Cottage vacation rentals in Oakville

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Popular amenities for Oakville cottage rentals

Cottage rentals with a hot tub

Cottage in Hamilton
4.72 out of 5 average rating, 32 reviews

Breathtaking Sunsets n Lakeview’s are calling!

AjinkyaRating, 5 stars6 months ago
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🌟
Guest favorite
Cottage in Lincoln
4.9 out of 5 average rating, 186 reviews

Little Jordan Cottage in the heart of wine country

BartekRating, 5 stars5 months ago
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.
Superhost
Cottage in Erin
4.82 out of 5 average rating, 61 reviews

Private oasis in Erin.Hot tub & Woodburning sauna.

SusanneRating, 5 stars4 weeks ago
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!!
Cottage in Hamilton
4.61 out of 5 average rating, 54 reviews

Lakefront cheerful 2 bedroom cottage house

KatharineRating, 5 stars2 months ago
The location is spectacular. Like a cottage in the city!
Cottage in Puslinch
4.76 out of 5 average rating, 45 reviews

Farm style cozy cottage with hot tub

SusanneRating, 5 stars1 month ago
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

Cottage in St. Catharines
4.69 out of 5 average rating, 13 reviews

Vineyard Cottage on the Lake on Niagara Wine route

LRating, 5 stars23 months ago
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.
Cottage in St. Catharines
4.67 out of 5 average rating, 30 reviews

Riesling cottage on the lake/vineyard in Niagara

AndrewRating, 5 stars19 months ago
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.
Cottage in St. Catharines
4.88 out of 5 average rating, 26 reviews

Lake House Cottage at the edge of the vineyard

RebekahRating, 5 stars20 months ago
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!
Cottage in St. Catharines
4.9 out of 5 average rating, 10 reviews

Pinot Noir cottage on the lake in Niagara

NoraRating, 5 stars21 months ago
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.
Cottage in Milton
4.3 out of 5 average rating, 100 reviews

Cozy Country Estate on 13 Acres

MikeRating, 5 stars4 weeks ago
Been here twice. A cozy place with a nice fireplace. The pictures are accurate. We were happy with our stay both times :-)
Cottage in St. Catharines
4.86 out of 5 average rating, 22 reviews

Chardonnay cottage on the lake/vineyard in Niagara

LizetteRating, 5 stars20 months ago
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.
Cottage in Limehouse
4.5 out of 5 average rating, 30 reviews

Executive Cottage in a CITY on 100 Acres

ArtRating, 5 stars9 months ago
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

Cottage in Halton Hills
4.76 out of 5 average rating, 41 reviews

Cheerful 5-Bedroom Estate With Full Privacy

NicholeRating, 5 stars8 months ago
One of the best times we have ever had!!! Land is amazing and our kids had the best time running around!
Cottage in Alton
4.63 out of 5 average rating, 8 reviews

Alton Cozy Riverside Cottage

JaymieRating, 5 stars4 months ago
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!
Guest favorite
Cottage in St. Catharines
4.93 out of 5 average rating, 75 reviews

Niagara Oak Lane Cottage, Private w/outdoor Patio

ChristopherRating, 5 stars8 months ago
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.
Guest favorite
Cottage in Toronto
5 out of 5 average rating, 8 reviews

The Cottage in High Park - Free Parking!

Khai SiangRating, 5 stars2 weeks ago
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
Guest favorite
Cottage in South Parkdale
4.95 out of 5 average rating, 21 reviews

Unique Cottage Hidden in Toronto's Artsy West End

CarmelaRating, 5 stars7 months ago
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