ 122+
Check availability
Useful Info

KAYAK’s insights for vacation rentals in Scarborough

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Scarborough with confidence.

Which month has the cheapest vacation rental rates in Scarborough?

Vacation rentals are cheapest in Scarborough in May, with average rates of C$ 126. In comparison, December is the most expensive month, with prices at C$ 803.
Find deals

Good to know

Low season

High season

Average price (weeknight)

July
April
C$ 137
Cheapest month to stay with an average 0% drop in price.
Most expensive month to stay with an average 0% rise in price.
Average Sun - Thu price over the last 2 weeks.

KAYAK's top tips for finding Scarborough holiday rental deals

  • Vacation rentals in Scarborough are around 127% cheaper than hotels on average. Search here to compare prices for all accommodation types in Scarborough.
  • The best vacation rental properties in Scarborough are onelovecottagetobago upstairs apartment (9.6, 22 reviews), Wallace Holiday Apartments (8.2, 22), and Ann's Villa (8.1, 41), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Scarborough, you should consider visiting during the low season. The cheapest vacation homes in Scarborough can be found in July and April.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Scarborough for 4 days.

FAQs when booking a vacation home in Scarborough

  • What types of vacation rentals are available in Scarborough?

    There are loads of different property types that you can make your vacation home in Scarborough. You’ll find apartments, condos, cottages, houses, homestays and villas.

  • Are there any pet-friendly vacation rentals in Scarborough?

    There are a number of dog and pet-friendly Scarborough vacation rentals, with around 9% allowing you to bring your pet along with you.

  • How much is a vacation rental in Scarborough for this weekend?

    In the last 72 hours, users have found Scarborough vacation rentals for this weekend for as low as C$ 83 per night. Search here for similar prices

  • How can I find vacation rentals near me in Scarborough?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Scarborough?

Our map will help you find the perfect place to stay in Scarborough by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Scarborough

Hotels near airports in Scarborough

Hotels near Port of Spain Piarco Intl Airport

Scarborough vacation rental deals. Search for vacation homes, apartments, condos, cabins, cottages, villas and more in Scarborough. Find cheap vacation homes to rent in Scarborough. KAYAK searches hundreds of travel sites to help you find and book a vacation rental in Scarborough that suits you best.

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.