Cannington Vacation Rentals

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Check prices for these dates

Tonight
Dec 16 - Dec 17
Tomorrow
Dec 17 - Dec 18
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

Our top choices for Cannington vacation rentals

Exterior
Modern luxury suite near historic downtown Port Perry

Vacation Home in Port Perry

Modern luxury suite near historic downtown Port Perry
9.6 out of 10, Exceptional, (8)
"Homeowner was extremely responsive and quick to answer questions.Location was perfect for us.Breakfast was delish!"
United States
Judith S.
The price is ￥20,827
￥29,132 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Modern luxury suite near historic downtown Port Perry
4 bedrooms, iron/ironing board, free WiFi, bed sheets
Luxury home

Vacation Home in Kawartha Lakes

Luxury home
7.6 out of 10, Good, (5)
" we had a great stay in this home. It was clean, the owner provided timely information, and the location was amazing. We would highly recommend this property to anyone looking for the perfect place to stay in"
Canada
Jaswinder d.
The price is ￥22,516
￥39,309 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Luxury home
Exterior
5 minutes from the lake! Brand new condo at Jackson's Point, Georgina

Condo in Georgina

5 minutes from the lake! Brand new condo at Jackson's Point, Georgina
9.8 out of 10, Exceptional, (7)
"Great location! Rental was clean and exactly as listed. "
Canada
Laura W.
The price is ￥22,516
￥40,709 total
includes taxes & fees
Dec 29 - Dec 30
5 minutes from the lake! Brand new condo at Jackson's Point, Georgina
Terrace/patio
Lakeside summer retreat at the Venice of Ontario

Cottage in Brechin

Lakeside summer retreat at the Venice of Ontario
2.0 star property
The price is ￥18,688
￥56,972 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Lakeside summer retreat at the Venice of Ontario
Terrace/patio
Lakefront Cottage w/Hot Tub, BBQ Grill, Patio, Fire Pit, Dock, Sauna, Fire Place

Vacation Home in Beaverton

Lakefront Cottage w/Hot Tub, BBQ Grill, Patio, Fire Pit, Dock, Sauna, Fire Place
9.4 out of 10, Exceptional, (30)
"Our stay was amazing! Wish we couldve stayed longer. A lot of rooms too!"
United States
k
The price is ￥39,597
￥87,700 total
includes taxes & fees
Dec 17 - Dec 18
Lakefront Cottage w/Hot Tub, BBQ Grill, Patio, Fire Pit, Dock, Sauna, Fire Place
Property grounds
Scugog Island- Lake access!! 4-bedroom house in charming Port Perry fitness room

Vacation Home in Port Perry

Scugog Island- Lake access!! 4-bedroom house in charming Port Perry fitness room
2.0 star property
The price is ￥45,032
￥69,078 total
includes taxes & fees
Dec 20 - Dec 21
Scugog Island- Lake access!! 4-bedroom house in charming Port Perry fitness room
Terrace/patio
Cozy Private Waterfront Cottage at Lake Simcoe

Cottage in Beaverton

Cozy Private Waterfront Cottage at Lake Simcoe
10.0 out of 10, Exceptional, (5)
"Beautiful views! The patio is outstanding!"
Canada
Scott E.
The price is ￥61,356
￥115,511 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Cozy Private Waterfront Cottage at Lake Simcoe
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cannington Hotel Reviews

Great Blue Heron Hotel

Great Blue Heron Hotel

10/10 Excellent
"Staff was very helpful"
KEVIN 3-night trip
Posted 3 days ago
Great Blue Heron Hotel

Find out more about Cannington

Search for holiday rentals in Cannington on Expedia! You can easily find your home rentals, villas, holiday apartments in Cannington using one of the methods below:

  • View our selection of featured holiday rentals in Cannington
  • Use the map to find apartments and other holiday homes in the Cannington neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Cannington while they last

Look no further and take a look at our great range of rental properties in Cannington!

Frequently asked questions

Can I find vacation rentals in Cannington?

Yes, there are vacation rentals close to the most popular attractions in Cannington, or you can go with a more secluded option if you want a relaxing place to stay.

What are some of the best vacation rentals that Cannington has to offer?

Lakefront Cottage w/Hot Tub, BBQ Grill, Patio, Fire Pit, Dock, Sauna, Fire Place: This vacation home rental near Cannington offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the hot tub in this rental home to help you unwind.

What’s there to see and do in Cannington?

Explore the area and family-friendly sights such as Lindsay 500 Go Karts, or get out into nature at a spot like Sibbald Point Provincial Park. In the larger area, you’ll find Brock Libraries - Cannington Branch and Lindsay Square Mall.

What’s a vacation rental in Cannington like?

A vacation rental is a private property you can book for a few weeks or just a few days in Cannington. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a family trip or a small group gathering.