Vacation rentals with a pool in Ontario

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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 favorite
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
4.96 out of 5 average rating, 476 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 favorite
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.
Guesthouse in Orangeville
4.96 out of 5 average rating, 386 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.

Guest favorite
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
4.9 out of 5 average rating, 530 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

Top guest favorite
A glass table is set on a balcony, featuring an ice bucket holding a bottle of sparkling wine, accompanied by two elegant glasses. Soft string lights provide gentle illumination, enhancing the cozy atmosphere. A potted plant adds a touch of greenery.
Condo in Innisfil
5 out of 5 average rating, 214 reviews

Fire & Ice Spa w/ Private Sauna!

Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh and unwind in your very own private spa experience which includes large infrared sauna, 3 indoor fireplaces and outdoor fire table. Kiss those winter blues away while you warm up in the most cozy suite, perfect for a romantic getaway. Every stay includes a bottle of bubbly to toast with the one who is most important to you! Make Fire & Ice your next vacation destination and reconnect in a most romantic, relaxing suite!

Guest favorite
The image features a diamond-shaped solar-heated swimming pool reflecting the soft colors of sunset. Comfortable blue lounge chairs are positioned nearby, overlooking a serene lake. The distant skyline can be faintly seen across the water, blending into the horizon.
Home in Hamilton
4.81 out of 5 average rating, 113 reviews

California Chic +Breathe +Unwind +Restore

Enter through the grand foyer with a winding staircase, pass the kitchen, and step into the relaxing backyard featuring an in-ground, diamond-shaped, solar-heated swimming pool and a stunning lake. The view of the lake is beautiful! The area is quiet and scenic, with the soothing sounds of the lake lulling you to sleep. You are just 30 minutes away from Niagara Falls and 1 hour from Toronto. On a clear day, you can even see the Toronto skyline. It's the perfect place for a group or family of 9.

Guest favorite
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, 429 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.

Guest favorite
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.
Guesthouse in Lambton Shores
4.86 out of 5 average rating, 198 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 favorite
Dome in MONT
4.97 out of 5 average rating, 276 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 favorite
Guesthouse in Breslau
4.97 out of 5 average rating, 208 reviews

House on the Hill

What makes The House unique? How about: - a year-round heated indoor pool & sauna - private 2-bedroom + loft guesthouse with private entrance - fully-equipped kitchen - homey living area with electric fireplace - 27 gorgeous acres with 2 ponds - private patio & BBQ There's so much more! Come join your hosts Frances & Rod and experience a country retreat in the middle of the city... all this within 5km to Waterloo Int'nl Airport & 15 min to tri-cities & 401.

Top guest favorite
Cabin in Golden Lake
4.95 out of 5 average rating, 564 reviews

Lakefront Getaway-Kayaks • Canoe •Algonquin Pass

Featured in Condé Nast Traveler "8 log cabins worth an air ticket" you won’t find anything else quite like this tiny cottage on Golden Lake. 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.

Top guest favorite
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, 325 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 favorite
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.
Guesthouse in Delhi
4.98 out of 5 average rating, 171 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.

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