Vacation rentals with a pool in Simcoe County

Great cozy place, lots of room for bigger groups, awesome for a ski trip. Super close to mountain

We were so satisfied for being the first time we booked a AIRBNB. We like the clean airy atmosphere when we walked in. Kitchen was fully equipped for our needs. ( I do a lot of cooking ). We were there for 6 weeks. Our hosts were always in contact to make sure our needs were met. We so enjoyed Midland and everyone was so friendly. We highly recommend this AIRBNB👍💗

Had a wonderful stay! The place was exactly as advertised—clean, neat, and well-maintained. The host was incredibly friendly and responsive, making check-in and communication seamless. The location was perfect, just a short distance from Blue Mountain, which made it super convenient for our trip. I would definitely recommend this place to anyone looking for a comfortable and hassle-free stay!

Great stay. Brought the family there for a weekend of pool fun. My kids are 3 and 16 months. Minoo is a great host and very responsive. The home is meticulous but not particularly kid friendly - she was upfront and described this to me in advance. If you have a little one that likes to explore on their own - you need to keep an eye on them, lots of little decorations at arms reach for the kids. Spiral staircase can be difficult to use with kids in your arms as well. Pool was beautiful and warm however is not a walk in and the shallow end is a third of the pool. We spent most of our time in the private backyard or out for walks. Local parks and amenities close by. We had a great time and would absolutely stay at Minoos place again when visiting Newmarket. Thanks for the hospitality Minoo !!

Wonderful stay. The house matched the description and was in great condition. Great hosts!

The Airbnb was as described in the listing. Location is conveniently close to Blue Mountain. The dry sauna was great after a long day on the slopes. Mia was great with communication and suggestions on things to do in the village.

Athir's place was a great venue for our 15 person retreat. It provided adequate space for sleeping, eating, cooking, playing, and relaxing. The tables were large which allowed the entire group to sit around and eat a meal together. There were plenty of chairs (though they were a bit uncomfortable). The living room had a comfortable couch and a fun foosball table that was a hit with the group. The bedrooms were somewhat small and it became a challenge to fit air mattresses in some of them given the number of people we had but we were able to manage. The bathrooms were adequately clean, though note that there are only 2 which can be a challenge with a larger group. There were multiple things in the kitchen including staple spices, pasta, and oil which would have been nice to know prior to arrival. The hot tub and sauna worked wonderfully in the cold winter. The group was very happy with the location with the nearby ski slopes and casinorama as well.

Great place to stay and very the host was awesome. Exactly as described.

Excellent place by a fantastic host. The place was clean, well located and has everything you would need such as kitchen utensils, games + TV, and plenty of clean quality towels. Ulana and Amir were also very friendly and responsive. We enjoyed our stay a lot.

Fantastic stay and great hosts! My sister left her phone in the condo after we checked out and Diana and Anthony did everything they could to help us get it back that very day. Big thanks to Mackenzie as well! We went for a girls weekend of relaxation and it was all that and more. Would definitely stay there again.

We had a great stay at Rosa's place, all was as described. It was amazing to be so close to the mountain!

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!

Great place to stay. Very clean and comfortable with a stocked kitchen. Perfect location with a short walk to the harbour. Loved having the secured underground parking. We would definitely stay here again.

A quiet gem. Private with a beautiful forest view. The perfect winter getaway. Pristinely clean and all the amenities a family of 4 would need. Ski in and out access is a plus (snow dependent). My family plans to return.

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.

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