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 favorite

Dome in Bradford West Gwillimbury

4.98 out of 5 average rating, 214 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...

Oct 22 – 29

G$25,046 GYD per night

Guest favorite

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 24 – Dec 1

G$78,328 GYD per night

Guest favorite

Condo in Toronto

4.96 out of 5 average rating, 110 reviews

Modern Downtown Condo Free Parking/ Walk to Lake

A luxury condo overlooking the stunning city skyline. Bright open concept living space with a modern flare. Renovated with the latest appliances. Beauty-Rest Hotel Series Queen mattress and lots of closet space. Free Parking. Steps to the trendiest restaurants, bars, and clubs downtown as well as the CN Tower, Rogers Center, Exhibition Place, Beautiful Waterfront trails/bike paths, and more. 24/7 Self-Check in. Pool and gym access. Use your own Netflix/Prime account on the Samsung Smart TV.

Jul 4 – 11

G$63,333 GYD 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.

Apr 23 – 30

G$120,675 GYD per night

Superhost

Tiny home in Meaford

4.85 out of 5 average rating, 256 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!

Apr 1 – 8

G$20,804 GYD per night

Guest favorite

Chalet in The Blue Mountains

4.97 out of 5 average rating, 180 reviews

The White Cedar Chalet 2km to village/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

Jun 3 – 10

G$86,178 GYD per night

Guest favorite

Cottage in Consecon

4.95 out of 5 average rating, 194 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.

Feb 17 – 24

G$100,034 GYD per night

Guest favorite

Cabin in Mono

4.94 out of 5 average rating, 272 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

Jul 23 – 30

G$34,947 GYD per night

Guest favorite

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.

Sep 26 – Oct 3

G$37,374 GYD per night

Guest favorite

Cabin in Plantagenet

4.91 out of 5 average rating, 375 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.

Mar 6 – 13

G$24,589 GYD per night

Guest favorite

Chalet in Lac-Supérieur

4.98 out of 5 average rating, 251 reviews

Scandinavian Spahaus 126 - 15’ away from Tremblant

Chalet de type scandinave à Lac-Supérieur, Qc. CITQ# 300328 Situé à 300 mètres du magnifique Lac-Supérieur, ce Spahaus est une combinaison parfaite de la nature en raison de son emplacement en forêt et de sa modernité avec ses magnifiques espaces ouverts intérieurs, son jacuzzi extérieur, son sauna intérieur et bien plus encore! - Situé à 7 minutes de la station de ski Mont-Tremblant Versant nord. - Situé à 20 minutes du village Mont-Tremblant.

Jan 11 – 18

G$71,488 GYD per night

Guest favorite

Apartment in Toronto

4.83 out of 5 average rating, 103 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 2 – 9

G$57,507 GYD per night