
Holiday rentals in Oshawa
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Top-rated holiday rentals in Oshawa
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One bedroom apartment/guesthouse.
Welcome to your peaceful private getaway located north of the 401 in Whitby. Guest will have the entire apartment with separate entrance to themselves. This newly constructed apartment is equipped with a fully functional kitchen, bathroom, living room and bedroom. Apartment comes with Wifi, 43” television with Amazon Prime TV services. Guest will have a designated parking space on the driveway. Please refrain from smoking inside the unit, smoke alarm are interconnected, and are highly sensitive.

Cozy Studio Retreat Oshawa | Private Entry
Welcome to your modern Oshawa retreat! Kick back and relax in this calm, stylish Oshawa basement apartment.Newly built and modern,it offers fast Fibe internet,a Smart TV with Netflix,and 2 free parking spaces.Guests enjoy complimentary coffee, tea, and a light breakfast.Conveniently located near bus stops, shops, and restaurants, with quick access to Highway 401.Close to Ontario Tech University and Durham College,this private retreat is perfect for work or leisure—your ideal home away from home.

Charming private basement Suite, washroom &kitchen
Kick back and relax in our stylish and peaceful basement suite! Perfect for two people or solo travellers. Conveniently located minutes away from highway 401, 407, and a few minutes away from the Whitby Go Station; where you can take a quick and comfortable train ride to Downtown Toronto! There is also a local bus stop right outside of the house. You can find many grocery stores, convenience stores, restaurants (fast food and fine dining), entertainment, gyms, parks and much more close by.

Private Loft w Sauna, Fireplace, Wi-Fi & Projector
Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE in 2021, this private loft includes a sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

The Cozy Cove Studio
Cozy and private 1-bed studio, ideal for short or extended stays, well-equipped for convenience and relaxation. ✔︎ Spacious private suite with full Bath ✔︎ 55-inch 4K TV with Netflix, Prime, Fibe TV, YouTube, etc ✔︎ Super Fast WiFi ✔︎ Self-check-in ✔︎ Workstation ✔︎ 5 mins drive - 401, Downtown, Malls, Grocery, Pharmacy, Restaurants, Cineplex. ✔︎ Free Parking on driveway ✔︎ Washer & Dryer ✔︎ Kitchenette - Fridge, Microwave, Kettle, Toaster, Coffee maker, utensils & supplies.

Ultra Luxury Suite in Oshawa
Welcome to your ultra-luxury 1-bedroom basement suite in the heart of Oshawa! Enjoy a stylish open-concept living space with modern finishes, a fully equipped kitchen, spa-inspired bathroom, and cozy bedroom retreat. Perfect for couples, solo travelers, or business guests. Located in a quiet neighborhood with easy access to transit, shopping, and dining. Your private getaway awaits—comfort, class, and convenience all in one.

Spacious Guest Room close to 401
Welcome to our spacious and stylish 1 bedroom in the basement, perfectly suited for couples or individuals seeking a memorable stay. Nestled in a centrally located location, this hidden gem offers quick and easy access to all the amenities you could wish for. Centrally located, just 2 mins from the 401, gas stations, and McDonald's, and 5 mins from Costco. Durham College is a quick 15-min drive. License Number RHSTR2025001

Basement apartment in Oshawa
This stylish place to stay is perfect for individuals, professional workers, students or couples trips. Located in a safe, quiet neighborhood in Oshawa .Walking distance to the bus stops Close to Ontario Tech University, grocery stores & more Features: • Private entrance • Fully furnished (includes dining table, sofa set, queen bed, 55" TV, fridge, microwave, toaster, etc.) • Private laundry No pets | No smoking

Cozy Basement Suite in Oshawa
Welcome to Your Home Away From Home! Nestled in a peaceful neighborhood, our charming basement suite offers the perfect blend of comfort and convenience for travelers, whether you're here for business or leisure. Walking distance from shopping centers, restaurants, park and cinema hall. Very close proximity to Highway 401 and 407. This property is located in family friendly North Oshawa neighborhood.

Family Friendly | HOT TUB | Near Toronto & UOIT
Newly built 1-bedroom private basement apartment in Oshawa featuring a work/study area, full kitchen, and in-suite laundry. Relax in the hot tub after exploring local trails, parks, and farms. Close to Ontario Tech University, Durham College, shops, and restaurants. Easy access to Durham Transit, GO Bus/Train, and Highway 407. Ideal for couples, professionals, or small families.

Luxurious & Modern Guest Suite-Walkout Bsmt Apt.
Luxurious new constriction basement apartment in central Whitby. Gorgeous kitchen, living area, and laundry. Ravine lot with excellent views of forest nearby. One stunning bedroom and one 3pc bath. One Free parking on the premises! Please keep in mind we do have a dog on the property. Please note: The kitchen only has a wine fridge. We do not have a freezer.

Room Close to Hwy 401
Whether you're traveling solo or with a partner, this spacious retreat is perfect for single professionals and couples alike. Thoughtfully designed for comfort and unforgettable experiences, it's the ideal escape to relax, recharge, and create lasting memories.
Popular amenities for Oshawa holiday rentals
Other great holiday rentals in Oshawa

Luxurious Cozy Modern Private Bedroom w/ TV R4

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Cute & Cozy Stay along HWY401

Cozy Luxurious Modern Private Bedroom Sep Entry R1

Lakeview Private Suite with Private Bathroom 4, Best Views of Lake Huron

Spacious Bedroom: Dedicated Washroom+Sep Entrance

Carol’s Cozy Guest Suite (with own bathroom)

Charming1Bedroom1_OshawaNearUoit
When is the best time to visit Oshawa?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $82 SGD | $84 SGD | $82 SGD | $88 SGD | $88 SGD | $92 SGD | $95 SGD | $97 SGD | $90 SGD | $87 SGD | $87 SGD | $86 SGD |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
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 120 vacation rentals for guests traveling with pets.
Are there Oshawa vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Oshawa, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in bungalow rentals in Oshawa?
Experience the best of Oshawa with our bungalow rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Oshawa have a gym?
Absolutely! We offer over 20 apartment rentals with a gym in Oshawa. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Oshawa have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Oshawa. Enjoy a tailored experience with all the comforts you desire.
Do guesthouse rentals in Oshawa have air conditioning?
Absolutely! We offer over 10 guesthouse rentals with air conditioning in Oshawa. Enjoy a tailored experience with all the comforts you desire.
Do bed and breakfast rentals in Oshawa have wifi?
Absolutely! We offer over 10 bed and breakfast rentals with wifi in Oshawa. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Oshawa?
Oshawa has more than 260 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Bed And Breakfast Rentals in Oshawa?
Enhance your stay in our Bed And Breakfast Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Oshawa

Total holiday rentals
Explore 690 holiday rentals in Oshawa

Nightly prices starting at
Oshawa holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 15,600 verified reviews to help you choose

Family-friendly holiday rentals
260 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 120 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
370 properties have a dedicated workspace

Wifi availability
670 of Oshawa holiday rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Oshawa rentals

4.7 Average rating
Oshawa stays receive an average rating of 4.7 out of 5 from guests
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- CF Toronto Eaton Centre
- Financial District
- Trinity Bellwoods Park
- BMO Field
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Rouge National Urban Park
- Royal Ontario Museum
- Christie Pits Park
- Toronto City Hall
- Royal Woodbine Golf Club
- Jackson-Triggs Niagara Estate




