Holiday houses in Oshawa

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Top-rated holiday rentals in Oshawa

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Guest favourite
A cozy sleeping area features a queen bed dressed with a patterned blanket and vibrant throw. A nightstand with a small plant sits beside the bed. Soft, neutral tones create a calming atmosphere in this modern basement studio.
Home in Oshawa
4.81 out of 5 average rating, 67 reviews

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.

Top Guest favourite
A cozy sleeping area is presented with a spacious bed dressed in soft gray linens, accented by a bright yellow throw. A wall-mounted TV and small electric fireplace are visible, accompanied by a tall bookshelf and a potted plant near the corner. Natural light filters in through a window.
Guest suite in Whitby
5 out of 5 average rating, 43 reviews

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.

Guest favourite
A well-maintained exterior of a single-story brick residence is highlighted, featuring a manicured lawn and vibrant flowerpots along the entrance. A vehicle is parked in the driveway, and decorative accents add a welcoming touch to the home.
Apartment in Donevan
4.93 out of 5 average rating, 855 reviews

Just like home

This is an fully furnished basement apartment Quiet neighborhood close to bus stop, shopping and restaurants. Ten minute drive to Oshawa Center and downtown Oshawa. Reserve parking in driveway on left side. Breakfast ingredients are included; Eggs, Waffles, Cereal ,Toast, Coffee , Tea and etc. Our guests can rest assured that the bedding is washed and changed with each and every new guest, and for those who stay for a week or more , bedding is changed every five days or upon request.

Top Guest favourite
A spacious living area features a variety of seating options, including a cozy couch and rocking chairs. Large windows allow natural light to enter, illuminating the lush indoor plants. Decorative rugs and artwork add character to the eclectic decor, creating a relaxed atmosphere.
Farm stay in Uxbridge
4.98 out of 5 average rating, 250 reviews

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.

Guest favourite
Home in Oshawa
5 out of 5 average rating, 11 reviews

Cozy House UOIT | DC | Delpark Homes #MAIN

*OUTSIDE OUTLET AVAILABLE FOR LV 1 CHARGER* Relax in this beautifully renovated 2-bedroom, 1.5-bath home in the heart of Oshawa. The open-concept layout is highlighted by a stunning bay window that fills the space with natural light, creating a welcoming atmosphere. Minutes to Durham College, UOIT, Lakeview Park, Costco, Oshawa Centre, Pingles Farm and more. Convenient access to Hwy 407, Hwy 401 and Oshawa GO. Secure your getaway and enjoy a bright modern stay designed for comfort.

Superhost
A modern living area features a sleek black television mounted on a white stand. A round glass coffee table sits in front, topped with a small decorative plant. Light-colored walls and warm wood flooring create a bright and open atmosphere.
Home in Bowmanville
4.76 out of 5 average rating, 119 reviews

Home in bowmanville

Premium accommodation for travellers and bussiness people, Entire private one bedroom unit with full kitchen and bathroom, seperate side entrance with Clean and spacious rooms. 6 minutes to highway 401 . Many restaurants are near by. Free private parking . Ready to have your coffee and toast and enjoy your trip to Bowmanville. One hour to Toronto downtown.This place is a premium accommodation, not animal friendly so please don’t book with your pet. Strictly No doping allowed.

Guest favourite
A modern living area features a sleek black sofa paired with a unique wooden side table. The table displays decorative books and a dried floral arrangement. In the background, a kitchen area is visible, showcasing contemporary cabinets and appliances.
Guest suite in Oshawa
4.97 out of 5 average rating, 38 reviews

New Elegant Suite, Free Parking

Discover comfort and style in our modern lower level suite, perfectly located in the heart of Oshawa. Just 13 minutes from the Oshawa Go station, this brand new, fully furnished home offers easy access to local colleges and downtown. Ideal for students, couples, or small families, enjoy a safe, luxurious stay with the convenience of free parking. The separate entrance ensures privacy in this cozy retreat. Book now for a blend of modern luxury and prime location!

Top Guest favourite
An open-concept living area features a large wall-mounted television against a marble design backdrop. A round coffee table is placed on a patterned area rug, with modern furnishings surrounding it. Soft lighting is provided by ceiling spots and highlighted elements on display.
Home in Oshawa
4.98 out of 5 average rating, 53 reviews

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.

Guest favourite
An exterior view of a spacious detached house is presented, featuring a double garage and a paved driveway. Snow blankets the ground, and the brick facade complements the light blue sky. The adjacent properties are visible, highlighting a peaceful neighborhood setting.
Home in Oshawa
4.89 out of 5 average rating, 9 reviews

Lovely & Spacious place to stay

Our home is located in a quiet, peaceful neighborhood with easy access to everything you need — just minutes away from Walmart, Costco, Tim Hortons, McDonald’s, and more. You’ll have exclusive access to the entire basement, which has its own access and includes a bedroom, a dedicated bathroom, a spacious living area, newly installed kitchen and a separate laundry room — perfect for a comfortable and convenient stay.

Guest favourite
The fully equipped kitchen features white cabinetry and modern appliances, including a refrigerator, stove, and microwave. A neutral countertop complements the light wood flooring, while natural light streams in from an exterior window, creating a bright and functional cooking space.
Apartment in Donevan
4.91 out of 5 average rating, 74 reviews

Renovated basement bachelor apartment close to OPG

Our newly renovated bachelor apartment is the perfect spot to unwind after a busy workday. Close to 401 and convenient location for OPG and GM employees. Enjoy cooking a meal at home in the fully equipped kitchen, and unwinded in the deep soaker tub. Working from home? No problem! A small desk space will do the trick! Looking for a longer stay, feel free to contact us directly regarding special pricing availability.

Guest favourite
Home in Oshawa
4.93 out of 5 average rating, 14 reviews

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

Guest favourite
A small dining area is created with a round table covered by a patterned tablecloth. Two black chairs flank the table, which features a subtle floral centerpiece. A scenic landscape photograph hangs on the wall, adding visual interest to the space.
Home in Oshawa
4.92 out of 5 average rating, 118 reviews

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.

Popular amenities for Oshawa holiday rentals

When is the best time to visit Oshawa?

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Avg. price$96 AUD$99 AUD$96 AUD$104 AUD$104 AUD$109 AUD$112 AUD$115 AUD$105 AUD$102 AUD$102 AUD$101 AUD
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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 $15 AUD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    670 of Oshawa holiday rentals include Wi-Fi 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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