Cottage holiday rentals in Kleinburg

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Popular amenities for Kleinburg cottage rentals

Cottage rentals with a hot tub

Cottage in Gilford
4.83 out of 5 average rating, 105 reviews

Lakeview Oasis 4-bedroom Cottage with Jacuzzi

KimberlyRating, 5 stars4 days ago
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!
Cottage in Port Perry

Cheerful 3 Bedroom cottage

MeldonRating, 5 stars35 months ago
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.
Cottage in Port Perry
4.77 out of 5 average rating, 13 reviews

Pet friendly, Hot Tub and Unli Wi-Fi w/Great View!

AbigailRating, 5 stars5 months ago
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 🧡
Superhost
Cottage in Puslinch
4.76 out of 5 average rating, 46 reviews

Farm style cozy cottage with hot tub

SusanneRating, 5 stars3 months 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.
Cottage in Innisfil
4.7 out of 5 average rating, 33 reviews

Cozy cottage

RenaiRating, 5 stars6 months ago
Loved the private aspect, the hot tub and how “cottage cozy” it felt. Great for a getaway from the city and noise.
Cottage in Singhampton
4.79 out of 5 average rating, 38 reviews

Waterfront Cottage&Sauna on private lake

SashaRating, 5 stars4 months ago
My husband and I stayed at Alec's cottage with 3 teenage boys and our 11 year old daughter while skiing with friends at Devil's Glen over the family day long weekend. Alec was very reposive every time we had a question and gave us very detailed instructions for arrival. He was also flexible with our check in time which was greatly appreciated since we were travelling with our 6 month old puppy and needed to get him walked and crated before heading to the ski club. The cottage was perfectly clean and very cozy, with comfy beds and beautifully crafted wooden furniture. We had an unbelievable amount of snow fall over the weeknd and Alec was up early every morning to plow the driveway so we could get in and out safely (it was a 12 minute drive to Devil's Glen). The skiing and hiking were both amazing, we had a wonderful time. Thank you Alec for a great stay!
Cottage in Mulmur
4.75 out of 5 average rating, 69 reviews

Spacious Getaway w/ Swiming Pool & hot tub

HarmeetRating, 5 stars2 weeks ago
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.
Cottage in Innisfil
4.71 out of 5 average rating, 110 reviews

20-Acre Resort-Hot Tub, Sauna, Pool, Firepit

AlessiaRating, 5 stars3 weeks ago
Our group of 8 had a fantastic stay at Kirill’s lovely home. Everything was as described, very spacious and comfortable for our bigger group. Unfortunately we were unable to use the pool due to the weather but it is quite sizeable. The hot tub was amazing. The open yard was massive, great for endless outdoor activities. We will definitely be back in the future for another visit!

Pet-friendly cottage rentals

Guest favourite
Cottage in Georgina
4.92 out of 5 average rating, 38 reviews

Cozy 4 Bdr Cottage Near Lake Simcoe & Beaches

GrahamRating, 5 stars1 month ago
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.
Superhost
Cottage in Burlington
4.85 out of 5 average rating, 97 reviews

The Pearl Lodge

JenRating, 5 stars8 months ago
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!
Cottage in Innisfil
4.66 out of 5 average rating, 61 reviews

Cozy 3 Bedroom cottage near Lake Simcoe

SarahRating, 5 stars2 weeks ago
Went with my two small dogs and was happy that the backyard was fully fenced for them to run around! We only stayed one night but it was relaxing, and in a good location. Hopefully will be back! Thanks!
Guest favourite
Cottage in Aldershot
4.96 out of 5 average rating, 68 reviews

Nature-lovers Cottage Minutes from Downtown

TeresaRating, 5 stars3 weeks ago
Beautiful location and nice cottage. With six people and one bathroom, we had to sort that out. The stairs would be a concern for those with really young kids or the elderly. The home had everything we needed. Really nice wraparound deck. Nice to sit out there, relax and enjoy nature.
Cottage in Innisfil
4.76 out of 5 average rating, 54 reviews

Amazing Cottage Close to Beautiful Lake Simcoe

BlairRating, 5 stars6 days ago
Great little place steps from lake simcoe. had everything we needed and then some. Highly recommend this place
Cottage in King City
4.79 out of 5 average rating, 34 reviews

Private Forest Retreat on 9 Acres with Pond

AmyRating, 5 stars38 months ago
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 in Keswick South
4.62 out of 5 average rating, 37 reviews

Cottage at Lake Simcoe

DeannaRating, 5 stars1 week ago
Our group enjoyed our stay at Min's cottage. It was as described in the listing, comfortable and with everything we needed for our stay. Min was quick to respond to our questions and was flexible regarding our check-in. We would stay here again.
Superhost
Cottage in Creemore
4.75 out of 5 average rating, 424 reviews

Cottage on the Noisy River/Blue Mountain/Wasaga

ClareRating, 5 stars4 weeks ago
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.

Private cottage rentals

Guest favourite
Cottage in Georgina
4.91 out of 5 average rating, 33 reviews

Cheerful 2-bdrm cottage 2 minute walk to the lake

MeaghanRating, 5 stars9 months ago
Place was clean and very well accommodated
Cottage in Alton
4.73 out of 5 average rating, 11 reviews

Alton Cozy Riverside Cottage

MariaRating, 5 stars2 weeks ago
Stephanie was a fantastic host place was beautiful. We would definitely come back again.
Cottage in Willow Beach
4.71 out of 5 average rating, 21 reviews

Paradise in the Forest-Entire cottage @WillowBeach

VanessaRating, 5 stars4 weeks ago
We stayed at this Airbnb for three weeks while our house was being restored, and overall it was a very good experience. The space was comfortable and had everything we needed for an extended stay. The hosts were incredibly responsive and helpful throughout, which we really appreciated. The house itself was in a great location and suited our needs well. If we had one small suggestion, it would be that the cleanliness could have been a bit more thorough when we first arrived. That said, it didn’t take long to feel settled and at home. One thing to note for families: the layout with open stairs and loft area might not be ideal for babies or toddlers. Thank you to the hosts for making a potentially stressful time much easier!
Superhost
Cottage in Georgina
4.76 out of 5 average rating, 83 reviews

Spacious Lakeside Cottage for Families & Groups

AadhithyaRating, 5 stars1 month ago
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!!!
Top Guest favourite
Cottage in Innisfil
4.98 out of 5 average rating, 40 reviews

The Gingerbread Guest House

BriannaRating, 5 stars2 weeks ago
We stayed here for a little over a week and it was amazing! The hosts are extremely friendly and helpful, even helped us find an easier way to get into the city. The house was extremely clean and very cozy. This house is the perfect place for relaxing, enjoying nature, and even going into the city for some more up-beat days. I couldn’t recommend this place and the hosts enough! Thank you!
Superhost
Cottage in Innisfil
4.86 out of 5 average rating, 70 reviews

Rustic Waterfront Cottage - Perfect for WFH

PooyaRating, 5 stars9 months ago
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!
Guest favourite
Cottage in Toronto
5 out of 5 average rating, 10 reviews

The Cottage in High Park - Free Parking!

DianaRating, 5 stars1 month ago
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.
Cottage in Keswick South
4.74 out of 5 average rating, 78 reviews

Cheerful and by the Water 4 Bedroom Cottage

SimonRating, 5 stars9 months ago
Thanks for having us, it was the perfect spot to stay for our baseball tournament!

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