Whitby Vacation Rentals

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Our top choices for Whitby vacation rentals

Villa Serenity, Water View Suite, Sleeps 3 w/ Pool

Villa Serenity, Water View Suite, Sleeps 3 w/ Pool
3.0 star property
Discovery Bay
7.6 out of 10, Good, (4 reviews)
"The unit was clean and well equipped. It does need to have blackout curtains. The sun rises early and you will be woke up early, early first thing in the morning. When staying here you will need to have a rental car- but driving almost anywhere on the island only takes 30 minutes."
United States
David
The price is CA $256
CA $380 total
includes taxes & fees
Apr 23 - Apr 24
Villa Serenity, Water View Suite, Sleeps 3 w/ Pool

Villa Serenity by the water

Villa Serenity by the water
3.5 star property
Discovery Bay
8.6 out of 10, Excellent, (33 reviews)
"I stayed at this villa to celebrate my birthday, and it was an absolutely wonderful experience. The hosts were amazing so welcoming, attentive, and kind. I will definitely be booking again. The room was incredibly spacious and comfortable, but the bathroom was my favorite part. It was large, beautifully designed, and aesthetically pleasing. Everything about the stay was lovely, and I truly loved every moment. I can’t wait to book again!"
United States
Rebecca
The price is CA $281
CA $455 total
includes taxes & fees
Apr 19 - Apr 20
Villa Serenity by the water

The Yacht Club TC

The Yacht Club TC
3.5 star property
Turtle Cove
9.6 out of 10, Exceptional, (15 reviews)
"Relaxing "
Canada
Gihan
The Yacht Club TC

La Vista Azul Modern Condo Ocean Views

La Vista Azul Modern Condo Ocean Views
3.5 star property
The Bight
8.2 out of 10, Very good, (35 reviews)
"The property was very nicely adorned and clean. It also was very comfortable with great amenities. "
United States
Anthony
The price is CA $232
CA $546 total
includes taxes & fees
Apr 14 - Apr 15
La Vista Azul Modern Condo Ocean Views

21 North Hotel

21 North Hotel
4.0 star property
Grace Bay
The price is CA $376
CA $496 total
includes taxes & fees
Apr 24 - Apr 25
21 North Hotel

H2O LifeStyle Resort

H2O LifeStyle Resort
4.0 star property
Long Bay
9.4 out of 10, Exceptional, (99 reviews)
"Love the location directly on the long bay beach. The rooms and views from all the rooms are beautiful and the staff couldn’t be better. You feel like family when you leave this place. I miss them already! Shout out to Maude, Michael, Benson, EJ and Brian too! "
United States
Brianna
The price is CA $870
CA $1,105 total
includes taxes & fees
Apr 4 - Apr 5
H2O LifeStyle Resort

The Park at Grace Bay

The Park at Grace Bay
4.5 star property
Grace Bay
10.0 out of 10, Exceptional, (3 reviews)
"The place was gorgeous! Shout out to Tracy and Anika! They really made the stay worth while! Very welcoming atmosphere and Allen* the bar tender was very great as well just booked another stay here! "
United States
Brianna
The price is CA $1,665
CA $2,115 total
includes taxes & fees
May 2 - May 3
The Park at Grace Bay

The Somerset on Grace Bay

The Somerset on Grace Bay
5.0 star property
Grace Bay
9.6 out of 10, Exceptional, (184 reviews)
"Very clean grounds, very clean suite (thank you, Katia!). Staff are lovely. Lots of repeat guests. Very quiet rooms. To be honest when we first got there we were not sure it was for us, it’s a little older and the restaurant food isn’t special. But the place grows on you and is very quaint. If they could level-up the food, we’d return in a second. I also loved the yoga class by Lizzie on Tuesday morning. So nice. May be back next year. "
Canada
Brett
The price is CA $1,360
CA $1,738 total
includes taxes & fees
May 2 - May 3
The Somerset on Grace Bay
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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Top Whitby Hotel Reviews

Find out more about Whitby

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Whitby. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Whitby?

Yes, we have vacation rentals close to popular points of interest in Whitby, or you can choose a more secluded option if you're looking for relaxation. Whitby is known for its seaside and bars. Make sure you have time to check out the restaurants while you're in the area.

What's the top vacation rental that Whitby has to offer?

Villa Serenity by the water: You might want to consider this vacation rental near Whitby, which is located in the historical district and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities like a microwave and kitchenware can make your vacation run smoothly. Some other top choices in Whitby are Private Beachfront Luxury Estate with Infinity Pool & Concierge incl – Sleeps 16 and Now avail! 3-bdrm House with pool in tranquil Whitby Haven w/beach & ocean views.

How many vacation rentals are there in Whitby?

Expedia has 5 vacation rentals for your stay in Whitby.

What can I see and do in Whitby?

Pumpkin Bluff Beach and Whitby Beach are a couple of lovely local spots to get outside and enjoy nature. While here, Flamingo Pond Overlook and Horsestable Beach are other places worth a visit.

What are vacation rentals like in Whitby?

Vacation rentals are private properties you can reserve for several days or longer in Whitby. Vacation rentals feature extras such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for a small group gathering.