
Vacation rentals with a pool in Lake Simcoe
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Top-rated rentals with a pool in Lake Simcoe
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Popular amenities for Lake Simcoe rentals with a pool
House rentals with a pool

Large 4 Br - 4.5 Bath; Sauna/Heated Pool/2 King
Visited with 4 couples for a few nights away. Beautiful location. Would recommend

Home away from home with a hot tub and pool
lovely spot for some quiet outside time. backyard is spacious and welcoming. plenty of options for seating to enjoy sun or shade. kitchen was absolutely amazing to prepare food in, well organized and nicely laid out. rooms were tidy and clean, plenty of space to sleep 6 comfortably. would highly recommend this spot

Pool Open / Serene mountainside home View/Shuttle
We had a wonderful stay with a family of four including 18 year old teen boys and two dogs. The boys enjoyed the pool table and great tv's while my wife and I enjoyed the great walking and quiet surroundings. It was also easy to have our well trained dogs with us in this location which was wonderful. Thank you Brendan for the terrific stay and allowing us to change our reservation when our plans changed with ease.

Redwood Haven East: Your Dream Getaway in Uxbridge
This is a wonderful Airbnb in a really special place away from the hustle and bustle of everyday life. You are in a quiet location within easy access of trails where you can run or walk and if you like to ride, there are plenty of equestrian places providing this facility including part of the Airbnb itself. Youssef and his family were welcoming and on hand to provide advice as needed. That said, they were never intrusive. The accommodation is spacious and homely and you certainly do not feel like rushing out but rather enjoying the facilities. There is everything that you could need for a short or extended stay. Towels were plentiful as were shampoo and lots of extras in the bathrooms and kitchen. The heated pool is a real bonus for children or adults that like a daily swim and although shared with the family, I never felt restricted in its use and loved the fact that it was heated so was comfortable regardless of the external temperature. A wonderful stay and perfect host.

Beautiful Waterfront Cottage with Pool&HomeTheater
Myself and my friends had a pleasant staycation at Xin’s house in May. I had given a heads up that there will be a 4 months baby with us and they made sure the entire space is clean making it most comfortable especially for the baby. The host was super responsive from the time I booked and replied to my questions in a timely and respectful manner. Highly recommend to anyone looking for a spot not very far from city yet appreciate a peaceful and relaxing atmosphere.

10 Acre Farmhouse with Pool + 5 Bedrooms/3 Baths
This place is the perfect getaway for anyone looking to relax and enjoy quality time with family and friends. Surrounded by beautiful nature and fresh air, it offers a peaceful, private setting that’s ideal for both adventure and quiet moments. I highly recommend it to anyone seeking a refreshing escape.

Luxury Family Home Indoor Pool Hot Tub Lake Access
We had an amazing stay at this cottage! Went with both friends and family, and it was the perfect getaway for everyone. The property is beautiful, peaceful, and super well-maintained — exactly what we needed to unwind and enjoy nature. The backyard was great for lawn games, and the indoor space was clean, cozy, and fully stocked with everything we needed. Chris and Rachael were fantastic hosts — super responsive, friendly, and made sure everything was perfect for our stay. You can really tell they care about their guests’ experience. We’re already talking about coming back! Highly recommend this spot to anyone looking for a relaxing escape. Thanks again, Chris and Rachael!

Ski, Swim, Soak, Boat & Golf
The cottage is just off the main road making it extremely convenient. There was more than enough space for our party of ten. We really loved the two living spaces, upstairs and downstairs. And the outside area was beautiful. We had a wonderful time. We would definitely recommend Herbs place to friends!
Condo rentals with a pool

Lovely 3 Bedroom Condo with Stunning View and Pool
Our one night stay at Sabine’s was tremendous. The home is well appointed with plenty of space and easy walking distance to the village. Located in a second floor end unit, it’s a place you immediately feel comfortable in. There is a view of the slopes from the main room picture windows and a small deck area with muskoka chairs. There’s a sizeable fridge to store your beverages to drink while soaking up the views. There are two bedrooms on the main floor, and good sized master in the loft with king bed and en suite. Sabine was very communicative and left detailed instructions. Remote check in was a breeze. There is parking available. I would definitely recommend, and would definitely come back.

Cozy 1-Bedroom Romantic Retreat with full Kitchen
Loved our stay here!! Can't say enough positive things about our vacation here. Kitchen was fully stocked, clean bathroom and rooms, easy check in and check out and excellent cooling system as it was a hot few days. Amenities were great and welcoming for families, environment was peaceful and we also loved how the balcony backed onto trees and nature. Would 100% stay here again in the future. Thank you!

Cozy Studio Mountainside stay in Blue Mountains
Absolutely Wonderful Stay! I had an amazing stay at John and Kristi’s condo! From the moment I arrived, everything was spotless, cozy, and thoughtfully equipped with everything one could possibly need for a comfortable stay. The attention to detail made it feel like a home away from home. The pool and hot tub area were a real bonus—clean, relaxing, and perfect after a day of exploring. I definitely made the most of it! The location was also ideal, just a pleasant 10-minute walk to the village, which made it easy to enjoy the local shops, restaurants, and atmosphere without needing to drive. John and Kristi were fantastic hosts—friendly, responsive, and clearly committed to creating a great guest experience. I would absolutely stay here again and highly recommend it to anyone visiting the area!

Stunning Mountain Views- WalkTo Blue, Pool, HotTub
Enjoyed our family stay with a toddler. Have everything we needed, and easy to access Village area with food + activities.

Beautiful Condo, 2 Bedrooms and a Den in a Resort!
My kids & I had a fantastic experience at this Airbnb. The space was exactly as described—clean, comfortable, and well-equipped with everything I needed. The host was incredibly responsive and helpful, providing clear check-in instructions and great local recommendations. The location was perfect—close to everything, but quiet enough to relax. I would definitely stay here again and highly recommend it to anyone visiting the area!

The Blue Mountain's Dream Escape | Pool | Hot Tub
Great condo in a perfect location. The location is well stocked and has everything you could need. Walkable to restaurants and the village. Olga was a kind and responsive host. We wouldn’t hesitate to stay here again!

Friday Harbour Luxury Condo Escape, Sleeps 4
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

Le Petite Chalet - Outdoor Pool / Shuttle to Blue
A group of four of us stayed here, home felt very spacious, and was nice and tidy. We made use of the free shuttle service to and from Blue Mountain village, which was so easy to navigate, and a quick drive.
Destinations to explore
- Niagara Falls Vacation rentals
- Grand River Vacation rentals
- St. Catharines Vacation rentals
- Niagara Falls Vacation rentals
- Brampton Vacation rentals
- Niagara-on-the-Lake Vacation rentals
- Muskoka Lakes Vacation rentals
- Vaughan Vacation rentals
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- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Montreal Vacation rentals
- Cottage rentals Lake Simcoe
- Rentals with a patio Lake Simcoe
- Ski-in/ski-out rentals Lake Simcoe
- Rentals with a hot tub Lake Simcoe
- Apartment rentals Lake Simcoe
- Pet-friendly rentals Lake Simcoe
- Rentals with a fire pit Lake Simcoe
- Rentals with breakfast Lake Simcoe
- Kid-friendly rentals Lake Simcoe
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- Bungalow rentals Lake Simcoe
- Cabin rentals Lake Simcoe
- Fitness-friendly rentals Lake Simcoe
- Private suite rentals Lake Simcoe
- Guesthouse rentals Lake Simcoe
- Rentals with beach access Lake Simcoe
- Condo rentals Lake Simcoe
- Beachfront rentals Lake Simcoe
- Rentals with outdoor seating Lake Simcoe
- Rentals with a sauna Lake Simcoe
- House rentals Lake Simcoe
- Rentals with a washer and dryer Lake Simcoe
- Rentals with lake access Lake Simcoe
- Rentals with an EV charger Lake Simcoe
- Lakehouse rentals Lake Simcoe
- Rentals with a fireplace Lake Simcoe
- Rentals with a kayak Lake Simcoe
- Waterfront rentals Lake Simcoe
- Luxury rentals Lake Simcoe
- Smoking-friendly rentals Lake Simcoe
- Townhouse rentals Lake Simcoe
- Rentals with pools Ontario
- Rentals with pools Canada
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- Castle Rentals United States
- Houseboats United States
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- Farm Houses United States
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- Apartments with a Hot Tub United States
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- Dog-Friendly Cottages United Kingdom
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- Blue Mountain Village
- Toronto Zoo
- Port Carling Golf & Country Club
- Osler Bluff Ski Club
- Horseshoe Resort
- Rouge National Urban Park
- Devil's Glen Country Club
- Georgian Bay Islands National Park
- Mount St. Louis Moonstone
- Snow Valley Ski Resort
- Lake Joseph Golf Club
- Hockley Valley Resort - Golf, Spa and Ski
- Muskoka Lakes Golf and Country Club
- Angus Glen Golf Club
- Cedar Park Resort
- Lakeridge Ski Resort
- The Club At Bond Head
- Muskoka Bay Resort
- Markham Green Golf Club
- Gull Lake
- Wooden Sticks Golf Club
- Dagmar Ski Resort
- Black Diamond Golf Club
- National Pines Golf Club