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 stars3 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 stars34 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 Sutton
4.82 out of 5 average rating, 17 reviews

Lakeview cottage with hot tub and sauna

LauraRating, 5 stars13 months ago
Beautiful private cottage, we would love to come back again!
Cottage in Innisfil
4.83 out of 5 average rating, 110 reviews

Hot Tub / BANYA / Sauna - True Cottage experience

HannahRating, 5 stars1 month ago
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!
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 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.

Pet-friendly cottage rentals

Superhost
Cottage in Cambridge
4.88 out of 5 average rating, 8 reviews

Waterfront home with Pool, Boat Ramp/Canoe/Kayak

Kimberly AnneRating, 5 stars9 months ago
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!!
Guest favourite
Cottage in Sutton
4.92 out of 5 average rating, 38 reviews

Cozy 4 Bdr Cottage Near Lake Simcoe & Beaches

GrahamRating, 5 stars4 weeks 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
4.75 out of 5 average rating, 53 reviews

Amazing Cottage Close to Beautiful Lake Simcoe

MakaylaRating, 5 stars4 days ago
Host was very kind and helpful, place was beautiful and very close to the lake🥰
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!
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.
Superhost
Cottage in Uxbridge
4.77 out of 5 average rating, 79 reviews

Cozy Hobby Farm Cottage in Uxbridge

ZachRating, 5 stars3 days ago
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!
Superhost
Cottage in Innisfil
4.64 out of 5 average rating, 22 reviews

Cozy 2 bdrm cabin steps from beach

LeeRating, 5 stars8 months ago
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

Guest favourite
Cottage in Sutton
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 stars1 week ago
Stephanie was a fantastic host place was beautiful. We would definitely come back again.
Superhost
Cottage in Sutton
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!!!
Guest favourite
Cottage in Innisfil
4.93 out of 5 average rating, 58 reviews

All-Season Family Homey Cottage near Lake Simcoe!

VanessaRating, 5 stars3 days ago
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.
Superhost
Cottage in Innisfil
4.79 out of 5 average rating, 14 reviews

Cozy 2 Bedroom Cottage with beach 5 min walk away!

JeannineRating, 5 stars1 month ago
Very responsive host as this was a last minute booking and she was super accommodating. Great place and convenient location.
Guest favourite
Cottage in Innisfil
4.8 out of 5 average rating, 44 reviews

Spacious Lake Simcoe Retreat

SimonRating, 5 stars3 weeks ago
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.
Superhost
Cottage in Innisfil
4.86 out of 5 average rating, 70 reviews

Rustic Waterfront Cottage - Perfect for WFH

PooyaRating, 5 stars8 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 High Park North
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.

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