Oshawa vacation rentals

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Top-rated vacation rentals in Oshawa

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

Guest favorite

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

R1,818 ZAR per night
Guest favorite

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 28 – Jun 4

R975 ZAR per night
Guest favorite

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.

Jan 29 – Feb 5

R1,968 ZAR 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 favorite

Guest suite in Ajax

4.86 out of 5 average rating, 164 reviews

Hiker's Haven

Oct 1 – 8

R1,244 ZAR per night
Superhost

Guesthouse in Newcastle

4.9 out of 5 average rating, 247 reviews

Waterside Nature Cabin - Private & Comfortable

Aug 19 – 26

R1,315 ZAR per night
Guest favorite

Guest suite in Pickering

4.88 out of 5 average rating, 103 reviews

*Hotub* Walkout Patio* Separate Unit* Inlaw Suite!

Apr 25 – May 2

R1,632 ZAR per night
Guest favorite

Guest suite in Ajax

4.95 out of 5 average rating, 390 reviews

Walk Out Basement Apartment W/Separate Entrance

Apr 18 – 25

R1,822 ZAR per night
Guest favorite

Home in Oshawa

4.87 out of 5 average rating, 142 reviews

Whole place! Best Stay in Oshawa Close to hwy 401

Apr 18 – 25

R1,472 ZAR per night
Guest favorite

Home in Whitby

4.82 out of 5 average rating, 115 reviews

Cheerful 4-bedroom home with huge patio

Sep 16 – 23

R2,764 ZAR per night
Guest favorite

Guesthouse in Oshawa

4.96 out of 5 average rating, 45 reviews

Your Spacious & Comfortable Getaway in Oshawa.

Dec 14 – 21

R1,537 ZAR per night
Guest favorite

Guest suite in Oshawa

5.0 out of 5 average rating, 12 reviews

Spacious, Cozy Bsmt Suite: Sep Entrance + Parking

Jul 25 – Aug 1

R1,224 ZAR per night
Guest favorite

Guesthouse in Courtice

4.82 out of 5 average rating, 51 reviews

Nash's Comfy Hideaway

Nov 11 – 18

R1,597 ZAR per night
Guest favorite

Apartment in Oshawa

4.99 out of 5 average rating, 69 reviews

Family Friendly | Cozy | HOT TUB | Near UOIT

Sep 15 – 22

R1,445 ZAR per night
Guest favorite

Home in Courtice

4.9 out of 5 average rating, 21 reviews

Entire basement: separate entrance - 1 bed 1 bath

May 9 – 16

R1,590 ZAR per night
Guest favorite

Guest suite in Whitby

4.98 out of 5 average rating, 42 reviews

Lynde Lodge

May 4 – 11

R1,774 ZAR per night

Other great vacation rentals in Oshawa

Guest favorite

Guest suite in Whitby

4.82 out of 5 average rating, 73 reviews

Two Bedroom Basement Apartment

Mar 16 – 23

R1,558 ZAR per night
Superhost

Home in Bowmanville

4.94 out of 5 average rating, 16 reviews

*Lakeside Retreat: Viva La Vida*

Nov 21 – 28

R2,898 ZAR per night
Guest favorite

Apartment in Ajax

4.83 out of 5 average rating, 81 reviews

Luxurious Private Suite by the Lake

Dec 3 – 10

R1,292 ZAR per night
Guest favorite

Home in Ajax

5.0 out of 5 average rating, 61 reviews

Ultra-Modern Luxury Retreat! Close to Thermea SPA.

Aug 1 – 8

R2,424 ZAR per night
Guest favorite

Guest suite in Whitby

5.0 out of 5 average rating, 49 reviews

Entire basement apartment 2 beds and 1 full bath

Oct 7 – 14

R1,511 ZAR per night
Guest favorite

Home in Whitby

4.95 out of 5 average rating, 42 reviews

Luxury Basement apartment for short & long stay

Oct 30 – Nov 6

R2,002 ZAR per night
Guest favorite

Home in Oshawa

4.9 out of 5 average rating, 80 reviews

Entire sweet house Central Oshawa

Jul 30 – Aug 6

R2,647 ZAR per night
Superhost

Townhouse in Oshawa

4.81 out of 5 average rating, 21 reviews

Newly Built Modern 4BR Townhouse w/ Parking

Jun 20 – 27

R3,130 ZAR per night
Superhost

Guest suite in Whitby

4.83 out of 5 average rating, 66 reviews

Luxury 2 Bedroom Apartment - 5 mins to Thermea Spa

Sep 1 – 8

R1,548 ZAR per night
Superhost

Guest suite in Whitby

4.79 out of 5 average rating, 34 reviews

Private Separate Entrance Basement Apartment

Apr 12 – 19

R1,476 ZAR per night
Guest favorite

Home in Oshawa

4.88 out of 5 average rating, 33 reviews

Parking, Fireplace & Jettub, Full Kitchen, Private

Jun 5 – 12

R1,856 ZAR per night
Guest favorite

Tiny home in Uxbridge

4.92 out of 5 average rating, 26 reviews

Tranquil Off-Grid Cabin in the Heart of the Forest

Sep 16 – 23

R2,072 ZAR 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

Frequently Asked Questions

  • How is the weather in Oshawa?

    Oshawa experiences a temperate climate. Summer temperatures average around 77°F (25°C) while winter temperatures can drop to 16°F (-9°C). During winter, Oshawa is a destination for various snow-based activities.

  • What are some of the best things to do in Oshawa?

    Popular activities include exploring the Oshawa Museum, visiting the Robert McLaughlin Gallery, and taking a leisurely walk in the Oshawa Valley Botanical Gardens. For sports enthusiasts, catching an Oshawa Generals hockey game is a local favorite.

  • What is the best time of year to visit Oshawa?

    Summer, from June to August, is the most popular time to visit Oshawa. During these months, you can explore events like the Peony Festival in June and Fiesta Week in June, celebrating the city's multicultural heritage.

  • What are the best places to stay in Oshawa?

    Popular areas to stay in Oshawa include the downtown area for its close proximity to attractions, Lakeview for its beautiful vistas, and Stevenson for its quiet suburban charm. Choose a location that aligns with your travel preferences.

  • What are the best places to visit in Oshawa?

    Visitors to Oshawa frequently appreciate the Canadian Automotive Museum, which chronicles the country's car history. The Oshawa Zoo and Fun Farm is often recommended for families, housing over 40 species of friendly and tame animals. The Parkwood National Historic Site and the Robert McLaughlin Gallery are also among the popular attractions for culture and art enthusiasts.

  • What are some hiking trails in Oshawa?

    Hikers can explore trails like the Harmony Creek Trail, the Waterfront Trail, and the Second Marsh Wildlife Area. These trails provide a mix of urban and natural scenery, with opportunities to spot local wildlife.

  • What are some family activities to do in Oshawa?

    Families can explore the interactive exhibits at the Ontario Regiment Museum, enjoy picnics at Lakeview Park, or have fun at the Neb's Fun World for arcade games and bowling. The Oshawa Zoo and Fun Farm is often recommended for its variety of animals.

  • What are some of the best day trip ideas in Oshawa?

    Great day trip ideas include visiting the Canadian Automotive Museum, exploring the Parkwood National Historic Site, or spending a day at Darlington Provincial Park. Nature enthusiasts may enjoy a visit to the Oshawa Valley Botanical Gardens.

  • Are there vacation rentals with a dedicated workspace in Oshawa?

    Yes! Work meets play with ease at over 370 vacation rentals in Oshawa featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Oshawa?

    Four-legged friends are welcome in Oshawa. Choose from more than 110 vacation rentals for guests traveling with pets.

Destinations to explore