
Holiday houses in Oshawa
Find and book unique accommodation on Airbnb
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
Top-rated holiday rentals in Oshawa
Guests agree: these stays are highly rated for location, cleanliness and more.

Cozy Opulent Retreat (COR) with Jacuzzi tub
Welcome to COR! 40% OFF/MONTHLY Your gorgeous and luxurious walk-up basement suite, equipped for both short and long term stays, with free Wifi and parking. Warmth and luxury create the perfect escape in this beautifully designed space featuring an open-concept full kitchen, dining, and living area with a cozy fireplace and a big-screen TV. You will feel right at home with an in-suite laundry (washer/dryer), and elegant touches throughout. Perfect for work, family, leisure or romantic stays.

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

Bright Spacious Sun Filled Oasis w/ Parking
Prepare yourself to live in the lap of luxury when staying at our 4 bdrm 3.5 bath family-friendly CUSTOM home. This private, sun filled oasis sits on a corner lot w/ huge windows over looking the vast greenery of Ravine Park Walking Trail. Marvel in the Great Room which boasts 10ft coffered ceilings and an open concept kitchen perfect for hosting all of our guests in one space. We look forward to hosting your stay and a memorable experience that will surely leave your family & friends in awe

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!

Luxury 4BR | 2 Ensuites | 77" OLED TV | EV Charger
Welcome to Oshawa's most impressive rental — a brand-new, 3,000+ sq ft designer home in the sought-after Kedron community. Soaring 10-ft ceilings, a gas fireplace, 77" OLED TV, premium Bluetooth ceiling speakers, a chef's gas kitchen with oversized cooktop, EV charging and fast 850 Mbps WiFi. With 4 bedrooms, 3.5 baths, two private en-suites, and a dedicated office, this home is built for groups who refuse to compromise on space, style or the details that make a stay unforgettable.

Cozy Private Basement Retreat | Comfort + Parking
Indulge in a refined stay at our upscale basement suite in Oshawa perfect for families and FIFA guests. Featuring a spacious lounge with sofa bed, a fully equipped modern kitchen, and a tranquil queen bedroom for comfort. Enjoy a walk-in closet, sleek washroom with standing shower, and in-suite laundry. Fast highway access makes travel to Toronto, stadiums, dining, shopping and entertainment seamless. A perfect blend of comfort, privacy and convenience for an elevated stay.

The Bubble Glamping Dome
Escape to a luxury geodesic dome on our scenic farm, nestled at the edge of the forest. Fully equipped with heating, cooling, a private washroom, deck, and hot tub, it’s the perfect blend of comfort and nature. Explore the farm, meet our sheep, chickens, and livestock guardian dog, or hike over 100 acres of connected regional forest. Whether you’re relaxing under the stars or adventuring outdoors, this unique glamping retreat promises an unforgettable experience.

Cozy Lakeside Modern House 4Br - Steps To The Lake
Great place to get away to the lakeside, family get together, relax, enjoy downtime. Tons of space for everyone in this 2,800 Square ft brand new modern home in the waterfront community in Bowmanville. Just a few steps to the walking trails, biking trails, beaches, playground & splash pad. Enjoy your stay with a walk when sunset or sunrise on the trails. Come and relax with a coffee by the fireplace on chilly days, or outside by the porch on warm summer days.

Brand New Luxurious 4B Townhouse
Experience Luxury & Cozy Living at Our Place - Book Now Before Spots Fill Up! ★ Spacious Brand New Townhome ★ Fully equipped with luxurious furnishings throughout ★ Multiple Queen-sized beds with premium mattresses for ultimate comfort ★ High-speed internet up to 1GB for seamless connectivity ★ Smart TV in the living area for your entertainment ★ Open-concept design with a fully stocked kitchen for all your culinary needs ★ And MANY more amenities

Modern Cozy Suite with 100” TV. Private & Clean”
Modern, stylish and cozy private suite with a separate entrance for full privacy. Bright space with large windows and natural light. Features a queen bed and a sleeper sofa, ideal for couples or small groups. Enjoy a 100-inch TV, Wi-Fi, and a modern kitchenette with induction cooktop, dishwasher, microwave, fridge, and essentials for light cooking. Includes heating and parking. Quiet Oshawa location close to transit, shopping, and amenities.

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.

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.
Popular amenities for Oshawa holiday rentals
Other great holiday rentals in Oshawa

Home away from Home

B’s Oshawa Guesthouse

Gold Garden: Premium 3B/2.5B Modern Luxurious Home

Extended Stay 1BR + Den, Prime Location, Laundry

4BR Executive Home + Office & Luxury Deck

A luxurious one bed apartment and kitchenette

Open-Concept Modern Farmhouse

Your House
When is the best time to visit Oshawa?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $98 AUD | $96 AUD | $98 AUD | $98 AUD | $98 AUD | $102 AUD | $105 AUD | $108 AUD | $99 AUD | $96 AUD | $96 AUD | $102 AUD |
| 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
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.
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Union Station
- Metro Toronto Convention Centre
- Downsview Park
- The Danforth Music Hall
- Harbourfront Centre
- Toronto Eaton Centre
- Toronto Zoo
- Scarborough Town Center
- Exhibition Place
- Nike Square One Shopping Centre
- Trinity Bellwoods Park
- Casa Loma
- Yorkdale Shopping Centre
- Massey Hall
- Enercare Centre
- York University
- Sheppard–Yonge Station
- Coca Cola Coliseum
- Dufferin Grove Park
- The International Centre





