Whitby Holiday Rentals from NZ$1,513: Search Short-Term Rentals

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Our top choices for Whitby holiday rentals

A kitchen with white cabinetry, a central island, a stove, and a refrigerator.

1. Cottage 6 - Charming 1-bedroom cottage-pool-tennis-walk to beach in Sandy Point

Sandy Point

Marina K.

includes taxes & fees

4 Nov - 5 Nov

A beach house with a covered patio, palm trees, and a sandy beach.

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

Sandy Point

"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...

Madeline

includes taxes & fees

10 Nov - 11 Nov

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

Krystal

includes taxes & fees

10 Nov - 11 Nov

A staircase leading to a building with a white exterior and a palm tree on the left.

4. Venetian Breeze Cozy Studio #9

The Bight

Alveria

includes taxes & fees

4 Nov - 5 Nov

A neatly made bed with a white bedspread and pillows, a dark wooden headboard, and a wall-mounted painting of a blue seascape.

5. 2-bedrooms next to Grace Bay

Grace Bay

includes taxes & fees

4 Nov - 5 Nov

A compact kitchen with white cabinets, a microwave, a toaster, and a kettle.

6. Cozy Studio with King Size bed in Providenciales

The Bight

Alyse

includes taxes & fees

4 Nov - 5 Nov

A covered outdoor seating area with white furniture, a ceiling fan, and a view of a beach.

7. Spectacular Beachfront Ultra Luxury Villa Stella Maris-Introductory Sale!

Sandy Point

"We had such an amazing stay in Turks and Caicos! The place was extremely clean, beautiful, and looked just like the pictures. The view was absolutely breathtaking, especially waking up to the ocean every morning. One of my favorite parts was the shallow sandbar right in the middle of the ocean. You could walk out into the beautiful clear water and just enjoy the scenery—it honestly felt like paradise. The location was peaceful, relaxing, and perfect for a getaway. I would definitely stay here...

Nkaysha N.

includes taxes & fees

4 Nov - 5 Nov

A bedroom with a tufted headboard, a grey quilted bedspread, and two pillows.

8. Beautifully designed 2-bedroom apartment in the peaceful Long Bay area.

Long Bay Hills

includes taxes & fees

10 Nov - 11 Nov

A poolside area with lounge chairs and a small table, a gazebo, and a view of a beach.

9. NEW Ultra-Luxury Sandy Point Beachfront/Canal Villa Amara-introductory offerings

Sandy Point

Landria V.

includes taxes & fees

4 Nov - 5 Nov

Two wicker chairs with orange cushions and a vase of flowers on a small table between them.

10. Cozy studio in the Venetian Road #11

The Bight

Darlene

includes taxes & fees

14 Nov - 15 Nov

A resort with a pool area, palm trees, and a view of the ocean.

11. Island Stay Studio with Stunning Ocean Views

The Bight

Nikola S.

includes taxes & fees

19 Nov - 20 Nov

A bedroom with a large ornate bed, a matching wardrobe, a small bedside table with a lamp, and a floral rug.

12. Classic Studio in Venetian Road

Venetian Road Settlement

Sista K.

includes taxes & fees

4 Nov - 5 Nov

A hotel room with two beds, a large beach painting, a window with curtains, and a wall-mounted air conditioner.

13. Cozy Apartment in Venetian RD within 10 min Airport

Venetian Road Settlement

Hancy

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with white cabinets, a microwave, a stove, and a dining area with a table and chairs.

14. Cozy studio #2 in Venetian Road

The Bight

Marie Pierre Sarah

includes taxes & fees

4 Nov - 5 Nov

A poolside area with lounge chairs and umbrellas, a clear view of the beach, and a white gazebo structure.

15. Enchanting Luxury Beachfront Villa Stillwater in Sandy Point views of Parrot Cay

Sandy Point

"We had an incredible stay at Sandy Point Villa. The villa is brand new and beautifully designed, with premium finishes, high-end appliances, and luxurious bathrooms throughout. The layout was perfect for our group, featuring four spacious bedrooms, including two master suites, one on each floor, which provided excellent privacy for multiple couples or families.The outdoor space is truly spectacular. The infinity pool overlooks the water, and you can walk directly from the backyard, past the...

Nathan S.

includes taxes & fees

4 Nov - 5 Nov

A row of multi-story buildings with balconies, a parking area, and greenery in the foreground.

16. Lovely Studio in Venetian Road #3

Venetian Road Settlement

includes taxes & fees

4 Nov - 5 Nov

A bedroom with a bed, a nightstand, a lamp, a window with curtains, and a painting on the wall.

17. Affordable one bedroom Apartment in Venetian Road

The Bight

includes taxes & fees

4 Nov - 5 Nov

A bedroom with a wooden ceiling, a bed with multiple pillows, a nightstand with a lamp, and wall art.

18. Cozy one Bedroom Apartment #C in Venetian Site

Venetian Road Settlement

Wilfrid

includes taxes & fees

1 Dec - 2 Dec

A compact kitchen with white cabinets, a stainless steel refrigerator, a microwave, a sink, and a window with blinds.

19. Lovely Apartment with King Size Bed in Venetian Road

Venetian Road Settlement

Anonymous traveller

includes taxes & fees

16 Nov - 17 Nov

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

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

Cooper Jack Bay Settlement

Aaron Xavier

includes taxes & fees

4 Nov - 5 Nov

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Top Whitby Hotel Reviews

Hotel Indigo Turks Caicos Grace Bay by IHG

8/10 Good

"The food at Il Forno was excellent! Everyone was friendly and lovely, but they seemed understaffed. The pool area is nice, but the pool is small. Room was cleaned extraordinarily well every day and we were impressed with how quiet the rooms are. The beach area has chairs and umbrellas, but there are two large construction projects going on in the adjoining area, so it’s not as pleasant as it could be if that wasn’t going on. The beach was clean, but it wasn’t as beautiful as the beaches closer to the main areas, such as where Seven Stars and other resorts are located. Could be just the time of year, but we did have a bit of fomo not staying at a resort down toward the other end of town. For the price though, this is an outstanding option to explore the island. Very close to everything!"

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

10/10 Excellent

"It is hard to know where to start! I will break our 50th birthday bash down for you.The Owner- Dave is absolutely wonderful. His communication skills, attentiveness and concern over our stay was excellent!The Concierge- Regina and team were fabulous, so sweet and SO helpful!! She coordinated everything for us and to be honest things that we booked on our own did not go as smoothly as it would have through Regina ( like our rental car!) The Property- Where do I begin, there were 8 of us, and we all thought that the house, its furniture, its cleanliness, the view, the pool. and how stocked the kitchen and towels/sheets were, was absolutely phenomenal. YES, it is a bit of a adventure to get to the North Caicos Island but we loved the peace and quiet! Any issue (like running out of propane) were remedied very quickly and easily! I cannot say enough good things about this home and how it is run, it was a pleasure dealing with every single person, including the locals who were wonderful!"

The Palms Turks and Caicos

10/10 Excellent

"This resort was classy top to bottom. The room and the turn down service were impeccable, the service at bars and restaurants was excellent, the food was stellar and you cannot beat the Grace Bay beach and the Palms pool if you wanted a break from the sun at the beach. We went for our 10 year wedding anniversary and couldn't have been happier with our choice. We left talking about the next time we can come back and stay."

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

10/10 Excellent

"This was our second stay at Caicos Cottage, and it was just as amazing as our first stay! First of all, Cindy is a wonderful communicator, and will promptly answer all your questions. When we arrived, we noticed that the home was recently repainted, and clean & bright out front. When you walk in the front doors, that view just blows you away!! Can’t believe how close you are to Whitby beach. The only views that are better are from the pool area (gorgeous and so refreshing), the covered porch, and the master bedroom (best view of all). The master king bed is so incredibly comfortable, and I’m just a bit more than a year out from a large cervical spinal fusion - the pillows were amazing for me in providing the needed support. Everything was so clean! The beach had some recent weather related erosion, and was a rather large step to get down and back up, but it’s not always like that. Some sargassum on the beach, but nothing that kept us out of the water. Be sure to use a common communication app used on the island (can’t mention “what” it is) to keep in contact with the property manager if needed, and may want to bring extra water with you if you’re big water drinkers. The bugs outside can be an issue (mosquitos and no-see-ums). I react strongly, and picardin based repellent seemed to work better than DEET. And the road to Whitby Haven subdivision has been patched!!! Such a welcomed improvement! We will be back, for even a longer stay."

Find out more about Whitby

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Whitby holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Whitby. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Whitby. Seeing all the best attractions is bound to make you fall in love with Whitby. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Whitby short-term rentals, that won’t be hard to do.

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 Beachfront Luxury Estate pool with waterfall free concierge – Sleeps 16: 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. Another good choice for your trip to Whitby is New Luxurious Beachfront Villa at Pumpkin Bluff -Your Ultimate Paradise Getaway!.

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 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 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.

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Check prices for these dates

Our top choices for Whitby holiday rentals

1. Cottage 6 - Charming 1-bedroom cottage-pool-tennis-walk to beach in Sandy Point

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

3. Villa Serenity by the water

4. Venetian Breeze Cozy Studio #9

5. 2-bedrooms next to Grace Bay

6. Cozy Studio with King Size bed in Providenciales

7. Spectacular Beachfront Ultra Luxury Villa Stella Maris-Introductory Sale!

8. Beautifully designed 2-bedroom apartment in the peaceful Long Bay area.

9. NEW Ultra-Luxury Sandy Point Beachfront/Canal Villa Amara-introductory offerings

10. Cozy studio in the Venetian Road #11

11. Island Stay Studio with Stunning Ocean Views

12. Classic Studio in Venetian Road

13. Cozy Apartment in Venetian RD within 10 min Airport

14. Cozy studio #2 in Venetian Road

15. Enchanting Luxury Beachfront Villa Stillwater in Sandy Point views of Parrot Cay

16. Lovely Studio in Venetian Road #3

17. Affordable one bedroom Apartment in Venetian Road

18. Cozy one Bedroom Apartment #C in Venetian Site

19. Lovely Apartment with King Size Bed in Venetian Road

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

Find holiday rentals that suit your style

Top Whitby Hotel Reviews

Hotel Indigo Turks Caicos Grace Bay by IHG

Royal West Indies Resort

Zenza Boutique Hotel

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

Windsong on the Reef

Wymara Resort and Villas

Rock House

The Palms Turks and Caicos

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

Find out more about Whitby

Frequently asked questions

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