House holiday rentals in Oakville

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Top-rated house rentals in Oakville

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Superhost
The exterior of the home is shown, featuring a well-maintained lawn with a pathway leading to the entrance. Two decorative trees frame the house, which has a welcoming porch with large windows allowing for natural light. A calm atmosphere is present in the surrounding area.
Home in West Oakville
4.8 out of 5 average rating, 102 reviews

Beautiful Detached Oakville Home (4Beds & 3Baths)

A beautiful naturally bright, well-decorated, contemporary & open-concept home conveniently located in a peaceful & posh Oakville area. *Close to major highways QEW/403 & *Oakville GO Station. *A bus stop is right across its driveway. *The Beautiful view of Lake-Ontario, Shorewood-Promenade-Park, approx.1km; *Famous Kerr-Village, approx.1km & *Historic Downtown-Oakville, approx.2km are just at a walking distance. With multiple landmarks, upscale retail, exceptional dining, bars, cafes & etc.

Guest favourite
A hand-lettered card features the phrase 'Let's make this Fall unforgettable,' surrounded by an elegant floral design. The card is set against a vibrant background of autumn leaves in shades of red, orange, and yellow, highlighting the seasonal theme.
Home in Oakville
4.92 out of 5 average rating, 106 reviews

Sun-kissed 3BR family home in a quiet neighborhood

♡ The fastest internet w/ 1Gb download speed ♡ Fully Equipped Kitchen ♡ minutes drive to Sheridan college, Walmart, Oakville Place, lakeshore ♡ 7 min. drive to Trafalgar GO Station, 20 min. to Toronto premium outlets 25 min. to Pearson airport 30 min. to Toronto downtown ♡ Walking distance to convenient store, trails, food, bus stop, library. ♡ Free Parking ( 2 Spots) ♡ Automated Check in & Check Out ♡ Flexible Check in Check out - Message for Details ♡ A/C ♡ Laundry ❤ Book today!

Top guest favourite
A cozy sleeping area features a spacious bed adorned with a textured quilt and dark, soft throw blanket. The bedside tables are complemented by minimalist lamps, and artwork hangs above the bed. A large mirror reflects the calming decor, enhancing the room's brightness.
Home in Mississauga
4.95 out of 5 average rating, 120 reviews

Cozy Studio near Pearson Airport

Welcome to our Cozy Studio by Toronto Pearson International Airport. Tucked away in a serene oasis, this cozy hideaway offers the perfect balance of relaxation and easy access to the airport. Unwind in the warmth of our electric fireplace after a long journey, or heat up a meal in the private kitchenette. We’re close to transit systems that can take you to downtown Toronto or the Mississauga Center in no time. This is a separate unit with a private entrance. Free parking and FireTV is included.

Guest favourite
A modern living area features a gray sectional sofa adorned with black and yellow accent pillows. A glass coffee table sits atop a decorative rug with intricate patterns, while a softly lit lamp and a piece of abstract wall art enhance the space's ambiance.
Home in Milton
4.95 out of 5 average rating, 108 reviews

Cozy 2 Bedroom Basement, 2 Queen Beds, 1 Parking.

Brand new basement 2 Bedrooms with comfortable Queen bed in each room and one full washroom legal basement, seprate entrance and 1 parking in Milton. Have fun with your family/ friends. Gather around the breakfast dining table, comfortably seating four. Stay connected and entertained with high-speed Wi-Fi and a smart TV. Laundry, free parking. Minutes to Kelso Park, Mattamy Cycling Center, Milton Go station. Border of Burlington, Oakville and Mississauga, 15 minutes to Toronto Premium Mall.

Guest favourite
A modern kitchen area is displayed, featuring white cabinetry and stainless steel appliances. A sleek, circular coffee table is positioned in front of a comfortable white sofa, with light hardwood flooring throughout. Natural light illuminates the space from a nearby window, enhancing the contemporary décor.
Home in Mississauga
4.88 out of 5 average rating, 205 reviews

Private 1-br Apartment: Your Secluded Getaway!

Welcome to our modern, fully-equipped unit that features a spacious backyard. Whether you are traveling for business or pleasure, our unit is the perfect base. The location provides convenient access to everything, just 10 minutes from downtown Toronto and the airport, 5 minutes from Lakeshore Blvd, Port Credit, and the GO stn, and steps away from public transportation. Additionally, you will find a plethora of local restaurants, shops, a scenic walking trail, and beautiful parks in the area.

Superhost
A spacious living room features large windows allowing for ample natural light. A sleek sectional sofa is paired with a coffee table, while decorative elements enhance the modern aesthetic. The room is adorned with light walls and hardwood flooring, creating a welcoming environment.
Home in Oakville
4.89 out of 5 average rating, 108 reviews

Executive 3 Bed Luxury Townhome in North Oakville

This newer townhome, located in the recently developed Uptown Core neighbourhood, is minutes from the Oakville hospital, downtown Oakville and has quick access to all highways and the GO Station. The 3 bedroom townhome comes complete with linens, full kitchen, coffee machine, in-unit washer/dryer, work station, wifi, attached garage, workout equipment, books, games, and much more! Whether it's for work, school, or vacation, this Spacious Luxury Townhome is the perfect place to stay!

Guest favourite
The open-concept living area features a modern kitchen with stainless steel appliances, including a stove and fridge. A black coffee table is centered on a light-colored floor, with a dark sofa and flat-screen TV visible. Natural light enters through windows above the cabinets.
Home in Mississauga
4.85 out of 5 average rating, 134 reviews

Private 1 Bed & Den Lower Apartment, Close to Sq1!

Enjoy your own private living space in a renovated lower level semi-detached apartment. Excellent location, close to City Center, Highways, Train, Bus. Easy drive to Toronto. A great space for a variety of visitors. ❗PLEASE NOTE!! We live on the upper level with two active children and a dog. There are occasional times where the kids play. We do not recommend the space for those looking for complete quietness, although we do try our best to keep it down. We hope you enjoy your stay!

Guest favourite
A charming two-story detached home is framed by well-maintained greenery and colorful flowerbeds. A paved driveway leads up to the garage, with light brick finishes on the exterior contrasting against the blue sky. The inviting entrance is accentuated by potted plants.
Home in Oakville
4.88 out of 5 average rating, 170 reviews

3Bd 2.5Bth House w/ Pool Table, Swing, Outdoor BBQ

Bring your friends and family to this family-friendly, centrally-located neighbourhood with lots of room for fun and find a home away from home during the travelling. Enjoy your stay in this licensed short-term accommodation for a modern, luxurious, and spacious three-bedroom and two-bathroom detached home with a huge backyard: watching a movie and cozying up by the fire, enjoying the company of friends and family seated around the dining table, or simply in between moving or renovations.

Top guest favourite
A modern living room is presented with a grey sectional sofa and a plush armchair. Above, a wall clock adorns the light-colored wall, while large windows with soft sheer curtains allow natural light to enter. A small plant sits on a nearby table.
Home in Milton
4.98 out of 5 average rating, 151 reviews

Spacious and Comfy 2 BR Suite

Discover tranquility in our 2-bedroom legal basement apartment, nestled in Milton’s quiet and peaceful neighborhood. Enjoy an open-concept living room with 8.5 ft ceiling, and 2 roomy bedrooms; perfect for couples or families to relax in this comfortable, private, retreat. Easy access to Oakville, Burlington, Mississauga, and Toronto Pearson Airport, and minutes away from Toronto Premium Outlets, Mattamy Cycling Centre, and scenic trails, makes this location ideal for both work and play.

Guest favourite
A private hot tub is situated on a rooftop terrace, surrounded by privacy screens. Soft lighting is positioned around the area, creating an inviting ambiance. Steam rises gently from the hot tub's surface, hinting at a warm and relaxing experience.
Home in Oakville
4.98 out of 5 average rating, 116 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!

Guest favourite
A modern two-story house is set against a green backdrop, featuring large windows that allow natural light to flood the interiors. The driveway leads to an attached garage, while a neatly maintained lawn surrounds the property, enhancing its curb appeal.
Home in West Oakville
4.9 out of 5 average rating, 112 reviews

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.

Guest favourite
Home in Brampton
4.82 out of 5 average rating, 119 reviews

Cheerful Private Studio House

Bring yourself to this excellent place for a peaceful family-friendly stay. The Place is near YYZ Toronto Airport, the Go Train station for downtown Toronto, and walking to food outlets, Cassie Campbell Community Centre. Our Place is highly sought-after and has top-rated reviews by our guests. The place is warm and well-lit to provide you cozy comfortable stay. Ensuite private bathroom, walk-in closet, modern kitchenette with dining island space. spacious exercise and yoga area.

Popular amenities for house rentals in Oakville

Quick stats about house rentals in Oakville

  • Total rentals

    460 properties

  • Nightly prices starting at

    £7 before taxes and fees

  • Total number of reviews

    10K reviews

  • Family-friendly rentals

    250 properties are a good fit for families

  • Pet-friendly rentals

    110 properties allow pets

  • Rentals with a pool

    20 properties have a pool

Destinations to explore