Vacation rentals with a pool in Bracebridge

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Bracebridge

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Barrie

4.92 out of 5 average rating, 90 reviews

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

Our luxury home rental is located in one of the best neighborhoods in Barrie. Secluded neighborhood surrounded by forest. 5 min to HWY 400 8 min to Downtown Barrie 11 min to Snow Valley Ski resort 40 min to Blue Mountain & Wasaga Beach 25 min to Friday Harbor Resort Free WiFi-Cable & Parking Perfect home for families and large groups. Newly renovated home, with beautiful large outside area and swimming pool. Accommodates up to 9 guests. Pool open May 31 (Solar heated) Pool closes Sept.7

Superhost

Vacation home in Port McNicoll

4.9 out of 5 average rating, 10 reviews

Executive vacay, sauna, heated pool, hottub, lake!

In the cusp of the Georgian bay, this large, detached house is custom & newly built, equipped with a heated sports pool (hot tub open all year), 5 bedrooms, Big screen TVs, IPTV, bar, laundry, high speed internet, kitchens, BBQ, fire pit, sauna, Foosball, bikes +more amenities & areas to entertain. Close to epic trails, beaches, lakes, and all of Georgian bay's features-close to stores. Perfect for families or small groups. Mature, respectful crowd, NO PARTIES, Covid cleaning A+, pets ask :)

Superhost

Condo in Wasaga Beach

4.91 out of 5 average rating, 79 reviews

Wasaga Beach/WaterFront BeachHouse/ BBQ/AC/parking

Beachfront! Beachfront! Fabulous Airconditioned Beachfront Townhouse Condo in Wasaga Beach! Firepit/ Fireplace/ Free Wifi/ Free Parking/ 4 Beds in a 2-bedroom cozy townhouse steps from the sandy beaches of Wasaga. Clean and family-friendly complex with pool and beach perfect for summer vacation. Approx 1.5 hours drive from GTA area, and 20 minute drive to Collingwood, 30 Mins to Blue Mountain SKI Hills. ***Outdoor Pool OPEN NOW only available for guest use from Mid of May- September.

Guest favorite

Condo in Oro

4.86 out of 5 average rating, 87 reviews

Hillside Haven: Serene Studio Retreat for 4

Escape to the serene Carriage Club Resort Studio! Dive into our inviting swimming pool, gather 'round the firepit, or challenge friends to volleyball. Stay active in our modern gym, then explore nearby skiing and golf. Pamper yourself at Vetta SPA or hit mountain biking and hiking trails. Your cozy studio, with a king-size bed and pull-out sofa, sleeps 4 comfortably. Nestled in rolling hills, just a 15-minute drive from Bass Lake's sandy shores. Discover tranquility with a touch of adventure!

Superhost

Condo in Innisfil

5 out of 5 average rating, 4 reviews

Luxurious 2-Bed, 2-Bath Furnished - 5 Star Resort

Spectacular view of marine and lake view! Abundant natural light. Opening to a spacious atmosphere. 1,010.00 sf, luxurious living space. 2 bedrooms equipped, 2 upgraded bathrooms. Fully furnished, all brand new furniture. Hot top available all season. Kitchen includes Island, microwave oven, toaster, kettle (all new). Dining table seats four. 65 inch Sony smart TV. Washer & dryer. Over 15 days+ require to pay utilities. Underground parking. Wifi included. long term rental available.

Guest favorite

Condo in Innisfil

4.94 out of 5 average rating, 115 reviews

Friday Harbour Luxury Condo, Sleeps 4

Escape and unwind in our luxurious, open concept fully furnished 1 bedroom condo with a walkout balcony located in Friday Harbour All Seasons Resort community. Enjoy the fall season with access to golf, walking trails, beach, boating, biking, live music & weekend markets on the boardwalk. Queen bed + pullout, sleeps 4. Two Smart TVs, High Speed WiFi. Relax on furnished balcony overlooking our private pool, courtyard & beautiful sunset. 1 Free Parking, Electric BBQ, In-Suite Laundry

Guest favorite

Guest suite in Minesing

4.84 out of 5 average rating, 128 reviews

Farmhouse GUEST SUITE- Pool, hot tub, horses

Unique Farmhouse stay in modern Guest Suite Wrap around porch for a glass of wine or your morning coffee. Spend a lazy day relaxing in the salt water pool and hot tub. Watch the horses graze in the field and catch the breeze from your spot under the barn beam pergola. Toast a few marshmallows over a warm fire and check out the stars in the clear night sky. Horses may not be visible in winter months. Winter: On snowmobile trail close to ski hills, hot tub EVENTS are not permitted.

Guest favorite

Home in Utopia

4.86 out of 5 average rating, 43 reviews

Serene Escape: A Nature Getaway

Escape to our secluded woodland oasis, where privacy and tranquility reign supreme. Our tastefully furnished cottage boasts modern chic décor with all-new furniture, making it the ultimate nature lover's retreat. Discover nearby attractions, including the sands of Wasaga Beach, just 30 minutes away, or hit the slopes at Snow Valley Ski Resort, only 15 minutes drive. Enjoy complete relaxation, surrounded by trees and birds, and take a dip in the pool, available from June to September.

Top guest favorite

Condo in Innisfil

5 out of 5 average rating, 9 reviews

Perfect Comfort 2 Bed ~ BBQ ~ Parking ~ Resort

A sun-drenched patio and corner unit, our space is professionally designed and located in the heart of Friday Harbour close to all attractions. Our place features: → Free secured parking for 1 car → Keyless 24HR self check-in → Over 800 ft² of space → Building features hot tub and pool → 2 stylish and separated bedrooms with comfy mattresses → Close to all Resort features - beach, harbour, golf, restaurants Only an hour north of Toronto, and 20 minutes from Barrie. Come and enjoy!

Guest favorite

Cottage in Baysville

4.94 out of 5 average rating, 108 reviews

Muskoka Forest Chalet with a Private Indoor Pool

Welcome to the beautiful Muskoka Forest Chalet. Equipped with a private indoor pool, wood burning fireplace, home gym, fully stocked kitchen, theatre room, new modern furnishings and much more. Escape the city life with a one-of-a-kind recently upgraded cottage. Whether you are coming with family or friends, our cottage provides a fun and relaxing experience for every guest. Enjoy activities nearby including ice fishing, hiking, snowmobile trails or shopping and dining

Guest favorite

Townhouse in Wasaga Beach

4.91 out of 5 average rating, 176 reviews

Scenic WasagaBeach seasonal HeatedPool FireplaceAC

Explore Wasaga Beach right on the shores of Georgian Bay with newly upgraded townhouse, heated seasonal pool, BBQ, outdoor fire pit and grassy play area. Situated right on Beach 4. Relax at the fire pit, stroll the beach, enjoy the fresh air and peaceful scenery. Upper level two bedrooms (sleeps 6). Master BR overlooks beach with gorgeous view of bay and sunset. Main floor kitchen/breakfast area/large TV Winter Activities Blue Mountain Village & Ski Hill Nordic Trail

Guest favorite

Apartment in Innisfil

4.96 out of 5 average rating, 27 reviews

Modern Luxury Delight with a Pool and Hot Tub

Welcome to the Highpoint Condo. This 2 bed / 2 bath third floor suite has a beautiful view of the Pool and Hot Tub. Based in a prime location, this suite is the ideal place to unwind and take in the stunning views of the pool and hot tub. It's the perfect spot to start your day with a cup of coffee or end it with a glass of wine. Look forward to just lounging, sunbathing, or dining al fresco. Come and enjoy this unique and tranquil getaway.

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What guests are saying

Contemporary A Frame on Scugog Island with Pool

4.95 out of 5 average rating, 21 reviews8 months ago

This was our second time staying at the property and it was just as beautiful as the first time. Our family enjoyed the pool and all the amenities offered by the house made us feel very comfortable and right at home. Would recommend for families looking to enjoy some relaxation in peaceful surroundings with all the comforts of home. Thank you for your wonderful hospitality!

Vacation home in Port Perry

What guests are saying

The Perfect Retreat-Heated salt water pool

4.92 out of 5 average rating, 60 reviews8 months ago

Pat’s home was a perfect spot for our girls weekend. The heated pool and patio was beautiful, the beds were comfy and the living space and kitchen were perfect. Pat was friendly in our conversations and always quick to respond to question. We’d come again! Thank you Pat!

Bungalow in Lindsay

What guests are saying

El Edén, your dream vacation in Simcoe County

5 out of 5 average rating, 14 reviews7 months ago

Thoroughly enjoyed El Eden for our annual ‘Girls’ weekend. Seven (maturish 😁) ladies all thoroughly enjoyed everything this house has to offer. We loved the privacy and being surrounded by nature. The beds were very comfortable, there’s nice comfortable seating areas inside & out. The pool was a little chilly (being the 3rd week in Sept) but several brave souls made use of it after the hot tub, which was a big hit. Had fun using the tennis court for our introduction to pickle ball. Our group would definitely come back again. Thanks Joanna. We had a super time.

Farm stay in Phelpston

What guests are saying

Modern 5 Bedroom Farmhouse with Pool

5 out of 5 average rating, 29 reviews2 months ago

Private location with a great view, tasefuly renovated, maintaining the mid-century character of the propriety with a modern twist. The interior is beautiful, with large windows and views of the forest. Very scenic in the winter and peaceful. The pictures don't do it justice. Lots of space for entertaining. Their dining table fits 10 people which was perfect for our group. The listing mentions 5 bedrooms, but there's an additional 6th bedroom in the basement as well. The host was extremely responsive and accomodating for everything we needed. We'll deffinetly love to come back.

Cottage in Penetanguishene

What guests are saying

Indoor Saltwater Pool w/ Fire Pit, Near Arrowhead

4.98 out of 5 average rating, 40 reviews3 months ago

Cristina is a fantastic host and her place is fantastic! She was extremely communicative. She answered within 10 minutes and gave us some great advice about where to go sledding! She also checked to make sure we got in okay which was nice. The house is fabulous. It’s huge and there was more than enough room for us. The beds were comfortable. The fireplace was very cosy. The pool was a hit. It was warm and a very decent size for an indoor pool. It was a great activity for the kids. The place was very clean. We would absolutely come back. Thanks for a wonderful weekend!

Cottage in Burk's Falls

What guests are saying

Cozy Cottage in Wasaga Beach with Heated Pool

4.79 out of 5 average rating, 19 reviews2 months ago

We really enjoyed our stay. Mj’s home was perfect for five of us to get together for the Family Day weekend. It is bright, spacious, clean, and modern, and has a fantastic layout. It was equipped with everything you could ever need. And the small touches - coffee, tea, and treats - really made us feel welcome. MJ and Bruno are excellent hosts - they are responsive, easy to communicate with, and made sure we were comfortable during our stay. We would love to return again!

Cottage in Wasaga Beach

What guests are saying

Trendy 1 Bdrm w/Pool & Hot Tub View

4.97 out of 5 average rating, 39 reviews2 months ago

Olga’s home was beyond my expectations! The place looks exactly like the pictures, everything is spotless and very clean! There is a great attention to detail to making the home feel cozy! Olga was also very helpful throughout the trip and very responsive. It’s located very close to the restaurants and the underground garage parking was great! Overall 5/5, would highly recommend to others and will be coming back in the summer!

Apartment in Innisfil

What guests are saying

Balmoral/Resort/Orillia, Muskoka

4.7 out of 5 average rating, 10 reviews2 months ago

We enjoyed staying at the Gables Cottage resort. Nice staff and we loved the vibe. The place was clean and organized. Good location for ice fishing..nature walk.. and snowtubing.. We will definitely come back for a swimming pool, lake viewing and playground in the summer! Thank you.

Cottage in Washago

What guests are saying

Sweet Memories of Georgian Bay

4.9 out of 5 average rating, 50 reviews7 months ago

Idyllic gem on Georgian bay. Perfect for a small family getaway by the lake. The resort pool is a big plus for the kids. Beautiful surroundings and stunning sunsets. Jefferson is a great host. Very friendly and responsive. He kindly accommodated our request.

Bungalow in Lafontaine Beach

What guests are saying

Luxury Lakefront Mansion With Inground Pool

4.84 out of 5 average rating, 76 reviews1 week ago

5 Stars - A Perfect Getaway! I had an absolutely wonderful stay at Ashleka’s cottage! From the moment I arrived, I felt welcomed and at home. The space is cozy, beautifully decorated, and spotless, with thoughtful touches throughout. The surroundings are peaceful and scenic—perfect for a relaxing escape from the city. Ashleka was a fantastic host: friendly, responsive, and always happy to help with local recommendations. I couldn’t have asked for a better experience. Highly recommend to anyone looking for a tranquil and charming place to unwind. Will definitely be back!

Cottage in Kawartha Lakes

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