Vacation rentals with a pool in Ontario

4.92 out of 5 average rating, 90 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

ShrutiRating, 5 stars1 week ago

We had a wonderful stay in this beautiful house. We booked it for a small get-together with our friends. The house is spacious and beautifully decorated. Jerry made sure everything was set up to make our stay comfortable. Although the pool wasn’t open during our visit, it’s definitely something we’re looking forward to next time. We are glad we chose this place. Thanks again for hosting us!

4.98 out of 5 average rating, 66 reviews

A spacious hot tub is featured, with water bubbling and small waterfalls creating a soothing ambiance. The surrounding deck is visible, providing a relaxing space for guests to enjoy. The exterior is made of warm wood tones, complementing the brick wall backdrop.

Home in Niagara Falls

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

LucasRating, 5 stars6 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.

4.86 out of 5 average rating, 87 reviews

A modern swimming pool area is surrounded by sunny greenery and features a large glass wall of the nearby building, giving a bright and open feel. Lounge chairs are positioned nearby, inviting relaxation by the water.

Condo in Oro

Hillside Haven: Serene Studio Retreat for 4

LindsayRating, 5 stars3 weeks ago

Vlad was a great host and provided detailed, easy-to-follow instructions to access the property. It was very clean and a peaceful vacation located near the Vetta spa which is amazing. Unfortunately, our stay was during a storm which caused us to lose power however, Vlad was understanding that we were unable to complete all the tasks when checking out (we lost prior the day prior). Overall it was a fantastic experience and I would stay here again!

5 out of 5 average rating, 9 reviews

Perfect Comfort 2 Bed ~ BBQ ~ Parking ~ Resort

ConradRating, 5 stars1 month ago

Franco and his team are lovely to deal with. They are extremely communicative and in a timely manner. The apartment is exactly “like” the pictures shown, warm, cozy and overall a very welcoming home. In addition, to having such a wonderful place to stay in, they have thought of every kitchen tool you may need during your stay, it’s great to have access to all these accessories. Thank you for the great stay, I would definitely recommend your place to anyone staying in the area.

4.93 out of 5 average rating, 234 reviews

Cottage in Consecon

Muskoka-Style Lakefront Cottage with Pool & Sauna

MohamedRating, 5 stars3 weeks ago

"Heather's place is an amazing getaway—immaculately clean, spacious, and perfectly situated right on the lake. The beautiful surroundings and well-equipped facilities make it ideal for a relaxing stay. It comfortably accommodates large groups, especially families with kids. Heather was incredibly responsive and helpful throughout our stay. We would definitely love to return!"

Cottage in Lambton Shores

A spacious backyard showcases a fenced-in heated pool surrounded by lounge chairs. Lush green grass covers the area, offering plenty of natural space. A cottage structure is visible to the left, harmonizing with the serene outdoor setting.

4.9 out of 5 average rating, 101 reviews

Family sized Cottage w/heated Pool, Firepit, A/C

MatthewRating, 5 stars7 months ago

The weekend was phenomenal, the amenities were fantastic and well-managed. The only downsides were that it was fairly apparent that the local bylaws greatly impacted the place with some unreasonable asks. For example, they required every tenant's name, age, phone, email and home address. Per the Short-Term Rental bylaw, only the number of tenants and adults for the Short-Term Rental are required. Outside of these couple of inconveniences, we had a great time and would definitely be back.

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 stars3 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.

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Chalets

Adventure-ready homes with après-ski style

Villas

Luxurious estates for the ultimate escape

Popular amenities for Ontario rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 25 reviews

A pristine in-ground pool is surrounded by a well-maintained patio and grassy area. The house features a modern exterior with a sloped roof and accessible steps leading to a deck adorned with planters. Sunlight reflects off the water, creating a calming ambiance.

Home in Orillia

Cute and Cozy House

MartinRating, 5 stars4 weeks ago

Anzhelika was a great host. She was very responsive and easy to communicate with. Her place was very nice and convenient for us as we were going to a show at Casino Rama. Would love to come back in the summer to enjoy the pool.

Superhost

Home in The Blue Mountains

4.89 out of 5 average rating, 218 reviews

Large 4 Br - 4.5 Bath; Sauna/Shuttle Bus/2 King bd

AliceRating, 5 stars4 days ago

It is a wonderful house, furnished in every detail, it offers many entertainments to have fun with your family. My children had a great time. The house is in a quiet and relaxing location surrounded by nature.

4.93 out of 5 average rating, 218 reviews

An outdoor pool is surrounded by a stone patio, featuring landscaping elements including flower beds and a small bush. Seating options are provided by chairs placed around the pool area, and a decorative birdbath is visible nearby.

Home in Port Perry

Home away from home with a hot tub and pool

LornaRating, 5 stars5 days ago

Had a great time at Angie's place! Everything was very clear, clean and easy—instructions were left out and amenities were provided. The hot tub was a great bonus to the weekend. We even had a delayed car picking us up, and Angie was very accommodating and understanding about letting us stay slightly longer while waiting for its arrival.

4.91 out of 5 average rating, 68 reviews

Home in Toronto

Toronto Pool Retreat

JessicaRating, 5 stars1 week ago

I enjoyed my stay and looking forwarding to staying here in the future . The home is fully equipped with everything you need . Felt like I was at home ☺️☺️

5 out of 5 average rating, 26 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

VincentRating, 5 stars2 months ago

We had a lovely stay at Sonja’s. We felt right at home. Sonja’s was incredibly helpful and proactive despite the on going snowstorm. Thanks again for everything Sonja, we will be coming back next time we visit Gatineau.

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 stars8 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.

Superhost

Home in Pickering

4.85 out of 5 average rating, 46 reviews

Toronto Vacation DecemberPromotion/Park/Zoo/Casino

Huy LongRating, 5 stars1 month ago

Great host! Great response time and services!

Home in Niagara-on-the-Lake

An in-ground swimming pool is surrounded by a spacious patio area featuring lounge chairs and an umbrella. Lush greenery and trees create a private atmosphere, while a pergola adds architectural interest. The pool reflects the blue sky, inviting relaxation and enjoyment.

4.96 out of 5 average rating, 24 reviews

Stunning 3 Bdrm for 6 Guests - In-Ground Pool NOTL

AmyRating, 5 stars7 months ago

We had a great stay at Shawn's house. The house was somehow even nicer in person than in the pictures. It was very clean and comfortable. We felt right at home and really enjoyed our time in Niagara-on-the-Lake. Would definitely come back!

Show all

Condo rentals with a pool

Condo in The Blue Mountains

4.98 out of 5 average rating, 151 reviews

Lovely 3 Bedroom Condo with Stunning View and Pool

SusanRating, 5 stars1 month ago

We have a wonderful time at Sabine's place, which was an ideal space in every way. It was beautiful, well laid out, and had everything we needed. Sabine was very responsive and accommodating. We would gladly go back when we are next at Blue Mountain.

4.9 out of 5 average rating, 538 reviews

An outdoor area is presented, featuring a heated swimming pool and a spa, surrounded by a stone patio. Lounge chairs are positioned nearby, and lush greenery surrounds the space, creating a serene atmosphere for relaxation and enjoyment.

Condo in Mont-Tremblant

Peaceful Modern Studio+Kitchen and Parking

GiacomoRating, 5 stars1 month ago

The apartment was exactly like described and super conveniently located. Vitali was very responsive, precise, and proactive with his communication. We had a great time, thank you!

Superhost

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

4.79 out of 5 average rating, 346 reviews

Perfectly located, cozy condo. Beautiful pool.

WayneRating, 5 stars1 month ago

Coralie was a great host and easy to communicate with. Place was as described. If you’re staying in the winter, bring your skates, there was a great skating rink very close by - walkable. Thanks for the stay!!

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, 139 reviews

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

DaveRating, 5 stars6 months ago

Kevin was a responsive and friendly host, and his place is clean and comfortable and very close to Friday Harbour. We loved the balcony for breakfast and coffee, and the condo itself was full of friendly folks. We can't wait to go back sometime!

4.9 out of 5 average rating, 31 reviews

A serene bedroom is illuminated by city lights visible through large windows. The bed is neatly made, and a dresser appears nearby. Beautifully draped curtains gently frame the view, enhancing the tranquil setting at night.

Condo in Toronto

Entire 2BR Condo Downtown + Skyline View + Parking

JordanRating, 5 stars2 weeks ago

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

4.92 out of 5 average rating, 339 reviews

Condo in Blue Mountains

2 Bedroom, 2 Level Condo on Blue Mountain!

JamesRating, 5 stars2 days ago

It was the best location in the village, and it was quiet and the sound of the stream was friendly. If you are skiing during the ski season, it would be very convenient because the bottom of the slope and the entrance to the building are in contact. The interior was clean and well-organized. Thanks, Richard.

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, 109 reviews

Exceptional 2+1 ground floor condo @Friday Harbour

ZoyaRating, 5 stars3 months ago

Apartment was even beyond our expectations. It was the most amazing place we have ever rented on New Year holidays. There were 6 people and the place was big and comfortable enough for everybody. Moreover, the apartment was extremely clean and had everything in it to live for short or long terms without any issues. The apartment is located in Friday Harbour which is the perfect place to live in. There are lots of shops, restaurants, a beautiful marina, pool , beach club nearby. We also went for skiing to Horseshoe resort, which took us approx 30 minutes to get there. Shai is a wonderful host, he was in touch during the entire period of our stay in his apartment. He left us a bottle of wine and chocolates as a present, it was so cute. Thank you so much for your attention and care. We will definitely rent your apartment again.

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.