Whitby Vacation Rentals

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In two weeks
Oct 10 - Oct 12
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Oct 24 - Oct 26
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Nov 21 - Nov 23
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Dec 19 - Dec 21

Vacation Rentals in Whitby

Private Island Luxury Beachfront Estate with Pool, & Free Concierge!
Outdoor pool, an infinity pool

Private Island Luxury Beachfront Estate with Pool, & Free Concierge!

10.0 out of 10, Exceptional, (173)
"We lived the villa, very clean and functional, waited beach all to ourselves, can’t wait to get back for another great island experience"
Private Island Luxury Beachfront Estate with Pool, & Free Concierge!
Caicos Cottage, 2bd/2bath Beachfront Villa w/pool on Whitby Beach
Exterior

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

10.0 out of 10, Exceptional, (54)
"This was our first time visiting Turks and Caicos and we found this perfect little house on the ocean with a pool, just what we were looking for. It was very nicely set up, clean, had lots of room and made our vacation wonderful!!!"
Caicos Cottage, 2bd/2bath Beachfront Villa w/pool on Whitby Beach
New Luxurious Beachfront Villa at Pumpkin Bluff -Your Ultimate Paradise Getaway!
Outdoor pool

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

10.0 out of 10, Exceptional, (10)
"Slow M’Ocean is breathtaking. From the spacious floorplan and open concept kitchen and common spaces to the beckoning pool and secluded beach. Though it required some effort to get there, it was well worth it to have the beautiful beach essentially to ourselves. The house was fully stocked with essentials, as well as fun extras like pool floats, paddle boards and more. The concierge was exceptionally helpful in relaying information about the house and the area. Thank you to our exceptional hosts...
New Luxurious Beachfront Villa at Pumpkin Bluff -Your Ultimate Paradise Getaway!
Inn at Grace Bay
Beach nearby, white sand, sun loungers, beach umbrellas

Inn at Grace Bay

3.0 star property
9.4 out of 10, Exceptional, (605)
"The room amenities were nicely done, and the sleep quality was excellent."
Inn at Grace Bay
The Somerset on Grace Bay
View from property

The Somerset on Grace Bay

5.0 star property
9.6 out of 10, Exceptional, (181)
"Property was just right for our family loved the staff very friendly "
The price is ￥84,762
￥108,843 total
includes taxes & fees
Oct 18 - Oct 19
The Somerset on Grace Bay
The Tuscany on Grace Bay
Property entrance

The Tuscany on Grace Bay

4.0 star property
10.0 out of 10, Exceptional, (191)
"Wonderful relaxing place to vacation!"
The Tuscany on Grace Bay
The Atrium Resort
Outdoor pool, pool umbrellas, sun loungers

The Atrium Resort

3.5 star property
8.2 out of 10, Very Good, (204)
"Great property with full kitchen. Loved our stay and will return again. "
The Atrium Resort
H2O LifeStyle Resort
View from property

H2O LifeStyle Resort

4.0 star property
9.4 out of 10, Exceptional, (90)
"It was really nice. Would book again."
H2O LifeStyle Resort
La Vista Azul Modern Condo Ocean Views
2 outdoor pools

La Vista Azul Modern Condo Ocean Views

3.5 star property
8.2 out of 10, Very Good, (28)
"The view was spectacular. The unit was clean and great for a family. We enjoyed the pool and we were walking distance to the beach. "
La Vista Azul Modern Condo Ocean Views
Caribbean Sea Breeze Villas
Property grounds

Caribbean Sea Breeze Villas

3.0 star property
9.2 out of 10, Wonderful, (100)
"At ease , relaxing "
Caribbean Sea Breeze Villas
South Fleetwood Grace Bay
Beach nearby, white sand, sun loungers, beach umbrellas

South Fleetwood Grace Bay

3.0 star property
8.4 out of 10, Very Good, (169)
"It was a great property. Very clean, quiet and beach/pool accessible. Highly recommend. "
South Fleetwood Grace Bay
Beach Enclave
Long Bay 4 Bedroom Beach House | In-room safe, individually decorated, individually furnished

Beach Enclave

5.0 star property
10.0 out of 10, Exceptional, (3)
"Beach Enclave was stunning. Satheesh our butler was amazing and went over the top to make our stay great. If you are looking for quiet and calm shallow water I’d stay in long bay. If you want deeper water with waves I’d stay on the grace bay side."
Beach Enclave
Barefoot Luxury – Silver Palms Cottage # 1, Beachfront with Pool on Long Bay
On the beach, sun loungers, beach towels

Barefoot Luxury – Silver Palms Cottage # 1, Beachfront with Pool on Long Bay

9.6 out of 10, Exceptional, (132)
"We have never stayed in a beach front home. This home was literally 30 steps to the ocean.Super clean accommodation’s with a salt water pool - a one of kind on the island. We walked to coffee and dinner and just short drive from the shops and stores. Another high light was the bonfire on the beach."
Barefoot Luxury – Silver Palms Cottage # 1, Beachfront with Pool on Long Bay
NEWLY REMODELED Luxury Turtle Tail Villa w/ Private Beach!
Outdoor dining

NEWLY REMODELED Luxury Turtle Tail Villa w/ Private Beach!

10.0 out of 10, Exceptional, (130)
"This place was amazing! Everything went very smooth! The house was well stocked. Highly recommend staying there.... it was perfect with the pool and private beach area just steps out the door. Convenient to other attractions on the island. "
NEWLY REMODELED Luxury Turtle Tail Villa w/ Private Beach!
Villa Islander in Grace Bay - owner's listing
Outdoor pool, a heated pool

Villa Islander in Grace Bay - owner's listing

10.0 out of 10, Exceptional, (66)
"This place was gorgeous and perfect for our family! "
Villa Islander in Grace Bay - owner's listing
Popular ocean front villa now offering 20% off for Sept and Oct.
Interior

Popular ocean front villa now offering 20% off for Sept and Oct.

10.0 out of 10, Exceptional, (121)
"Everything was amazing! Beautiful views, super relaxing pool. Loved watching sunrise every morning from the back deck. Easy communication with Terry and Dwayna. Dined at Hemingways with the generous gift card and watched the sunset from the beach. Absolute paradise. "
Popular ocean front villa now offering 20% off for Sept and Oct.
The Venetian on Grace Bay
On the beach

The Venetian on Grace Bay

4.0 star property
9.8 out of 10, Exceptional, (78)
"Great stay. Wonderful beach and the staff was excellent. Much quieter than other places on Grace Bay. "
The Venetian on Grace Bay
Harbour Club Villas & Marina
Marina

Harbour Club Villas & Marina

3.0 star property
10.0 out of 10, Exceptional, (34)
"Great place Clean place and kind owners "
Harbour Club Villas & Marina
Seclusion, Privacy, Luxury - This is the perfect place for 2 people.
1 bedroom, in-room safe, desk, iron/ironing board

Seclusion, Privacy, Luxury - This is the perfect place for 2 people.

9.8 out of 10, Exceptional, (111)
"Unique, Beautiful, peaceful privacy!"
Seclusion, Privacy, Luxury - This is the perfect place for 2 people.
Villa Tropica - Near Grace Bay Beach - Newly Remodelled
On the beach, sun loungers, beach towels

Villa Tropica - Near Grace Bay Beach - Newly Remodelled

9.8 out of 10, Exceptional, (126)
"Overall stay was great. Very Clean and Open and bright.Quiet area which was perfect for our family. I highly recommend walking (very short walk) to sunset beach..2 blocks. Very safe area!"
Villa Tropica - Near Grace Bay Beach - Newly Remodelled
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

Seven Stars Resort & Spa

Seven Stars Resort & Spa

10/10 Excellent
"Very peaceful"
Donald 7-night trip
Posted 3 days ago
Seven Stars Resort & Spa

Find out more about Whitby

Find out more about Whitby

Search for holiday rentals in Whitby on Expedia! You can easily find your home rentals, villas, holiday apartments in Whitby using one of the methods below:

  • View our selection of featured holiday rentals in Whitby
  • Use the map to find apartments and other holiday homes in the Whitby neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Whitby while they last

Look no further and take a look at our great range of rental properties in Whitby!

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?

The White House TCI Guest House: You might want to consider this vacation home rental near Whitby, which is located near the beach and has an outdoor pool, a terrace, and a barbecue grill to put you at ease in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind. Some other top choices in Whitby are Private Island Luxury Beachfront Estate with Pool, & Free Concierge! 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 Horsestable Beach are a couple of lovely local spots to get outside and enjoy nature. While here, Pumpkin Bluff Beach and Flamingo Pond Overlook 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.