
Cottage holiday rentals in Kleinburg
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Top-rated cottage rentals in Kleinburg
Guests agree: These cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Kleinburg cottage rentals
Cottage rentals with a hot tub

Lakeview Oasis 4-bedroom Cottage with Jacuzzi
Our group of seven really enjoyed our stay here. Hosts were super communicative and helpful when we had questions, and even allowed us to check in a couple of hours early upon request. The home itself was clean, in a great location on the water, and had everything we needed for our stay - including the kitchen, which was stocked with all of the cooking tools and utensils we needed for the weekend. Area is super peaceful, and with tons of amenities on the property, we practically lived outside for the weekend. Would recommend a stay here, especially for a larger group. Thank you Weiqi and Shuyan for a great stay!

Cheerful 3 Bedroom cottage
Irina’s cottage is lovely! Very spacious and comfortable, elegantly furnished, and cool even in hot weather,. The rooms have large picture windows with spectacular views of Chalk Lake. Irina was a very gracious and helpful host. The lake itself is very quiet and serene, perfect for swimming and kayaking.

Lakeview cottage with hot tub and sauna
Beautiful private cottage, we would love to come back again!

Hot Tub / BANYA / Sauna - True Cottage experience
Arthur's place was great, close to the park and beach which was awesome. The amenities in the backyard were great and easy to use. There is a property caretaker that lives in basement suite, which I didn't notice in the listing until after we had booked, he was very friendly just unexpected. We had a great stay, activities for the whole family!

Pet friendly, Hot Tub and Unli Wi-Fi w/Great View!
We had a great time for our girls weekend! Very beautiful landscape and property, the house is fully stocked with everything you could need for your stay and more. Comfortable sleeping areas and living spaces. Christine from cottage link was super quick to help us when we needed assistance. Thanks so much for hosting us, we will for sure be booking again 🧡

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.

Cozy cottage
Loved the private aspect, the hot tub and how “cottage cozy” it felt. Great for a getaway from the city and noise.

Spacious Getaway w/ Swiming Pool & hot tub
Our family rented this space for the weekend. Rahim and Mansour were very responsive prior to and during our stay. They accommodated our requests, which was appreciated. As for the space itself, it was beautiful with enough amenities to keep everyone entertained. The interior was well kept. Everyone had a great time and would definitely consider coming back in the near future.
Pet-friendly cottage rentals

Waterfront home with Pool, Boat Ramp/Canoe/Kayak
Tasha was amazing and extremely responsive. Anytime there were any small issues she was on top of it right away. She always gave us suggestions to ensure that we were having a good time and using all the tools she had. The location did not disappoint. Absolutely stunning waterfront. I highly recommend this property as a great vacation spot. Another note Tasha had everything you could possibly need in the kitchen and on the property. Five stars!!

Cozy 4 Bdr Cottage Near Lake Simcoe & Beaches
Accommodation was exactly as shown and described with added squirrels and chipmunks dashing around outside! Fab place in a fab location, close to a fab freshwater lake and fab bar at the end of the road.

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!

Amazing Cottage Close to Beautiful Lake Simcoe
Host was very kind and helpful, place was beautiful and very close to the lake🥰

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!

Cottage on the Noisy River/Blue Mountain/Wasaga
This was a wonderful cottage experience. The river is beautiful and the interior of the cabin is comfortable and is equipped with everything you need. The wifi was dysfunctional during my stay and cell reception was spotty. Both of these things were fine with me as my intention was to be fairly unreachable lol. Fabulous place, would absolutely stay again.

Cozy Hobby Farm Cottage in Uxbridge
Exactly what we were looking for. Jakub was very communicative and the booking, check in and check out process where all very easy. Thanks for a great stay!

Cozy 2 bdrm cabin steps from beach
Second time staying at Rachel's- lovely cottage and a great location. Rachel was extremely helpful and easy to communicate with. Thanks again!
Private cottage rentals

Cheerful 2-bdrm cottage 2 minute walk to the lake
Place was clean and very well accommodated

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

Spacious Lakeside Cottage for Families & Groups
Had a great time and memories at Soheil' s place. he was very responsive and a great host!! one of the ceiling fan in the main bedroom wasn't working and he was quick to help us with alternate. it felt like home, check in and check out process was hassle free. little disappointed that the Jacuzzi wasn't working. overall, it was worth and a perfect weekend get away for our group. gave the proper small town vibe!!!

All-Season Family Homey Cottage near Lake Simcoe!
With our two other bookings falling through days/hours before our planned trip, Mr&Mrs Nathan helped us out with booking their beautiful home 2hrs before check in. Also, with the last minute booking of their home, it was very clean and ready for us when we arrived with such a short notice. It fit our party of 9 comfortably, backyard was a great asset to relax as well. Felt like a home away from home. Would definitely go back in the future.

Cozy 2 Bedroom Cottage with beach 5 min walk away!
Very responsive host as this was a last minute booking and she was super accommodating. Great place and convenient location.

Spacious Lake Simcoe Retreat
This renovated 3-bedroom cottage was a fantastic find—quiet, private, a few minutes’ drive from the public beach/local parks. While you’ll need a car to access amenities, the location is peaceful. The exterior could use post-winter TLC—a cleanup of spring debris and a good wash. The inside of the cottage is spacious, stylish, and thoughtfully laid out. The photos don’t capture how roomy and comfortable it is. The beds were comfortable; fresh and dining areas were well-appointed. We were five adults and had more than enough space to spread out and enjoy. One minor drawback was the unreliable internet—it needed frequent resets and wasn’t great for streaming or remote work. Our host, Mandy, was excellent: friendly, quick to respond, and incredibly helpful throughout our stay. If you plan to cook, bring all ingredients. The KEURIG coffee maker was fun to use and there were a few K cup pods for us when we arrived. We had a fabulous time and would return in a heartbeat.

Rustic Waterfront Cottage - Perfect for WFH
We had a wonderful experience with this Ahh’s Cottage! They were incredibly kind, responsive, and always positive throughout our stay. The place was spacious, extremely clean and very comfortable, easily accommodating our group of 10. The instructions provided were clear and made our stay hassle-free. Highly recommend staying here!

The Cottage in High Park - Free Parking!
The house is delightful and it was a pleasure staying there for two weeks in spring. It is stylish and comfortable. We especially loved the outdoor sitting area just outside the French doors in the living room. Kim’s music collection and great stereo sound system were a plus. The kitchen had everything one could think of and we cooked meals. The principal bedroom is pretty, roomy and quiet. The neighbourhood is leafy and quiet and we liked the fact it is an easy walk to the Bloor subway, Bloor West Village shops and to High Park. Kim was very friendly, responsive and a great host. It felt like a perfect home and we were sorry to leave.
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- TPC Toronto at Osprey Valley
- Toronto Zoo
- Exhibition Place
- The Danforth Music Hall
- Harbourfront Centre
- CF Toronto Eaton Centre
- Massey Hall
- BMO Field
- Trinity Bellwoods Park
- Casa Loma
- Royal Woodbine Golf Club
- Jackson-Triggs Niagara Estate
- Dufferin Grove Park
- Royal Ontario Museum
- Royal Botanical Gardens
- Dundas Valley Golf & Curling Club Ltd