Vacation rentals with a pool in Ontario

Dome in Bradford West Gwillimbury

A spacious backyard is highlighted by a fenced swimming pool surrounded by lounge chairs. A well-maintained lawn features picnic tables and outdoor recreational areas, with trees in the background reflecting fall colors under a partly cloudy sky.

4.97 out of 5 average rating, 373 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...

Guesthouse in Orangeville

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.

4.95 out of 5 average rating, 353 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.

Loft in Niagara-on-the-Lake

A private outdoor pool is set within a serene backyard, surrounded by lush greenery and a wooden fence. The water is clear, reflecting the sunlight. A short pathway leads to steps entering the pool, and lounge areas are visible nearby.

4.89 out of 5 average rating, 403 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

4.96 out of 5 average rating, 189 reviews

The cozy interior of the Meadow Dome features a brown leather sofa and a stylish armchair positioned on a soft area rug. A wood stove is situated beside a stack of firewood, while a large window provides natural light and views of the outdoor surroundings.

Dome in MONT

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, without chlorine •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.

4.8 out of 5 average rating, 230 reviews

Cottage in Val-des-Bois

The Pearl, Luxury Chalet, par HMS Découverte.

Your Perfect Luxurious Cottage getaway only one hour away from Nation's Capital Ottawa. Very private Luxury filled cottage overlooking a beautiful Bay on the Du Lièvre river. (Pool closes in Oct and opens in May for the season ) Take a dip either in the clear lake or in the in-ground swimming pool to relax after a way of fishing from the 40ft dock with Tiki Hut on the lake. 2kayaks and 1canoe included. This is your perfect spot to watch the sunset and relax by the pool or lake. CITQ303015

4.99 out of 5 average rating, 113 reviews

A spacious wooden deck is surrounded by lush trees, featuring a hot tub and a cold plunge pool. Comfortable seating arrangements are positioned nearby, with soft pillows enhancing relaxation. String lights are present, providing gentle illumination for evening enjoyment.

Cabin in Low

The Darlington Chalet

The Darlington will charm you with its bright south facing windows surrounded by dense trees. Relax by the wood stove after a day of skiing, hiking or paddling in the lakes of the Gatineau hills, or soak in the hot tub as you gaze into the forest. Show off your culinary skills in our well-equipped kitchen or enjoy a drink at the outdoor fire pit. Whether you spent the day being active or relaxing with a good book, at night snuggle up and stretch out your legs in the luxurious King size bed.

4.87 out of 5 average rating, 349 reviews

A shared heated pool is surrounded by a spacious lawn, featuring lounge chairs and a gazebo for shade. The pool area is bordered by trees and is nestled in a countryside setting with a view of nearby fields.

Tiny home in Meaford

Tiny Home Nestled between Thornbury & Meaford

Tiny home situation 10 min to Thornbury and 10 min to Meaford, and 20 min from Blue Mountain Village, nestled a country/residential area. 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. INTERNET just upgraded! Window Aircon/pool opens end of May or June.

4.97 out of 5 average rating, 107 reviews

Cottage in Tiny

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.

Guesthouse in Lambton Shores

4.88 out of 5 average rating, 146 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 sandy 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.

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.

5 out of 5 average rating, 142 reviews

Fire & Ice Spa w/ Private Sauna!

Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh, unwind and rejuvenate in your very own 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! We know you will enjoy your stay and love the outdoor elements AND the indoor ones too!

4.97 out of 5 average rating, 140 reviews

An outdoor area is showcased, featuring a spacious pool with clear waters, surrounded by a concrete patio. Loungers are positioned nearby, alongside a hot tub, while patio furniture offers space for relaxation. Lush greenery adds a natural touch to the private retreat.

Tiny home in London

Newly Built Cabana Home! Pool + Hot Tub!

Enjoy an enchanting stay in this newly built cabana tiny home. Everything is freshly constructed and designed to ensure you relax and unwind. At almost 500 sq feet, the 4 season cabana is a perfect blend of modern and cozy and resides in a premium neighbourhood away from many of the safety concerns that may come with the city's core. The cabana, hottub, pool and backyard will be exclusively yours during your stay which equals privacy for you. Downtown London is a quick 15-20 minute drive.

4.88 out of 5 average rating, 110 reviews

Cabin in Fergus

Luxury Oasis!! Heated Pool☆Sauna ☆Hot tub☆4Patios

Featured in Forbes "5 Charming Towns In Ontario" A cottage which has more to offer than a resort. Be it Summer or Winter! Indulge in the longest waterfront view you've ever seen from a cottage, nestled atop a hill. With an array of luxurious amenities, including heated pool, sauna, hot tub, gym, outdoor kitchen, fire pit, and multiple patios, this retreat exceeds all expectations. 4 family rooms, offices, a chef's kitchen, 10-person dining area, your every need is catered to.

Vacation rentals for every style

Get the amount of space that is right for you

Bungalows

Intimate homes. inviting architecture

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Ontario rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.92 out of 5 average rating, 92 reviews

A serene outdoor space features a sparkling pool surrounded by a mix of greenery, including a neatly trimmed tree and ornamental stones. A wooden fence provides privacy, while decorative white stones add a clean touch to the pool area.

Home in Barrie

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

TessaRating, 5 stars3 weeks ago

Jerry was very accommodating and fixed any issues promptly. The place is very nice and comfortable for multiple people ….there is space for all. Kitchen has everything you need to cook. Would stay here again for sure. Thank you Jerry,

4.78 out of 5 average rating, 111 reviews

An above-ground pool is surrounded by a wooden deck featuring a built-in seating area. The clear blue water of the pool is visible, and lush greenery is seen in the background, creating a serene outdoor space ideal for relaxation.

Home in Ottawa

Entire 9 person house with Exercise equipment

AshleyRating, 5 stars3 days ago

We had a great stay! The place was clean, comfortable, and exactly what we needed for our time there. Check-in was smooth, everything was as described, and the host was easy to communicate with. Would definitely stay again—thanks for a great experience!

Home in Niagara-on-the-Lake

A private backyard pool is surrounded by a secure black fence, offering safety and tranquility. Lush green trees provide shade, with a modest shed visible in the background. The pool area is framed by a well-maintained lawn, creating an inviting outdoor space.

4.89 out of 5 average rating, 82 reviews

Wine country Cottage 15 min drive to old Town NOTL

GurjotRating, 5 stars4 days ago

Paul and Jing were amazing hosts, the space was beautiful and we had a really good night. They made everything about the stay easy and definitely recommend.

5 out of 5 average rating, 28 reviews

A covered outdoor seating area features a table and several chairs, positioned on a wooden deck overlooking a pool. The pool is surrounded by a white railing and is framed by lush greenery, creating a serene outdoor space.

Home in Gatineau

Beautiful home with pool - maison avec piscine

BlandineRating, 5 stars2 weeks ago

Everything was perfect We really enjoyed staying The communication with Sonja was perfect Only the pool that we wished to enjoy but it was still closed But we will come back for it Thank you Sonja

5 out of 5 average rating, 17 reviews

A private backyard features a sparkling pool surrounded by a spacious patio. A large dining table with bright green chairs is shaded by a vibrant umbrella. Grassy areas and tall trees offer a serene, enclosed atmosphere, enhancing the outdoor living experience.

Home in Mississauga

Family Oasis with Pool and Hot Tub

SallyRating, 5 stars9 months ago

We had a wonderful 11 day stay at Caitlin’s. Extremely well appointed in terms of comfort and amenities (you could quite easily just enjoy the beautiful backyard and stay home). House was very spacious and, if you are travelling with children, Caitlin had lots of games, books and toys for their entertainment. As a multigenerational group we all enjoyed our stay and very much hope we can return very soon. Caitlin is an excellent host who takes her guests’ needs and comfort very seriously.

4.83 out of 5 average rating, 48 reviews

Home in Pickering

Toronto Vacation Pool/Park/Zoo/Casino

SamanRating, 5 stars1 month ago

The accommodation was fantastic, and the hostess was very friendly and always responded quickly. I can recommend this accommodation.

4.99 out of 5 average rating, 67 reviews

An outdoor area features a heated underground pool surrounded by a spacious patio. Multiple lounge chairs are arranged for guest comfort, with a large blue inflatable along the poolside. A privacy fence and trees are visible in the background, creating a serene environment.

Home in Niagara Falls

whole house with Hot tub. 5 min walk(attractions)

LucasRating, 5 stars7 months ago

Great place for our family of 7. Loved the place and will stay again if we are in the area. Very close to everything we walked to everything the 5 days we were there. Kids loved the pool and hot tub! He always answered right away when we had questions. Overall Very nice house and guy.

5 out of 5 average rating, 33 reviews

A spacious wooden deck features comfortable seating with decorative cushions, offering a cozy area for relaxation. In the background, a blue swimming pool reflects the surrounding greenery, complemented by a wooden play structure amidst the lush garden.

Home in Ottawa

Family & Friends Gathering Place w/ Pool + Hot tub

MeghanRating, 5 stars4 months ago

From the moment I inquired about their house, they were very responsive and accommodating to our needs. We had a prolonged stay to watch World Juniors hockey and had two families staying at the house. It was great that the basement had two bedrooms and a full bath with their own living room. It helps to have your own space sometimes! Every amenity and kitchen tool you can think of was available. The hot tub was a great addition after we booked! Everything was clean when we got there and very easy to checkin. The craft room was a great feature! There was a great selection of games to choose from as well! Would highly recommend staying here again. Thank you for sharing your home with us.

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Condo rentals with a pool

Condo in The Blue Mountains

4.98 out of 5 average rating, 156 reviews

Lovely 3 Bedroom Condo with Stunning View and Pool

CelesteRating, 5 stars2 weeks ago

Our group loves Sabine’s lovely condo. It is very clear, bright and beautiful. Have everything equipped. We will definitely come back! Thanks Sabine.

4.8 out of 5 average rating, 348 reviews

A well-maintained swimming pool is set within a landscaped area, featuring elegant stone coping and steps for entry. Surrounding greenery provides a natural backdrop, while lounge chairs are arranged neatly along the pool's edge. A secure fence ensures privacy and safety.

Condo in Mont-Tremblant

Perfectly located, cozy condo. Beautiful pool.

AgatheRating, 5 stars3 weeks ago

We only stayed one night in Coraly's condo, but everything was perfect, well-equipped with very comfortable bedding and a quiet area.

A spacious courtyard features a tranquil pool surrounded by modern condominium buildings. Lush greenery enhances the area, while lounge chairs are positioned near the water. Bright blue skies and natural light create a cheerful atmosphere, ideal for relaxation and leisure activities.

4.89 out of 5 average rating, 141 reviews

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

BallyRating, 5 stars3 weeks ago

Kevin’s place was exceptionally clean and it made our stay very comfortable and relaxing. Everything was walking distance. We would highly recommend Kevin’s place.

4.77 out of 5 average rating, 35 reviews

A modern kitchen area features sleek cabinetry and stainless-steel appliances, with an illuminated bar counter offering seating for two. Large windows provide expansive views of the city skyline at dusk, as warm lights from distant buildings create a vibrant evening atmosphere.

Condo in Toronto

Entire 2BR Condo Downtown + Skyline View + Parking

JordanRating, 5 stars1 month ago

Great condo in a great location. Lovely view of Toronto. Walking distance to all amenities.

4.92 out of 5 average rating, 341 reviews

A modern living area is featured, showcasing a grey sofa and two armchairs. A coffee table sits in front of the seating arrangement, and a wall-mounted television is positioned above a linear fireplace. Natural light streams through large windows, illuminating the space.

Condo in Blue Mountains

2 Bedroom, 2 Level Condo on Blue Mountain!

Vijay BalajiRating, 5 stars1 month ago

Great place and fantastic hosts! We truly enjoyed our stay here. The sound of the stream was very relaxing when we sat out in the patio. The upper level has a nice view of the lake too!

An outdoor pool area features a modern design with lounge chairs positioned along the water's edge. A wooden pergola provides shaded seating. Surrounding greenery and contemporary building façades enhance the space, creating a relaxing setting for guests.

4.93 out of 5 average rating, 113 reviews

Exceptional 2+1 ground floor condo @Friday Harbour

Michella,BibianRating, 5 stars2 weeks ago

We had an amazing stay. Everyone loved it and enjoyed the house. Very welcoming and well done. There were board games etc, beds were very comfortable and he was the only one who provided early check after 10 am in check out after at 5 pm. That was so helpful and gave us more time together.

The image shows a private pool surrounded by modern architecture, with a spacious deck area composed of large stone tiles. Planters with greenery are positioned along the edges, enhancing the serene atmosphere. The pool features light blue water and is set against a backdrop of multi-story buildings.

4.94 out of 5 average rating, 115 reviews

Friday Harbour Luxury Condo Escape, Sleeps 4

SoniaRating, 5 stars8 months ago

My boyfriend and I stayed the weekend, it was a great location, Joe was very responsive and friendly! We had only 1 concern with the bbq that was not clean, but it has been handled with effectively. Overall space was very clean, it was easy to find kitchen supplies, and other items in the house! A great location with stores, restaurants at a walking distance, and other attractions within a 30 minute drive