Holiday rentals in Oshawa

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Top-rated holiday rentals in Oshawa

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

Guest favourite

Flat 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😊

15–22 Jul

€ 102 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.

1–8 May

€ 57 per night
Guest favourite

Farm stay in Campbellcroft

4.99 out of 5 average rating, 141 reviews

Ganaraska Forest Getaway

Reconnect with nature at this unforgettable escape. Come and explore the Ganaraska Forest, Farm Life and Relaxation. Go mountain biking, hiking or head to Rice Lake and go fishing and boating. Enjoy living on a horse farm in the rolling hills of Northumberland County. Tour Prince Edward County for a Wine Tour. Enjoy Historic Port Hope. Go to the Cobourg Beach. Minutes from Canadian Tire Motorsport. Room to park your trailers. In the Winter ski Brimacombe or Snow Shoe on our private trails.

29 Jan – 5 Feb

€ 102 per night

Popular amenities for Oshawa holiday 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 holiday rentals in Oshawa

Guest favourite

Guest suite in Pickering

4.86 out of 5 average rating, 540 reviews

* HOT TUB* Guest Suite Steps to the Beach!

18–25 Apr

€ 105 per night
Guest favourite

Guest house in Oshawa

4.96 out of 5 average rating, 45 reviews

Your Spacious & Comfortable Getaway in Oshawa.

14–21 Dec

€ 84 per night
Guest favourite

Guest suite in Oshawa

5.0 out of 5 average rating, 12 reviews

Spacious, Cozy Bsmt Suite: Sep Entrance + Parking

25 Jul – 1 Aug

€ 70 per night
Guest favourite

Guest house in Courtice

4.82 out of 5 average rating, 51 reviews

Nash's Comfy Hideaway

11–18 Nov

€ 90 per night
Guest favourite

Flat in Oshawa

4.99 out of 5 average rating, 69 reviews

Family Friendly | Cozy | HOT TUB | Near UOIT

15–22 Sep

€ 85 per night
Guest favourite

Home in Courtice

4.9 out of 5 average rating, 21 reviews

Entire basement: separate entrance - 1 bed 1 bath

9–16 May

€ 87 per night
Guest favourite

Guest suite in Whitby

4.98 out of 5 average rating, 42 reviews

Lynde Lodge

4–11 May

€ 96 per night
Guest favourite

Flat in Oshawa

4.89 out of 5 average rating, 9 reviews

Newly Renovated Sun Filled Apt

6–13 Aug

€ 126 per night
Guest favourite

Tiny home in Clarington

4.9 out of 5 average rating, 48 reviews

A Tiny Getaway

28 Nov – 5 Dec

€ 96 per night
Guest favourite

Home in Oshawa

4.92 out of 5 average rating, 60 reviews

Cheerful 1-bedroom living space in Oshawa

26 Nov – 3 Dec

€ 139 per night
Guest favourite

Home in Bowmanville

5.0 out of 5 average rating, 16 reviews

Cozy 2 bedroom basement unit

3–10 May

€ 102 per night
Guest favourite

Guest suite in Whitby

4.82 out of 5 average rating, 73 reviews

Two Bedroom Basement Apartment

16–23 Mar

€ 85 per night

Quick stats about holiday 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