Holiday rentals in Oshawa

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Top-rated holiday rentals in Oshawa

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Guest favourite
A modern kitchen is presented, featuring sleek white cabinetry and a textured backsplash. Stainless steel appliances, including a refrigerator and oven, are prominently displayed. A countertop offers space for meal preparation, while a coffee maker and microwave add to the kitchen's functionality.
Guest house in Whitby
4.97 out of 5 average rating, 235 reviews

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.

Top guest favourite
Guest suite in Whitby
5 out of 5 average rating, 23 reviews

Studio by the woods

Enjoy a modern and private studio that features a private entrance & self check-in, full kitchen, full bathroom, and a cozy full bed—designed for a comfortable stay. Located 5min drive from Thermea Spa, restaurants, cafés, hiking trails and GO Transit for easy access to Whitby and TOR. Features: ✔️Premium essentials ✔️Full kitchen & Bathroom ✔️Filtered drinking water ✔️Soft, chlorine free water ✔️Separate entrance & Self check-in ✔️Complimentary Parking (1 spot) ✔️Coffee & Tea ✔️Coin laundry

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, 49 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.

Top guest favourite
Home in Oshawa
5 out of 5 average rating, 20 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.

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
4.84 out of 5 average rating, 212 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.

Guest favourite
Home in Oshawa
4.94 out of 5 average rating, 18 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 through the backyard• Fully furnished (includes dining table, sofa set, queen bed, 55" TV, fridge, microwave, toaster, etc.) • Private laundry No pets | No smoking

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, 65 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.

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, 133 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
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.
Flat in Donevan
4.91 out of 5 average rating, 77 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.

Top 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, 132 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.

Guest favourite
A spacious sleeping area features a large bed with white linens and decorative pillows. Dark wooden furniture, including a nightstand and a dresser, complements the soft, neutral tones of the walls. Soft lighting is provided by a bedside lamp, enhancing the cozy ambiance.
Home in Whitby
4.74 out of 5 average rating, 58 reviews

City Haven Hideaway

Welcome to our stylish oasis in the heart of Whitby! Nestled in a prime location, this thoughtfully designed space offers a cozy retreat for solo travelers or couples. Revel in the contemporary decor, relish the convenience of a well-equipped kitchen, and unwind in a snug living area. Ideal for those seeking a private haven with easy access to downtown. Your urban escape starts here!

Popular amenities for Oshawa holiday rentals

When is the best time to visit Oshawa?

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Frequently Asked Questions

  • What are the best places to stay in Oshawa?

    Popular accommodations are often found in downtown neighborhoods, with easy access to dining, entertainment, and public parks. Those seeking quieter stays might consider residential areas near green spaces or the waterfront.

  • What are the best things to do in Oshawa with kids?

    Families often enjoy interactive museums, green spaces for play, and indoor entertainment centers. Seasonal activities such as local festivals or sporting events can be engaging for children, especially during summer and spring.

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

    Oshawa has art galleries, museums exploring its automotive history, and public parks for walking or relaxation. Visitors also explore local markets and enjoy performances at community theatres.

  • How is the weather in Oshawa?

    Oshawa experiences cold winters around 20–33°F (-7–1°C), often with snow and rain, while summers are mild to warm, reaching 65–81°F (18–27°C). Spring and fall bring moderate temperatures with occasional rainfall.

  • When is the best time to visit Oshawa?

    Milder temperatures in late spring and summer are often recommended, with afternoons reaching 65–81°F (18–27°C). Seasonal festivals and blooming gardens can make these months especially appealing for visitors.

  • What are the best places to visit in Oshawa?

    The area has museums showcasing local heritage, botanical gardens, and vibrant lakeside parks. Art enthusiasts can explore gallery spaces, while history buffs often seek out historic homes and architecture.

  • What are some hiking trails in Oshawa?

    Oshawa has forested trails in urban parks, riverside paths, and nature reserves around the city. These trails are frequented for birdwatching, walking, and enjoying quiet woodland scenery.

  • What are some family activities we can do in Oshawa?

    Families can explore interactive museums, picnic in lakeside parks, or attend community art workshops. Seasonal festivals and public events often host kid-focused entertainment and performances.

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

    Explore waterfront communities around Lake Ontario, visit nearby parks known for scenic trails, or discover cultural attractions in neighboring cities. Many visitors also enjoy sampling regional foods on day trips throughout the area.

  • Are there any pet friendly accommodations available in Oshawa?

    Oshawa has pet-friendly vacation rentals in many neighborhoods, with some welcoming dogs or cats. Nearby parks and trails make it easy to spend time outdoors with your pet.

  • What are some local tips for visiting Oshawa?

    Consider exploring neighborhoods with vibrant murals and markets, and check out community events for unique local experiences. Early reservations are popular during major festivals and busy seasons.

  • What is Oshawa known for?

    Oshawa is frequently recognized for its automotive heritage, lively arts community, and proximity to Lake Ontario. The city also has a reputation for diverse food options and engaging cultural events.

  • What are the best hidden gems to explore in Oshawa?

    Seek out smaller art spaces, independent cafés with distinct décor, and community gardens tucked into residential areas. Some visitors enjoy strolling overlooked green spaces and discovering local mural installations.

  • What are the best foods to try in Oshawa?

    Oshawa’s dining scene includes locally inspired comfort dishes, international flavors, and bakery items. Popular choices often feature regional produce, classic Canadian fare, and creative cuisine from diverse cultures.

  • What should I bring for a trip to Oshawa?

    Pack layers for changing weather, comfortable walking shoes, and a rain jacket, especially in spring or fall. Sunscreen and hats are helpful for summer park visits, while winter requires insulated clothing and warm accessories.

  • What is the nightlife in Oshawa like?

    Oshawa’s nightlife has casual bars, pubs with live music, and cozy venues around downtown. Locals and visitors enjoy open mic nights, dance floors, and community events that highlight local talent.

  • What are the most popular events or festivals in Oshawa?

    Oshawa hosts music and cultural festivals in summer, seasonal community celebrations, and auto shows reflecting the city’s historical ties to car manufacturing. Fall events often highlight local arts and harvest traditions.

  • Are there family friendly vacation rentals in Oshawa?

    Oshawa has a selection of family-friendly vacation rentals in residential neighborhoods, often with amenities like kitchens, multiple bedrooms, and easy access to parks. Many families appreciate properties near entertainment districts or community centers.

Quick stats about holiday rentals in Oshawa

  • Total holiday rentals

    Explore 730 holiday rentals in Oshawa

  • Nightly prices starting at

    Oshawa holiday rentals start at € 9 per night before taxes and fees

  • Verified guest reviews

    Over 17,330 verified reviews to help you choose

  • Family-friendly holiday rentals

    280 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 140 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    410 properties have a dedicated workspace

  • Wifi availability

    710 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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