Vacation rentals in Cannington

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Top-rated vacation rentals in Cannington

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favourite
A charming porch is framed by tall white columns, featuring decorative brackets. Lush hanging ferns add greenery to the space. Two benches are positioned along the porch, located on a blue-painted wooden floor, inviting relaxation in the sun.
Home in Uxbridge
5 out of 5 average rating, 41 reviews

The Uxbridge Inn

Comfortable beds. Fully functioning Kitchen. 5G Internet. Unit 11-Owner's Suite In the heart of Uxbridge, walking distance or a short drive to all the amazing offerings of this Historic Town. Canada's Trail Capital. Be among the few who can boast, they have slept in a $7,000 Palais Royale from Sleep Country. With 2 Kingsdown beds to choose from, your perfect sleep awaits you. We offer cooking classes, Ice Cream making courses, or a private chef. Come be pampered or just relax in quite peace.

Guest favourite
The image captures a compact bedroom featuring a spacious bed dressed in a patterned burgundy cover. A comfortable rocking chair sits beside the bed. In the background, light filters through a window covered with sheer curtains, and wooden cabinetry offers additional storage.
Home in North York
4.82 out of 5 average rating, 11 reviews

Private Bedroom, Bathroom, Kitchen -Basement Apt

Take a break and unwind at this peaceful oasis. This is a rare gem as the bedroom, bathroom and kitchen are all private, for an affordable price. It is very simple and some of our personal belongings are in the space but we keep the price low to make up for it. Most rentals in this area of Toronto have shared bathroom or kitchen or are very expensive. Within walking distance to Parkway Mall. 5 minute drive to the 401 or DVP which will take you to downtown Toronto in 25 minutes (if no traffic).

Top guest favourite
The tiny home features a covered deck with a red umbrella, offering outdoor seating for relaxation. Lush green grass surrounds the structure, enhancing the sense of privacy. Large windows provide natural light, complementing the modern black exterior.
Tiny homes in Beaverton
4.99 out of 5 average rating, 112 reviews

Riches Retreat*See description for Special Offers!

Beautiful newly built Tiny Home on a large part of private property with its own driveway & parking. Very secluded with large yard in front, hosting many type of birds, squirrels and rabbits to watch. Perfect setting & space to have a peaceful, relaxing getaway. You'll have a feel of privacy & be comfortable. Great place to unwind, have fun or even catch up on work with no distractions! Well equipped kitchen for cooking & BBQ on deck. Parking for 3 vehicles plus space with a small/med trailer.

Guest favourite
A backyard view features a grassy area with stone pathway leading to a dark exterior cottage. Outdoor furniture, including a dining table and chairs, is situated nearby. Large windows offer glimpses of the serene environment, with a barbecue grill positioned to the side.
Bungalow in Georgina
4.81 out of 5 average rating, 107 reviews

Lake Simcoe Retreat

Holiday retreat on Lake Simcoe with Sunset view. Front bedrooms and kitchen facing the river and Living room, Dining room, other rooms and open kitchen facing the Lake. You can enjoy the views from every part of the house. Totally renovated interior. High speed internet, a work space, Close to many world class family activities including Fishing, Hunting, Ice Fishing, Snowmobiling. Conveniently located an hour from Toronto, closest small town 5 minutes drive and Sutton town 12 minutes drive.

Guest favourite
A light and airy living room features a recliner couch adorned with colorful pillows, complemented by an accent chair. A round coffee table sits at the center, and a large piece of abstract artwork adorns the wall, enhancing the modern aesthetic. Natural light filters through the windows.
Apartment in Lindsay
4.89 out of 5 average rating, 110 reviews

Modern 2-bed apt • Mins to Downtown with Balcony

Unwind in this beautifully renovated downtown 2nd floor apartment with high-speed internet, smart technology, self check-in, security cameras, coffee pods, air-conditioning, and more. Relax with clean and quality linens, watch Netflix on the recliner couch, or get some fresh air on the balcony. Make use of a fully equipped kitchen or take a walk downtown and try out a new restaurant. This central location is perfectly situated between Uptown and Downtown Linday for the utmost convenience.

Top guest favourite
Home in Nestleton Station
4.99 out of 5 average rating, 158 reviews

Retreat 82

Located just a little over an hour from Toronto, this cozy and unique lakefront cottage is the perfect place for a relaxing couples getaway. Offering private access to Lake Scugog with an oversized dock for you to take advantage of water activities, enjoy your morning coffee and watch some of the best sunsets on the lake. The cottage sits only 15 min. from the quaint town of Port Perry where you can go to enjoy its brewery, incredible cuisine, farmers markets, and picturesque Main Street.

Top guest favourite
The kitchen area features modern appliances including a stainless steel refrigerator and oven. A marble island is complemented by two metal bar stools. A woven wall hanging adds texture, and various kitchen items are neatly arranged, providing a functional and inviting space.
Apartment in Alcona
5 out of 5 average rating, 103 reviews

Spacious Apartment 5 Minute Walk to Innisfil Beach

Forget your worries in this bright, comfortable, second floor guest apartment just a short walk to Lake Simcoe & Innisfil Beach Park! Enjoy all the comforts of home in this beautiful space with high ceilings and lots of natural light. It's perfect for all seasons, and both long & short stays. We are an hour from Toronto, 20 minutes from Barrie, 30 minutes from Vetta Nordic Spa, 15 minutes from Three Feathers Terrace Event Venue &15 minutes from Friday Harbour Resort! NO CLEANING FEES!

Top guest favourite
A cabin entrance is framed by tall trees, with wooden steps leading up to a doorway. The cabin combines natural elements with modern design, featuring a blend of wood and metal materials. A person approaches the entrance, creating a welcoming scene in a secluded forest setting.
Cabin in Georgina
4.97 out of 5 average rating, 115 reviews

Mill Pond Cabin, Nordic Cabin w/ Sauna + Hot-tub

Welcome to your next weekend retreat, or work from home during the week in a private nature focused environment with amazing wellness amenities. From the cedar Sauna and hot tub, game corner and indoor gas fireplace- we have your relaxation and entertainment covered. Host your dream dinner party with our gas range stove, pellet smoker and BBQ to choose from. You'll be sounded by cedar forest on all sides on our private road, just 1hr N-E of downtown TO. Ideal for groups of 2-3 couples

Top guest favourite
A spacious living area features a variety of seating options, including a cozy couch and rocking chairs. Large windows allow natural light to enter, illuminating the lush indoor plants. Decorative rugs and artwork add character to the eclectic decor, creating a relaxed atmosphere.
Farm stay in Uxbridge
4.98 out of 5 average rating, 266 reviews

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, 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.

Guest favourite
The tiny home features a modern, triangular roof design with wooden siding. Large windows provide ample natural light, while the porch showcases a small outdoor dining area with a table and chairs. Surrounding greenery enhances the cabin's serene setting.
Tiny homes in Reaboro
4.84 out of 5 average rating, 253 reviews

Cederträ Cabin

Cederträ Cabin is a luxurious off grid tiny home, inspired by Scandinavian architecture and carefully designed for a couples getaway. The cabin is tucked away in the woods of the tiny town, Reaboro Ontario and features a wood fired sauna, fire pit, outdoor dinning on the porch and much more! During any season of the year, this cabins surroundings will stun you. It is remote enough for peace but close enough to town for essentials.

Superhost
A two-story house with blue siding is illuminated under a twilight sky. Surrounding lighting enhances the outdoor patio area, which features stone paving. The landscape includes fallen leaves, creating a cozy atmosphere as the day transitions to night.
Farm stay in Brock
4.74 out of 5 average rating, 31 reviews

3BR/2BA Luxurious Getaway / Peaceful and natural

Get away from it all when you stay under the stars at this family friendly house located on a private farm. A newly renovated home with modern amenities in a rustic surrounding. Enjoy games and great meals inside or on the large patio. Lots of space for the whole family (including your furry friends) on the open land. Perfect for long walks, sports or just enjoying the sunrise or sunset.

Guest favourite
The modern living area features a comfortable sofa with patterned cushions opposite a low-profile media console. A large flat-screen TV is mounted on the wall. Light filters in through expansive glass windows, which lead to a balcony that offers a view of outdoor seating and greenery.
Condo in Innisfil
4.95 out of 5 average rating, 467 reviews

Lovely Open Concept Friday Harbor Resort Condo

This is a perfect getaway! Just bring a suitcase and enjoy! Only an hour from Toronto and minutes to Barrie with a resort feel. This condo has a great location with a short walk to grocery store, restaurants, marina etc. → Approx. 700ft² / 65m² of space → Highspeed WIFI! → Beach access → Parking for 1 vehicle → In-unit washer + dryer → Fully equipped kitchen

Popular amenities for Cannington vacation rentals

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