Vacation rentals with a pool in Wasaga Beach

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Wasaga Beach

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

Guest favorite

Condo in The Blue Mountains

4.81 out of 5 average rating, 149 reviews

Rivergrass Hot Tub, Pool, Clean, Lovely, Great Loc

This beautiful private 2 bedroom condo is in the incredible Rivergrass Resort, right across from the Village. It sleeps four comfortably and you’ll be a short walk to the to the hills and in the center of everything Blue Mountain has to offer. Guests adore this condo’s stylish furnishings hotel amenities including a four-season hot tub and seasonal pool, private patio with gas BBQ, and three TVs with cable and streaming services. This condo is ideal for couples, friends, and families! Our Blue

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!

Guest favorite

Condo in The Blue Mountains

4.95 out of 5 average rating, 856 reviews

Stunning Mountain Views- WalkTo Blue, Pool, HotTub

SHUTTLE, HOT TUB, SEASONAL POOL! 5-7 minute walk to the Blue Mountain Village. This cozy 2 bedroom condo gives you immediate access to the action or a quiet place to relax by the fireplace while looking out at the mountain views. ★ Enhanced Cleaning Protocol ★ SMART TVs in living room (WIFI and Cable) and bedrooms (WIFI) ★ Family Ready! Games, booster seat, packnplay etc ★ Resort hot tub with indoor changeroom and washrooms Pool open until September 3rd 2024. Hot Tub open all year round!

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

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

Imagine a super large, cozy vacation home nestled in the heart of Blue Mountain Ski Resort, offering a perfect blend of luxury and comfort. Four bedrooms with 2 King beds. This expansive retreat boasts multiple levels thoughtfully designed to provide the utmost relaxation and tranquility. The home features 4.5 spacious bathrooms. Our Sauna and Entertainment basement is ready for guests' enjoyment. Walk to the Village or take a Free Shuttle Bus. Walk to Pool in 1 minute from our home.

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

Condo in The Blue Mountains

4.98 out of 5 average rating, 151 reviews

Lovely 3 Bedroom Condo with Stunning View and Pool

Beautifully Newly Renovated Condo Located in Rivergrass on Fairway Crt, which is in the heart of Blue Mountain and Steps to the Village! Condo features 3 bedrooms(One king, two Queen and Two Twin beds with trundle pullouts), 2 full baths, kitchen, washer/dryer, living room, and dining room. Outdoor Pool (seasonal and closes Sept 3) and Hot Tub(All Year). Short walk or take the shuttle bus to the village. Our cleaners are extensively disinfecting and sanitizing between each booking.

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.

Guest favorite

Home in Innisfil

4.88 out of 5 average rating, 180 reviews

King Bed*Pool*Fireplace*BBQ*Smart TV

The perfect getaway an hour away from Toronto! Modern and bright fully stocked condo with a king bed and queen pull out loaded with entertainment from TVs (Netflix, Amazon Prime, Disney+) to the best board games! Outside you are surrounded by 200 acres of nature preserve, with trails for walking and biking, golf, kayak, canoe, boat, etc. → Beach access → Underground Parking for 1 vehicle → Fully equipped + stocked kitchen

Top guest favorite

Townhouse in The Blue Mountains

5 out of 5 average rating, 123 reviews

Blue Mountain Escape! Pool&HotTub. Walk to Village

Welcome to our beautiful 3-bedroom bright and spacious home within walking distance from the Blue Mountain Village! Your family will be close to everything when you stay at this centrally located place. Stay in modern style luxury with newly renovated furnishings, stainless steel appliances and brand new mattresses. One of the few properties with both a pool and hot tub, along with an on demand shuttle service.

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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

Perfect Comfort 2 Bed ~ BBQ ~ Parking ~ Resort

5 out of 5 average rating, 9 reviews1 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.

Condo in Innisfil

What guests are saying

3 Peaks at Blue Mountains, your luxury staycation!

4.98 out of 5 average rating, 91 reviews3 months ago

We had an amazing 2-day stay at this Blue Mountain gem! The apartment was spotlessly clean, tastefully decorated, and felt both grand (thanks to high ceilings) and cozy, especially with the inviting fireplace. The amazing views of the ski slopes on one side and the golf course on the other were unforgettable. The thoughtful touches—like popcorn, laundry pods, and a fantastic collection of books, magazines, and board games for every age (even young readers)—made it extra special. Whether you're here for adventure or relaxation, this place has it all. Highly recommend and can’t wait to return!

Condo in The Blue Mountains

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