
Cottage vacation rentals in Oakville
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Oakville
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Oakville cottage rentals
Cottage rentals with a hot tub

Breathtaking Sunsets n Lakeview’s are calling!
We had a wonderful stay at this cottage! It was neat, clean, and spacious, with a stunning view of the lake. The swimming pool was well-maintained and added to the relaxing experience. The location was also very convenient, making it easy to explore the surrounding area. Thank you for being a great host Asiya—highly recommend staying here! 5🌟

Little Jordan Cottage in the heart of wine country
The cottage was very clean and spacious for our family of 4. All amenities were there and although we didn't part take in the wine tasting opportunities, it is centrally located to do so and easily walkable village. Everything was great overall.

Private oasis in Erin.Hot tub & Woodburning sauna.
This was an amazing weekend! My husband booked this for my birthday. Met all my expectations, super clean. I absolutely loved relaxing on the couch, drinking a tea, while looking out the huge doors at the beautiful property. Cheryl was absolutely amazing, brought the key and explained everything so well at check-in. I would go back tomorrow if I could! Truly an unforgettable space!!

Lakefront cheerful 2 bedroom cottage house
The location is spectacular. Like a cottage in the city!

Farm style cozy cottage with hot tub
We recently spent the night at this beautiful cottage. I am not one to leave reviews but this cottage exceeded my expectations. It was decorated so nice, had so much space, and had lots of activities for the kids. The environment was so peaceful. I would highly recommend this place to anyone wanting a getaway.
Pet-friendly cottage rentals

Vineyard Cottage on the Lake on Niagara Wine route
The location of Miao’s lovely cottage is the best. We couldn’t have asked for more. It’s peaceful, quiet, private and heavenly. The sliding door off the living room opens to Lake Ontario. Watching the sunrise and sunset from your dining table is breathtaking. The back of the property is a quiet vineyard full of nature, cute birds, chipmunks and squirrels. Miao kindly reminded us to bring our bug spray because it was right next to the lake. The hot water didn’t work well the first night (Miao has communicated with us about it) and she called technician in and have it fixed quickly the next day. The coffee machine is basic and they do have a grinder if you want to bring your own coffee beans. I found some dog hair here and there on the floor. It didn’t take me too long to clean it up. The hairdryer is rusty and I should’ve brought our own. Other than these it was a lovely stay.

Riesling cottage on the lake/vineyard in Niagara
For my family (wife and two dogs), this was a great place to stay. The views are outstanding… lake on one side, vineyard on the other side. Didn’t realize that another cottage would be so close to us, but it really didn’t bother us at all. Dogs loved the secluded area to run around. Took full advantage of the fire pit. Bed was comfortable, water pressure was great. The interior of the cottage is certainly a bit dated but we didn’t spend that much time inside cooking or anything. At least at this time of year (early fall), the bugs on the property are kinda insane either because of the grapes or the lake or both. Constant swarms of little midges or something outside. Spiders are working overtime to catch them all, so even if the owner is power washing outside furniture, windows, screens daily…. My guess is that the bug and cobwebs would be back in no time. It can be a little discerning but it’s not the owner’s fault. Just something to be aware of. Great location. Unbeatable views.

Lake House Cottage at the edge of the vineyard
We had a wonderful stay. The place is beautiful with excellent views and the space is very comfortable. There's even a little farmer's market on the edge of the property. Will definitely go back!

Pinot Noir cottage on the lake in Niagara
My family and I enjoyed this little home. It was cozy but spacious enough to relax inside but also be outdoors to grill, look out over the lake, walk around and bike around the vineyard. Super close to everything you need from getting in Port Dalhousie and St. Catherine’s. Super close to the QEW as well. The host does mention to bring bug spray and indeed there were plenty of bugs both outside and inside, but it’s to be expected considering the location and didn’t bother us. The house was well stocked with whatever you needed and the towels and sheets clean as well.

Cozy Country Estate on 13 Acres
Been here twice. A cozy place with a nice fireplace. The pictures are accurate. We were happy with our stay both times :-)

Chardonnay cottage on the lake/vineyard in Niagara
The 2-bedroom Chardonnay cottage is beautifully nestled in a private corner within a vineyard. It’s got Great views of the lake from every room. Relaxing atmosphere and very comfortable for a family of 6. Very convenient to a fresh produce market you can walk to, which opens at 10am everyday. Kitchen is fully equipped. Which included ground coffee, tea, olive oil, salt and pepper all you need is to buy fresh produce from the corner market. It’s like our little home away from home.

Executive Cottage in a CITY on 100 Acres
We spent our days in the busy city and needed a quiet, peaceful place to unwind each evening. This was exactly what we needed - and our gracious host patiently addressed all of our concerns, and answered all of our questions. My wife and I especially enjoyed sitting by the private pond and watching the geese.
Private cottage rentals

Cheerful 5-Bedroom Estate With Full Privacy
One of the best times we have ever had!!! Land is amazing and our kids had the best time running around!

Alton Cozy Riverside Cottage
We loved the chalet feel of this place. The beds were comfy and we were happy there’s a tv in the livingroom now, which was a great place to hangout together. We’d love to return if we have any future events at the Art Centre, which was only a five minute walk away. We also checked out Rays (less than 2 min walk) and Gather Cafe (1 min walk) - highly recommend both!

Niagara Oak Lane Cottage, Private w/outdoor Patio
We enjoyed our stay at the cottage, such a beautiful area with so many attractions. We hope to stay here in the future and enjoy the comfortable furnishings and rural setting. Just perfect for our needs.

The Cottage in High Park - Free Parking!
Place turned out exactly like what I expect - cosy, quiet, cottage feeling. My kid (2.5yo) absolutely loved the place and has the best sleep there. Location is incredible - extremely nice neighbourhood and private. Would have stayed longer if not because I've to leave

Unique Cottage Hidden in Toronto's Artsy West End
Kelly is a great host and it was a pleasure to meet her during our stay. She arranged for an earlier check in and a late check out due to our stay being for medical reason. She is very proactive and a great communicator and her attention to details didn’t go unnoticed. There was a beautiful bouquet of flowers and a welcoming card waiting for us upon our arrival. Our home away from home was as pictured. It was nicely furnished, great decor and very clean. The bed was very comfortable and the bathroom/shower very modern. The TV included several streaming apps which was definitely a plus. The location is in a quiet residential area and within walking distance to coffee shops, restaurants and grocery stores. Would definitely recommend this place and we hope to come back again.
Destinations to explore
- Niagara Falls Vacation rentals
- Grand River Vacation rentals
- St. Catharines Vacation rentals
- Brampton Vacation rentals
- London Vacation rentals
- Niagara Falls Vacation rentals
- Buffalo Vacation rentals
- Niagara-on-the-Lake Vacation rentals
- Pocono Mountains Vacation rentals
- Mississauga Vacation rentals
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Apartment rentals Oakville
- Pet-friendly rentals Oakville
- Rentals with a fire pit Oakville
- Rentals with breakfast Oakville
- Rentals with lake access Oakville
- Waterfront rentals Oakville
- Rentals with a hot tub Oakville
- Family-friendly rentals Oakville
- Rentals with pools Oakville
- Rentals with a patio Oakville
- Rentals with a fireplace Oakville
- Kid-friendly rentals Oakville
- Rentals with an EV charger Oakville
- Fitness-friendly rentals Oakville
- Townhouse rentals Oakville
- Rentals with outdoor seating Oakville
- Rentals with a washer and dryer Oakville
- House rentals Oakville
- Condo rentals Oakville
- Rentals with beach access Oakville
- Private suite rentals Oakville
- Cottage rentals Ontario
- Cottage rentals Canada
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Port Credit
- The Danforth Music Hall
- Metro Toronto Convention Centre
- Exhibition Place
- Toronto Zoo
- CF Toronto Eaton Centre
- TPC Toronto at Osprey Valley
- Massey Hall
- Royal Woodbine Golf Club
- Clifton Hill
- Harbourfront Centre
- Whistle Bear Golf Club
- Jackson-Triggs Niagara Estate
- Yonge-Dundas Square
- Trinity Bellwoods Park
- Niagara Falls State Park
- Casa Loma
- Royal Botanical Gardens
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes