
Vacation rentals with a pool in Simcoe County
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Top-rated rentals with a pool in Simcoe County
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House rentals with a pool

Cute and Cozy House
After being displaced from our home after damage from severe weather we were so fortunate to find this location. The house accommodated our family of 4 with pets for nearly a month without any issues. The kitchen is well equipped, bathrooms are well finished, bedrooms were comfortable and the location was very clean. The backyard is a beautiful and relatively private space hidden within a 15 minute walk to the downtown restaurants or the beach area. Anzhelika is an excellent host who was very responsive when needed, provided clear instructions and ample privacy. We would happily recommend this location to friends and family attending the area for events.

Serene Escape: A Nature Getaway
I rented the villa for a group of 16 ladies for a golf getaway. The owners are excellent to communicate with and responded immediately to any questions or issues we had during and before our stay. The villa was spacious and well equipped with dishes ect to accommodate a large group. Beds comfortable. Unfortunately due to the weather the pool was not opened but some enjoyed the hot tub. Grounds looked like the would be very nice but again due to weather grounds we’re not manicured and grass has not been cut. Would definitely book again and hopefully next time enjoy the outdoor area. Thks for having us

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

2 Bd Boardwalk Condo Patio Oasis
Had a great time with wife and 2 daughters Would definitely get this place again from. Tristan

GreenDream Estate
We had a fantastic stay at Reza’s cottage! The place was spotless, beautifully maintained, and perfectly equipped for a relaxing getaway. Reza was an excellent host—friendly, responsive, and thoughtful. We truly appreciated his hospitality and attention to detail. Highly recommend this charming cottage for a perfect get away. Can’t wait to visit again! Thank you Reza🙏🏻

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

Blue Mountain Retreat w/ Pool + Village Shuttle
We really enjoyed our stay! The home was large and very clean, and in a great location for going to the spa and into the village.

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.
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.

*Blue Mountain Village* Walk To Blue, Pool, HotTub
Great location, really close to the village, golf, trails and the Scandinave Spa. Condo unit is exactly as advertised with a comfy sofa to lunge on. Beds are comfortable and all linens and needed amenities were easy to find and use.

Large 3BR Modern Luxury Escape | Walk to Blue
It was great staying at Karim’s place. The location is ideal for visiting Blue Mountain with restaurants and grocery stores near by. Also, Karim was very responsive and made sure we had everything we needed.

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!

Cozy & Charming Retreat at Blue Mountain
Leo and Josie were great! They were friendly and responsive and made sure we had everything we needed for our stay! There were 6 of us and we all had more than enough space. It was a great stay, would definitely recommend! :)

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!

Ski in/out @ North Creek W King bed! New Hot Tub
Great location, walking distance to Blue Mountain Village! Stephanie was incredibly friendly and helpful with instructions for check-in and check-out. Would absolutely stay here again!

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!
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- Blue Mountain Village
- TPC Toronto at Osprey Valley
- Port Carling Golf & Country Club
- Osler Bluff Ski Club
- Horseshoe Resort
- Devil's Glen Country Club
- Georgian Bay Islands National Park
- Beaver Valley Ski Club
- 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
- Lakeridge Ski Resort
- The Club At Bond Head
- The Georgian Peaks Club
- Muskoka Bay Resort
- Caledon Country Club
- Alpine Ski Club
- Wooden Sticks Golf Club
- Dagmar Ski Resort
- National Pines Golf Club
- Barrie Country Club