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.

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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.

Guest favourite
The exterior of a two-story home showcases a brick façade with a blue garage door. A welcoming front porch features seating, while a neatly landscaped pathway leads to the entrance. Ample windows allow natural light to brighten the space.
Home in Whitby
4.87 out of 5 average rating, 200 reviews

Cheerful 4-bedroom home with huge patio

This bright and airy 4 bedroom 3 bathroom home is perfect for a family or a friends getaway. High speed internet and full amenities. Minutes from Deercreek Golf Course, the NEW Thermëa spa, top rated restaurants, supermarkets, and shopping. Easily accessible by highway 401 or 407/412. 45-min drive to downtown Toronto. 10-min drive to Whitby GO Train station. Perfect for families, business trip or a weekend getaway, your stay here is sure to be convenient and effortless. Long-term stays welcome.

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 spacious sitting area contains two comfortable sofas and a wooden coffee table. A television is positioned on a white cabinet, while natural light enters through large windows. A small table with a lamp is set in the corner, complemented by a potted plant.
Loft in Bowmanville
4.92 out of 5 average rating, 281 reviews

Spacious Upstairs Studio apartment (800 sq. ft)

Newly constructed, large, bright, quiet (800 sq. ft) loft in our house. Only 2.5 km from highway 401, 15 km from 407 and 21 km to Canadian Tire Motorsport Park. This self contained bachelor style apartment with kitchenette and laundry facilities, is accessed through a private entrance. The full second story of our house, looks onto the treetops from all directions. Close to stores/restaurants but away from traffic. You will have a key to lock the side door entrance and the Airbnb space.

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.
Flat 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.

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.

Top guest favourite
A cozy living space is highlighted by a wooden dining table surrounded by upholstered chairs. A kitchen area features a bar counter and modern appliances, while a comfortable seating area boasts plush chairs and a stone fireplace. A large wall screen displays a vibrant gaming scene.
Guest suite in Whitby
4.95 out of 5 average rating, 129 reviews

Maple Edge

In Whitby's sought-after Sommerset neighborhood, this Airbnb promises a perfect getaway. The well-appointed space includes a queen-sized bed for restful nights, a fully-equipped kitchen for delightful meals, and a spa-inspired bathroom with a deep-soaking tub and luxurious rainfall shower. Just minutes from Thermea Spa, guests can seamlessly transition from the Airbnb's comforts to the therapeutic wonders of Therma, creating an ideal haven for relaxation.

Guest favourite
A cozy living area is furnished with a light-colored sofa and two blue armchairs, creating a comfortable seating arrangement. A glass coffee table sits at the center, and a television is mounted on the wall displaying content. A piece of abstract wall art adorns the space.
Guest suite in Whitby
4.83 out of 5 average rating, 206 reviews

Two Bedroom Basement Apartment

Have fun with the whole family at this stylish place. This space has all the amenities including Free WIFI, Netflix, Laundry, and a full Kitchen. Only 6 minutes drive from highway 401, 10 mins drive from Oshawa Mall, 5 mins drive from down town Whitby, and 5 mins drive from Whitby Entertainment Centrum (Landmark Cinemas and Restaurants, Good Life Gym). Also close by are other kids entertainment places such as, Flying Squirrel, Sky Zone, and Reptilia.

Top guest favourite
The exterior of a modern home features a stone facade, highlighted by outdoor lighting. A decorative entrance is flanked by large planters filled with vibrant flowers. The driveway leads up to a garage with contrasting colors, enhancing the inviting atmosphere of the residence.
Guest suite in Oshawa
4.92 out of 5 average rating, 131 reviews

Spacious Guest suite 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

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.

Top guest favourite
The modern kitchen and living area feature sleek white cabinetry and stainless steel appliances. A light-toned island with seating is positioned near a comfortable sofa, which is complemented by decorative pillows. Soft lighting enhances the inviting atmosphere of this open-concept space.
Flat in Windfields
4.96 out of 5 average rating, 157 reviews

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.

Popular amenities for Oshawa holiday rentals

When is the best time to visit Oshawa?

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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 € 9 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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