House holiday rentals in Oakville

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Oakville

House rentals with a pool

Top guest favourite
Home in Central Etobicoke
5 out of 5 average rating, 10 reviews

Luxe Haven Heated Pool Sauna Gym

KayhanRating, 5 stars4 months ago
We had the pleasure of stay at Trisha's property and I could honestly say it had everything we needed if not more. It definitely looks exactly like it does in the photos 100%. She provides extra pillows, linens, towels, blankets and amazing goody bags in the bathrooms just in case you forget any essentials, extra everything! She even had disposable slippers for the sauna, which was a plus! Her hospitality really stands out as a host! She thought of everything to make our stay comfortable! We took advantage of all the amenities; massage chairs, sauna, gym and the surround sound system was incredible. Trisha was very friendly and outgoing and extremely quick to reply! Thanks for having us and we will book again when needed.
Superhost
Home in Aldershot
4.85 out of 5 average rating, 40 reviews

Four seasons Pool Retreat

IlgarRating, 5 stars2 weeks ago
My family and I spent a 5 night vacation in this house. I can only say one word "Awesome"
Superhost
Home in St. Catharines
4.84 out of 5 average rating, 242 reviews

Stunning Large Character Family home

CatherineRating, 5 stars1 month ago
The house was easy to find. The lock was having trouble but then we were able to get in. The next day realized the lock on the house was malfunctioning and that was why we had trouble getting in. Texted the owner and someone was immediately sent to fix(replace the lock). Great customer service from the owners.
Guest favourite
Home in North York
4.91 out of 5 average rating, 68 reviews

Toronto Pool Retreat

JessicaRating, 5 stars1 week ago
I enjoyed my stay and looking forwarding to staying here in the future . The home is fully equipped with everything you need . Felt like I was at home ☺️☺️
Guest favourite
Home in Aldershot
4.93 out of 5 average rating, 29 reviews

Holiday Retreat with Pool

RossRating, 5 stars4 months ago
Second time staying here, so that should say something. Place is perfect location wise and just easy to settle in and relax. Good common space to watch TV or hang out. Already planning next trip to Burlington and hope this place is open again!
Top guest favourite
Home in Erin Mills
5 out of 5 average rating, 17 reviews

Family Oasis with Pool and Hot Tub

SallyRating, 5 stars8 months ago
We had a wonderful 11 day stay at Caitlin’s. Extremely well appointed in terms of comfort and amenities (you could quite easily just enjoy the beautiful backyard and stay home). House was very spacious and, if you are travelling with children, Caitlin had lots of games, books and toys for their entertainment. As a multigenerational group we all enjoyed our stay and very much hope we can return very soon. Caitlin is an excellent host who takes her guests’ needs and comfort very seriously.
Guest favourite
Home in Cooksville
5 out of 5 average rating, 13 reviews

The Retreat

Andrei Rating, 5 stars8 months ago
My family and I had the pleasure of staying here for two weeks recently, and we loved our time here. The interior design of this house is stunning and creates a very cozy and relaxing vibe as the light pours in through the many skylights. The kitchen is a chef’s dream while the outdoor space, bbq and patio sections are perfect for a summer family gathering. Taking a dip in the lagoon shaped pool while looking up at the forrest canopy makes you feel like you’re at a remote cottage. Highly recommended!
Guest favourite
Home in Niagara
4.91 out of 5 average rating, 299 reviews

King West Victorian Studio Gem

MRating, 5 stars1 week ago
One of the best Airbnb stays! I love the character of the space, the location is fantastic, and the availability of amenities all around. The best part was the softness of the bed sheets! I value a good night sleep, and the bed was so comfortable. Wi-Fi was extremely fast and made working from home a breeze. The kitchen is well stocked with everything needed to make yourself at home. Thank you Kathleen. I'll definitely book again in the future.

Weekly house rentals

Guest favourite
Home in Vaughan
4.92 out of 5 average rating, 375 reviews

Private Lower 1 BR + Sofabed Self Checkin with PKG

KellyRating, 5 stars6 days ago
Jason’s place was the perfect spot for myself and my 2 small dogs. Instructions he provides are super clear, everything is easy to find, and he was super responsive when I contacted him. We were very comfortable and able to relax after a long day at the Pet Expo each day. Location is nice and quiet, and good neighbourhood to walk your dog if you bring one. All the basics are provided to feel at home. Bed is very comfortable, bathroom is a nice size, the whole unit is quite spacious! There is a decent staircase down to the unit as it is in the basement, but it is very well lit with a motion sensing light at the top of the stairs. Overall, very happy with our stay and would choose Jason’s place over a hotel in the area if ever we come back without question!
Guest favourite
Home in Brampton
4.9 out of 5 average rating, 181 reviews

Private Basemnt Apt., Separate Entry, Free Parking

LekhaRating, 5 stars6 months ago
The stay was pretty comfy, felt like being home. Host took care of minute needs of the guests. Host also accomodated our last minute request of Fan. Overall loved the place. If would get chance I will prefer the same place and will recommend too.
Superhost
Home in North York
4.93 out of 5 average rating, 28 reviews

Rare & Spacious massive home w 7 beds

AlexisRating, 5 stars3 months ago
Quoc’s place was as described! Nice neighborhood, not too far from the city (about 30 minutes). The place was spacious, very clean and had comfortable beds. Host checked in and was responsive but not bothersome. Would stay again!
Superhost
Home in Hamilton Beach
4.83 out of 5 average rating, 129 reviews

Beachfront 6BR Newly Finished Home - Prof Cleaned

JoseRating, 5 stars7 months ago
A great location. the lake views were awesome. The kids loved the fire pit and the ability to have their own space. Great local restaurants and shops and easy access to Toronto and Niagara.
Superhost
Home in Toronto
5 out of 5 average rating, 4 reviews

3 bdr home + bsmt in Swansea/High Park

KirillRating, 5 stars2 weeks ago
we lived Johan's hosted house over two and half months. it's a pleasant staying. It's cozy and beautiful neighborhood , short distance to subway and almost everything in the walkable distance. Johan is such a responsible and considerate host, We do enjoy our staying.
Top guest favourite
Home in Hamilton
4.98 out of 5 average rating, 109 reviews

Country Retreat in Ancaster-5min to Hamilton Arprt

HeatherRating, 5 stars4 months ago
Had a great, comfortable stay. Quiet location, but very convenient and close to the major roads, supermarkets? farm shops etc. Suited our needs. Monica responded to any questions we had, very promptly
Guest favourite
Home in Midtown
4.92 out of 5 average rating, 72 reviews

Luxurious 2 Bedroom in the heart of the city!

JessicaRating, 5 stars5 months ago
Throughly enjoyed our stay. Polite and welcoming host. Had everything we needed. Amazing location.
Superhost
Home in Parkdale
4.77 out of 5 average rating, 169 reviews

Fun and Bright House Queen West

JuliaRating, 5 stars1 month ago
Kim was kind enough to accommodate our group of 7 for an exchange week. The house is extremely cozy, even with the cold outside we were pleasantly surprised by the floor heating and general warmth inside the house. All of the appliances provided made for a perfect stay, it was hard to say goodbye to this wonderful place. Kim's recommendations and suggestions were really helpful when getting to know the area. She was also extremely friendly and kind when replying to our queries, even when we requested to leave our luggage past check-out time to explore the city before departure. Perfect place to stay and extremely helpful host! 🤍

Private house rentals

Guest favourite
Home in St. Catharines
4.93 out of 5 average rating, 28 reviews

Near Ridley College

ElizabethRating, 5 stars8 months ago
I highly recommend Cindy’s beautifully decorated and very clean home. She was very responsive to any questions asked. The house had everything we needed for cooking, very comfortable beds, modern bathroom with spacious shower, great TV, cute furniture and nice neighbors on the street. Cindy’s home exceeded our expectations and we were completely impressed with her professionalism and customer service! Thank you Cindy!
Guest favourite
Home in Hamilton
4.9 out of 5 average rating, 50 reviews

Bungalow near Valley Park

AichaRating, 5 stars6 days ago
We had a wonderful stay that included all the necessary amenities. The host was responsive and kindly provided tea/ coffee/water, which we really appreciated. The backyard patio was lovely as well. The neighborhood was nice as well. My friends and I, a group of four, were very pleased and definitely recommend this place.
Superhost
Home in Cooksville
4.83 out of 5 average rating, 52 reviews

A comfortable 3 bedroom house with great outdoors

AnthonyRating, 5 stars7 months ago
The property is centrally located and convenient to many landmarks in Mississauga. The size of the house is exactly what we’re looking for. Furniture is dated but functional. All of the appliances are liked new and operated as expected. The host is responsive and answered questions promptly. In all, it’s a great experience and we enjoyed our stay.
Top guest favourite
Home in Lincoln
4.97 out of 5 average rating, 33 reviews

Vintage Roost at Fleming Farms

LeiRating, 5 stars2 months ago
My family of three generations had an exceptional stay at this charming Airbnb over the Family Day weekend. Josh was incredibly eager to help and always quick to respond to any questions, ensuring we were comfortable throughout our stay. It was clear Josh cared deeply about providing the best experience for their guests, down to the thoughtful details like separate heating elements for each room, ensuite laundry, plentiful blankets and towels, games and books, wide array of kitchenware, and making sure the driveway was timely plowed after each snow fall. Even the paper towel and toilet paper were of good quality, which is rare for Airbnb’s. There was ample space throughout the house—in fact, the photos didn’t do justice to how spacious the place actually was. The rooms were tastefully decorated with beautiful furnishings and spotlessly clean. Each piece of decor and furniture were carefully curated to fit the vintage ambiance and depict the historical significance of the property. I hi
Superhost
Home in Milton
4.83 out of 5 average rating, 6 reviews

All Season House

HarmandeepRating, 5 stars4 months ago
An incredible stay at an unbeatable price! The property was clean, well-equipped, and far exceeded our expectations for the cost. The host was friendly and responsive, making the experience seamless. Highly recommend for anyone looking for quality accommodation without breaking the bank!
Top guest favourite
Home in York
5 out of 5 average rating, 14 reviews

Luxurious House | Newly Modernized | Corso Italia!

AdilRating, 5 stars1 month ago
This host was excellent. Great communication and the place was very spacious and comfy! Definitely recommend and thank you again.
Guest favourite
Home in Orangeville
4.86 out of 5 average rating, 42 reviews

Stunning 5 Bedroom Family Home

JeffRating, 5 stars3 months ago
House was perfect for our group of 8. Will stay again next time we’re in the area
Top guest favourite
Home in St. Catharines
4.98 out of 5 average rating, 154 reviews

Twenty Valley Country Home

SteveRating, 5 stars3 months ago
Beautiful home. House has everything a larger group needs. The property, grounds, is just so peaceful. Lots of bathrooms, places to hand out, just perfect. Highly recommended.

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

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