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Vacation rentals in Oshawa

Find and book unique accommodations on Airbnb

Quick stats about vacation rentals in Oshawa

  • Total vacation rentals

    Explore 720 vacation rentals in Oshawa

  • Nightly prices starting at

    Oshawa vacation rentals start at G$2,093 GYD per night before taxes and fees

  • Verified guest reviews

    Over 18,180 verified reviews to help you choose

  • Family-friendly vacation rentals

    260 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 140 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    420 properties have a dedicated workspace

  • Wi-Fi availability

    710 of Oshawa vacation 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 vacation rentals in Oshawa

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

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Top guest favorite
An open-concept living and dining area is presented with a cozy sofa and a modern big-screen TV mounted on the wall. A stylish dining table surrounded by chairs is set with placemats. Soft lighting and potted plants enhance the inviting atmosphere.
Home in Whitby
4.97 out of 5 average rating, 31 reviews

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.

Top guest favorite
Guest suite in Whitby
4.99 out of 5 average rating, 68 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

Guest favorite
Guest suite in Pickering
4.9 out of 5 average rating, 329 reviews

Hot Tub Oasis | 35 Min to DT | Main Floor Suite

Completely private studio suite kitchenette (no full kitchen)(no stove)(no oven) Airbnb is a separate unit with a separate entrance Exclusive hot tub access Modern space with Fireplace and 55 inch smart TV for streaming Fast Wi-Fi Approximately 30 minutes from downtown Toronto 15min to Thermea Spa, Frenchman’s Bay, Durham Live Casino, Toronto Zoo/Porsche Experience Center Parking spot for SUV size car. Trucks will not fit. Safe and secure with a disclosed exterior entrance camera

Guest favorite
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, 28 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
Home in Oshawa
4.89 out of 5 average rating, 9 reviews

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.

Guest favorite
The geodesic dome features a modern white exterior, set against a backdrop of trees. A wooden deck extends from the dome, leading to a covered gazebo, with a pathway of wood chips guiding the approach. Soft sunlight filters through the branches, creating a serene atmosphere.
Dome in Uxbridge
4.85 out of 5 average rating, 122 reviews

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.

Guest favorite
A modern living area is highlighted by a large black sectional sofa adorned with colorful throw pillows. A light wood coffee table sits atop a soft area rug, with a potted plant nearby. Light streams through large windows dressed with stylish shades, creating a bright and inviting space.
Townhouse in Oshawa
4.94 out of 5 average rating, 63 reviews

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

Guest favorite
Apartment in Oshawa
4.98 out of 5 average rating, 55 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.

Guest favorite
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, 84 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 favorite
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
4.9 out of 5 average rating, 149 reviews

Spacious Guest Suite near 401 with parking

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

Top guest favorite
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
4.94 out of 5 average rating, 177 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 favorite
Apartment in Whitby
4.96 out of 5 average rating, 146 reviews

Zarmas Oasis 2BRM | BR | Kitchen

Welcome to Zarmas Oasis, a newly constructed, elegant legal apartment in Whitby that promises ultimate comfort and convenience. Ideal for families or groups of up to five, this modern retreat provides a perfect home-away-from-home experience. Zarmas Oasis combines contemporary comforts with a fantastic location, ensuring a pleasant and memorable stay. We look forward to welcoming you!

Popular amenities for Oshawa vacation rentals

When is the best time to visit Oshawa?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$14,229 GYDG$14,020 GYDG$14,229 GYDG$14,229 GYDG$14,229 GYDG$14,857 GYDG$15,275 GYDG$15,694 GYDG$14,438 GYDG$14,020 GYDG$14,020 GYDG$14,857 GYD
Avg. temp-3°C-3°C2°C8°C14°C20°C23°C22°C18°C11°C5°C0°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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