Photo by Lesley Pettigrew

Search Vacation Homes in Oshawa

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Vacation Homes in Oshawa

Vacation Home in Courtice

10.0 out of 10, Exceptional, (1)
"Was super clean, and fully equipped with everything we needed. Fits description and photos to a tee. Host was very helpful and easy to get in contact with if we needed to. Even left a thank you gift for us at the end of our stay. Not a bad thing to say. "
Canada
Kiana
$90 nightly
The price is $102
Dec 2 - Dec 3
Total with taxes and fees
Together Time Getaway, Just 5 Mins to Hwy 401

Vacation Home in Donevan

9.4 out of 10, Exceptional, (6)
"Spacious accommodations. Easy check-in. "
Canada
Paul L.
$128 nightly
The price is $145
Dec 1 - Dec 2
Total with taxes and fees
Entire 1 bedroom basement suite with separate entrance in North Oshawa

Vacation Home in Samac

2.0 star property
10.0 out of 10, Exceptional, (1)
"CC’s place was a perfect stay for my trip to Oshawa. Check in was easy, room was spotless and had everything needed to feel at home. Only a 5 minute walk to Durham College, and nearby restaurants. Highly recommend for anyone visiting Oshawa or Durham College"
Canada
Mark M.
$57 nightly
The price is $65
Dec 17 - Dec 18
Total with taxes and fees
Private single bedroom suite near Ontario Tech U in North Oshawa

Vacation Home in Ajax

10.0 out of 10, Exceptional, (9)
"Amazing place , amazing owners , beautiful lil paradise ! Well maintained and close to everything you need "
Canada
Jonathan
$126 nightly
The price is $142
Dec 1 - Dec 2
Total with taxes and fees
Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything

Vacation Home in Uxbridge

10.0 out of 10, Exceptional, (1)
"We loved staying here, host was great, place was clean and comfortable. Definitely recommend."
Canada
Lily
$142 nightly
The price is $160
Dec 7 - Dec 8
Total with taxes and fees
Modern Basement Apartment

Vacation Home in Ajax

$117 nightly
The price is $132
Dec 19 - Dec 20
Total with taxes and fees
Clean precious house

Vacation Home in Pickering

8.8 out of 10, Excellent, (17)
"Very nice home and setup with guests in mind. Absolutely recommend "
Canada
Jake A.
$214 nightly
The price is $242
Dec 4 - Dec 5
Total with taxes and fees
Furnished Family Home ★ KING BED ★ Parking ★ BBQ ★ Backyard ★ Discounted Price

Vacation Home in Whitby

9.0 out of 10, Wonderful, (2)
"Comfortable stay. Unit was very quiet. Area is new so lots of construction close by. With the AC running in the rest of the house (most of the day) it made the unit cold. There was no way to control the temperature in the unit. Would have been great to have a side table with a lamp in the bedroom I slept in. Gravel walkway at the side of the house to access the unit. Need to be careful walking on the loose gravel. Overall stay was excellent. "
Canada
Oral
$169 nightly
The price is $191
Dec 1 - Dec 2
Total with taxes and fees
Whitby Gateway - 2BR 3BD 2WR Kitchen Laundry

Vacation Home in Bowmanville

10.0 out of 10, Exceptional, (2)
"Our family really enjoyed our stay. Lovely home, extremely clean, with lots to do. The hosts were incredibly responsive for any question and made us feel at home. Great option for a family staying in the area. "
Canada
Rishia
$248 nightly
The price is $280
Dec 3 - Dec 4
Total with taxes and fees
DT Retreat : Firepit, Backyard, Arcade

Vacation Home in Courtice

$112 nightly
The price is $126
Dec 31 - Jan 1, 2026
Total with taxes and fees
Affordable stay at a friendly neighborhood. Close by Durham college

Vacation Home in Pickering

10.0 out of 10, Exceptional, (1)
"Great place and quiet neighborhood. "
United States
Lance C.
$269 nightly
The price is $304
Dec 1 - Dec 2
Total with taxes and fees
A beautiful Walkout basement

Vacation Home in Vanier

10.0 out of 10, Exceptional, (4)
"Lovely properly. Host was friendly and very helpful. Be happy to stay here again."
United Kingdom
Robert E.
$207 nightly
The price is $234
Dec 1 - Dec 2
Total with taxes and fees
The Cozy Home. Lovely 3 bedroom house near Restaurants, Park, Supermarket & 401"

Vacation Home in Bowmanville

2.0 star property
$131 nightly
The price is $148
Dec 2 - Dec 3
Total with taxes and fees
Walk out to Salmon Creek

Vacation Home in Whitby

9.2 out of 10, Wonderful, (12)
"Excellent Home "
Canada
Lori S.
$329 nightly
The price is $371
Dec 1 - Dec 2
Total with taxes and fees
Newly Renovated Home in Whitby

Vacation Home in Uxbridge

8.0 out of 10, Very Good, (2)
"The whole setup is very thoughtful and provides a wonderful sheltered camping experience on a private creek. "
Canada
Brett
$137 nightly
The price is $155
Dec 2 - Dec 3
Total with taxes and fees
The Uxbridge Igloo on Pefferlaw Creek with Private Lake. Pet Friendly!

Vacation Home in Ajax

7.0 out of 10, Good, (11)
"Clean, quiet, it was a great stay all around, owner was very communicative and cordial. I'd definitely reccommend. "
Canada
Ayoub
$124 nightly
The price is $126
Dec 1 - Dec 2
Total with taxes and fees
Prestige Accommodation

Vacation Home in Pickering

$159 nightly
The price is $180
Dec 1 - Dec 2
Total with taxes and fees
The Comfort Stay at City of Pickering Rm A / Free Wi-Fi

Vacation Home in Port Perry

9.6 out of 10, Exceptional, (8)
"Homeowner was extremely responsive and quick to answer questions.Location was perfect for us.Breakfast was delish!"
United States
Judith S.
$164 nightly
The price is $185
Dec 1 - Dec 2
Total with taxes and fees
Modern luxury suite near historic downtown Port Perry

Vacation Home in Courtice

10.0 out of 10, Exceptional, (1)
"This place was very well kept and just perfect for what we needed. The owner was also very responsive and kind.Neighborhood was lovely and the back porch was a perfect place to hang out and enjoy the weather. "
United States
Andrea A.
$207 nightly
The price is $234
Dec 1 - Dec 2
Total with taxes and fees
The Blue Door Retreat. Cottage style living in the city!!!

Vacation Home in Whitby

8.8 out of 10, Excellent, (3)
"The host was very understanding, and very polite. Very easy to contact. The home had many amenities, very beautiful big home. 10/10 would recommend staying at this lovely home. "
United States
A’shylah S.
$206 nightly
The price is $233
Dec 1 - Dec 2
Total with taxes and fees
Eve’s Luxury Get Away
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.

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
Save an average of 15% on thousands of hotels when you're signed in

Top Oshawa Hotel Reviews

Find out more about Oshawa

Oshawa Vacation Homes information

Number of reviews
67
Accommodation
276 Vacation Homes
Lowest Price
$65
Highest Price
$371

Explore a world of travel with Expedia