A rocky beach with clear turquoise water and a large rock formation with sparse vegetation.

Whitby Vacation Rentals

Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Whitby vacation rentals

A swimming pool with lounge chairs, surrounded by palm trees and a building with a white facade.

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

Cottage 6 - Charming 1-bedroom cottage-pool-tennis-walk to beach in Sandy Point
Sandy Point
10.0 out of 10, Exceptional, (2 reviews)
"Magical place, beautiful and clean home. If you are looking for a serene, friendly and secure place, this one is for you.Will 1000% come back. "
Canada
Marina K.
$358 nightly
The price is $387
Sep 1 - Sep 2
Total with taxes and fees
Cottage 6 - Charming 1-bedroom cottage-pool-tennis-walk to beach in Sandy Point
A beach with clear turquoise water, white sand, and rocky outcrops.

2. 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
Aug 28 - Aug 29
Total with taxes and fees
Cottage 5 - Charming Secluded Cottage, Large pool, Tennis, Private Community
A beach with clear turquoise water, a sandy shore, and a line of trees in the background.

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

NEW Ultra-Luxury Sandy Point Beachfront/Canal Villa Amara-introductory offerings
Sandy Point
10.0 out of 10, Exceptional, (3 reviews)
"It was the most amazing stay! The house was beautiful, communication was excellent, and the surroundings were truly beyond special. We couldn’t have asked for a better experience and would absolutely stay again"
United States
Landria V.
$1,508 nightly
The price is $1,613
Aug 28 - Aug 29
Total with taxes and fees
NEW Ultra-Luxury Sandy Point Beachfront/Canal Villa Amara-introductory offerings
A row of two-story buildings with balconies, a parking area, and greenery in front.

4. Cozy Studio #8 in Venetian Road

Cozy Studio #8 in Venetian Road
The Bight
10.0 out of 10, Exceptional, (4 reviews)
"Hosts were amazing and responsive! "
United States
Nicole
$190 nightly
The price is $190
Sep 4 - Sep 5
Total with taxes and fees
Cozy Studio #8 in Venetian Road
A covered outdoor seating area with two white chairs and a small round table, overlooking a pool and trees.

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

Spectacular Beachfront Ultra Luxury Villa Stella Maris-Introductory Sale!
Sandy Point
$821 nightly
The price is $907
Aug 31 - Sep 1
Total with taxes and fees
Spectacular Beachfront Ultra Luxury Villa Stella Maris-Introductory Sale!

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

Enchanting Luxury Beachfront Villa Stillwater in Sandy Point views of Parrot Cay
Sandy Point
10.0 out of 10, Exceptional, (1 review)
"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...
United States
Nathan S.
$1,648 nightly
The price is $1,822
Aug 28 - Aug 29
Total with taxes and fees
Enchanting Luxury Beachfront Villa Stillwater in Sandy Point views of Parrot Cay
A modern bedroom with a bed, a sofa, a ceiling fan, and a painting on the wall.

7. Lovely Studio#D in Venetian Road

Lovely Studio#D in Venetian Road
Grace Bay
6.8 out of 10, (3 reviews)
"Nicely person, service is excellent."
United States
Joel
$181 nightly
The price is $181
Sep 1 - Sep 2
Total with taxes and fees
Lovely Studio#D in Venetian Road
A hotel room with a bed, a nightstand, a lamp, a chair, a small table, and a painting of a beach scene.

8. Lovely Studio with King Size Bed #11 in Venetian

Lovely Studio with King Size Bed #11 in Venetian
The Bight
6.8 out of 10, (3 reviews)
"The room was very clean. Nice, soft towels in the bathroom. Easy to use the keypad to get in. Was a fine place to stay for a nice after our flight home got cancelled."
United States
Deborah
$190 nightly
The price is $190
Sep 1 - Sep 2
Total with taxes and fees
Lovely Studio with King Size Bed #11 in Venetian
A row of two-story buildings with balconies, a parking area, and greenery in front.

9. Cozy studio in the Venetian Road #11

Cozy studio in the Venetian Road #11
The Bight
7.0 out of 10, Good, (2 reviews)
"When the studios are pictured on the internet, the view is of the front of the building. Many of the studios are in the rear that looks more like row tenement housing. Very poor advertising. "
Canada
Ken
$190 nightly
The price is $190
Sep 1 - Sep 2
Total with taxes and fees
Cozy studio in the Venetian Road #11
A bedroom with a wooden ceiling, a bed with striped bedding, a vanity with a mirror, and wall-mounted air conditioning.

10. Cozy one bedroom Suite #C in Venetian Road

Cozy one bedroom Suite #C in Venetian Road
Grace Bay
5.4 out of 10, (3 reviews)
$201 nightly
The price is $201
Sep 15 - Sep 16
Total with taxes and fees
Cozy one bedroom Suite #C in Venetian Road
A row of two-story buildings with balconies, a parking area, and greenery in front.

11. Cozy studio in the Venetian Road #11

Cozy studio in the Venetian Road #11
The Bight
4.0 out of 10, (1 review)
"Took almost 2 hours before I heard from the host to check in. The room looked clean until you turn the lights on, roaches everywhere. Silverware rusty sheets and pillow case dirty. "
United States
Darlene
$190 nightly
The price is $190
Sep 1 - Sep 2
Total with taxes and fees
Cozy studio in the Venetian Road #11
A neatly made bed with a white bedspread and pillows, a dark wooden headboard, and a wall-mounted painting of a blue seascape.

12. 2-bedrooms next to Grace Bay

2-bedrooms next to Grace Bay
Grace Bay
$330 nightly
The price is $330
Sep 1 - Sep 2
Total with taxes and fees
2-bedrooms next to Grace Bay
A bedroom with a tufted headboard, a grey quilted bedspread, and two pillows.

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

Beautifully designed 2-bedroom apartment in the peaceful Long Bay area.
Long Bay Hills
$400 nightly
The price is $400
Sep 3 - Sep 4
Total with taxes and fees
Beautifully designed 2-bedroom apartment in the peaceful Long Bay area.
A beach resort with clear turquoise waters, paddleboards, and a jet ski.

14. H2O Life. Style. Resort.

H2O Life. Style. Resort.
4.0 star property
Long Bay Hills
9.6 out of 10, Exceptional, (111 reviews)
"They were all very nice definetly coming back Next time I’ll either rent a car or stop at market to bring food"
United States
Henrique
$445 nightly
The price is $538
Sep 8 - Sep 9
Total with taxes and fees
H2O Life. Style. Resort.
A covered outdoor patio with a round table and chairs, a chandelier, and a view of greenery.

15. Villa Serenity by the water

Villa Serenity by the water
3.5 star property
Cooper Jack Bay Settlement
8.4 out of 10, Very Good, (34 reviews)
"Nice place to stay"
United States
Roodmy
$289 nightly
The price is $324
Sep 5 - Sep 6
Total with taxes and fees
Villa Serenity by the water
A beach with white sand and clear blue water. There are several lounge chairs and umbrellas arranged along the shore.

16. The Somerset on Grace Bay

The Somerset on Grace Bay
5.0 star property
Grace Bay
9.6 out of 10, Exceptional, (192 reviews)
"Very beautiful resort. Quiet and very clean. Staff are very friendly. Best place to go if you want to recharge, relax and stay away from too much crowd. Overall, our family had a great vacation and excellent stay here!!!"
United States
Neal
$1,011 nightly
The price is $1,221
Aug 28 - Aug 29
Total with taxes and fees
The Somerset on Grace Bay
A sandy beach with clear blue water and a person walking towards the sea.

17. 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
Castle Studio Sunrise with Breakfast & Kiteboarding Available
A beach with three kayaks and two umbrellas on the sand.

18. Villa DelEvan 4C / 1-bedroom villa on the Grace Bay Beach,

Villa DelEvan 4C / 1-bedroom villa on the Grace Bay Beach,
The Bight
10.0 out of 10, Exceptional, (14 reviews)
"Crayton was very communicative and welcoming and gave us a ton of great info. The villa was super clean, beautiful and had everything we needed. Gregoire did a great job on the grounds, it was all perfectly maintained and the beach and water were just as advertised. "
United States
Barry B.
$960 nightly
The price is $1,060
Aug 28 - Aug 29
Total with taxes and fees
Villa DelEvan 4C / 1-bedroom villa on the Grace Bay Beach,
A beach with clear turquoise waters, a sandy shore, and a distant sailboat.

19. 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, (75 reviews)
"Excellent place in an excellent location! "
United States
Craig P.
$961 nightly
The price is $1,039
Sep 1 - Sep 2
Total with taxes and fees
Grace Bay Beach 7acre Resort: MainHouse Ocean Views+Pool+Oceanfront+Lush Gardens
A swimming pool with a view of the ocean, surrounded by palm trees and a covered seating area.

20. Providenciales Beach Front 1 Bedroom, by Shoreline

Providenciales Beach Front 1 Bedroom, by Shoreline
Leeward Settlement
$1,271 nightly
The price is $1,360
Sep 17 - Sep 18
Total with taxes and fees
Providenciales Beach Front 1 Bedroom, by Shoreline
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

Zenza Boutique Hotel

Zenza Boutique Hotel

10/10 Excellent
"Staff was helpful and accomodating."
ALLEN 6-night trip
Posted 11 hours ago
Zenza Boutique 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, 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 $324 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.

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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 pool with waterfall free concierge – 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?

Pumpkin Bluff Beach and Whitby 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.