Book Holiday Homes in Oshawa

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Featured Holiday Homes in Oshawa

Entire 4 bedroom detached residential home

Entire 4 bedroom detached residential home

Ajax
With a stay at this vacation home, you'll be centrally located in Ajax, within a 15-minute drive of Lake Ontario and Deer Creek North Golf Course.
Entire 4 bedroom detached residential home
Newly Renovated Home in Whitby

Newly Renovated Home in Whitby

Whitby
The price is AU$635 per night from 7 Apr to 8 Apr
AU$635
includes taxes & fees
7 Apr - 8 Apr
With a stay at this vacation home in Whitby, you'll be within a 15-minute drive of Lake Ontario and Deer Creek North Golf Course.
Newly Renovated Home in Whitby
Entire Cozy Home | In-Ground Pool | Minutes to Lake & Waterfront Park

Entire Cozy Home | In-Ground Pool | Minutes to Lake & Waterfront Park

Ajax
With a stay at this vacation home in Ajax, you'll be within a 5-minute drive of Lake Ontario and Veterans' Point Gardens.
Entire Cozy Home | In-Ground Pool | Minutes to Lake & Waterfront Park
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Cozy Pickering Lakeside Home

Cozy Pickering Lakeside Home

Pickering
With a stay at this vacation home in Pickering, you'll be a 1-minute drive from Lake Ontario and 10 minutes from Toronto Zoo.
Cozy Pickering Lakeside Home
Luxury Waterfront Bowmanville getaway home!

Luxury Waterfront Bowmanville getaway home!

Bowmanville
The price is AU$809 per night from 19 Apr to 20 Apr
AU$809
includes taxes & fees
19 Apr - 20 Apr
When you stay at this vacation home in Clarington, you'll be on the waterfront, just steps from Lake Ontario and a 3-minute drive from Dave Boyd Memorial Dog ...
Luxury Waterfront Bowmanville getaway home!
Beautiful New Townhouse in Quiet Neighbourhood

Beautiful New Townhouse in Quiet Neighbourhood

Ajax
With a stay at this vacation home, you'll be centrally located in Ajax, within a 5-minute drive of Lake Ontario and Ajax Convention Centre.
Beautiful New Townhouse in Quiet Neighbourhood
4-bedroom house in charming Haydon with fitness room, WiFi, AC

4-bedroom house in charming Haydon with fitness room, WiFi, AC

Haydon
The price is AU$513 per night from 13 Apr to 14 Apr
AU$513
includes taxes & fees
13 Apr - 14 Apr
With a stay at this vacation home in Clarington, you'll be within a 15-minute drive of Lake Ontario and Garnett B. Richard Recreation Complex.
4-bedroom house in charming Haydon with fitness room, WiFi, AC
King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km from Tesla Chrg

King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km from Tesla Chrg

Pickering
Located in Pickering, this vacation home is within a 15-minute drive of Toronto Zoo and Lake Ontario.
King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km from Tesla Chrg
A serene place for work or play. 1-bedroom lower Unit near Thermea Spa Whitby

A serene place for work or play. 1-bedroom lower Unit near Thermea Spa Whitby

Whitby
The price is AU$217 per night from 17 Apr to 18 Apr
AU$217
includes taxes & fees
17 Apr - 18 Apr
With a stay at this vacation home in Whitby, you'll be within a 10-minute drive of Lake Ontario and Deer Creek North Golf Course.
A serene place for work or play. 1-bedroom lower Unit near Thermea Spa Whitby
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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.

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

Holiday houses in Oshawa 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 Oshawa 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 Oshawa adventures, obvs.

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

Oshawa Holiday Homes essential information

Accommodation
224 Holiday Homes
Lowest Price
AU$120
Highest Price
AU$809
Popular accommodation
Entire 4 bedroom detached residential home, Newly Renovated Home in Whitby , Entire Cozy Home | In-Ground Pool | Minutes to Lake & Waterfront Park, Cozy Pickering Lakeside Home, Luxury Waterfront Bowmanville getaway home!, Beautiful New Townhouse in Quiet Neighbourhood, 4-bedroom house in charming Haydon with fitness room, WiFi, AC, King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km from Tesla Chrg, A serene place for work or play. 1-bedroom lower Unit near Thermea Spa Whitby

Top trending hotels in Oshawa

Travelodge by Wyndham Oshawa Whitby

Travelodge by Wyndham Oshawa Whitby

2 out of 5
940 Champlain Avenue, Oshawa, ON
Fully refundableReserve now, pay when you stay
The price is AU$120 per night from 10 Apr to 11 Apr
AU$120
includes taxes & fees
10 Apr - 11 Apr
With a stay at Travelodge by Wyndham Oshawa Whitby in Oshawa (Vanier), you'll be within a 10-minute drive of Lake Ontario and Oshawa Centre.
Travelodge by Wyndham Oshawa Whitby
Holiday Inn Express & Suites Oshawa Downtown - Toronto Area by IHG

Holiday Inn Express & Suites Oshawa Downtown - Toronto Area by IHG

2.5 out of 5
67 Simcoe Street North, Oshawa, ON
Fully refundable
The price is AU$174 per night from 13 Apr to 14 Apr
AU$174
includes taxes & fees
13 Apr - 14 Apr
With a stay at Holiday Inn Express & Suites Oshawa Downtown - Toronto Area by IHG, you'll be centrally located in Oshawa, within a 10-minute walk of Canadian ...
Holiday Inn Express & Suites Oshawa Downtown - Toronto Area by IHG
Courtyard by Marriott Oshawa

Courtyard by Marriott Oshawa

3 out of 5
1011 Bloor Street East, Oshawa, ON
Fully refundableReserve now, pay when you stay
The price is AU$218 per night from 13 Apr to 14 Apr
AU$218
includes taxes & fees
13 Apr - 14 Apr
With a stay at Courtyard by Marriott Oshawa in Oshawa (Donevan), you'll be within a 5-minute drive of Lake Ontario and All or Nothing Brewhouse & ...
Courtyard by Marriott Oshawa
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Best Western Plus Durham Hotel & Conference Centre

Best Western Plus Durham Hotel & Conference Centre

2.5 out of 5
559 Bloor St W, Oshawa, ON
Fully refundableReserve now, pay when you stay
The price is AU$173 per night from 7 Apr to 8 Apr
AU$173
includes taxes & fees
7 Apr - 8 Apr
Located in Oshawa (Stevenson), Best Western Plus Durham Hotel & Conference Centre is within a 5-minute drive of Oshawa Centre and Canadian Automotive ...
Best Western Plus Durham Hotel & Conference Centre
Don't see what you're looking for?
See all available properties in Oshawa
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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.