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House vacation rentals in Oakville

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Popular amenities for Oakville house rentals

House rentals with a pool

Guest favorite
A heated swimming pool is surrounded by a landscaped area featuring rocks and blooming hydrangeas. The pool is framed by a smooth patio, and a lush green lawn is seen in the background, providing a serene outdoor setting.
Home in Mississauga
4.95 out of 5 average rating, 22 reviews

Luxury House with a Bright Sunroom & a heated pool

RichardRating, 5 stars2 weeks ago
This was a great base for a few days exploring Toronto and the surrounding area. The house is beautiful and very well fitted out. Musallam was really good at communicating before and throughout the visit. Our kids loved spending time in the pool while the adults relaxed indoors. The area is upmarket and peaceful. A car is essential for getting around but there are grocery shops and bars within 5 mins drive. We’d definitely like to stay again and I’m sure we’ll be talking about this house for years to come.
Top guest favorite
The serene backyard features a heated saltwater pool surrounded by a stone deck, bordered by lush greenery and blooming trees. A patio area includes outdoor seating and a grill, while large windows overlook the pool, enhancing natural light in the adjacent indoor space.
Home in The Beaches
4.99 out of 5 average rating, 147 reviews

Heated Pool-tub Open 365 Days

MinnieRating, 5 stars2 weeks ago
Miles is a fantastic host! Not only was he proactive in communicating details regarding entry and amenities, he went above and beyond with little fresh baked goods, Smart Home instructions guide, and providing literally everything you'd need to feel at home (bathrobes, teas, serving dishes+several cups, even milk and cream in the fridge!) The Hot tub was great, the place was spotlessly clean, and the balcony views were a pleasure to enjoy. This is a great house with lovely sky lights in the kitchen and beautiful location right by the boardwalk! 11/10 ✨
Superhost
An inviting pool area is surrounded by a wooden fence and lush greenery. The clear water reflects the blue sky, and lounge chairs are positioned nearby on a textured surface. Sunlight casts gentle shadows creating a relaxing atmosphere for outdoor enjoyment.
Home in St. Catharines
4.84 out of 5 average rating, 244 reviews

Stunning Large Family home

PaulRating, 5 stars1 month ago
a great family house with character. wish we were there in the summer to enjoy the pool. Grace was a wonderful host.
Guest favorite
The image captures a heated saltwater swimming pool surrounded by a landscaped yard. Steps lead from the pool to a house with large windows, offering views of the inviting outdoor space. Comfortable chairs sit nearby, adding to the leisure area.
Home in Niagara-on-the-Lake
4.79 out of 5 average rating, 230 reviews

WhiteOrchid LuxuryHome WithSaltHeatedSwimmingPool

ChandraRating, 5 stars1 week ago
Beautiful place. The hosts were so kind and helpful. The area is safe and so close to the outlets which was a huge plus for us ladies! Hope to stay there again one day!
Top guest favorite
A serene outdoor space features a clear blue pool surrounded by a stone patio. Lush greenery and blooming flowers provide a vibrant backdrop. The inviting house, with large windows, is visible in the background, enhancing the overall tranquil setting.
Home in Ancaster
5 out of 5 average rating, 14 reviews

Loft Apartment

KimberleyRating, 5 stars3 weeks ago
Wow, what a find! The loft was beautiful with all the amenities one would need. Everything is nicely appointed and sparkling clean. Very comfy bed and pillows. The area is lovely, very safe and great shopping and restaurants very nearby. Milena was a great host. It will be our first choice when we come to stay in the Ancaster area again. And Candy is the most adorable little dog ever, I wanted to take her home with me!! Definitely recommend to other guests!!! 5 stars all around!
Top guest favorite
The outdoor area features a heated pool surrounded by a stone patio. Lounge chairs are arranged near the pool, and vibrant red seating offers a pop of color. Mature trees provide shade, leading to a charming house with large windows that invite natural light.
Home in Clarkson
5 out of 5 average rating, 5 reviews

The Serenity Home with Spa Pool near the Lake

RaviRating, 5 stars1 week ago
Sean & Angie were great their communication was great and their place was exactly like the pictures. It's located on a great street and neighborhood.
Superhost
The image features a diamond-shaped solar-heated swimming pool reflecting the soft colors of sunset. Comfortable blue lounge chairs are positioned nearby, overlooking a serene lake. The distant skyline can be faintly seen across the water, blending into the horizon.
Home in Hamilton
4.79 out of 5 average rating, 91 reviews

California Chic +Breathe +Unwind +Restore

LisaRating, 5 stars3 weeks ago
We stayed at this Stoney Creek gem for 3 months, and it was truly a fantastic experience! The lake is literally in the backyard providing stunning views! The owners were absolutely lovely—warm, respectful, and always considerate of our privacy and always gave 24-hour notice before stopping by. Two issues came up, and were immediately addressed and resolved within 24hrs. The house is great for groups, with 4 comfy beds (queen-king), ample lounging space, and a well-stocked kitchen ideal for cooking. The sauna was a highlight, and the basement is a funky 70s-style hangout we adored. While storage was limited in two rooms, we made it work with pop-up bins. Plenty of parking, quiet despite being on a main road. Owners kept the driveway plowed and lawn tidy throughout our stay. One caution for families with small kids: the pool and lakefront aren’t fenced. Overall, an eclectic welcoming property with heart, style, and hosts who genuinely care. Perfect for a long or short stay!
Guest favorite
The exterior of a Victorian-style home is framed by lush greenery. The exposed brick facade is complemented by vertical vines climbing the walls. Windows with white trim are positioned symmetrically, allowing natural light to enhance the inviting appearance of the house.
Home in Niagara
4.91 out of 5 average rating, 303 reviews

King West Victorian Studio Gem

JessieRating, 5 stars3 weeks ago
What an absolute gem of a house! I felt right at home and so relaxed with the cherry tree blooming in the back yard. Kathleen added thoughtful details and helpful instructions. The house was within walking distance of amazing restaurants, cafes and shops.

Weekly house rentals

Guest favorite
A living room is showcased with a brown leather sofa and a wooden coffee table. A woven area rug adds texture to the floor. Art pieces are displayed on a shelf against a navy blue wall, and natural light fills the space from adjacent windows.
Home in Burlington
4.93 out of 5 average rating, 70 reviews

Brant Hills - Clean 3BR - 12min to Burlington GO

GabrielaRating, 5 stars1 week ago
The best house in Toronto, very responsive host 🙏🙏🙏
Top guest favorite
The home's exterior showcases a modern design with a mix of wood and white finishes. A spacious driveway leads to a well-maintained lawn, framed by trees. A welcoming entrance is highlighted by a set of steps and a decorative planter.
Home in Cooksville
5 out of 5 average rating, 15 reviews

Stunning Luxury Home

JaganRating, 5 stars1 week ago
Very peaceful location. Had a nice time at this place.
Guest favorite
A modern dining area is illuminated by natural light, featuring a sleek table surrounded by six upholstered chairs. A decorative plant adds a touch of greenery, while a framed artwork in black and white is displayed on the wall, enhancing the contemporary design.
Home in Mississauga
4.83 out of 5 average rating, 42 reviews

Luxury Home in Downtown Mississauga, Steps to SQ1

BillyRating, 5 stars3 days ago
Nicely upgraded and very clean unit in a quiet neighborhood, and short driving distances to dining establishments and a shopping mall. It was an overnight stopover which gave us a chance to catch up with friends in the area. Iftikhar’s place had enough space for us to just that comfortably.
Guest favorite
The exterior of a newly built two-story home is displayed, featuring a combination of stone and stucco materials. A covered porch with steps leads to the double front doors. A paved driveway provides parking space, alongside a well-maintained lawn with green grass.
Home in Milton
5 out of 5 average rating, 8 reviews

Entire New Home in Milton, On

LayceeRating, 5 stars6 months ago
My family and I absolutely loved our stay here! The house was beautiful and in a very nice neighborhood. We were very happy with the space and loved having enough bathrooms for each couple to have their own! We also appreciated having a laundry room to be able to do laundry halfway through our stay. Tahir was very helpful with instructions for checking in and out, and everything was exactly as described. We would stay here again if ever back in the area!
Guest favorite
A spacious living area is shown, featuring a patterned area rug and a floral armchair. A small wooden table stands nearby, and fitness equipment is visible in the background, indicating access to a private gym. Soft lighting enhances the welcoming environment.
Home in Oakville
4.91 out of 5 average rating, 33 reviews

Private Home : Kitchen-Bath-Laundry-Gym-Parking

RobertRating, 5 stars6 months ago
Christina’s house was amazing! Very clean, and very helpful.
Guest favorite
A spacious room features a modern geometric accent wall in various shades of blue, yellow, and green. A neatly made bed with soft linens is centered in the area, flanked by two bedside tables and lamps. A workstation with a comfortable chair is visible in one corner.
Home in Oakville
4.91 out of 5 average rating, 47 reviews

Joshua Creek - 5-Drive-In - Sheridan College - 5BD

MayurRating, 5 stars2 weeks ago
It was a good stay and appreciate the communication.
Top guest favorite
The exterior of the modern two-story home is showcased, featuring a combination of dark brick and warm wood accents. The front yard is spacious, and the driveway provides access to a two-car garage. Clear skies and an open landscape frame the property.
Home in Winona South
5 out of 5 average rating, 17 reviews

The Escarpment- 4BR Retreat Near Niagara & Toronto

YoelRating, 5 stars5 days ago
We had a truly wonderful stay! The host Matt went above and beyond to make sure everything was perfect from the moment my family and I arrived. The space was spotless, beautifully decorated, and exactly as described. Thoughtful touches—like treats upon arrival that were provided for my family and I as well as a welcome basket. He really made us feel at home. Communication was prompt and friendly throughout. I couldn’t have asked for a better experience and would absolutely stay here again. Highly recommended!
Superhost
Home in Oakville
4.73 out of 5 average rating, 44 reviews

4BR Modern Home with EV Charger

MehnazRating, 5 stars1 month ago
Great place.. place looks just as it’s described and shown in the picture. It’s was clean however needs attention to details ok cleaning some areas. Overall a great stay and I plan to come back and book with Imran again

Private house rentals

Superhost
The image captures a modern living space featuring a dark sofa and a light-colored geometric area rug. A dining area with a round table and black chairs is visible, alongside a sleek bar counter. Large windows allow natural light to brighten the room.
Home in Oakville
5 out of 5 average rating, 4 reviews

Cozy 2-Bedroom Home with Patio

RosariaRating, 5 stars3 months ago
The house was exactly as described in the photos and, in fact, more beautiful. It was very organized and, above all, the owner was really very friendly and helpful. We stayed for several months but it was really a pleasure.
Guest favorite
A bright living room features a comfortable gray sofa accented with decorative pillows. A glass coffee table sits in front of the sofa, and a mounted smart TV is positioned above an indoor fireplace. Natural light streams through large windows on either side.
Home in Oakville
5 out of 5 average rating, 5 reviews

Modern Villa in Oakville

RafiaRating, 5 stars1 month ago
The hosts are amazing and extremely responsive. The house was beautiful and looked bigger in person. Everything was clean, neat, and tidy. The host was able to arrange a few items for us upon request such as paper towels, laundry detergent, baby bath tub etc. We stayed as a group and everyone had a pleasant experience. The hosts also arranged a cleaning.
Guest favorite
A modern living area features a dark blue sectional sofa adorned with various patterned pillows. A small wooden table holds decorative vases and a remote control, while a minimalist kitchen equipped with white cabinets is visible in the background.
Home in Burlington
4.83 out of 5 average rating, 24 reviews

Spacious & Lit Entire Suite with Full kitchen

ZahraRating, 5 stars1 month ago
Shozi's place was perfect for my family of 3 people. It was spacious and had more than what we needed.
Guest favorite
An open studio layout showcases a cozy seating area with a dark gray sofa and a lamp, leading to a spacious bed positioned against a wall. Natural light fills the room through a window, while wooden beams add character to the ceiling. A soft area rug enhances the comfort.
Home in Stoney Creek
5 out of 5 average rating, 13 reviews

Clean & Cozy Detached Home

TatyanaRating, 5 stars1 week ago
My family enjoyed our stay here. We were able to have our toddler sleep on the sofa bed and we fit our pack and play for the baby nicely. It was a great base for us to come to as we travelled around the area. It was private which was ideal with our children. Enough space for the kids to play on the floor. Umer was very friendly and things were in order when we arrived. We would recommend this place!
Superhost
The modern townhouse complex is illustrated with multiple three-story buildings featuring large windows and balconies. Open green spaces lie between the buildings, accompanied by pathways and landscaping. Light blue skies with wispy clouds provide a backdrop to this contemporary neighborhood.
Home in Erin Mills
4.57 out of 5 average rating, 14 reviews

Trendy Townhouse in Erin Mills - Sleeps 6!

DominikRating, 5 stars1 month ago
Was a pleasure and very relaxed stay at her home
Guest favorite
A spacious living area is presented with a comfortable sofa and sleek media console. A dining table with chairs is positioned near a kitchenette. A decorative rug adds warmth, while subtle lighting from a chandelier creates a cozy ambiance. Artwork adorns the wall, enhancing the space.
Home in Burlington
4.87 out of 5 average rating, 15 reviews

Luxurious Burlington Orchard Rental

RebeccaRating, 5 stars6 days ago
Amazing hosts & amazing place! absolutely beautiful spot - great neighborhood and extremely comfortable bed and luxury shower. definitely recommend.
Guest favorite
A modern living area features a dark gray sofa positioned next to a sleek glass coffee table. A wall-mounted television highlights one side, while the other is adorned with vertical wooden panels. A spacious kitchen is visible in the background, with a stylish bar and pendant lighting.
Home in Hamilton
4.93 out of 5 average rating, 29 reviews

Bright 2BR Home – Walk to Shops & Restaurants

MertRating, 5 stars2 days ago
I have been to a couple of air bnbs but this was for sure the best one! it was clean, it had lots of room! Will for sure come back to the same place!
Guest favorite
A serene pond graced with lily pads is illuminated by sunlight. A gentle fountain creates ripples in the water, while trees frame the scene. In the background, a charming house is partially visible, surrounded by lush greenery under a clear blue sky.
Home in Burlington
4.92 out of 5 average rating, 25 reviews

Private and Beautifully Updated Century Estate

SarahRating, 5 stars3 days ago
The home was exactly as promised! Beautiful, luxurious, with lots of sleeping options and places to relax. The seating by the pond was a favourite! Nathan, the property manager, proactively reached out offered assistance. The air conditioning was touch-and-go (the unit in the back of the house would turn on, try to run for a few seconds, then shut off) but we spent a lot of time outdoors any way and it didn't greatly impact our enjoyment of the home. All my guests had a wonderful time! We will definitely be back!

Quick stats about house rentals in Oakville

  • Total rentals

    550 properties

  • Total number of reviews

    9.2K reviews

  • Family-friendly rentals

    260 properties are a good fit for families

  • Pet-friendly rentals

    120 properties allow pets

  • Rentals with a pool

    30 properties have a pool

  • Rentals with dedicated workspaces

    370 properties have a dedicated workspace

Destinations to explore