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Holiday houses in Oshawa

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Oshawa

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

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Superhost
A modern kitchen is presented, featuring stainless steel appliances, including a refrigerator, oven, and microwave. Light-colored cabinetry coordinates with the subway tile backsplash. A small rug is positioned on the floor, and natural light enters through a nearby window.
Home in Oshawa
4.81 out of 5 average rating, 27 reviews

Modern Contemporary 2 Bedroom Townhouse

This contemporary 2-bedroom townhouse features a clean and luxurious atmosphere. The living area is for unwinding with comfy furniture, charming and a well-equipped kitchen with updated appliances. Each bedroom offers cozy bedding for a restful night’s sleep. Located in North Oshawa, mins away from local attractions, dining, and shopping. Enjoy easy access to public transport and beautiful parks, making it an ideal spot for relaxation. Private townhome for guests only! Not a shared space!

Superhost
Apartment in Whitby
4.82 out of 5 average rating, 11 reviews

Stylish Modern Basement Suite for Rest & Comfort

Enjoy this stylish one-bedroom basement apartment in Whitby, thoughtfully furnished for comfort and relaxation. The space features a private entrance, full kitchen, comfortable living area, full private washroom, smart 50"TV, glass shower, fresh towels, laundry access, Wi-Fi, free parking. Ideal for families, couples, travelers. Located near Whitby GO Station for easy access. The basement has two completely separate apartments, offering a peaceful and convenient stay. I hour from FIFA Stadium!

Top Guest favourite
The kitchen area features sleek black cabinetry contrasted by white countertops, providing a modern aesthetic. A dining table with wooden chairs is positioned near the window, enhancing natural light. Essential appliances, including a microwave and coffee maker, are neatly arranged for convenience.
Apartment in Whitby
4.93 out of 5 average rating, 165 reviews

Absolutely gorgeous basement guest suite!

Legal Basement - This chic place comfortably accommodates up to 5 guests and comes fully furnished. There are 2 bedrooms, each accommodating 2 guests, along with a daybed in the living room for the 5th person. One bedroom offers a queen-size bed, while the other has a double-size bed. Also, there are 2 study tables with chairs, one in each bedroom and one in the living room. The meticulously designed kitchen boasts modern and luxurious touches. The stylish washroom features a standing shower.

Guest favourite
A cozy living area features a dark sectional sofa accompanied by a comfortable armchair. A round coffee table sits on a plush rug, and natural light enters through two windows. A flat-screen television is mounted on the wall, with additional lighting provided by a standing lamp.
Apartment in Oshawa
4.96 out of 5 average rating, 26 reviews

Spacious and cozy 1 bedroom professional suite.

Welcome to your next home-away-from-home! This stylish, fully furnished 1-bedroom apartment is designed for the professional on the go. Located in the safe and sought after neighborhood of North Glen (The Glens) in Oshawa, this space offers a perfect balance of comfort and convenience, making it ideal for short-term stays. Whether you're here for a work project, corporate assignment, or temporary relocation, this apartment provides everything you need to feel settled and productive.

Superhost
A spacious open-concept living area features a blue sectional sofa with yellow accents and a patterned rug. Natural light enters through large windows and skylights. A massage chair sits in the corner, while a media center and tasteful decor provide a modern touch.
Home in Courtice
5 out of 5 average rating, 12 reviews

Safe Haven*Msg Chair*Arcades*Home Theatre

Welcome to our contemporary home! Less than 5 min to 401, This house offers a gorgeous and spacious open concept living room boasting 12 ft ceiling with skylights, wonderful tile wall with fireplace and a massage chair. Our stunning kitchen with custom cabinetries, large island and eating area with walkout to back deck will certainly be enjoyed by whole family. Lovely glass railing overlooking the large family room. We offer perfectly set up home theatre ideal for music lovers.

Superhost
A modern living area features a gray sectional sofa and two light-colored chairs positioned around a glass coffee table. A wall-mounted television is situated above a contemporary electric fireplace, with a decorative plant adding a touch of greenery to the space.
Guest suite in Whitby
4.8 out of 5 average rating, 143 reviews

Luxury 2 Bedroom Apartment - 5 mins to Thermea Spa

★ Very nice apartment! Clean, spacious, and modern ★ ☞ Fully Private unit!!! ☞ Fully equipped kitchen!!!! With all the required machines and pots ☞ Extended Kitchen Island ☞ All rooms w/ queen + Sheets and Duvet !!!!!! ☞ 55” smart Samsung TV w/ Netflix + Samsung sound bar with Sub ☞ Central AC + Heating ☞ On-site washer + dryer ☞ Parking → 1 on the driveway!!!! ☞ 700mbps wifi ☞ Open Concept 5 mins → Thermëa spa village 12 mins → Whitby and Ajax GO Station

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, 242 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
Apartment in Oshawa
4.98 out of 5 average rating, 53 reviews

The getaway spot

Step into a space designed for comfort, relaxation, and connection. Our Airbnb blends cozy charm with modern touches, giving you everything you need for a memorable stay. A fully private unit with a separate entrance, featuring a spacious king bedroom and walk-in ensuite. The bathroom offers heated floors, a large shower, and a deep soaking tub. A modern kitchen and high-ceiling living room create a warm, inviting space to relax.

Superhost
Home in Oshawa
4.58 out of 5 average rating, 12 reviews

Modern 1BR • Private Entry • Kitchen & W/D

Welcome to our bright and fully private 1-bedroom basement suite with a separate side entrance. Ideal for business travellers, couples, or extended stays. Enjoy a spacious living area, full kitchen, private laundry, large closet, full bathroom, and a sunny bedroom. No shared spaces — the entire unit is yours. Located in quiet North Oshawa near shops, Durham College, and Ontario Tech. Self check-in and free street parking available.

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
4.99 out of 5 average rating, 79 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
Guest suite in Whitby
5 out of 5 average rating, 13 reviews

Modern 2BR Suite | King Bed • Fireplace

Stay in our modern, fully self-contained 2BR private suite in Whitby! Sleeps 4 with 1 King & 1 Queen bed. 1 on-site parking spot included. Enjoy a private exterior entrance (walkout stairs), full kitchen, in-suite laundry, workspace, and cozy living area with electric fireplace. Stream Netflix, Prime & Disney+. We live upstairs with our young family; no shared interior spaces, though light daytime noise may occur.

Top Guest favourite
Apartment in Oshawa
4.96 out of 5 average rating, 175 reviews

Family Friendly | HOT TUB | Near Toronto & UOIT

Newly built 1-bedroom private basement apartment in Oshawa featuring a work/study area, 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

  • 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 720 holiday rentals in Oshawa

  • Nightly prices starting at

    Oshawa holiday rentals start at $14 AUD per night before taxes and fees

  • Verified guest reviews

    Over 18,180 verified reviews to help you choose

  • Family-friendly holiday rentals

    260 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 140 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    420 properties have a dedicated workspace

  • Wi-Fi availability

    710 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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