Whitby Vacation Rentals from CA $457: Short-Term Rentals for 2026

Q: 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 New Luxurious Beachfront Villa at Pumpkin Bluff -Your Ultimate Paradise Getaway! .

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Our top choices for Whitby vacation rentals

21 North Hotel

Grace Bay

CA $434 total

includes taxes & fees

Jun 17 - Jun 18

Comfort House, 2 Bedrooms | Terrace/patio

Villa Serenity by the water

Cooper Jack Bay Settlement

alondra

CA $457 total

includes taxes & fees

Jun 29 - Jun 30

The Somerset on Grace Bay

Grace Bay

Keith Allen

CA $1,358 total

includes taxes & fees

Jun 17 - Jun 18

H2O Life. Style. Resort.

Long Bay Hills

Gaston

CA $1,001 total

includes taxes & fees

Jun 14 - Jun 15

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

Cooper Jack Bay Settlement

Veniel

CA $349 total

includes taxes & fees

Jul 10 - Jul 11

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Top Whitby Hotel Reviews

West Bay Club

8/10 Good

"Both bars need to be upgraded and expanded and the snorkeling gear doesn’t function well."

Windsong on the Reef

8/10 Good

"This property was advertised as all inclusive, but it is not. I was very disappointed when every single meal, snack, bottle of water, etc was an extra charge. The resort will only provide a $16 credit towards daily breakfast but almost every option on their menu exceeds the $16 credit, unless you only want toast and fruit. The menu at all of the restaurants were overpriced, their food was decent, service was good at all restaurants, but every meal added to the expense for this stay. The resort was very clean, rooms were large, and staff was friendly. Location was very convenient to the airport and local activities, and the beach at this property was nice!"

Ports of Call Resort

8/10 Good

"This hotel is good, especially for the price compared to other expensive hotels across the street. They painted the hallways and repaired the pool several days during our trip so this was a slight inconvenience. Our rooms were cleaned every day, however there was always sand on the floors and the sheets felt like they had sand as well. Housekeeping was hit or miss, especially with supplying the proper amount of towels and replacing toilet paper and Kleenex. We kept having to ask for these items. The arrangement for receiving pool towels was a little awkward. You can only get one towel at a time and have to turn it back in to receive a new towel or a towel card. I'm assuming they must have had issues in the past with guests taking towels and not returning them...? The daily breakfast was nice and we really appreciated being able to have fresh cold water all day long. The pool is difficult to get into because the handrail is very low. You have to bend way down to reach it and it's awkward getting in and out. Consider replacing these with higher handrails and add padding so they aren't so hot to touch. The temperature in the pool was very warm, especially in the afternoon so consider using the pool early, otherwise it's like bath water. Having restaurants on the property was very nice. Skull Rock was awesome and the drinks were amazing!"

Blue Haven Resort - All-Inclusive

10/10 Excellent

"The staff was excellent and helpful. The food was delicious. The beach was maintained and cleaned daily. The resort has bikes for you to use, my husband and I used them several times to beach hop around the resort. This resort has a sister resort on Grace Bay that you are able to visit and use the beach and eat at the restaurants and buffet. Highly recommend the Blue Haven Resort!"

Find out more about Whitby

Everything you need to know about Whitby vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Whitby vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Whitby vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Whitby vacation rentals we have selected for you start as low as CA $457 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 vacation 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 vacation.

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.

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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 New Luxurious Beachfront Villa at Pumpkin Bluff -Your Ultimate Paradise Getaway!.

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?

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 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.

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Check prices for these dates

Our top choices for Whitby vacation rentals

21 North Hotel

Villa Serenity by the water

The Somerset on Grace Bay

H2O Life. Style. Resort.

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

Find vacation rentals that suit your style

Top Whitby Hotel Reviews

West Bay Club

Windsong on the Reef

Royal West Indies Resort

The Sands at Grace Bay

The Ritz-Carlton, Turks & Caicos

Ports of Call Resort

Hotel Indigo Turks Caicos Grace Bay by IHG

Ocean Club East, Grace Bay Beach

Blue Haven Resort - All-Inclusive

Find out more about Whitby

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