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
4.97 out of 5 average rating, 498 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
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
5.0 out of 5 average rating, 227 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
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, 556 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 favorite
A tree house is nestled among tall trees, featuring a wooden structure with a balcony and staircase. Soft sunlight filters through the branches, highlighting the natural wood finish and the serene forest surroundings.
Treehouse in Port Perry
4.98 out of 5 average rating, 563 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.

Guest favorite
Cottage in Innisfil
4.91 out of 5 average rating, 285 reviews

Utopia villa and spa

Welcome to Utopia B&B, a peaceful retreat where lasting memories are created with family and friends. Just minutes from the beach, grocery stores, gas stations, and all everyday essentials. With so much to enjoy, you may never want to leave! Spend your day savoring good food by the fireplace, relaxing in the hot tub, unwinding in the sauna, and having fun in the game room. Indulge yourself with an unforgettable stay. : No smoking or eating in the hot tub. Any violation will result $500 fine.

Top guest favorite
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, 352 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 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
4.87 out of 5 average rating, 447 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
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
4.9 out of 5 average rating, 115 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.

Top guest favorite
Tiny home in Goderich
4.99 out of 5 average rating, 180 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 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
4.85 out of 5 average rating, 216 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, 305 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
An aerial view captures the charming cottage nestled among lush greenery. The property is surrounded by trees, with a glimpse of the clear water lake visible in the background, creating a tranquil natural setting.
Cottage in Tory Hill
4.98 out of 5 average rating, 157 reviews

Highland Bliss Gorgeous Lakefront Cottage& Hot Tub

Highland Bliss is perfect for romantic getaways, friends' weekend or family holidays. 2.5 hrs from GTA and 15 mins to downtown Haliburton for groceries, pharmacy, LCBO, and restaurants. Relax and recharge in our stylish, cozy space. Chill out in our brand-new Hot Tub. Take our "Stairway to Haven" to enjoy Long Lake where the water is clear and perfect for swimming, canoeing, kayaking or relaxing on the dock. Explore Haliburton Highlands. Find your "Bliss"

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