
Holiday 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.

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...

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.

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

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.

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!

Ultimate Georgian Bay Vacation Getaway
Come and stay at our beautifully renovated *all-season* beachfront cottage and enjoy a breathtaking panoramic view of Georgian Bay! You'll discover the cottage sitting atop a sand dune, right on one of the most stunning freshwater beaches in the world. This rare location hosts a private covered deck hovering over the white sand, in a beach house closer to the bay than anywhere else around! Summer guests also enjoy use of a heated salt water pool and large resort deck created by Paul Lafrance.

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!

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.

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.

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.

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.

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"
Popular amenities for Ontario rentals with a pool
House rentals with a pool

Luxury Oasis with Hot Tub/Pool

Indoor pool, hottub & video game room, near beach

Luxury Chalet, Cottage, Large Groups, Ski Hill

Luxury 4BR: 365 Days Open- Heated Pool & Hot Tub

Elegant NOTL Retreat • Swiming Pool •Spacious Deck

Ravine Paradise ! heated pool and hot tub!

Ultimate Gamers Retreat, Arcade, pool & Hot Tub

The Old Stone Farmhouse with Hot Tub & Heated Pool
Apartment rentals with a pool

*Blue Mountain Village* Pool, Hot Tub, WalkToBlue

Stunning 1BR w Pool ~ Free Parking & Self Check-In

Your Home Away from Home in Beautiful Huntsville!

Balcony · Lake Superieur view · Coffee · Fireplace

Lakefront, Mountain View - 2 Bedrooms Resort Suite

Northern Peaks | Pool & Shuttle to the Village

Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom

The Blue Mountain's Dream Escape | Pool | Hot Tub
Other holiday rentals with a pool

Cottage on 5 Private Acres, Heated Pool & Hot Tub

Waterfront Treehouse

Lakefront Getaway-Kayaks • Canoe •Algonquin Pass

Lakefront Chalet• Kayaks •Canoe •Algonquin Pass

4 Bedroom Water's Edge Oasis with Salt Water Pool

Lakefront Cottage with Pool, Hot Tub & Sauna

Riverside Retreat w Hot Tub, Pool & Sauna in Elora

The Fox's Retreat - A Cozy Cabin for Two
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