Holiday 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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Top guest favourite

Vibrant autumn foliage displays shades of yellow and orange surrounding a geodesic dome. A pathway of stone steps leads through a lawn covered in colorful leaves, creating a serene outdoor setting amidst lush greenery.

Dome in Bradford West Gwillimbury

4.97 out of 5 average rating, 490 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...

Top guest favourite

An outdoor pool area features a surrounding deck with wooden steps leading up to it. Bright blue water reflects the sky, and vibrant green grass borders the patio. Two red Adirondack chairs are placed nearby, complemented by lush trees and a distant green landscape.

Guest house in Orangeville

4.95 out of 5 average rating, 392 reviews

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Perfect for a getaway in the country. A bright, spacious, open-concept designer studio featuring beautiful rolling-hill vistas, queen bed, 3-piece bathroom, dedicated bbq, heat/AC plus a wood burning stove, wet bar with a Nespresso machine, deluxe counter-top oven & bar fridge and all new tennis court, laundry available upon request. Mono Cliffs, Boyne Valley, Hockley Valley Nature Reserve Prov. Parks & Mansfield Recreation Centre are minutes away. Ideal hiking, cycling, snowshoeing and xcsking.

Superhost

A spacious loft area features a cozy sleeping space with a large bed, complemented by a decorative light fixture overhead. A television is positioned for viewing, and natural light fills the area through multiple windows. A comfortable seating area and soft textures contribute to the serene environment.

Loft in Niagara-on-the-Lake

4.89 out of 5 average rating, 539 reviews

Luxury In The Heart Of Wine Country

Hidden along the shores of the Niagara River, Grayden Estate is nestled on a quiet dead end street in beautiful Queenston/Niagara on the Lake. A short drive to Old Town and within a few minute walk or bike to world class wineries, art galleries, farmers markets, hiking trails, parks and the waterfront, Grayden Estate is the ideal location for a peaceful quiet getaway for anyone looking to surrender to the simple living quiet life. Complimentary tour bikes are available for use. Lic # 112-2023

Guest favourite

Apartment in Innisfil

4.95 out of 5 average rating, 130 reviews

Luxury Beach Spa w/ Private Sauna & Oasis Patio!

Escape to the Beach at Friday Harbour Resort in our newest addition to our Spa Getaway Group of professionally designed suites that will take you to a luxury destination close to home! This stunning Miami Boho Beach Hotel type vibe suite is very spacious and boasts 3 fire elements (indoor & Out) and your own private in-suite Sauna! With 2 beds and 2 baths there is plenty of space for a couples, friends or family stay! Make memories that last a lifetime in our most unique experience suites!

Top guest favourite

A charming two-story cabin is nestled among lush greenery, with a pathway leading to the entrance. Tall trees and well-maintained hedges surround the home, creating a sense of privacy. Soft sunlight illuminates the cabin, enhancing its rustic appeal.

Cabin in Mono

4.95 out of 5 average rating, 343 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, minutes to the Bruce Trail, Hockley Ski & Golf Resort, Mansfield Ski Club and charming Orangeville. Enjoy total guest privacy & spectacular sunrises. Guests are welcome to share our heated pool in season:) Add a playful Yoga/Functional Movement class or chef's dinner to your stay!

Guest favourite

An aerial view reveals a modern chalet surrounded by lush greenery, providing a sense of privacy and seclusion. A spacious heated swimming pool is positioned adjacent to the home, complemented by a wooden deck and lounge chairs, blending harmoniously with the natural environment.

Home in Les Laurentides Regional County Municipality

4.9 out of 5 average rating, 102 reviews

Luxury Chalet, Cottage, Large Groups, Ski Hill

Welcome to Oslo Tremblant, where modern comfort meets the serenity of nature. Nestled in tranquility, this private haven is your perfect gateway for relaxation. Minutes from the ski hills in Mont Tremblant village. Immerse yourself in relaxation with a spacious, heated private swimming pool and hot tub. Create cherished memories around the inviting firepit beneath the starlit sky. Unwind on your private balcony, savoring morning coffee or a glass of wine while soaking in remarkable vistas.

Guest favourite

An aerial view of the tiny house surrounded by lush greenery and trees. The rustic wooden structure features a slanted red roof and an inviting porch area with seating. A clear view of the grassy land leads to the house, emphasizing its quaint and natural setting.

Tiny home in Meaford

4.86 out of 5 average rating, 435 reviews

Tiny Home Nestled between Thornbury & Meaford

Tinyhome situated 10 min to Thornbury and Meaford, and 20 min from Blue Mountain Village, nestled a country/residential area so it is quiet and dark at night. 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 heated pool available for the summer months. Window Aircon/pool opens end of May or June.

Top guest favourite

Tiny home in Goderich

4.99 out of 5 average rating, 166 reviews

By the Lake Studio Space w/ Gardens & Hot Tub/Pool

NOTE: these photos do not capture our recent upgrades. We think you'll be delighted! You’ll treasure your time at this memorable place in the heart of Goderich. We have designed the space to enjoy outdoor living but with all the indoor comforts for a beautiful nights sleep and a comfortable stay. We've topped it off with a heated pool and a woodfired hot tub for total relaxation. It's Glamping meets the Spa! All while just steps or pedals away from the beach and the downtown square.

Guest favourite

A loft area features a spacious bed adorned with decorative pillows and a soft throw. Large windows frame a scenic view of Lake Huron, allowing natural light to fill the wooden interior, highlighting the warm tones of the walls and floor.

Guest house in Lambton Shores

4.86 out of 5 average rating, 206 reviews

Bluecoast Bunkie on stunning Lake Huron.

Find Bluecoast Bunkie nestled in the trees on a cliff overlooking Lake Huron. Fall asleep to the sound of the waves lapping on the shores and wake up to the choir of birds singing while enjoying a cup of artisan coffee or tea on your private deck. Take a stroll down long stretches of shoreline, seldom visited by others. Lounge on the private beach or beside the indoor salt water pool. Finish the day on the lookout while witnessing the most spectacular sunsets this world has to offer.

Top guest favourite

Dome in MONT

4.96 out of 5 average rating, 280 reviews

Natural Spa: Dome, pool, hot tub, sauna & trails

The Meadow Dome is a private oasis surrounded by 98 acres of gorgeous nature you will have all to yourself. •NEW natural pool •Cedar cabin sauna •Chemical-free hot tub •Walking trails •Indoor fireplace •Outdoor fire pit Close to Algonquin Park Surrounded by thousands of lakes. Meadow Dome is an ideal spot if you want to unwind and enjoy nature at its finest. Meadow Dome is solar powered with wood heating and drinking water provided. There is a close by outhouse.

Top guest favourite

The modern chalet, surrounded by lush greenery, features a spacious outdoor deck with ample seating and a built-in jacuzzi. A second-floor patio gracefully extends from the upper level, offering additional seating under a clear sky, enhancing the connection to nature.

Chalet in Lac-Supérieur

4.97 out of 5 average rating, 327 reviews

Spahaus 126 - 15mins away from Mont-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.

Top guest favourite

A cottage is surrounded by vibrant red foliage, showcasing a blend of natural colors. The exterior features light wood siding and a tiled roof, with large glass doors leading to a patio area. Lattice work adorns parts of the structure, adding texture and visual interest.

Guest house in Delhi

4.97 out of 5 average rating, 179 reviews

R&R La Petite Rhineland Retreat

Nestled amidst a canopy of trees with a symphony of song, rests a petite cottage that offers a serene experience. This picturesque oasis is accented by a seasonal pool, private deck, and extensive landscaping adding to the air of tranquility. Whether visiting friends & family, exploring local sites or seeking a cozy little private setting for rest & relaxation, La Petite Rhineland Retreat is an impressive destination.