Vacation rentals with a pool in Ontario

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Ontario

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favourite

Dome in Bradford West Gwillimbury

4.98 out of 5 average rating, 216 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...

Apr. 17 – 24

$184 CAD per night

Guest favourite

Treehouse in Port Perry

4.98 out of 5 average rating, 533 reviews

Treehouse on private, isolated forest (300 acres)

You will feel like you're a thousand miles from Toronto. Your own private space with several ponds for swimming, gazebo, fire pits, running water, hot shower, mtn bike and hiking trails. With 300 acres at your door step, you can choose not to see another soul during your stay or venture to a nearby winery, restaurants, shopping, horse farms, golf courses or ski hills! We are just 1 hour from Toronto with easy access off the 407. We also have an amazing log cabin for rent on the same 300 acres.

Nov. 10 – 17

$513 CAD per night

Guest favourite

Villa in Toronto

4.94 out of 5 average rating, 116 reviews

➊ The One Toronto Villa - Indoor Pool&Tennis Court

The One is a unique luxurious private midle-century modern villa escape in the center of north Toronto. Having a stunning and spacious lawn for events and social gathering, this modern house is featured a thermostatic indoor swimming pool. Being inspired from a farmhouse building, the house offering a traditional touch on the vintage furniture and a rustic interior that gives a warm and cozy feelings. It is a great escape from the hustle and bustle of city life without going out of town.

Jan. 13 – 20

$1,381 CAD per night

Superhost

Chalet in Phelpston

4.88 out of 5 average rating, 283 reviews

Dream Home Oasis; 7 bedroom, Hot Tub Swimming Pool

Our place is perfectly situated on a radius of just minutes travel to lakes, beaches, ski hills, ATV's and snowmobile and hiking trails nearby. Near Horseshoe Valley, Wasaga Beach and the Muskokas, you have the convenience for a quick trip or choose not to leave our place that offers all the amenities of a perfect holiday oasis, a Solar Heated Swimming Pool for the summer and a Hot Tub all year long. In the middle of Nature, you have the quiet and secluded ability to appreciate it all.

Jan. 7 – 14

$899 CAD per night

Superhost

Tiny homes in Meaford

4.85 out of 5 average rating, 257 reviews

Tiny Home Nestled between Thornbury & Meaford

Tiny home situation 10 min to Thornbury and 10 min to Meaford, and 20 min from Blue Mountain Village, nestled a country/residential area. Has all the basic comforts including spacious 3 piece bathroom. Close drive to beaches and many hikes and cross country ski trails in the area. It is also a 15 minute drive from Beaver Valley Ski Club and a number of different cideries. Shared pool available for the summer months with possibilities of covid restrictions. INTERNET just upgraded!

Oct. 1 – 8

$139 CAD per night

Guest favourite

Chalet in The Blue Mountains

4.97 out of 5 average rating, 181 reviews

The White Cedar Chalet pool/free shuttle

The White Cedar Chalet For your perfect family vacation in Blue Fully stocked kitchen with lots of extras provided 🫖☕️🫙🍽🥂 🛌 5 comfy beds Lots of extra pillows, blankets, towels, cozy linens 🍼 Highchair, Pack n Play, toddler bed 🛀2 bathrooms including Whirlpool tub 🖥 2 TVs with Netflix, Prime, Disney+, Crave and Cable🍿 💻Fast internet, office nook 🚒Toys♟️games 🎲 Xbox 🎮 🔥Gas BBQ on the balcony 🔥Gas Fireplace 🚗Parking in shared lot NO. LCSTR20230000108

Aug. 10 – 17

$619 CAD per night

Guest favourite

Cottage in Consecon

4.95 out of 5 average rating, 196 reviews

Muskoka-Style Lakefront Cottage with Pool & Sauna

Welcome to your Prince Edward County getaway! Our Muskoka-style lakefront cottage with pool, sauna and hot tub was built in 2004. Perfect for families and very private, it comfortably sleeps 8 adults with additional room for children (10 years and under). Located on Consecon Lake, we are 15 mins from Wellington and close to over a dozen wineries. We've been Superhosts since 2017, and our family of five would love to host you and welcome you to our little slice of paradise.

Jan. 25 – Feb. 1

$802 CAD per night

Guest favourite

Cabin in Mono

4.94 out of 5 average rating, 273 reviews

The Trails Retreat (Private Cabin)

Beautifully renovated 2-story private hilltop cabin for romantic getaway, family stay or friends' retreat, experience a taste of the country together. Backed by forest and trails and set away from our family home and yoga studio, minutes to the Bruce Trail, Hockley Ski & Resort, and Mansfield Ski Club, enjoy total guest privacy & spectacular sunrises. Guests are welcome to share our heated pool in season:) Chef's creations and Private yoga and group classes available

Nov. 20 – 27

$260 CAD per night

Guest favourite

Cabin in Golden Lake

4.96 out of 5 average rating, 622 reviews

The Boathouse

Featured in Cottage Life "Tour this nautical cabin outside of Algonquin Park" you won’t find anything else quite like this tiny cottage on Golden Lakes. Designed for romantic getaways with that special someone, this gorgeous lakefront cabin is exactly what you need to leave behind the hustle and bustle of the city. As soon as you arrive, you will be greeted by the charming exterior and adorable balcony that will be the perfect place to enjoy your morning coffee.

Oct. 3 – 10

$254 CAD per night

Guest favourite

Cabin in Plantagenet

4.91 out of 5 average rating, 376 reviews

PERCHED CABIN at Mariposa Farm

The Perched cabin is one of our three cabins. We also have the Apple Tree and the Poplar cabin. This is glamping at its best. Window walls letting light into every side. A sleeping loft. Built with logs. Well equipped for cooking. Heated with woodstove - firewood included. In the middle of the forest. A lot of trails to enjoy. No neighbours. The perfect spot to unwind. We are farmers, a precise time of arrival is important. You are welcome to visit the farm.

Feb. 3 – 10

$165 CAD per night

Superhost

Farm stay in Marmora

4.84 out of 5 average rating, 130 reviews

Sleeps 28, Hot Tub, Pool - Waterfront Stay

Welcome to stunning Marmora Retreat! A unique and relaxing farmhouse for short-term stays, retreats and small events. Experience a fun and exciting farmhouse stay about 2 hours North of Toronto with lots of activities and attractions both on-site and off-site. Perfect for families looking to make the most of the season or other large groups. Our property is able to host up to 28 guests inside the Farmhouse, lakeside bunkie and Geo Dome.

Apr. 8 – 15

$1,253 CAD per night

Guest favourite

Apartment in Toronto

4.94 out of 5 average rating, 93 reviews

Stylish Condo + 1 Free Parking

Entire Home is yours! You will not be sharing this listing Brand new, professionally decorated condo in the heart of downtown Toronto and financial district. Floor to ceiling windows! Enjoy being steps away to everything Toronto has to offer including Entertainment District, Financial District, Rogers Centre, Ripley's Aquarium, and all tourist attractions! Professionally cleaned after every single guest!

Jun. 5 – 12

$376 CAD per night