Vacation rentals in Oshawa

4.88 out of 5 average rating, 226 reviews

The exterior of a two-story home showcases a brick façade with a blue garage door. A welcoming front porch features seating, while a neatly landscaped pathway leads to the entrance. Ample windows allow natural light to brighten the space.

Home in Whitby

Cheerful 4-bedroom home with huge patio

This bright and airy 4 bedroom 3 bathroom home is perfect for a family or a friends getaway. High speed internet and full amenities. Minutes from Deercreek Golf Course, the NEW Thermëa spa, top rated restaurants, supermarkets, and shopping. Easily accessible by highway 401 or 407/412. 45-min drive to downtown Toronto. 10-min drive to Whitby GO Train station. Perfect for families, business trip or a weekend getaway, your stay here is sure to be convenient and effortless. Long-term stays welcome.

LocationValueWalkability

4.94 out of 5 average rating, 197 reviews

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

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.

ValueFamilyCheckout

4.91 out of 5 average rating, 45 reviews

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.

FamilyLocationIndoor spaces

Superhost

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

4.87 out of 5 average rating, 149 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.

FamilyValueLayout

4.92 out of 5 average rating, 278 reviews

The modern exterior of the house showcases a blend of stone and brick materials. Sunlight reflects off the upper windows, highlighting the clean lines and architectural features. A spacious driveway leads to the garage, complemented by neatly manicured grass.

Home in Bowmanville

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.

ValueLocationIndoor spaces

An outdoor dining area features a long table set with plates and glasses, complemented by decorative elements like flowers. Soft string lights illuminate the space above, creating a warm ambiance. Nearby, a spa-like hot tub is situated under a wooden gazebo.

4.82 out of 5 average rating, 136 reviews

4BR Family Getaway with Hot Tub & Pool Table

Escape to a stylish 4-bedroom home near Toronto, perfect for families, friends, and groups of up to 10 guests. Relax in the private hot tub, enjoy indoor pool table games, or fire up the gas BBQ in the beautiful backyard oasis. The home features a fully equipped kitchen, modern amenities, comfortable living spaces, and a dedicated workspace. Conveniently located for exploring Toronto, it’s the perfect home base for a relaxing getaway or fun-filled group stay.

ValueFamilyTV

4.96 out of 5 average rating, 426 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😊

LocationFamilyGetting around

4.89 out of 5 average rating, 150 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!

ValueLocationLayout

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, 98 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.

ValueLocationCleanliness

4.96 out of 5 average rating, 162 reviews

Apartment in Whitby

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!

FamilyValueGetting around

The modern kitchen and living area feature sleek white cabinetry and stainless steel appliances. A light-toned island with seating is positioned near a comfortable sofa, which is complemented by decorative pillows. Soft lighting enhances the inviting atmosphere of this open-concept space.

4.96 out of 5 average rating, 180 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.

LocationValueLaundry

4.86 out of 5 average rating, 217 reviews

A modern living area features a pair of vibrant blue sofas arranged around a decorative area rug. Large windows allow natural light to brighten the space, complemented by a sleek kitchen with dark cabinetry and stainless steel appliances visible in the background.

Home in Whitby

Luxurious & Modern Guest Suite-Walkout Bsmt Apt.

Luxurious new constriction basement apartment in central Whitby. Gorgeous kitchen, living area, and laundry. Ravine lot with excellent views of forest nearby. One stunning bedroom and one 3pc bath. One Free parking on the premises! Please keep in mind we do have a dog on the property. Please note: The kitchen only has a wine fridge. We do not have a freezer.

LocationValueLong stay

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 175 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 174 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 125 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.

Other great vacation rentals in Oshawa

Superhost

5.0 out of 5 average rating, 3 reviews

The Horizon Suite

ValueNearbySolo travel

4.97 out of 5 average rating, 32 reviews

Home in Bowmanville

4BR Executive Home + Office & Luxury Deck

ValueLocationAccuracy

4.89 out of 5 average rating, 75 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

ValueLocationWalkability

4.93 out of 5 average rating, 14 reviews

Luxury 4BR | 2 Ensuites | 77" OLED TV | EV Charger

LocationFamilyDecor

4.96 out of 5 average rating, 48 reviews

Home in Whitby

Entire Detached House; 3+1 Bedrooms; 3 Parkings

FamilyLocationCheck-in

4.97 out of 5 average rating, 65 reviews

The getaway spot

ValueKitchenWalkability

4.95 out of 5 average rating, 42 reviews

A spacious living area features a blue sofa and two armchairs arranged around a low coffee table, with natural light illuminating the space. A stylish area rug lies on the wooden floor, while framed artwork is displayed on the adjacent wall.

Home in Lakeview

Bright Spacious Sun Filled Oasis w/ Parking

ValueLocationCheck-in

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.