Vacation rentals in Cannington

Dome in Bradford West Gwillimbury

4.96 out of 5 average rating, 383 reviews

Four season glamping dome under the stars

Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Guest suite in Port Perry

4.88 out of 5 average rating, 207 reviews

Sunset Haven

Cozy suite, this location provides the very best of the outdoors for cottaging enthusiasts 45 minutes from the GTA. Found on the outskirts of Port Perry near the Blue Heron Casino and on the shores of Lake Scugog, you will find great fishing, swimming, and boating at your doorstep. Also great lounging on the deck/dock! The casino is 5 min drive and the town of Port Perry with its good restaurants and shopping is 10 min car ride or take your boat! Unfortunately, no pets are allowed by guests.

4.95 out of 5 average rating, 103 reviews

Cottage in Georgina

Resort-Style Luxury Waterfront Cottage

Experience luxury at our 5-star, Superhost-rated waterfront cottage on Lake Simcoe, just 80 KM from Toronto! A guest favorite, it offers breathtaking sunsets and sunrises from the living room and loft. Relax on the sandy beach with waist-deep waters, and enjoy the patio, BBQ, bar, lounge, kayaking, and fishing. With a fully equipped kitchen, 3 bedrooms, and 2 bathrooms, it comfortably accommodates up to 8 guests. Book your dream getaway today for the perfect blend of relaxation and adventure!

Cabin in Nestleton Station

4.92 out of 5 average rating, 141 reviews

Cozy, Quirky and Modern Lakefront Cottage

Welcome to the Scugog Sugar Shack! Just 70 mins away from Toronto, escape to enjoy picturesque sunsets at this cozy lakefront cottage nestled under the largest collection of mature sugar maples on Scugog Point. This 2 bedroom open concept 1940s cottage has been updated with all the creature comforts while staying true to its quirky roots. With private access to Lake Scugog, known for fishing, kayaking, paddle boarding and swimming, bask in the sun all day & sit by a fire under the stars.

4.97 out of 5 average rating, 197 reviews

Dome in Utopia

Off-grid Glamping Dome Nestled in the Woods

Welcome to our private campsite in Utopia, Ontario. Our family’s glamping dome is your chance to experience a unique getaway surrounded by the sights & sounds of nature. Amenities include camping essentials & some glamping perks: king size bed, bbq, fireplace, Indoor incineration toilet, soap & water, outdoor shower (seasonal), kettle, cooking utensils. Nearby is Purple Hill Lavender Farms, Drysdale's Tree Farm, Tiffin Conservation, Nottawasaga & golf courses. Wasaga Beach is 30 min away.

4.97 out of 5 average rating, 177 reviews

Farm stay in Uxbridge

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE in 2021, this private loft includes a sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

4.92 out of 5 average rating, 607 reviews

Dome in Port Perry

South Geodome - Birchwood Luxury Camping

Located one hour from Toronto, Birchwood is a luxury camping experience for two. Immersed in a private forest on Scugog Island, our geodesic dome allows for a cozy and relaxing getaway. Enjoy the surrounding landscape and check out local shops and restaurants on Port Perry main street. Our geodome is designed for 2 guests however small families of 4 or a group 3 adults are welcome. Additional guests must be 12+ and added to your reservation at the time of booking. We do not allow pets.

4.95 out of 5 average rating, 105 reviews

Condo in Innisfil

Upscale Spa Getaway w/ Private Sauna

Welcome to our most Dramatic, Romantic Spa Getaway Suite! Reconnect with your loved one in our incredible professionally designed to play with all your senses PH suite, this escape will melt away all your woes and leave you feeling refreshed and relaxed! Cozy up to any of 3 fire elements and cleanse your soul in your own private in suite infrared Sauna! Cook up a gourmet meal in our fully equipped kitchen and brand new Weber BBQ! Catch some rays in our pool and hot tub, NOW OPEN!

4.86 out of 5 average rating, 305 reviews

Cabin in Reaboro

Cedar Springs Cabin - A Cozy Hideaway in the Woods

Tucked away between the hills of Reaboro Ontario, this 175+ year old pioneer log cabin has been brought back to life with the comfort of all new modern amenities, while still keeping the rich historic character of its past. The cabin homestead was crafted in 1847, before Canada was a country. With your significant other, family or friends, come cozy up to the fire, soak in the hot tub and enjoy swimming in the spring fed pond. Board games and movies are provided for your entertainment.

Cottage in Kawartha Lakes

4.93 out of 5 average rating, 114 reviews

Ke's Rustic Retreat in Kawartha Lakes

WELCOME TO KE’S PLACE! This rustic, private, 4 season, lakefront cottage on Pigeon Lake features 3 bedrooms, 3 full/double sized beds, large bright living room with sleeper sectional, newly renovated kitchen, updated bathroom, private dock, indoor fireplace, enclosed patio room, outdoor fire pit, and large yard for games and more. Located approximately 1.5 hours from Toronto, this cottage is the perfect place for families and friends to escape the hustle and bustle, relax and unwind.

4.97 out of 5 average rating, 175 reviews

Apartment in Port Perry

Modern Lakefront Apartment

Modern, Private self contained apartment with use of Kayak and Canoe. One bedroom/queen bed, located in our home on the lower level. Our home sits on 1/2 acre property on the shores of Lake Scugog. If you are looking to relax and enjoy nature and peace and quiet then this place is for you. This is NOT a party place and sorry NO PETS/children. Seasonal items: Canoe, Kayak, outdoor furniture may not be available for use if your booking early spring or end of Sept/Oct.

4.9 out of 5 average rating, 229 reviews

Dome in East Gwillimbury

Deerleap Glamping Dome

Located close to the city, our four-season glamping dome offers a peaceful and unique escape. In winter, the snow-covered landscape creates a magical scene, while inside, the wood pellet stove keeps the dome exceptionally warm and cozy. Nestled on 10 acres of picturesque land and a stunning pond view, Enjoy everything you need—from upscale sanitary facilities to fast Wi-Fi. Whether you’re celebrating a birthday, an anniversary, or simply seeking quiet time in nature.

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Other great vacation rentals in Cannington

4.89 out of 5 average rating, 56 reviews

Home in Washago

Waterfront Muskoka guest suite near Casino Rama

HediehRating, 5 stars3 days ago

Lisa was such an amazing host. At first, she helped us change the date of the booking very easily. After check-in, she stopped by to make sure we have everything we need. She brought a mosquito spray for my mom. The location is absolutely beautiful. Totally recommend staying at her place.

5 out of 5 average rating, 5 reviews

Bungalow in Georgina

Dave & Jenny’s Apartment.

JyotikaRating, 5 stars1 week ago

We had a wonderful stay! Everything was clean, well-maintained, and just perfect. We really enjoyed our time here. The hosts were kind, responsive, and made us feel completely at home. The backyard was so cool and beautiful — it really added to the experience. Would definitely love to come back again!

5 out of 5 average rating, 37 reviews

Condo in Fenelon Falls

Luxurious 2 Bedroom Penthouse - Fenelon Falls

NoraRating, 5 stars1 week ago

Thank you for sharing this great condo with us, Jeff! This is rapidly becoming our home away from home, it is an immaculate, very comfortable and well appointed condo. Have already booked again!

4.97 out of 5 average rating, 39 reviews

Cottage in Sebright

Tranquil Private Lakefront Cottage Haven

FarhanRating, 5 stars4 days ago

Cannot recommend this cottage enough! Had a great time with my family, the apartment was fantastic, and the view was better than I could’ve imagined. 10/10 would recommend!

4.89 out of 5 average rating, 27 reviews

Cottage in Brock

Unique waterfront Cottage -1.5 hours from T0

DerrickRating, 5 stars9 months ago

We had a great time at Todd's place. Julie and Todd were both easy to reach and helpful whenever we had questions! The location is beautiful and there was a lot to do around the area! would recommend!!

Home in Kirkfield

5 out of 5 average rating, 3 reviews

Life is Better at the Cottage

JaldeepRating, 5 stars1 month ago

We had such a fantastic time at this Airbnb! It's evident that the hosts have created a truly special place. The rehabilitation is top-notch, with modern amenities and a lovely design. However, the real showstopper was the incredible scenery. It was the perfect backdrop for a relaxing and enjoyable stay. We can't wait to return and would highly recommend this gem to anyone looking for a perfect blend of comfort and captivating views.

4.98 out of 5 average rating, 54 reviews

Guesthouse in Uxbridge

Private Guest House Retreat

PoojaRating, 5 stars5 days ago

Victoria saved us last minute when our previous host stopped responding when we were at the property trying to check in. We found Victoria’s spot last minute and within minutes, she responded to ask us if needed anything additional during our stay. We were at her place 30 minutes later and it was spotless and exactly how the pictures look! I cannot thank Victoria enough for her hospitality and I definitely recommend her place if you’re considering booking it!