
Cottage holiday rentals in Oakville
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Top-rated cottage rentals in Oakville
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Popular amenities for cottage rentals in Oakville
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🌟

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

100% Private & Spotless ~ 5BR Cottage ~ Hot Tub
Thanks for a beautiful and lovely stay. Everything was amazing.

Comfortable, nice, clean
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.

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.

The Annex; 3-bedroom home; longterm stay possible
This was our second time staying at Zari's place and would come back again!

Beach Cottage
Very clean and comfortable home in a beautiful area. Check in was easy with clear instructions. Host communicated everything needed ahead of time. Many great things to do nearby.

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
We have stayed at this property a few times because it is a beautiful spot, the house is kept clean and the host is very responsive. This location is also very close (approx 3 min) to a cool Railway Museum. We brought our children to the spot and they enjoyed looking at and riding in the old trains and streetcars. We are pleased once again.
Private cottage rentals

Gorgeious 5 Bedroom Countryside Cottage in King ON
The place was spotless and beautiful! had an awesome kitchen with quality appliances, and an amazing couch with two massage chairs built in! it was renovated on the inside and looked stunning as well as well stocked with supplies.

Alton Cozy Riverside Cottage
Stephanie was a fantastic host place was beautiful. We would definitely come back again.

Niagara Oak Lane Cottage, Private w/outdoor Patio
Our second stay at the cottage, and we have already booked again. It's a perfect location with so many attractions close by. We love the cozy cottage and peaceful country setting!

Stunning Lakefront Cottage in Puslinch!
Such a magical find near Cambridge. We felt right at home at Ahrens place. The two gas fireplaces were the perfect place to get cozy in front of after a long hike at one of the many near by trails. Such a bonus to be on the lake and watch the sunsets while warming up in front of a bomb fire. The wifi is very weak, but she informed us of this. Bring pre downloaded movies if you want to watch TV as there aren’t many movies to chose from on the satellite. Great stay. Grey value. Will stay again!

The Cottage in High Park - Free Parking!
Kim’s place is above and beyond expectations. It was the perfect holiday for our toddler son and us, close to all the shops and 15 minutes in a car to downtown Toronto. The outdoor cinema was a highlight, as well as all the small touches throughout the place. It was very hard to leave! We would come back here for any future visits. Thank you Kim and Chloe!

Cottage Bungalow Retreat
Tharsini is a wonderful host. This cottage is adorable and very private. My expectations were perfectly met, and it was an amazing place to hold a get together. Thank you so much Tharsini for your communication and being a lovely host!

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.

COZY LAKESIDE COTTAGE IN THE NIAGARA WINERY REGION
Great stay, lovely location, and place felt bigger than it was.
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Sherkston Shores Beach Resort & Campground
- Port Credit
- Metro Toronto Convention Centre
- Clifton Hill
- TPC Toronto at Osprey Valley
- Toronto Zoo
- Exhibition Place
- The Danforth Music Hall
- Harbourfront Centre
- CF Toronto Eaton Centre
- Massey Hall
- BMO Field
- Whistle Bear Golf Club
- Trinity Bellwoods Park
- Niagara Falls State Park
- Casa Loma
- Legends on the Niagara Golf Course
- Royal Woodbine Golf Club