Whitby Holiday 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 holiday rentals

H2O LifeStyle Resort

H2O LifeStyle Resort
4.0 star property
Long Bay
9.4 out of 10, Exceptional, (96 reviews)
"The place was very neat, clean and excellent service. Perfect for family vacation. One of the best experiences. "
United States
Vishal
The price is NZ$1,600
includes taxes & fees
13 Feb - 14 Feb
H2O LifeStyle Resort

The Somerset on Grace Bay

The Somerset on Grace Bay
5.0 star property
Grace Bay
9.6 out of 10, Exceptional, (182 reviews)
"Property was just right for our family loved the staff very friendly "
United States
Elias
The price is NZ$2,523
includes taxes & fees
8 Feb - 9 Feb
The Somerset on Grace Bay

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 NZ$465
includes taxes & fees
4 Feb - 5 Feb
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 NZ$464
includes taxes & fees
9 Feb - 10 Feb
Villa Serenity by the water

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, (34 reviews)
"The AC was ok , but bed was low and hard the bedding was not clean , the sofa bed was not working , the overall stay for my family and I was not pleasant at all "
United States
CAM Tech
La Vista Azul Modern Condo Ocean Views

Callaloo Cottage

Callaloo Cottage
3.0 star property
Turtle Cove
The price is NZ$2,839
includes taxes & fees
10 Feb - 11 Feb
Callaloo Cottage

Villas Of Elephant Walk Tci

Villas Of Elephant Walk Tci
3.5 star property
Grace Bay
9.2 out of 10, Wonderful, (9 reviews)
"We loved the villa. We loved the accommodations. Everything was great!"
Canada
Barbara
Villas Of Elephant Walk Tci
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

Everything you need to know about Whitby holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Whitby holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Whitby holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Whitby holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Whitby. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Whitby holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Whitby holiday rentals we have selected for you start as low as NZ$1,600 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Whitby rentals

At Expedia, we put the best Whitby holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Whitby rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Whitby holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Whitby. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Whitby?

Yes, there are holiday rentals close to the most popular sights in Whitby, or you can select a more secluded option if you're looking for a relaxing stay. 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 are some of the best holiday rentals that Whitby has to offer?

Private Island Luxury Beachfront Estate with Pool, & Free Concierge!: This highly rated holiday home rental in Whitby is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Whitby?

Expedia has 5 holiday rentals for your stay in Whitby.

What can I see and do in Whitby?

Whitby Beach and Pumpkin Bluff 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 holiday rentals like in Whitby?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Whitby. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for family gatherings.