Vacation rentals in Cannington

Dome in Bradford West Gwillimbury

4.96 out of 5 average rating, 380 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...

4.96 out of 5 average rating, 142 reviews

Guesthouse in Uxbridge

Guesthouse in nature mins to Durham trails & Spa!

Relax and unwind at this peaceful and private guesthouse situated on 25 acres of forest. We are family friendly and invite you to roam the land and visit our resident ducks! If you are feeling more adventurous, enjoy a hike on our private onsite trail or on one of the many local trails within walking distance in the Trail Capital of Canada! Later we'll get the Woodstove lit for you (Dec - Feb). Catch up on your fav programs with Roku TV. Enjoy the therapeutic rainfall shower guests rave about!

Guest suite in Port Perry

4.88 out of 5 average rating, 203 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, 102 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, 174 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, 604 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.

4.86 out of 5 average rating, 302 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, 112 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.

4.89 out of 5 average rating, 226 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.

4.97 out of 5 average rating, 175 reviews

Apartment in Port Perry

Modern Lakefront Apartment

Modern, Private self contained apartment. 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.

4.91 out of 5 average rating, 351 reviews

Cabin in Tory Hill

The Nest on Irondale River in Geocaching Capital

The Nest is a one room cabin with a screened in porch. There is a queen bed with sheets, queen pillows and comforter. Relax by the river or take out a kayak and paddle upstream to the rapids. After a BBQ dinner, enjoy smores at the large campfire pit. Meander the trails throughout the property and just be. Everything is here for a simple but soul restoring getaway. There is no shower and the toilet is in an outhouse.

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Other great vacation rentals in Cannington

4.96 out of 5 average rating, 28 reviews

Chalet in Kawartha Lakes

Beautiful view by the lake.

DeniseRating, 5 stars2 days ago

Thank you so much for the attention Ring and his wife gave to us as they welcomed us and made us feel right at home. They kindly brought a little heater for my Mom who was feeling chilly. They responded very quickly and helped us in anyway we needed. I would highly recommend this place.

5 out of 5 average rating, 25 reviews

Tiny home in Bobcaygeon

Tiny Gem Perched on Nogies Creek!

AnastasiaRating, 5 stars2 weeks ago

We had such a great time staying here! The place has everything you need for a great glamping experience, including a very comfortable bed. Felt very peaceful and private, with such beautiful views. The perfect weekend getaway!

Cottage in Kawartha Lakes

4.99 out of 5 average rating, 76 reviews

Kawartha Lakeside Haven

FatmaRating, 5 stars1 week ago

The house was spotless and the garden was absolutely lovely. Both we and our dog had a wonderful time during our stay. We always bring our own sheets to Airbnb stays, but we couldn’t help noticing how fresh and clean the ones here smelled — that was a really nice touch. Many of the things we brought with us were already available in the house, which made everything so convenient. Hot water was always available, which made our stay even more comfortable. The garden was peaceful, filled only with the sounds of birds and frogs — it was truly relaxing to just listen to nature. Getting away from Toronto for a few days was exactly what we needed. Before we arrived, Dylan had kindly left firewood out in the yard for us — that was such a thoughtful gesture and we really appreciated it. As a suggestion, the double bed could use some improvement — it wasn’t very comfortable. Also, the mosquitoes were really intense; despite using repellent, we were bitten all over. It seems like it’s their br

4.89 out of 5 average rating, 54 reviews

Home in Washago

Waterfront Muskoka guest suite near Casino Rama

SavannahRating, 5 stars2 days ago

Had a lovely stay! Lisa was so accommodating! Beautiful location.

5 out of 5 average rating, 4 reviews

Bungalow in Georgina

Dave & Jenny’s Apartment.

JyotikaRating, 5 stars3 days 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, 36 reviews

Condo in Fenelon Falls

Luxurious 2 Bedroom Penthouse - Fenelon Falls

LauraRating, 5 stars4 weeks ago

Fantastic needed weekend away. We loved the place and little add ons for us. The condo was immaculate. Would absolutely rent again.

4.71 out of 5 average rating, 72 reviews

Home in Georgina

Melody’s Waterfront Cottage

DhrubanilRating, 5 stars4 weeks ago

A perfect place to relax, spend some lazy hours, walk in the park, watch beautiful sunset. Special thanks to Melody for accommodating our request. Clear instructions, smooth check-in. Scenic surrounding, very quiet and peaceful, enjoyed every bit of it. Definitely recommended.