Waterfront vacation rentals in Midland

Beautiful stay. Sounds of peaceful creek gurgling in yard. Creek surrounded by cedar trees. Kitchen well equipped. Felt like home. Wendy very responsive to our needs. Would stay again.

Friday Harbor was a beautiful location with extremely pretty walking trails. The house felt at home with everything available at your service. Our Airbnb Manager Ana was the sweetest person you could meet. She also gave us a welcome hamper! Definitely recommend to visit this place for a peaceful, home away from home kinda stay :)

Hands down one of the best Airs I’ve stayed at in Ontario outside of a big city (and I’ve stayed at many). Hosts clearly take pride in their spaces and enjoy making it beautiful and comfy beyond what I’d expect for the price point. Lots of goodies including freshly baked bread and cookies, a bottle of wine (which I unfortunately couldn’t enjoy), and toiletries. Very clear instructions, responsive, professional. I was here to work so I didn’t get to enjoy the surrounds, but it’s close to downtown and a short drive from all the good stuff. I will absolutely stay here again when I am in town!

Catherine was a superb host and even gave us delicious slices of pie during our stay! We felt right at home!

Amazing stay, well kept, convenient and comfortable. Joanne is very responsive and flexible.

Olga’s place is absolutely amazing! From start to finish it was a breeze communicating with her! Her beautiful apartment was extremely spotless upon arrival - almost like brand new! Everything you could need. The bed is very comfortable and the sheets are so soft! Her decorations are very tasteful! The balcony is super cute and clean! The view is great. I had a great nights sleep - no noise! She was very accommodating to any needs I had. The internet is also great for working from home with fast speeds! The pictures really do look EXACTLY as advertised which is refreshing! One of the best places I have stayed in through AIR BNB. I’d 100% recommend Olga’s place to anyone and I’ll definitely be back in the future! :)

Cathy and her husband were absolutely the most welcoming and friendly hosts we have ever had the pleasure of meeting. The lodge is well situated with direct access to a clean, safe and quiet beach that makes relaxing very easy! The unit we rented was well equipped and had everything we needed for our stay. As mentioned in the listing description, make sure you bring a grill if your hoping to have some tasty barbecue, Cathy and her husband graciously lent us access to a barbecue. The lodge is not only pet-friendly, it is pet-welcoming and full of animal lovers! What a divine spot to have spent the long weekend! Thanks again and we will be back to Wymbolwood lodge!

This was a wonderful place to stay. Sandra was incredibly accommodating to me and my teen son. We stayed here for a weekend- place was pristine and had everything we needed. Short walk to the boardwalk ( which had a beautiful Christmas market) where there was a fancy little grocery store, a Starbucks and numerous other places/ restaurants etc. The weather wasn’t the best so we happily spent time in the beautiful condo. A great place to stay and we will definitely be back.

Book it! Beautiful cottage. So many memories made here. The view and sunsets are incredible. It’s peaceful. The home is very clean. I felt like it’s actually better than the pictures show. Very spacious, modern and airy. Tastefully decorated. The backyard is huge and you get to use the kayaks which is an added plus! Takes 30 minutes to walk to moose beach. It’s actually such a beautiful walk. Hope to return.

Brett was an awesome host. Was always super responsive and helpful. His cottage was such a relaxing time for my family and I. The backyard was very private and great for my dog to run around in. We enjoyed fishing, canoeing, and using the fire pit!

Our stay at the cottage at Erika and David's place was nothing short of delightful. Nestled right on the shore of Hog Bay, this quaint retreat offered the perfect blend of tranquility and charm. From the moment we arrived, we were captivated by the serene surroundings and picturesque views. The newly renovated cottage exuded warmth and coziness, making us feel instantly at home. The attention to detail in the decor was evident, with thoughtful touches that added to the overall ambiance. We cannot wait to return and create more unforgettable memories in this hidden gem by the bay. Highly recommended!

Friends and I have stayed multiple times. The place is amazing! Lots of room, great location the perfect spot to relax!

Beautiful property on Lake Simcoe with more than enough room for everyone we absolutely loved our stay and requested to stay longer but unfortunately it was committed to other guests. Great hosts, great communication. This property is the place to stay if you are looking for a spacious, lakefront property with privacy in Innisfil which is very hard to find. Highly recommended!

This is truly a hidden gem in the area! We stayed for 2 nights here to celebrate my birthday with a group of close friends/family and we had such an amazing time. They truly did an incredible job with the property. There is so much to do between the hot tub, sauna and golf simulator we had a blast! The beds were so comfortable and every room was so beautiful with great views. Also the master bathroom such a dream!! it It is such a cozy and beautiful place i would for sure be back to stay here as i can only imagine how amazing it is as well in the summer. Thanks for hosting us we had a great time!

Let’s start with the gorgeous sunrise over the lake view, spectacular to say the least! This house is perfectly located on the bay, and is filled with the amenities to make your vacation destination top notch. We were only there for a long weekend, but enjoyed the view from the top deck, got a workout in, and found the bathrooms stocked and the bath towels were better than 5 star hotel towels! The furniture is comfortable, the TV was easy to use, and the house guidelines were thorough and answered any questions we may have needed to ask. We only wish we had more time to enjoy the other amenities offered with the house. The location was great, our family function was only a short distance away.

We had a great stay at Cathy’s cottage. The layout of the house was great for a group. The kitchen was well appointed and bedrooms nicely decorated. We loved the multiple spray heads in the shower and it was so nice that the entire place was spotless upon arrival. The view of the lake from the large windows was lovely. It felt like the property was more remote yet it was just steps away from all amenities. We visited in October so we did not swim but we did make some memories around the large fire pit. Thanks for the great stay, Cathy!

We recently had the pleasure of staying at a fantastic condo in Friday Harbour, and we can’t recommend it highly enough! From the moment we arrived, we were greeted with warm hospitality and a stunning view that took our breath away. The condo itself was a perfect blend of luxury and comfort. It was impeccably clean, stylishly decorated, and equipped with all the amenities one could wish for. One of the highlights of our stay was the private balcony, where we spent many mornings sipping coffee and evenings watching the sunset over the harbor. The location of the condo is unbeatable. Just a short walk to charming local shops, restaurants, and the marina, it offered the perfect mix of relaxation and convenience. Overall, our stay at this condo in Friday Harbour was exceptional. It’s clear that the owners have put a lot of thought and care into creating a perfect retreat. If you’re looking for a memorable getaway, this place should be at the top of your list!

The ground-floor unit is clean and beautifully decorated. I love how spacious this unit is - 2 bedrooms, 2 bathrooms, plenty of space in the living room and lots of storage. The kitchen has everything you need to cook. The host is so thoughtful to even have different-sizes ice cubes in the freezer ready for us. The unit comes with an underground parking spot that is connected to the building and quick to get to. So convenient! The unit is just a quick walk away from the boardwalk with restaurants, shops and a small grocery store. Loved how clear the instructions were - the unit was easy to find and access. We had no issues during our stay at all and would love to return!

This place was perfect—clean, tidy, and stocked with plenty of kitchen accessories for cooking and serving. It looked exactly as shown in the photos. My wife loved how cozy it was and even joked about getting a place in the complex! During our stay, we were lucky to experience the Christmas tree lighting at Friday Harbour on November 24th. The area was buzzing with visitors, and all we had to do was walk 20 seconds to join the festivities. It was a truly magical experience. There are plenty of restaurants in the area, with more options just a 20-minute drive away. The location itself is serene and peaceful, with fresh air and no city traffic. While there are other options nearby, what truly stood out was the exceptional hospitality. Our host was welcoming, responsive, and attentive, ensuring all our needs were met promptly. We couldn’t have asked for more. I will definitely be returning. Thanks, Ron and the team!

Had the pleasure of staying at Kin’s property at Friday Harbour during the fall season, and we could not have found a better place. Spacious, clean, functional and exceptionally chic, it was central to the Marina/Boardwalk and the parking garage. Despite having been to Friday Harbour multiple times over the years, this was hands down the best place I have stayed. Through the balcony, you are mere steps away from the pool and hot tub. Kin was a great host, and had clear instructions for checkin, and was kind enough to give my friend and I a heads up about the stunning trails all around the resort. You truly can’t find something better and more central, will definitely be looking into rebooking for the winter season!

Absolutely loved my stay at Carolyn’s place! The place was lovely with beautiful views, very peaceful, and a great location. Carolyn was very responsive and super nice. I will def be going back in the future and greatly recommend this place to anyone wanting to get some time off and relax.

Overall a very nice smaller unit which was good to accommodate 2 couples. Was nice to have 2 bathrooms. The kitchen was large. Outdoor deck was nice and deck furniture comfortable. Was nice to sit outside despite the cooler temperatures. Having underground parking and 24hour security in building was appreciated. Resort itself is quite populated with condos and ongoing construction of more so privacy wasn’t great as windows face directly toward other buildings. There were a few shops and restaurants within the resort - nice to be able to walk everywhere but quite pricey to shop and dine. Overall a great getaway at a great price and hosts were very responsive and helpful when we had to reach out.

Cindy was very responsive and friendly; we had a couple of issues but they were resolved quickly. The condo was immaculate, comfortable, and had lots of natural light. It was also stocked with everything we needed for a weekend away. We had a great stay and would come back. Thanks!

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