Vacation rentals in Oshawa

4.92 out of 5 average rating, 446 reviews

Home in Pickering

“Elysium” Where happiness is real!

Stay connected with our fast Bell Fibe Wi-Fi, free parking and unwind with over 1000 streaming channels on our TV, including Netflix and Prime. Whether you're here to catch the game or watch an exciting fight you’ll have everything you need for a great time Our location is the perfect base for discovering all that Pickering has to offer. You’ll be just a short drive away from fantastic restaurants, lively bars, shopping spots, and even casinos—everything you need for a fun and convenient stay!

4.99 out of 5 average rating, 77 reviews

Guest suite in Whitby

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

Shipping container in Clarington

An outdoor stone wall shower is positioned next to a wooden deck, leading to a private pond. The deck features a covered area with dining furniture. Lush greenery surrounds the space, and sunlight illuminates the scene under a clear blue sky.

4.98 out of 5 average rating, 117 reviews

Rustic Ridge

Rustic Ridge Tiny Cabin - Cozy Escape on Private Pond **Cabin will have to be winterized when temperature drops meaning no running water and outdoor shower, jugs of water will be supplied to rinse after sauna, bottled water in dispenser also provided.*** Welcome to Rustic Ridge Tiny Cabin, a unique shipping container retreat on the back of our property. Nestled by a private pond with a fountain, this serene cabin is the perfect escape for nature lovers and those looking to unwind in comfort.

4.9 out of 5 average rating, 343 reviews

Guest suite in Pickering

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

4.89 out of 5 average rating, 36 reviews

Apartment in Oshawa

Modern Private Guest Suite with Parking

Welcome to our private guest suite in North Oshawa, a clean and comfortable retreat ideal for university visits, business travel, sports tournaments, family getaways, and extended stays. Enjoy a private entrance with self check-in, Queen bedroom, full kitchen, fast Wi-Fi, Smart TV, and free driveway parking. Located minutes from Ontario Tech University, Durham College, shopping, restaurants, sports venues, and highways. We look forward to providing a relaxing, hassle-free stay.

4.86 out of 5 average rating, 144 reviews

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

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.

4.91 out of 5 average rating, 70 reviews

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

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

4.96 out of 5 average rating, 423 reviews

Apartment in Whitby

LOVE and Relax at Dream Catcher Retreat

Are you looking for the perfect getaway? 😊 Retreat yourself to a Luxurious, Charming and Modern Suite with a splash of glam.✨ Perfect for couples, families or business trips. Enjoy the Fireplace with a glass of Cabernet Sauvignon🍷Perhaps you would also like to partake in a game of pool on our custom pool table 🎱, or take a hot rainfall shower in a delightful Stone Spa Shower💦. But, most importantly, our place is yours to relax and unwind😊

Superhost

A spacious living area features a large sectional sofa facing a modern fireplace. Light wood flooring complements the warm color palette. An open floor plan is highlighted, with a view of the kitchen in the background, which includes sleek cabinetry and a large island.

4.9 out of 5 average rating, 140 reviews

Modern 4BR Home in North Oshawa

Welcome to your modern 4BR, 3.5BA retreat in North Oshawa near Harmony & Collins. Perfect for families or professionals, this spacious home offers comfort and style with a bright open layout. Just 15 mins to malls, groceries & fine dining, with quick access to Hwy 401/407. Explore Lakeview Park, Parkwood Estate & Tribute Communities Centre nearby. Exterior security cameras ensure peace of mind. Early check-in/late check-out available!

Superhost

4.97 out of 5 average rating, 39 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

4.98 out of 5 average rating, 60 reviews

Apartment in Oshawa

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.

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.

4.98 out of 5 average rating, 94 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.

Popular amenities for Oshawa vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

What Airbnb hosts recommend seeing in Oshawa

Find unforgettable activities and unique points of interest near you. Our hosts share their favorite things to do and must-visit places to see in Oshawa.

Presqu'ile Provincial Park

Nature park featuring sandy beaches, hiking trails, and a renowned bird migration hotspot

Summarized by AI

At Presqu’ile Provincial Park you can walk a 2.5 km sandy beach, swim, picnic by the water or near the historic lighthouse, and explore 16 km of trails through forest, meadows, shoreline, sand dunes, and wetlands. Birdwatchers can experience world-class spring and fall migrations, with waterfowl in March, warblers and shorebirds in May, plus special events like Waterfowl Weekend, Warblers and Whimbrels Weekend, and Monarchs and Migrants Weekend. Wander the marsh boardwalk, bike the 8 km loop, or join the discovery program and visitor/education centers. Camp, boat, fish, stargaze by the campfire, and bring your camera for wildlife and landscape photography.

Mentioned by 174 local hosts

Riverview Park and Zoo

Free-admission zoo featuring diverse animals, a splash pad, and scenic riverside trails

Summarized by AI

At Riverview Park and Zoo, you can see more than 150 animals across over 25–27 exhibits, including camels, wallabies, lynx, yak, emu, macaws, squirrel monkeys, cougars, otters, meerkats, and more, all in naturalized habitats at Canada’s only free-admission accredited zoo. Kids can enjoy multiple playgrounds, an accessible super slide, and a large splash pad, plus a miniature train ride and even an F-86 Sabre Jet on display. Wander shaded riverside walking trails, play disc/frisbee golf, picnic in the grass, or come in winter to toboggan and explore the snowy park.

Mentioned by 172 local hosts

Cobourg Beach

Popular sandy beach with boardwalk, splash pad, and nearby eateries, ideal for family activities

Summarized by AI

At Cobourg Beach you can stretch out on wide, soft sand, swim in generally calm, shallow Lake Ontario water, or play games on the open shoreline. Walk the boardwalk or promenade, let kids enjoy two playgrounds, a splash pad, and a fenced basketball court, then grab something at the canteen, food trucks, or try the poutine at the food stand. Come for film nights, free concerts at the vintage band shell, and sunrise or sunset over the lighthouse and marina. After the beach, wander into downtown for ice cream, local restaurants, cafés like Cucina Urbana, and small shops.

Mentioned by 122 local hosts

Kawartha Country Wines

Family-owned winery offering fruit wines, ciders, wood-fired pizza, and free tastings

Summarized by AI

At Kawartha Country Wines you can sample a large variety of premium, award-winning fruit wines—think strawberry rhubarb, black currant, and many more—plus ciders, coolers, vinegars, sauces, jellies, and jams, with very generous free tastings. Stay for wood-fired pizza on summer weekends, often paired with live music and a relaxed, game-friendly outdoor setting under the trees. Browse the gift shop for local products, preserves, and unique grilling sauces. Meet the welcoming family owners and learn about their fruit-focused winemaking process.

Mentioned by 75 local hosts

Dooher's Bakery

Summarized by AI

At Dooher’s Bakery, you can dive into freshly made cream-filled doughnuts, apple fritters, butter tarts, breads, pies, cakes, cookies, pastries, muffins, bagels, and squares, all baked from scratch using recipes passed down since 1949. Try their famous donuts warm—8 seconds in the microwave is a local trick—and consider ordering ahead, as favourites often sell out by midday and there’s usually a line. While in Campbellford, you can also visit the cheese factory, local chocolate shop, and nearby Ferris Provincial Park.

The Big Apple

Summarized by AI

Inside The Big Apple you can watch pies and breads made in the pie factory, sample free apple ciders from the on-site brewery, and eat cafeteria-style comfort food like poutine, burgers, pizza, and apple bread grilled cheese. Browse the market for local produce, maple syrup, honey, candies, toys, and quirky souvenirs, or try house-made chocolate and local wines. Kids and adults can enjoy the petting zoo, mini-golf, kiddie train, outdoor games, and climb inside the giant apple observatory for countryside views.

4.75 out of 5 average rating, 4 reviews

Other great vacation rentals in Oshawa

Superhost

Home in Lakeview

Cozy Oshawa Family Escape

5 out of 5 average rating, 6 reviews

Home in Whitby

Quiet retreat with 2 king beds & Hot tub

4.98 out of 5 average rating, 53 reviews

The living area features a comfortable gray sofa adorned with a green throw, positioned across from a wall-mounted television. A unique wooden coffee table complements the space. Natural light filters through the windows, and a small dining table is set against the wall, enhancing the room's functionality.

Guest suite in Whitby

Pinnacle of Luxury & Leisure 2 BR -2 BATH-Kitchen

4.92 out of 5 average rating, 12 reviews

Thermea Spa Spacious 3 Bedroom Townhouse

5 out of 5 average rating, 25 reviews

Guest suite in Whitby

Modern 2BR Suite | King Bed • Fireplace

5 out of 5 average rating, 13 reviews

Guest suite in Oshawa

Su Casa

4.98 out of 5 average rating, 40 reviews

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

Cozy Opulent Retreat (COR) with Jacuzzi tub

A bright living area features large windows allowing natural light to fill the space. A comfortable black sofa faces a wall-mounted 65-inch smart TV, while a wooden dining table is surrounded by chairs. The kitchen is equipped with modern appliances, and a decorative rug adds warmth.