Book Holiday Homes in Ajax

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Featured Holiday Homes in Ajax

Entire Spacious 5BR Home  6 Beds, 3.5BA, Wi-Fi, 6 TVs, Parking & BBQ

Entire Spacious 5BR Home 6 Beds, 3.5BA, Wi-Fi, 6 TVs, Parking & BBQ

Richmond Hill, ON ON
Stay at this holiday home in Richmond Hill. Enjoy laundry facilities, in-room fireplaces and air conditioning. Popular attractions Vaughan Mills Mall and Elvis ...
Opens in a new windowEntire Spacious 5BR Home 6 Beds, 3.5BA, Wi-Fi, 6 TVs, Parking & BBQ
Eve’s Luxury Get Away

Eve’s Luxury Get Away

Whitby ON
The price is NZ$484 per night from 12 Jan to 13 Jan
NZ$484
12 Jan - 13 Jan 2026
includes taxes & fees
Stay at this holiday home in Whitby. Enjoy laundry facilities. Popular attractions Whitby History Museum & Children's Centre and Deer Creek North Golf Course ...
Opens in a new windowEve’s Luxury Get Away
Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything

Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything

Ajax ON
Stay at this holiday home in Ajax. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Pickering Casino Resort and Veterans' Point Gardens ...
Opens in a new windowBrand New Luxury Entire Private Suite, Open Concept Retreat, close to everything
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GORGEOUS 1 BDR PRIME KITCHEN No sharing spaces/ WIFI+ Parking

GORGEOUS 1 BDR PRIME KITCHEN No sharing spaces/ WIFI+ Parking

Ajax ON
The price is NZ$235 per night from 29 Dec to 30 Dec
NZ$235
29 Dec - 30 Dec
includes taxes & fees
Stay at this holiday home in Ajax. Enjoy air conditioning. Popular attractions Pickering Casino Resort and Veterans' Point Gardens are located nearby.
Opens in a new windowGORGEOUS 1 BDR PRIME KITCHEN No sharing spaces/ WIFI+ Parking
Fabulous 3 bedroom in Whitby

Fabulous 3 bedroom in Whitby

Whitby ON
The price is NZ$349 per night from 31 Dec to 1 Jan
NZ$349
31 Dec - 1 Jan 2026
includes taxes & fees
Stay at this holiday home in Whitby. Enjoy a garden, patios and cable/satellite TV service. Popular attractions Whitby History Museum & Children's Centre and ...
Opens in a new windowFabulous 3 bedroom in Whitby
Newly renovated 2-story house with 5 bed rooms and 4 washrooms

Newly renovated 2-story house with 5 bed rooms and 4 washrooms

Richmond Hill ON
Stay at this golf holiday home in Richmond Hill. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Summit Golf & Country Club and Richmond ...
Opens in a new windowNewly renovated 2-story house with 5 bed rooms and 4 washrooms
Newly renovated 2 bedroom suite lower level.

Newly renovated 2 bedroom suite lower level.

Richmond Hill ON
Stay at this holiday home in Richmond Hill. Enjoy free Wi-Fi, laundry facilities and an in-room coffee maker. Popular attractions Richmond Hill Heritage Centre ...
Opens in a new windowNewly renovated 2 bedroom suite lower level.
Dazzling Home Next to Beach & Go Station

Dazzling Home Next to Beach & Go Station

3.5 out of 5
736 Hillview Crescent Pickering ON
Stay at this holiday home in Pickering. Enjoy free Wi-Fi, free parking and a garden. Popular attractions Toronto Zoo and Millennium Square are located ...
Opens in a new windowDazzling Home Next to Beach & Go Station
DT Retreat : Firepit, Backyard, Arcade

DT Retreat : Firepit, Backyard, Arcade

Bowmanville ON
Stay at this family-friendly holiday home in Clarington. Enjoy laundry facilities and air conditioning. Popular attractions Bowmanville Massage Therapy and Clarington's ...
Opens in a new windowDT Retreat : Firepit, Backyard, Arcade
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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.

Ajax 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 Ajax vacation homes are the perfect way for you to wing it.

Holiday houses in Ajax 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 Ajax 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 Ajax adventures, obvs.

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

Ajax Holiday Homes essential information

Accommodation
660 Holiday Homes
Lowest Price
NZ$143
Highest Price
NZ$484
Popular accommodation
Entire Spacious 5BR Home 6 Beds, 3.5BA, Wi-Fi, 6 TVs, Parking & BBQ, Eve’s Luxury Get Away, Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything, GORGEOUS 1 BDR PRIME KITCHEN No sharing spaces/ WIFI+ Parking, Fabulous 3 bedroom in Whitby , Newly renovated 2-story house with 5 bed rooms and 4 washrooms, Newly renovated 2 bedroom suite lower level., Dazzling Home Next to Beach & Go Station, DT Retreat : Firepit, Backyard, Arcade

Top trending hotels in Ajax

Hilton Garden Inn Toronto/Ajax

Hilton Garden Inn Toronto/Ajax

3 out of 5
500 Beck Crescent Ajax ON
Fully refundableReserve now, pay when you stay
The price is NZ$194 per night from 4 Jan to 5 Jan
NZ$194
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in Ajax. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowHilton Garden Inn Toronto/Ajax
Super 8 by Wyndham Ajax/Toronto On

Super 8 by Wyndham Ajax/Toronto On

2 out of 5
210 Westney Rd S Ajax ON
Fully refundableReserve now, pay when you stay
The price is NZ$143 per night from 11 Jan to 12 Jan
NZ$143
11 Jan - 12 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in Ajax. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their ...
Opens in a new windowSuper 8 by Wyndham Ajax/Toronto On
Homewood Suites Ajax, Ontario, Canada

Homewood Suites Ajax, Ontario, Canada

3 out of 5
600 Beck Crescent Ajax ON
Fully refundableReserve now, pay when you stay
The price is NZ$206 per night from 4 Jan to 5 Jan
NZ$206
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this hotel in Ajax. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. Popular attractions ...
Opens in a new windowHomewood Suites Ajax, Ontario, Canada
Save an average of 15% on thousands of hotels when you're signed in
Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything

Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything

Ajax ON
Stay at this holiday home in Ajax. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Pickering Casino Resort and Veterans' Point Gardens ...
Opens in a new windowBrand New Luxury Entire Private Suite, Open Concept Retreat, close to everything
Don't see what you're looking for?
See all available properties in Ajax
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.