Vacation rentals with a pool in Lake Ontario

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Lake 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

4.95 out of 5 average rating, 288 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...

Guest favorite

Guesthouse in Orangeville

4.95 out of 5 average rating, 344 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

Chalet in Consecon

4.93 out of 5 average rating, 105 reviews

A modern “County Creek House” in PEC (MT20211638)

The County Creek House is a 3,000 sq ft, 4 bedroom home perfect for your wine and farm-to-table PEC getaway. Perfectly situated mere minutes from more than 15 vineyards (3 in walking distance), 2 Provincial parks & beaches and the towns of Wellington and Bloomfield with all their gourmet and antique wonders. Whether coming as a group of friends or family, our County home has something for everyone. Enjoy the sun sets from the deck with a local glass of wine in hand. You won't want to leave!

Guest favorite

Loft in Niagara-on-the-Lake

4.9 out of 5 average rating, 324 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

Treehouse in Port Perry

4.98 out of 5 average rating, 553 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

Home in Prince Edward

4.95 out of 5 average rating, 176 reviews

The Old Stone Farmhouse with Hot Tub & Heated Pool

Renovated historic stone farmhouse located about 6km from both Picton and Bloomfield. Relax in the hot tub, swim in the pool, lay in the hammock or enjoy a campfire under the stars. Over 2 acres of beautiful country views to explore. However, we are still close enough to the action that you can get to Bloomfield, Picton or some of the biggest wineries by bike. Ideal for couples and small group getaways. Hot tub is operational year round. Pool is open beginning of June - end of September.

Guest favorite

Farm stay in Essa

4.99 out of 5 average rating, 163 reviews

The Schoolhouse

Kick back and relax in this calm, stylish space. This school portable turned into a modern guest home is situated on acreage boasting with gorgeous views of forests, fields, grazing animals and sunsets. In warmer months, cool off in the stock tank pool, play on the volleyball court, and enjoy meals on the deck accessed from the bedroom and main entry. Relax by the campfire, walk nearby trails, visit restaurants, markets and shops. Planning your wedding? Ask about our wedding package!

Guest favorite

Cabin in Mono

4.94 out of 5 average rating, 289 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:) Chef's creations and Private yoga and group classes available

Superhost

Villa in Niagara-on-the-Lake

4.85 out of 5 average rating, 110 reviews

Bright & Beautiful Villa with Pool

"The Shakespeare" blends modern and Scandinavian elegance, comfortably hosting 8 guests with thoughtfully spaced bedrooms for privacy, bright, open-concept living, and a saltwater pool in a secluded backyard. This villa is the perfect haven for a peaceful retreat with easy access to attractions, a short walk from Lake Ontario's sunsets, near the quaint downtown and top wineries, and 20 minutes from Niagara Falls. Pool Availability: Open mid-May -September License #: 052-2022

Guest favorite

Cottage in Consecon

4.93 out of 5 average rating, 217 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.

Guest favorite

Home in Toronto

4.99 out of 5 average rating, 118 reviews

Vacation Getaway:Heated Pool-Hottub Open 365 Days

Welcome to the Toronto Beach and to this century old home, right on the beach with a private pool and spa that is open year round. Explore local shops on the high street and swim, kayak (provided), volleyball, basketball and tennis courts right beside us. In winter, an outdoor ice rink (skates provided), cross-country ski trails (bring your own equipment) and lots of walking to be had. We decorate for for holidays, and the house has a real wood burning fireplace.

Guest favorite

Cabin in Hamilton

4.98 out of 5 average rating, 104 reviews

The Fox's Retreat - A Cozy Cabin for Two

Escape to this open concept cabin in Flamborough, Ontairo. Get to Flamborough Downs Casino and Racetrack, McMaster University, African Lion Safari, Valens and Christie's Conversation Areas, Westfield Heritage Village, and Dundas Waterfalls and multiple Golf Courses in under 15 minutes. Modern amenities provide all the comforts necessary for a relaxing stay, quiet remote work, or a unique space to get wedding ready.