Whitby Vacation Rentals from CA $689: Short-Term Rentals for 2026

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Our top choices for Whitby vacation rentals

A beach resort with clear turquoise waters, paddleboards, and a jet ski.

1. H2O Life. Style. Resort.

Long Bay Hills

Henrique

CA $689 total

includes taxes & fees

Oct 5 - Oct 6

A beach with white sand and clear blue water. There are several lounge chairs and umbrellas arranged along the shore.

2. The Somerset on Grace Bay

Grace Bay

Neal

CA $1,167 total

includes taxes & fees

Oct 20 - Oct 21

A covered outdoor patio with a round table and chairs, a chandelier, and a view of greenery.

3. Villa Serenity by the water

Cooper Jack Bay Settlement

Roodmy

CA $352 total

includes taxes & fees

Oct 18 - Oct 19

A modern living room with a large window overlooking a beach, a ceiling fan, and a minimalist design.

4. Long Bay Beach Club

Long Bay Hills

Ricardo

CA $4,714 total

includes taxes & fees

Oct 11 - Oct 12

A room with a bed, a sofa, a dining table, and a TV.

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

Cooper Jack Bay Settlement

Aaron Xavier

CA $322 total

includes taxes & fees

Oct 11 - Oct 12

A beach with rows of sun loungers and umbrellas, facing a clear blue sea.

6. The White House TCI

The Bight

Tabassum

CA $2,854 total

includes taxes & fees

Oct 19 - Oct 20

A pool area with lounge chairs and a view of the ocean.

7. Serenità

Blue Mountain

CA $5,216 total

includes taxes & fees

Oct 5 - Oct 6

A modern house with a patio area featuring a sofa, a dining table, and a fire pit.

8. Villas at Blue Mountain

Blue Mountain

CA $4,016 total

includes taxes & fees

Nov 4 - Nov 5

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Top Whitby Hotel Reviews

Alexandra Resort - All-Inclusive

10/10 Excellent

"Great place .Kind people and great food"

Hotel Indigo Turks Caicos Grace Bay by IHG

8/10 Good

"The stay was great. The food was ok, seasoning could’ve been better. The bar and drinks were amazing. The front desk was amazing and Michael was a great host. The hotel called for transportation whenever we needed it. All the staff were amazing and kind. There were small ants in our room but it wasn’t a problem."

West Bay Club

10/10 Excellent

"Place was beautiful and immaculate. We had one king bedroom ocean front unit. Full American buffet breakfast was included. Balcony faced ocean and had cushioned lounge chairs with terrycloth covers that were changed daily. Unit was checked and cleaned twice daily. Was very quiet. Was offseason and we pretty much had the beach and pool to ourselves. Beach was wide with white sand and clear calm water. One of the prettiest beaches in Caribbean. Resort staff setup your padded lounge chairs with terrycloth covers and umbrellas. Floats and other play items were provided at no cost. Pool was super nice again with cushioned lounge chairs with terrycloth covers and umbrellas. Resort was convenient to town and restaurants but you really need to rent a car for transportation. It was a challenge driving on the left side of the road in a car with steering wheel on right. Resort staff were excellent, super friendly and accommodating. No tip solicitation whatsoever. The resort restaurant food was excellent but expensive. All food there was very expensive. The seafood there is excellent, much better than the states. This is great place to go for R&R. Not lot of sites to see. Mostly water boat tours around the island, snorkeling, parasailing, etc. Its a beautiful place for a couple to go to relax and spend time together. Make sure you bring sunscreen. Spray cans there cost $30+. I would definitely recommend West Bay Club"

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

10/10 Excellent

"This place is rely paradise. We found that having our own pool made a for a very pleasant stay. The beach is beautiful, but sometimes, you can only take so much sand and sun and having a pool with shade available was a game changer! The house looked just like the pictures and the entire team made the stay seamless… from booking, to check-in to assistance with transportation. They even have a downloadable guide with all the local info when you book! Thanks for a memorable stay!"

Pelican Beach Hotel

10/10 Excellent

"This hotel was amazing. It’s directly on the beach so the views and atmosphere are outstanding. It has everything you need right on the property including a restaurant /bar and a coffee shop. The barracuda bar served delicious food and drinks. Clifford’s coffee shop serves an excellent cup of coffee. (Ask the staff about why the coffee shop is named Clifford’s it’s an amazing story) The staff were the best part of our stay, they were welcoming, friendly, and catered to our every need with a genuine care and smile. The room was exceptionally clean and comfortable. This place has all the beach vibes you could ever ask for. We will definitely be back!! It was hands down the best experience we have ever had at a hotel!!"

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 $689 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?

Private Beachfront Luxury Estate pool with waterfall free concierge – Sleeps 16: This Whitby vacation home rental is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation. Another good choice for your trip to Whitby is 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 Horsestable Beach are a couple of lovely local spots to get outside and enjoy nature. While here, Flamingo Pond Overlook and Pumpkin Bluff 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

1. H2O Life. Style. Resort.

2. The Somerset on Grace Bay

3. Villa Serenity by the water

4. Long Bay Beach Club

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

6. The White House TCI

7. Serenità

8. Villas at Blue Mountain

9. Villa Blue Ocean

Find vacation rentals that suit your style

Top Whitby Hotel Reviews

Alexandra Resort - All-Inclusive

Royal West Indies Resort

Hotel Indigo Turks Caicos Grace Bay by IHG

West Bay Club

Private Beachfront Luxury Estate pool with waterfall free concierge – Sleeps 16

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

Pelican Beach Hotel

Caicos Cottage, 2bd/2bath Beachfront Villa w/pool on Whitby Beach

Find out more about Whitby

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