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
Booking Insights
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$ 690C$ 690 - C$ 1,330C$ 1,330 - C$ 1,969C$ 1,969 - C$ 2,607C$ 2,607+ per night

Property Types

ApartmentCottageHomestayHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Scarborough

Show all
onelovecottagetobago holiday home - Scarborough - Beach
onelovecottagetobago holiday home
Scarborough, Trinidad and Tobago
9.6Wonderful(22)
Parking
Free Wi-Fi
C$ 84+
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$ 503+
Check availability
Eagle's Base Villa & Cottage - Scarborough - Pool
Eagle's Base Villa & Cottage
Scarborough, Trinidad and Tobago
10Wonderful(1)
Free Wi-Fi
C$ 344+
Check availability
Breadfruit lodge - Scarborough - Bedroom
Breadfruit lodge
Scarborough, Trinidad and Tobago
9.2Wonderful(11)
Parking
Free Wi-Fi
C$ 112+
Check availability
Alfred apartments - Scarborough - Bedroom
Alfred apartments
Scarborough, Trinidad and Tobago
9.0Wonderful(2)
Parking
Free Wi-Fi
C$ 116+
Check availability
Cozy 1-Bed Apt in Whim Estate-Near Scarb - Scarborough
Cozy 1-Bed Apt in Whim Estate-Near Scarb
Scarborough, Trinidad and Tobago
3.0Poor(1)
C$ 97+
Check availability
Villa De Cruz - Groovy Suite - Scarborough - Pool
Villa De Cruz - Groovy Suite
Scarborough, Trinidad and Tobago
8.1Very good(13)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 136+
Check availability
Private Caribbean Retreat - Scarborough - Beach
Private Caribbean Retreat
Scarborough, Trinidad and Tobago
8.8Very good(10)
Free Wi-Fi
C$ 150+
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(14)
Free Wi-Fi
C$ 412+
Check availability
1 Bed Studio Apt - Parking Wifi Mountain Views - Scarborough - Building
1 Bed Studio Apt - Parking Wifi Mountain Views
Scarborough, Trinidad and Tobago
5.5Fair(1)
Parking
Free Wi-Fi
Pet friendly
C$ 62+
Check availability
Homestay - Large Studio near the Airport - Scarborough
Homestay - Large Studio near the Airport
Scarborough, Trinidad and Tobago
C$ 104+
Check availability
Cocrico Apartments - Scarborough
Cocrico Apartments
Scarborough, Trinidad and Tobago
8.2Very good(14)
Parking
Free Wi-Fi
C$ 140+
Check availability
Tropical Apartments Tobago - Scarborough
Tropical Apartments Tobago
Scarborough, Trinidad and Tobago
6.6Okay(69)
Parking
Free Wi-Fi
Pool
C$ 189+
Check availability
Sheppy's Den Villa - Scarborough
Sheppy's Den Villa
Scarborough, Trinidad and Tobago
Free Wi-Fi
C$ 309+
Check availability
Ann's Villa - Scarborough
Ann's Villa
Scarborough, Trinidad and Tobago
8.1Very good(41)
Free Wi-Fi
C$ 50+
Check availability
Angostura Resort Villa - Scarborough
Angostura Resort Villa
Scarborough, Trinidad and Tobago
6.4Okay(12)
Free Wi-Fi
C$ 877+
Check availability
Booking Insights

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.

What is the cheapest day of the week to book a vacation rental in Scarborough?

Saturday offers the lowest rates in Scarborough, with an average nightly price of C$ 106. The highest prices are found on Thursday, with average rates at C$ 538.
Find deals

Good to know

Low season

High season

Average price (weeknight)

July
July
C$ 139
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 113% 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 holiday home (9.6, 22 reviews), Ann's Villa (8.1, 41), and Tropical Apartments Tobago (6.6, 69), based on ratings and reviews from real travelers.
  • 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, 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 6% allowing you to bring your pet along with you.

  • 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