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
Book a stay at this golf vacation home in Ajax. Enjoy free WiFi, a garden, and patios. Popular attractions Deer Creek North Golf Course and Whitby History Museum ...
Entire 4 bedroom detached residential home
Newly Renovated Home in Whitby

Newly Renovated Home in Whitby

Whitby
The price is NZ$689 per night from 7 Apr to 8 Apr
NZ$689
includes taxes & fees
7 Apr - 8 Apr
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
Entire Cozy Home | In-Ground Pool | Minutes to Lake & Waterfront Park

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

Ajax
Stay at this vacation home in Ajax. Enjoy free WiFi, a water park, and a garden. Popular attractions Veterans' Point Gardens and Rotary Park are located ...
Entire Cozy Home | In-Ground Pool | Minutes to Lake & Waterfront Park
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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
Luxury Waterfront Bowmanville getaway home!

Luxury Waterfront Bowmanville getaway home!

Bowmanville
The price is NZ$884 per night from 19 Apr to 20 Apr
NZ$884
includes taxes & fees
19 Apr - 20 Apr
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!
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
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 NZ$554 per night from 6 Apr to 7 Apr
NZ$554
includes taxes & fees
6 Apr - 7 Apr
Stay at this vacation home in Clarington. Enjoy free WiFi, a fitness center, and an in-room coffeemaker. Popular attractions 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
Stay at this vacation home in Pickering. Enjoy a garden, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Herongate Barn Theatre and ...
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 NZ$235 per night from 6 Apr to 7 Apr
NZ$235
includes taxes & fees
6 Apr - 7 Apr
Stay at this vacation home in Whitby. Enjoy an in-room coffeemaker, in-room fireplaces, and air conditioning. Popular attractions 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
NZ$149
Highest Price
NZ$884
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 NZ$149 per night from 14 Apr to 15 Apr
NZ$149
includes taxes & fees
14 Apr - 15 Apr
Book a stay at this business-friendly hotel in Oshawa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular ...
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 NZ$191 per night from 13 Apr to 14 Apr
NZ$191
includes taxes & fees
13 Apr - 14 Apr
Book a stay at this business-friendly hotel in Oshawa. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
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 NZ$269 per night from 15 Apr to 16 Apr
NZ$269
includes taxes & fees
15 Apr - 16 Apr
Stay at this 3-star business-friendly hotel in Oshawa. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
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 NZ$161 per night from 9 Apr to 10 Apr
NZ$161
includes taxes & fees
9 Apr - 10 Apr
Book a stay at this business-friendly hotel in Oshawa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
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.