Book Holiday Homes in Whitby

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Featured Holiday Homes in Whitby

🌟 The Rouge Retreat: A Luxe Getaway in Markham 🍃✨

🌟 The Rouge Retreat: A Luxe Getaway in Markham 🍃✨

Markham
The price is NZ$663 per night from 6 Jan to 7 Jan
NZ$663
includes taxes & fees
6 Jan - 7 Jan 2025
Book a stay at this golf vacation home in Markham. Enjoy free WiFi and air conditioning. Popular attractions Toronto Zoo and Scarborough Town Centre are located ...
🌟 The Rouge Retreat: A Luxe Getaway in Markham 🍃✨
Cozy Pickering Lakeside Home

Cozy Pickering Lakeside Home

Pickering
Stay at this vacation home in Pickering. Enjoy air conditioning. Popular attractions Toronto Zoo and Millennium Square are located nearby.
Cozy Pickering Lakeside Home
Newly Renovated Home in Whitby

Newly Renovated Home in Whitby

Whitby
The price is NZ$764 per night from 24 Dec to 25 Dec
NZ$764
includes taxes & fees
24 Dec - 25 Dec
Stay at this vacation home in Whitby. Enjoy a garden, a pool table, and patios. Popular attractions Deer Creek North Golf Course and Royal Ashburn Golf Club ...
Newly Renovated Home in Whitby
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3 Bedroom + 4 Washroom Cottage Home on a Large Private Lot Surrounded by Trees

3 Bedroom + 4 Washroom Cottage Home on a Large Private Lot Surrounded by Trees

Ajax
The price is NZ$1,590 per night from 24 Dec to 25 Dec
NZ$1,590
includes taxes & fees
24 Dec - 25 Dec
Stay at this vacation home in Ajax. Enjoy free WiFi, in-room fireplaces, and air conditioning. Popular attractions Pickering Casino Resort and Deer Creek North ...
3 Bedroom + 4 Washroom Cottage Home on a Large Private Lot Surrounded by Trees
Luxury 3BR home in Stouffville Markham (w/ work event space)

Luxury 3BR home in Stouffville Markham (w/ work event space)

Whitchurch-Stouffville
The price is NZ$791 per night from 24 Dec to 25 Dec
NZ$791
includes taxes & fees
24 Dec - 25 Dec
Stay at this vacation home in Whitchurch-Stouffville. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Willow Springs Winery and Markham ...
Luxury 3BR home in Stouffville Markham (w/ work event space)
White House - 4 Bedroom Home

White House - 4 Bedroom Home

Whitby
The price is NZ$698 per night from 12 Jan to 13 Jan
NZ$698
includes taxes & fees
12 Jan - 13 Jan 2025
Stay at this vacation home in Whitby. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Lynde Shores Conservation Area and Oshawa Centre ...
White House - 4 Bedroom Home
Luxury Townhomes In Markham Prestigious Community Only 2 Minutes to HWY404

Luxury Townhomes In Markham Prestigious Community Only 2 Minutes to HWY404

Markham
Stay at this vacation home in Markham. Enjoy an in-room coffeemaker, in-room fireplaces, and air conditioning. Popular attractions Angus Glen Golf Club and Richmond ...
Luxury Townhomes In Markham Prestigious Community Only 2 Minutes to HWY404
Beautiful New Townhouse in Quiet Neighbourhood

Beautiful New Townhouse in Quiet Neighbourhood

Ajax
Stay at this vacation home in Ajax. Enjoy cable/satellite TV service, an in-room coffeemaker, and in-room fireplaces. Popular attractions Veterans' Point Gardens ...
Beautiful New Townhouse in Quiet Neighbourhood
Luxury Waterfront Bowmanville getaway home!

Luxury Waterfront Bowmanville getaway home!

Bowmanville
The price is NZ$791 per night from 27 Dec to 28 Dec
NZ$791
includes taxes & fees
27 Dec - 28 Dec
Stay at this vacation home in Clarington. Enjoy a garden, a pool table, and balconies. Popular attractions Country Chic Shabby Chic & All Things Country and ...
Luxury Waterfront Bowmanville getaway home!
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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.

Whitby Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Whitby vacation homes are the perfect way for you to wing it.

Holiday houses in Whitby let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Whitby in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Whitby adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Whitby with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Whitby vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Whitby Holiday Homes essential information

Accommodation
319 Holiday Homes
Lowest Price
NZ$159
Highest Price
NZ$1,590
Popular accommodation
🌟 The Rouge Retreat: A Luxe Getaway in Markham 🍃✨ , Cozy Pickering Lakeside Home, Newly Renovated Home in Whitby , 3 Bedroom + 4 Washroom Cottage Home on a Large Private Lot Surrounded by Trees, Luxury 3BR home in Stouffville Markham (w/ work event space), White House - 4 Bedroom Home , Luxury Townhomes In Markham Prestigious Community Only 2 Minutes to HWY404, Beautiful New Townhouse in Quiet Neighbourhood, Luxury Waterfront Bowmanville getaway home!

Top trending hotels in Whitby

Holiday Inn Express Whitby, an IHG Hotel

Holiday Inn Express Whitby, an IHG Hotel

2.5 out of 5
180 Consumers Dr, Whitby, ON
Fully refundable
The price is NZ$227 per night from 25 Dec to 26 Dec
NZ$227
includes taxes & fees
25 Dec - 26 Dec
Book a stay at this eco-certified hotel in Whitby. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ...
Holiday Inn Express Whitby, an IHG Hotel
Quality Suites Whitby

Quality Suites Whitby

2.5 out of 5
1700 Champlain Ave, Whitby, ON
Fully refundableReserve now, pay when you stay
The price is NZ$159 per night from 30 Dec to 31 Dec
NZ$159
includes taxes & fees
30 Dec - 31 Dec
Book a stay at this eco-certified hotel in Whitby. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Quality Suites Whitby
Residence Inn by Marriott Whitby

Residence Inn by Marriott Whitby

3 out of 5
160 Consumers Dr, Whitby, ON
Fully refundableReserve now, pay when you stay
The price is NZ$208 per night from 25 Dec to 26 Dec
NZ$208
includes taxes & fees
25 Dec - 26 Dec
Stay at this 3-star business-friendly hotel in Whitby. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Residence Inn by Marriott Whitby
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Motel 6 Whitby, ON - Toronto East

Motel 6 Whitby, ON - Toronto East

2 out of 5
165 Consumers Dr, Whitby, ON
Fully refundableReserve now, pay when you stay
The price is NZ$203 per night from 1 Jan to 2 Jan
NZ$203
includes taxes & fees
1 Jan - 2 Jan 2025
Stay at this motel in Whitby. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Motel 6 Whitby, ON - Toronto East
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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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^Subject to availability and chosen travel dates.