
Cottage vacation rentals in Milton
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Top-rated cottage rentals in Milton
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Milton cottage rentals
Cottage rentals with a hot tub

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!

Credit River Cottage | Hot Tub | 6 Beds | Games
MJ and his team were quick and professional with their responses to our questions. We had a slight issue with the wi-fi on the first day, but MJ's team was able to fix the issue within the hour. The accommodations were great for taking a trip with 8 people. I would consider staying here again for visiting family in the Oakville/Brampton area.

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

The Pearl Lodge
Pearl Lodge was much more than expected: the house sits on a gorgeous property with lots of parking and activities for all ages. The kitchen & bathrooms were spotless, and with multiple bedrooms, it was everything our group needed! Habib was extremely accommodating, and responsive with the questions I had upon check in. Would definitely recommend for larger groups & future guests in the area!

Nature-lovers Cottage Minutes from Downtown
We loved our stay at Naiomi’s place. It was private and quaint. Naiomi was so nice to deal with. Her house definitely met our requirements for a place to gather with our family, and she was very receptive to our requests. There is a huge front yard overlooking Lake Ontario where we played games, and a view to die for. She checked in with us several times to make sure we had everything we needed. She ran over with oven mitts when we couldn’t find one; found a bicycle pump for us when we needed it. We would definitely stay here again if we needed to.

Forest Retreat: Winter Bliss | Fire & Games Room
we had some issues with checking as the door code wasn't working. Also had issues with Thermostat not working and spend 1 night cold below 14 degree. They tried best to get a technician but it was Good Friday and I understand it's hard to get hold off someone that time. Someone came in next day evening and fixed this. The location is a great community with Tim and Foodland 5 minutes access. Back yard and Game area is well setup but lacks Cleanliness in the Game area. Again it's a REALLY WELL set! Back yard is amazing to play with your if you bring a Frisbee or Ball. Slightly squeaky considering how old the building is but we'll considerate for the guest. inside house was VERY CLEAN! couldve added a small bottle of oil but every other essentials were there including the bedding/towel/kitchen stuffs etc. overall it's a 4.5 out of 5 for considering distance from Toronto, Price,Host etc

Private Forest Retreat on 9 Acres with Pond
Natalie’s cabin is the perfect escape from the city. The best part about it is you aren’t driving hours to get there it’s convenient but also just so relaxing and gorgeous! The nature there was exquisite and the land itself is surreal. The place is so clean, spacious, quiet! Natalie has a gorgeous little pond with a dock just perfect to enjoy some wine or your morning coffee. The firepit was so much fun at night with some s’mores. The bbq was well kept! The land is just picturesque. My (then) boyfriend proposed to me on Natalie’s dock and it was just truly magical. I would recommend this property to anyone I could! 5/5 will go back again!

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
I arrived during a massive snowstorm. Zari reached out to me ahead of time to make sure my arrival went smoothly and even proactively offered me options for any last minute challenges the weather might offer. She is a wonderful host!

Cottage on the Canal
Paul is a fantastic host. He was very quick to respond for all my questions I had before we booked and leading up to our booking. We stayed with 16 adults in the house and there was plenty of beds and bathrooms for all of us. There was also plenty of parking available for us in the driveway. The house was very clean and well stocked. Instructions were very clear and easy to follow.

Hide Out In Hockley Hills
Great stay ! excellent service ! would def recommend . thank you !
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.

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.

Toronto Island Cottage
The Bennett House was perfect! Situated on Algonquin Island, it was an easy, flat, 15 minute walk to and from the Ward's Island Ferry Terminal. The ferries run every 30 minutes or so. We noticed 2 restaurants between the ferry and Bennett's house both of which we subsequently tried (as they're the only food available unless you bring your own). The view from Bennett's house was extraordinary in its expansive panorama of the Toronto skyline whether shrouded in fog or shimmering in reflection on the Bay. But also, extremely enjoyable was the constant motion, sight and sound of the scene: airplanes landing and taking off; all matter of waterfowl swimming, diving, mating; Gonkies (residents of Algonquin Island) passing by on bikes pulling carts and dogs while the shore birds built their nests. A guest could sit and stare out at the scene, as we did, for hours on end and/or explore Algonquin and the rest of the islands at their leisure. Thank you Bennett House!

COZY LAKESIDE COTTAGE IN THE NIAGARA WINERY REGION
Great stay, lovely location, and place felt bigger than it was.

Gorgeious 5 Bedroom Countryside Cottage in King ON
The place was true to the listing and he was a great host very responsive and helpful if/when needed would definitely stay here for future visits to the area
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- Budweiser Stage
- Port Credit
- University of Toronto
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Exhibition Place
- CF Toronto Eaton Centre
- TPC Toronto at Osprey Valley
- Toronto Zoo
- Royal Woodbine Golf Club
- Massey Hall
- Whistle Bear Golf Club
- Jackson-Triggs Niagara Estate
- Harbourfront Centre
- Yonge-Dundas Square
- Trinity Bellwoods Park
- Royal Ontario Museum
- Royal Alexandra Theatre
- BMO Field
- Dufferin Grove Park
- Markham Green Golf Club