
Cottage vacation rentals in Pickering
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Top-rated cottage rentals in Pickering
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Popular amenities for Pickering cottage rentals
Cottage rentals with a hot tub

Gorgeous Waterfront Cottage 1 Hour from Toronto
I recently stayed at this lovely Airbnb, and it was exactly what I needed for a relaxing weekend getaway. The host was incredibly welcoming and provided clear instructions for check-in, which made everything so easy. The place itself was spotless, well-maintained, and exactly as described in the listing.

Lake Front Escape - Hot tub!
Spectacular landscape. Hot tube was amazing and the place was spotless! Thank you for memorable experience.

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.

100% Private & Spotless ~ 5BR Cottage ~ Hot Tub
Thanks for a beautiful and lovely stay. Everything was amazing.

Gorgeous Waterfront Cottage 1 Hour from Toronto
We had an amazing stay. The lake was perfect and cottage had everything we needed. We enjoyed the volleyball nets, hottub, board games and dock. The water was shallow and calm and perfect for swimming. A local boat place delivered and picked up Standup paddle boards which was perfect. We wert not too far from port Perry where we enjoyed lunch and walk around the local shops. Overall this was a great trip for a few moms a group of our teen daughters. Adults had rooms and washroom upstairs and kids enjoyed the rooms and bathroom downstairs. Great trip!!

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 🧡

Cheerful 3 Bedroom cottage with hot tub
Pet-friendly cottage rentals

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!

Country Home in a Forest 4 Bedrooms
We had a wonderful time at Sarah's beautiful, clean and well equipped house. Sarah was very responsive and helpful, and filled the kitchen with everything we needed, including seasoning, cooking and baking items and more. Also, let's not forget the fresh farm eggs and the herbs garden. Beds are super comfortable as well as all other furniture. We enjoyed the peaceful and beautiful garden and the gazebo, also highly recommended for star gazing at night! Thanks Sarah!

Entire Cottage on Lake Scugog
This is our second time staying here so please read my review from last year as it has more detail. This place provides a perfect old fashioned cottage experience and reminds me of childhood holidays. We love how easy it is to get here and how peaceful it is when we arrive. The lake is lovely to swim in and the west facing views gave us amazing sunsets. As noted in my first review, the cottage is exactly as described in the listing.

2BR Cottage Escape: Lake Scugog w/ Sauna & Hammock
Private cottage rentals

Private Cottage Getaway in Nature
What a wonderful space! Top-notch girls weekend getaway with a ton of space, a beautiful grassy yard with an outdoor pool. Peaceful and private location. Also, the cottage is enormous with a ton of bedrooms and everything you need for a comfy stay. Rachel is a flexible, friendly and responsive host. I'd recommend this property and Rachel to anyone! A space to host a big group is a rare find. Thanks, Rachel!

Serene 5-BR Bungalow, 3 Full + 2 Half Baths
Loved the stay! We were group of 20 and the entire group had so much fun. Lots of activities and games. Plenty of space to accommodate 20 ppl. Sripathy was responsive and easy to reach.

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.

Cottage Bungalow Retreat
Tharsini is a wonderful host. This cottage is adorable and very private. My expectations were perfectly met, and it was an amazing place to hold a get together. Thank you so much Tharsini for your communication and being a lovely host!

Beautiful Lakeview Cottage on the Beach!!
The location was amazing and the cottage was very well kept and spacious. It had a vintage aesthetic and had everything we needed for our little celebration! Jaeson was a great host and everything was above my expectations:)

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.

Lakefront cottage close to Toronto
Very charming and rustic cottage with a beautiful backdrop. We stared at the lake for endless hours through the window in the sun room, and enjoyed sunsets sitting on the dock. If you have young kids, this place is a dream come true. Between the adorable kids room filled with toys, puzzles and books, the pirate ship play structure in the yard, and the countless water activities, your little ones will have no shortage of things to do. There's also lots to do in the area. We enjoyed eating and shopping in downtown Port Perry, strawberry picking at a local farm, and the numerous parks and beaches in close proximity. I would definitely recommend and we look forward to returning!
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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
- Jackson-Triggs Niagara Estate
- Royal Woodbine Golf Club
- Dufferin Grove Park
- Royal Ontario Museum
- Hockey Hall of Fame
- Cobourg Beach