A rocky beach with clear turquoise water and a large rock formation with sparse vegetation.

Whitby Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Whitby vacation homes

1. Enchanting Luxury Beachfront Villa Stillwater in Sandy Point views of Parrot Cay

Enchanting Luxury Beachfront Villa Stillwater in Sandy Point views of Parrot Cay
Sandy Point
10.0 out of 10, Exceptional, (1 review)
"We had an incredible stay at Sandy Point Villa. The villa is brand new and beautifully designed, with premium finishes, high-end appliances, and luxurious bathrooms throughout. The layout was perfect for our group, featuring four spacious bedrooms, including two master suites, one on each floor, which provided excellent privacy for multiple couples or families.The outdoor space is truly spectacular. The infinity pool overlooks the water, and you can walk directly from the backyard, past the...
United States
Nathan S.
The price is CA $1,995
CA $2,517 total
includes taxes & fees
Aug 25 - Aug 26
Enchanting Luxury Beachfront Villa Stillwater in Sandy Point views of Parrot Cay

2. Perfect 1-bedroom house in welcoming Long Bay Hills, Providenciales

Perfect 1-bedroom house in welcoming Long Bay Hills, Providenciales
Long Bay Hills
The price is CA $198
CA $366 total
includes taxes & fees
Aug 26 - Aug 27
Perfect 1-bedroom house in welcoming Long Bay Hills, Providenciales

3. Villa Serenity by the water

Villa Serenity by the water
3.5 star property
Cooper Jack Bay Settlement
8.4 out of 10, Very good, (34 reviews)
"Nice place to stay"
United States
Roodmy
The price is CA $273
CA $444 total
includes taxes & fees
Aug 26 - Aug 27
Villa Serenity by the water

4. Cozy Studio with King Size bed in Providenciales

Cozy Studio with King Size bed in Providenciales
The Bight
8.6 out of 10, Excellent, (12 reviews)
"This place was perfect, great location and hosts responsive and accommodating! "
United States
Alyse
The price is CA $147
CA $315 total
includes taxes & fees
Sep 1 - Sep 2
Cozy Studio with King Size bed in Providenciales

5. Cozy one Bedroom Apartment #C in Venetian Site

Cozy one Bedroom Apartment #C in Venetian Site
Venetian Road Settlement
8.4 out of 10, Very good, (7 reviews)
"The area was easy to find... location was near the roundabout..easy access to grocerys, beaches, restaurants and other facilities.. Central location. "
United States
Roy
The price is CA $160
CA $314 total
includes taxes & fees
Aug 26 - Aug 27
Cozy one Bedroom Apartment #C in Venetian Site

6. Blue Bird Villa, Open & Breezy Island Home...minutes from the beach!

Blue Bird Villa, Open & Breezy Island Home...minutes from the beach!
Cooper Jack Bay Settlement
10.0 out of 10, Exceptional, (12 reviews)
"We had a wonderful stay! The place was clean, comfortable, and exactly as shown in the listing. Peter was an amazing host—very kind, welcoming, and easy to communicate with. Everything was smooth from check-in to check-out, and we felt right at home. We really enjoyed our stay and would definitely come back again. Highly recommend this place to anyone looking for a great experience. Thank you, Peter, for your hospitality!"
United States
Ashley
The price is CA $296
CA $679 total
includes taxes & fees
Aug 25 - Aug 26
Blue Bird Villa, Open & Breezy Island Home...minutes from the beach!

7. Cozy studio #2 in Venetian Road

Cozy studio #2 in Venetian Road
The Bight
7.4 out of 10, Good, (14 reviews)
"Nice place to stay"
United States
Marie Pierre Sarah
The price is CA $160
CA $351 total
includes taxes & fees
Aug 27 - Aug 28
Cozy studio #2 in Venetian Road

8. 2 bedroom house with ocean views

2 bedroom house with ocean views
Long Bay Hills
10.0 out of 10, Exceptional, (2 reviews)
"Our 4th stay at Flip Flop! We will be returning!!Crayton is an amazing host, extremely prompt and helpful with all our needs before and during our stay!We highly recommend the Villa!!!"
United States
Peter K.
The price is CA $947
CA $1,717 total
includes taxes & fees
Aug 25 - Aug 26
2 bedroom house with ocean views

9. Ocean Estate Banks 5 Bedroom OE14

Ocean Estate Banks 5 Bedroom OE14
Long Bay Hills
The price is CA $5,889
CA $8,239 total
includes taxes & fees
Aug 25 - Aug 26
Ocean Estate Banks 5 Bedroom OE14

10. Ocean Estate Reef 5 Bedroom Including Guesthouse OE10

Ocean Estate Reef 5 Bedroom Including Guesthouse OE10
Long Bay Hills
The price is CA $4,788
CA $6,738 total
includes taxes & fees
Aug 25 - Aug 26
Ocean Estate Reef 5 Bedroom Including Guesthouse OE10

11. Ocean Estate Reef 4 Bedroom OE09

Ocean Estate Reef 4 Bedroom OE09
Long Bay Hills
The price is CA $4,073
CA $5,740 total
includes taxes & fees
Aug 25 - Aug 26
Ocean Estate Reef 4 Bedroom OE09

12. Ocean Estate Reef 6 Bedroom Including 2 Guesthouse OE17

Ocean Estate Reef 6 Bedroom Including 2 Guesthouse OE17
Long Bay Hills
The price is CA $5,476
CA $7,676 total
includes taxes & fees
Aug 31 - Sep 1
Ocean Estate Reef 6 Bedroom Including 2 Guesthouse OE17
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Whitby Hotel Reviews

Find out more about Whitby

Whitby Vacation Homes information

Number of reviews
34
Accommodation
159 Vacation Homes
Lowest Price
CA $314
Highest Price
CA $8,239