Whitby Vacation Rentals

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Our top choices for Whitby vacation rentals

Cottage 5 - Charming Secluded Cottage, Large pool, Tennis, Private Community

Cottage 5 - Charming Secluded Cottage, Large pool, Tennis, Private Community
Sandy Point
9.0 out of 10, Wonderful, (2 reviews)
"My partner and I stayed here while visiting North Caicos and were extremely pleased with the location, the cleanliness of the villa, and the surrounding area. The property is just a 1-minute drive or a 5-minute bike ride to a gorgeous, secluded beach, and about a 20-minute drive to nearby restaurants. This villa does require a ferry ride between Providenciales and North Caicos, and Ransel, the property manager, was exceptionally courteous and supportive in helping arrange transportation and...
United States
Madeline
$344 nightly
The price is $372
May 7 - May 8
Total with taxes and fees
Cottage 5 - Charming Secluded Cottage, Large pool, Tennis, Private Community

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

Villa Serenity, Water View Suite, Sleeps 3 w/ Pool
3.0 star property
Cooper Jack Bay Settlement
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
$243 nightly
The price is $272
May 14 - May 15
Total with taxes and fees
Villa Serenity, Water View Suite, Sleeps 3 w/ Pool

Villa Serenity by the water

Villa Serenity by the water
3.5 star property
Cooper Jack Bay Settlement
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
$289 nightly
The price is $324
May 12 - May 13
Total with taxes and fees
Villa Serenity by the water

Waterfront House - Upstairs

Waterfront House - Upstairs
Cooper Jack Bay Settlement
$270 nightly
The price is $288
May 7 - May 8
Total with taxes and fees
Waterfront House - Upstairs

1 BD,1.5 Bathroom, Beautiful Condo

1 BD,1.5 Bathroom, Beautiful Condo
The Bight
9.8 out of 10, Exceptional, (99 reviews)
"Our 3rd year in this condo, excellent location and beautiful grounds with ocean view and convenient gated parking."
United States
Dan G.
$319 nightly
The price is $341
Jun 1 - Jun 2
Total with taxes and fees
1 BD,1.5 Bathroom, Beautiful Condo

Castle Studio Sunset with Breakfast & Kiteboarding Available

Castle Studio Sunset with Breakfast & Kiteboarding Available
Long Bay Hills
9.2 out of 10, Wonderful, (5 reviews)
"Close to gorgeous Long Bay Beach, Maria was a very attentive host. Very close by car to Grace Bay, kite boarding Mecca. Room was tidy with cool European features, yet compact. "
Canada
Jonathan
$329 nightly
The price is $358
May 7 - May 8
Total with taxes and fees
Castle Studio Sunset with Breakfast & Kiteboarding Available

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, (10 reviews)
"The Flamingo House was perfect for our family’s needs - an adult couple, adult daughter and two teenagers. We enjoyed all amenities and the location was central to the island and best beaches. We recommend this property! "
United States
Sue L.
$512 nightly
The price is $542
May 20 - May 21
Total with taxes and fees
Blue Bird Villa, Open & Breezy Island Home...minutes from the beach!

Grace Bay Beach 7acre Resort: Guesthouse Ocean Views+Pool+Oceanfront+Lush Garden

Grace Bay Beach 7acre Resort: Guesthouse Ocean Views+Pool+Oceanfront+Lush Garden
Grace Bay
9.4 out of 10, Exceptional, (30 reviews)
"The host was very welcoming and accommodating. We really enjoyed our stay at the villa — it was a memorable experience!"
United States
Bidur B.
$634 nightly
The price is $684
May 9 - May 10
Total with taxes and fees
Grace Bay Beach 7acre Resort: Guesthouse Ocean Views+Pool+Oceanfront+Lush Garden

The Yacht Club TC

The Yacht Club TC
3.5 star property
Turtle Cove
9.6 out of 10, Exceptional, (15 reviews)
"Perfect location for solo traveling and budget friendly prices . Location is close to so many places "
United States
Elizabeth
$511 nightly
The price is $623
Jun 1 - Jun 2
Total with taxes and fees
The Yacht Club TC

21 North Hotel

21 North Hotel
4.0 star property
Grace Bay
$246 nightly
The price is $295
May 12 - May 13
Total with taxes and fees
21 North Hotel

Lovely Studio in Venetian Road #3

Lovely Studio in Venetian Road #3
Venetian Road Settlement
$253 nightly
The price is $253
May 7 - May 8
Total with taxes and fees
Lovely Studio in Venetian Road #3

Castle Studio Sunrise with Breakfast & Kiteboarding Available

Castle Studio Sunrise with Breakfast & Kiteboarding Available
Long Bay Hills
8.0 out of 10, Very Good, (3 reviews)
"Small room and not much space to put your cloths away. No dresser or drawers Close to Grace Bay and beach. The resort is new is still working on it. Quiet and friendly Maria is very nice and helpful."
United States
David
$329 nightly
The price is $358
May 7 - May 8
Total with taxes and fees
Castle Studio Sunrise with Breakfast & Kiteboarding Available

Classic Studio in Venetian Road

Classic Studio in Venetian Road
Venetian Road Settlement
9.6 out of 10, Exceptional, (5 reviews)
"The locate is so peaceful and close enough for local beach activities, restaurants and shopping centers. The neighborhood was well groomed with no local disturbance of crimes. Some building constructions was going on and it was not disturbing at all to my early morning rise I loved it, Mrs. Sophie is awesome! I will return and I will look for this exact same location and room. "
United States
Sista K.
$242 nightly
The price is $242
May 7 - May 8
Total with taxes and fees
Classic Studio in Venetian Road

Cozy 2-bedroom Apartment in Venetian Road

Cozy 2-bedroom Apartment in Venetian Road
Venetian Road Settlement
9.4 out of 10, Exceptional, (6 reviews)
"We were looking for a quick one night stay and this fit the bill. It was not super luxurious but had everything we needed and was very clean. The host was very kind and was very responsive to us!"
United States
Chandra
$297 nightly
The price is $297
May 9 - May 10
Total with taxes and fees
Cozy 2-bedroom Apartment in Venetian Road

Cozy studio on Venetian Road

Cozy studio on Venetian Road
The Bight
7.4 out of 10, Good, (16 reviews)
"Great place "
United States
Selena
$201 nightly
The price is $201
May 7 - May 8
Total with taxes and fees
Cozy studio on Venetian Road

Cozy Studio with King Size bed in Providenciales

Cozy Studio with King Size bed in Providenciales
The Bight
9.2 out of 10, Wonderful, (11 reviews)
"This place was perfect, great location and hosts responsive and accommodating! "
United States
Alyse
$241 nightly
The price is $241
May 10 - May 11
Total with taxes and fees
Cozy Studio with King Size bed in Providenciales

3-bedroom Suite in Providenciales

3-bedroom Suite in Providenciales
Grace Bay
$388 nightly
The price is $388
May 7 - May 8
Total with taxes and fees
3-bedroom Suite in Providenciales

Grace Bay Beach 7acre Resort: MainHouse Ocean Views+Pool+Oceanfront+Lush Gardens

Grace Bay Beach 7acre Resort: MainHouse Ocean Views+Pool+Oceanfront+Lush Gardens
Grace Bay
9.8 out of 10, Exceptional, (71 reviews)
"Beautiful property "
United States
Samuel A.
$1,251 nightly
The price is $1,359
May 10 - May 11
Total with taxes and fees
Grace Bay Beach 7acre Resort: MainHouse Ocean Views+Pool+Oceanfront+Lush Gardens

Lovely 2-bedrooms in Venetian Road

Lovely 2-bedrooms in Venetian Road
Venetian Road Settlement
7.8 out of 10, Good, (6 reviews)
"Overall everything was just perfect including that the host Sophie was veryyyy nice and helpful thoughout our whole stay there. Will definitely book with her again! "
United States
Tabriz
$359 nightly
The price is $381
May 7 - May 8
Total with taxes and fees
Lovely 2-bedrooms in Venetian Road

TC Villas -Beach Villa Sandstone -Facing Smith's Reef!

TC Villas -Beach Villa Sandstone -Facing Smith's Reef!
Turtle Cove
9.8 out of 10, Exceptional, (8 reviews)
"Great place to enjoy the pool and views."
United States
Kevin M.
$8,582 nightly
The price is $9,518
May 7 - May 8
Total with taxes and fees
TC Villas -Beach Villa Sandstone -Facing Smith's Reef!
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

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Whitby in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $401 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

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 home 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 4 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.