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Vacation rentals in Oshawa

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Oshawa

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite

Apartment in Whitby

4.97 out of 5 average rating, 310 reviews

LOVE and Relax at Dream Catcher Retreat

Are you looking for the perfect getaway? 😊 Retreat yourself to a Luxurious, Charming and Modern Suite with a splash of glam.✨ Perfect for couples, families or business trips. Enjoy the Fireplace with a glass of Cabernet Sauvignon🍷, Whilst enjoying a good movie on HDTV using Chromecast. Perhaps you would also like to partake in a game of pool on our custom pool table 🎱, or take a hot rainfall shower in a delightful Stone Spa Shower💦. But, most importantly, our place is yours to relax and unwind😊

Jul. 15 – 22

$148 CAD per night
Guest favourite

Guest suite in Courtice

4.98 out of 5 average rating, 109 reviews

***Cozyer n Courtice*** (private apt/own entry)

self-contained, private apt/suite/own entry. [Rates are CDN not US] Spacious bedroom/fireplace/4 piece bathroom. Private living/dining area with cable TV and Wifi. Own entry. Kitchenette/Small Sink/Fridge&Microwave (provide own dishes/cutlery). Located just 6 minutes north of the 401. Close proximity to the 407, 115 and soon to be 418 hwy. Close to Darlington Power Plant and other local businesses. GO/local bus service, restaurants and shopping. Please ask, if earlier check-in required.

May 1 – 8

$83 CAD per night
Guest favourite

Apartment in Whitby

4.95 out of 5 average rating, 147 reviews

Serenity Suite w/Sauna-Your Entire Apt Awaits You

LONG-TERM stays welcome. A short drive to Thermea Spa Village. This is a beautiful, newly renovated, spacious basement apartment, perfect for two. Located in Whitby Shores (w/ hot tub) just a few minutes’ walk to Lake Ontario, a park, & trails, the house is situated in a quiet and friendly neighbourhood. It is close to all amenities - shopping, movie theatre, and other entertainment options, restaurants, GO Train station, Hwy 401, and easy access to Hwy 407. We look forward to meeting you!

Jan. 13 – 20

$120 CAD per night

Popular amenities for Oshawa vacation rentals

Stay near Oshawa's top sights

Oshawa Centre81 locals recommend
Tribute Communities Centre21 locals recommend
Metro10 locals recommend
Iroquois Park Sports Centre13 locals recommend
Durham College9 locals recommend
Landmark Cinemas 24 Whitby21 locals recommend

Other great vacation rentals in Oshawa

Guest favourite

Guesthouse in Courtice

4.83 out of 5 average rating, 52 reviews

Nash's Comfy Hideaway

Oct. 9 – 16

$132 CAD per night
Superhost

Townhouse in Oshawa

4.81 out of 5 average rating, 21 reviews

Newly Built Modern 4BR Townhouse w/ Parking

Jan. 18 – 25

$225 CAD per night
Guest favourite

Home in Courtice

4.9 out of 5 average rating, 21 reviews

Entire basement: separate entrance - 1 bed 1 bath

May 11 – 18

$127 CAD per night
Guest favourite

Apartment in Oshawa

4.89 out of 5 average rating, 9 reviews

Newly Renovated Sun Filled Apt

Jan. 21 – 28

$162 CAD per night
Guest favourite

Guest suite in Whitby

4.98 out of 5 average rating, 42 reviews

Lynde Lodge

May 4 – 11

$139 CAD per night
Guest favourite

Home in Whitby

4.95 out of 5 average rating, 42 reviews

Luxury Basement apartment for short & long stay

Jan. 4 – 11

$172 CAD per night
Guest favourite

Tiny homes in Clarington

4.9 out of 5 average rating, 48 reviews

A Tiny Getaway

Nov. 27 – Dec. 4

$140 CAD per night
Guest favourite

Home in Oshawa

4.92 out of 5 average rating, 60 reviews

Cheerful 1-bedroom living space in Oshawa

Nov. 26 – Dec. 3

$203 CAD per night
Guest favourite

Home in Bowmanville

5.0 out of 5 average rating, 16 reviews

Cozy 2 bedroom basement unit

May 3 – 10

$149 CAD per night
Guest favourite

Guest suite in Whitby

4.82 out of 5 average rating, 73 reviews

Two Bedroom Basement Apartment

Jan. 4 – 11

$125 CAD per night
Guest favourite

Apartment in Oshawa

4.99 out of 5 average rating, 69 reviews

Family Friendly | Cozy | HOT TUB | Near UOIT

Sep. 2 – 9

$136 CAD per night
Superhost

Bungalow in Oshawa

4.78 out of 5 average rating, 9 reviews

Luxurious Modern Getaway 3BD 2BT Near 401

Jul. 7 – 14

$228 CAD per night

Quick stats about vacation rentals in Oshawa

Total rentals

640 properties

Rentals with dedicated workspaces

370 properties have a dedicated workspace

Rentals with a pool

20 properties have a pool

Pet-friendly rentals

110 properties allow pets

Family-friendly rentals

210 properties are a good fit for families

Total number of reviews

10K reviews

Destinations to explore