Vacation rentals in Oakville

4.93 out of 5 average rating, 198 reviews

An open studio layout displays a cozy sleeping area alongside a well-equipped kitchen. Light grey walls enhance the space, while two bedside lamps provide soft illumination. In-suite laundry is visible next to the kitchen, and a welcoming couch adds comfort to the environment.

Guesthouse in Oakville

Self Contained Luxury Studio Coach House

Your Perfect Home Away from Home! This immaculate, private studio with a separate entrance is designed for comfort and convenience. Nestled in a peaceful suburb yet centrally located near major highways, it offers walking access to restaurants, grocery stores, and a park. Thoughtfully furnished, it’s cozy in winter, cool in summer, and fully equipped for a hassle-free stay. Guests love the warm ambiance, calling it a truly special experience. Come see why our coach house is the perfect getaway!

4.99 out of 5 average rating, 100 reviews

A modern kitchen area with a marble-topped island and white cabinetry is highlighted. Stainless steel appliances, including a refrigerator, complement the space. A small dining table with folding chairs can be seen, while soft lighting enhances the inviting atmosphere.

Apartment in Oakville

Bright and Spacious 2 bedroom. Quiet house.

Quiet family neighborhood great for professionals, couples or small family. Spacious and cozy home away from home. You control heat and cooling fan.Sound dampening so natural noises are minimized, not eliminated. 1 queen and 1 double bed. Two desks for computer work. Extra seating. Fast WiFi! Full kitchen. Bathroom with shower and bathtub. Close to highways, hospital, recreation centers, playgrounds, shopping, schools and college. All registered guests must provide identification upon request

4.94 out of 5 average rating, 64 reviews

An inviting entryway features a sleek bench and a round mirror, with light filtering through the blinds. A small table is adorned with decorative plants and a framed sign, enhancing the welcoming atmosphere of this modern townhome.

Townhouse in Oakville

Luxury Urban Town home

Discover urban sophistication at our modern townhome, ideally located for both comfort and convenience. Thoughtfully designed with stylish decor and all the amenities you need, you'll find grocery stores just a short walk away and easy access to highways 401 and 403 for effortless travel. - Superstore, Walmart, LCBO: 10-minute walk - Oakville Trafalgar Memorial Hospital: 10-minute drive - Oakville GO Station: 12-minute drive - Toronto Premium Outlets: 14-minute drive Book your stay today!

A rooftop terrace features a private hot tub under soft ambient lighting and a spacious wooden deck. A rectangular dining table surrounded by four woven chairs offers a place to relax. Dark fence panels create privacy, complemented by gently glowing string lights overhead.

4.98 out of 5 average rating, 107 reviews

Modern Executive Townhome w/ Rooftop Hot Tub Oasis

Stylish contemporary townhome in Oakville! The perfect retreat for couples, families, and friends alike. Experience the rooftop terrace, complete with a Private Jacuzzi Hot Tub that provides the ultimate relaxation experience! It's the perfect spot to unwind after a long day of sightseeing or to enjoy an evening under the stars. You'll love the stunning and spacious living areas, fully equipped kitchen, and two comfortable bedrooms. Close to Three Major Highways in a Central Location!

4.88 out of 5 average rating, 104 reviews

Home in West Oakville

Luxury Villa! Swim Spa! 6 Bedroom 3 Family Rooms

Forget your worries in this spacious, serene and unique house! Large backyard with a Swim Spa to enjoy! Backyard filled with fire places! 6 Bedroom, 7 beds, 4 full baths, 4 offices, 3 family rooms, 9 TV, equipped kitchen, patio, board games, BBQ grill, fire place, Tesla charger. Quiet yet central from downtown Oakville, highways, groceries, shopping, bars, restaurants, cafe's and much more! Always professionally cleaned. For elderly guests a bedroom and full bath is on ground floor.

4.95 out of 5 average rating, 42 reviews

Apartment in Oakville

Elegant Condo in Oakville, Ontario

Welcome to this newly furnished, 1-year-old, 1-bedroom condo in the vibrant uptown core. Close to grocery stores. The open-concept layout blends the kitchen, dining, and living areas under high 10-foot ceilings, creating a serene atmosphere. The living room includes a sofa bed, accommodating up to 3 guests. The well-equipped bathroom ensures a comfortable stay. Enjoy free underground parking and access to amenities like a pool and gym. Essentials are provided for two days only.

4.92 out of 5 average rating, 12 reviews

A bright, modern kitchen features sleek white cabinetry and stainless steel appliances. A spacious countertop provides ample preparation area, while pendant lighting adds a soft glow. The layout is open, connecting seamlessly with the surrounding spaces.

Bungalow in Oakville

Modern & Spacious 2B+2B Bungalow in Oakville

Nestled in a peaceful neighborhood, our tastefully decorated 2 bedroom, 2 bathroom bungalow offers comfort and convenience for business, leisure, or exploring Oakville and the GTA. Tastefully decorated with spacious bedrooms, plush living area with Smart TV and a massaging recliner, fully equipped kitchen, private outdoor space. Minutes from Oakville Hospital, QEW, and nature trails. Explore Toronto, Niagara, and more nearby. Book now for a seamless stay!

4.96 out of 5 average rating, 1,028 reviews

Loft in Lorne Park

Waterfront Coach House Loft

This friendly, private open concept loft apartment is located on the top floor of a guest coach house located on a 2 acre waterfront estate. The loft apartment is a separate building from the main house. There is a maximum occupancy for the loft of 2 people, parties, get togethers and events are not permitted. Due to the tall spiral staircase, children are not permitted due to safety. Extra charges will apply if additional guests are present in the loft.

Villa in Aldershot Central

The modern hillside villa is showcased with extensive glass balconies and a layered wooden facade. A private hot tub is positioned on the deck, offering relaxing views of the surrounding waterfront. Landscape elements include natural greenery and a wooden walkway leading to the lake.

4.96 out of 5 average rating, 134 reviews

Waterfront Hillside Villa

Welcome to your stunning Hillside Villa situated on 150' of waterfront. Enjoy the peaceful surroundings and quiet Bay views from your 3 private outdoor decks & hot tub. Entertaining is easy in this gourmet kitchen, which is open to 1 of 2 fireplaces, family room & dining room with floor to ceiling views of the Bay. Breathe taking views of the Bay from your private dock. Hidden gems: gym, 2nd kitchen, foosball table, EV charging and private trail.

Cabin in Aldershot Central

4.97 out of 5 average rating, 270 reviews

Animal Lovers Dream! Barn Loft in Burlington

Experience life on a tiny farm just outside the city! Stay in our charming and comfortable barn loft and wake up to the sounds of chickens, ducks, geese, pigs, goats and horses and our adorable Highland cows. Spend time watching or interacting with all the very friendly animals that surround the barn. You will meet all the animals as they all come up readily to anyone who visits the farm. Guests are welcome to participate in the morning feeding.

A modern dining area is highlighted by a glass table surrounded by four upholstered chairs. A contemporary chandelier hangs above. In the background, a living space features a comfortable seating arrangement and a flat-screen TV. Natural light enters through large windows, enhancing the open layout.

4.97 out of 5 average rating, 100 reviews

Elegant 2BR townhouse condo in central Oakville

Enjoy your stay in this elegant, clean, and fully equipped two bedroom and two-bathroom condo townhouse. Centrally located in Oakville and within walking distance to shops, restaurants, and parks. Beautiful upscale building in a quiet and safe neighborhood with large terrace overlooking a mature tree lined street. Abundant walking trails nearby for you to explore and enjoy. Easy access to highway 407, 403, QEW and Trafalgar GO Station.

5 out of 5 average rating, 51 reviews

A white picket fence encloses a well-kept garden, with vibrant autumn foliage highlighting the entrance. A blue sign with the number '140' is mounted on the fence, leading to a charming house visible in the background.

Guesthouse in Oakville

140 - Olde Oakville Downtown Heritage District

“140" is an adorable, lovingly-renovated, private apartment on the second floor of the coach house of a prominent heritage-plaqued home in the heart of picturesque Olde Oakville. Located just up the hill from Oakville Harbour, two short blocks from both Lakeside Park on Lake Ontario and the downtown high street, Lakeshore Road with its many restaurants and unique shops makes "140" the perfect place for a couple's getaway!

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Popular amenities for Oakville vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Oakville

4.97 out of 5 average rating, 77 reviews

The living area features a comfortable seating arrangement with a dark leather couch and a light-colored chair, positioned around a coffee table. A smart TV is present for entertainment. The dining space displays a table set with dishes and utensils, adjacent to the kitchen with modern cabinetry.

Apartment in Mississauga

Cozy apartment with Free Parking !

MicahRating, 5 stars1 week ago

Really enjoyed my stay, the place was exactly what I was looking for. Thanks again

4.88 out of 5 average rating, 33 reviews

A well-lit living area features a modern sofa positioned near a wall-mounted television. A light wood table with a comfortable chair is seen in the corner, against white walls adorned with framed artwork. A soft rug grounds the space, complementing the neutral furnishings.

Guest suite in Oakville

Debonair Home near Downtown Oakville

NicolaRating, 5 stars1 week ago

Everything was perfect! Thank you!

A modern dining area is showcased with a wooden table set for four, featuring textured gray chairs. A stylish light fixture hangs above, and a staircase leads to the upper level. Natural light floods in through large windows, complementing the warm tones of the hardwood floor.

4.99 out of 5 average rating, 77 reviews

Exclusive Luxury Townhouse - Prime Location

StephanieRating, 5 stars1 month ago

Super clean and beautiful stay. The host was super responsive and there was plenty of space for me, my bridesmaids, makeup team, and family the morning of my wedding day as we were getting ready.

4.83 out of 5 average rating, 48 reviews

A modern kitchen is equipped with stainless steel appliances, including a refrigerator, microwave, and dishwasher. Granite countertops provide ample workspace, complemented by white cabinetry featuring black handles. A coffee maker sits on the counter, with a simple decorative element visible in the background.

Apartment in Oakville

Chic City Escape - Modern 2 Bedroom Haven

JieRating, 5 stars6 days ago

Perfect accommodation，very clean and convenient.

A spacious living area features a contemporary all-leather reclining sofa and a light-colored accent chair. Natural light floods the room through large windows. A coffee table sits atop a plush area rug, while a decorative plant adds a touch of greenery in the corner.

4.94 out of 5 average rating, 32 reviews

Luxurious Prince Mansion

SharadRating, 5 stars1 month ago

Honestly, this house was well worth the cost. I would have preferred unattended checkin (mostly because we arrived so late and I felt bad for Aziz!) but he was punctual and didn't complain a whit about the hour. The shower was so fancy (3 showerheads, 4 knobs!) that it likely would have taken me another day to fully figure out all the permutations. The house overall was exquisite, from furnishing to location, we couldn't have asked for more. There were a host of restrictions about "partying" but honestly this was a family trip and not a concern for us. The family still enjoyed the hot tub until 1am while older members of the group went off to a perfectly peaceful sleep before 10pm. There was room enough for everyone to have their own way and plenty of spaces in which to come together.

4.98 out of 5 average rating, 93 reviews

A spacious bathroom features dual vanities with elegant light fixtures reflecting off dark tiles. A large walk-in shower is visible, alongside a massage table topped with soft towels. The area is designed for relaxation, complemented by warm wooden elements and a woven basket.

Apartment in Mississauga

Remy Martin Spa Suite

MariyamRating, 5 stars2 weeks ago

The place looked exactly like the pictures and had all the listed amenities. The host was very helpful and responsive. Absolutely loved the stay and would book again! :)

A well-maintained exterior of a two-story house features a front driveway leading up to a garage. The entrance is adorned with a covered porch and surrounded by landscaped greenery. A wooden fence and tall trees are visible in the background against a clear blue sky.

5 out of 5 average rating, 9 reviews

Entire suite in Oakville

BenitoRating, 5 stars1 month ago

This is a nice spot to stay if you are wanting to be near Toronto, but not quite in the city itself. Clear communication, and a good amount to do in the nearby area (especially with respect to food options or light outdoor activities).