
Waterfront holiday rentals in Midland
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Top-rated waterfront rentals in Midland
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Waterfront apartment rentals

Stunning 1 Bedroom unit
Very nice place, If I want to rent a place in Alliston, this will be my first choice.

Beautiful Riverside Country Apartment
Excellent place to stay for the night, very well priced, easy to find and was very clean and clutter free. Had easy access to internet and tv without issues. Wendy was very responsive and accommodating.

Luxury Stay (Penthouse) at Friday Harbour Resort
We loved our stay, the place was very clean and came with easy instructions. We enjoyed the pool very much and free shuttle to wherever we needed to go on the resort. Would definitely return.

Luxury 2BR Condo@ Friday Harbour all Season Resort
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 :)

The Muskoka River Chalet - The King's Den
Wonderful and relaxing place to stay for my boyfriend and I! The complimentary toiletries, wine, freshly baked bread, cookies, etc… we really appreciated the thought and effort into making us feel welcomed. The hot tub was AMAZING and the instructions were clear to use (we were first timers). The fireplaces made us feel so relaxed and cozy during this unfortunately cold April. We would definitely come back if we find ourselves in the area again :) Thank you for having us!!

Quiet & Pristine Georgian Bay Escape near trails
Catherine was a superb host and even gave us delicious slices of pie during our stay! We felt right at home!

Modern Luxury Delight with a Pool and Hot Tub
Amazing stay, well kept, convenient and comfortable. Joanne is very responsive and flexible.

Fantastic 1 Bdrm With A View.
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! :)
Waterfront house rentals

Bayview Beach Retreat 3 bedrooms 2 full bathrooms
Elias' place was a wonderful getaway for our group of 3 families. We all have toddler aged children, the space is very accommodating for them, the beach is 30 seconds walk away from the home and there are children's toys and books that Elias offered for us to share in. The water is really nice, great dock access. About 2ft deep at the dock and fairly weedy, you have to swim out about 30-40m to get to deeper water for a nice swim. The paddleboard worked really well for us! Outdoor patio space is fantastic, there is a large umbrella for shade for the sectional and the outdoor dining table. BBQ, outdoor shower, swing, children swings and slide, and fire pit all made for a very pleasant experience. Hot tub was lovely and comfortably sits 4. Kitchen was lovely and fully stocked, has everything you might need to cook your meals. Bedrooms were clean and comfortable. Bathrooms were very clean. Elias was great and communicative, we look forward to our next stay!

The Wasaga Beach House
Jazz’s beach house is great! You get a view of both the beach and the beautiful river, the location is amazing. The decor of the place was beautiful, and as shown in the pictures. We had 2 families during our stay and the layout of the house gave room for everyone to have their own private space. The beds were comfortable and each room had an air conditioner that could be controlled individually. Being able to park in the garage was a bonus. The balconies need some cleaning and you cannot use the dryer to dry your towels (towels which you need to bring from home). However, I would still definitely recommend this place.

Cozy ski chalet
Really lovely place. Amazing view of the lake and a great kitchen. I'd definitely stay again

*Muskoka Waterfront* Party Cave *5BR* 2 Hot Tubs
With a party of twelve and an animal, it can be really difficult to find appropriate accommodations. Our experience with Chris was the complete opposite! Right from the start, Chris was helpful and quick to respond. During our stay, him and Steven made sure that we were comfortable and had everything we needed. With ample space inside and a large property, our whole family could relax and enjoy each others’ company together. Thank you so much for making this such a wonderful and easy process!

Muskoka Cottage on the Severn River
great place great location on the water. hope to be back in a couple of years. boat launch is 5mins away, great for fishing off the dock

Beautiful 6 BEDROOM Muskoka Cottage
Fred’s house was great! The house’s open concept was large enough for all of us (6 adults) to hang out in through the cold winter days without feeling crowded. The fireplace added lovely ambience and warmth. The six bedrooms ensured we all had our own space, which was a nice treat for our girls’ weekend. The master bedroom with ensuite was particularly spacious. The whole house was nicely decorated, and overall was a cozy and welcoming place. We didn’t use the sunroom, as is unfortunately smelled of smoke. Fred was a very responsive host. He quickly answered any questions. We had a lovely stay here, and wouldn’t hesitate to fully recommend it.

River Luxe Muskoka 6BR 5BA w/ Hottub, Wifi 200mb+
Overall the stay was a 10/10 despite the challenges caused by the weather during our weekend. We had lost power and hydro due to the freezing rain but Brendon and Samantha was there to keep us reassured. The place was amazing with views I still think about today. Thank you so much again for hosting us and I hope to be back very soon!

Eco Bay Chalet Year Round Group Stay in Muskoka
Our stay at Eco Bay Chalet was awesome! The facility was clean, comfortable, and spacious with a variety of amenities. We experienced some minor amenity hiccups however, Jordan and Shelby were responsive and put their best foot forward to resolve these issues promptly. We had a family dinner celebration and comfortably served and seated a large attendance. Every guest provided nothing but positive feedback regarding their experience. As such, we would highly recommend the Eco Bay Chalet to any potential AirBnB guest. Thank you to our hosts!
Waterfront apartment rentals

Lake/Marina Front, Luxury 2 Storie 1500 Sqft At FH
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!

2BR Getaway at Friday Harbour All Season Resort
The place was very clean and comfortable. The bed was very comfortable with very high quality sheets and pillows. Kitchen was well stocked with utensils, dishes and cook wear.

Stylish getaway condo, resort living
very clean place, has everything you need for a great getaway. Ron is an amazing, always available host!

Designer Condo with beautiful harbour view.
Staying at Carolyn’s place was an excellent choice! Carolyn was very responsive, communicative and accommodating. The instructions provided were simple and easy to follow. The unit is stunning! You can tell it was designed very well & thoughtful pieces throughout the unit. The unit was really clean. The area had amazing restaurants & shops to check out. I plan to be back during the summer!

Beautiful Condo, 2 Bedrooms and a Den in a Resort!
Shahed's place at Friday Harbour is beautiful and well appointed. He gave very clear instructions for entry and parking, including photos. The condo was clean and had all the amenities needed, even extra charging cables for devices! The space was comfortable and uncluttered. Shahed was great at communicating and always responded quickly to any questions. Friday Harbour has activities and restaurants available on weekends in the winter and is a fun engaging place by the harbour in the spring, summer and early fall. We were there in the early part of the week in February so the harbourfront was quiet but still nice for a stroll. We spent time in both Barrie (20 minutes away) and Orillia (about 50 minutes away).

Resort Living with Amazing Water Views, Balcony
We really enjoyed our stay, the place was as described and matched the pictures. I'd definitely recommend this place. However, we'd appreciate if the instructions were a bit more clear about the parking, and if the hosts were more responsive, there was some delay in hearing back from them, so we had to figure out where the parking was located ourselves. this detail could be added in the instructions for more clarity.

Friday Harbour Luxury Condo, 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

Marina view at Friday Harbour 2bd/2bth Pool option
Immaculately clean, spacious, and Beautiful condo. It had everything we need and a few steps to the marina. Easy instructions to get inside and parked. I highly recommend!
Quick stats about waterfront rentals in Midland
Total rentals
50 properties
Nightly prices starting at
£46 before taxes and fees
Total number of reviews
1.8K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
Destinations to explore
- Grand River Holiday rentals
- Brampton Holiday rentals
- Muskoka Lakes Holiday rentals
- Vaughan Holiday rentals
- Markham Holiday rentals
- Georgian Bay Holiday rentals
- Waterloo Holiday rentals
- Kitchener Holiday rentals
- Oakville Holiday rentals
- Mississauga Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Rentals with a hot tub Midland
- Rentals with a firepit Midland
- Rentals with beach access Midland
- Pet-friendly rentals Midland
- Rentals with lake access Midland
- Rentals with a washing machine and dryer Midland
- Family-friendly rentals Midland
- Beachfront rentals Midland
- House rentals Midland
- Cabin rentals Midland
- Rentals with a kayak Midland
- Rentals with pools Midland
- Rentals with a fireplace Midland
- Flat rentals Midland
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- Rentals with an EV charger Midland
- Family-friendly rentals Midland
- Rentals with outdoor seating Midland
- Cottage rentals Midland
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- Blue Mountain Village
- Horseshoe Resort
- Mount St. Louis Moonstone
- Snow Valley Ski Resort
- Port Carling Golf & Country Club
- Osler Bluff Ski Club
- Beaver Valley Ski Club
- Georgian Bay Islands National Park
- Devil's Glen Country Club
- Muskoka Lakes Golf and Country Club
- South Muskoka Curling and Golf Club
- Alpine Ski Club
- The Georgian Peaks Club
- National Pines Golf Club
- Lake Joseph Golf Club
- Shanty Bay Golf Club
- Toronto Ski Club
- Mad River Golf Club
- Craigleith Ski Club
- Mansfield Ski Club
- The Georgian Bay Club
- Barrie Country Club
- Cedar Links Golf Centre
- Rocky Crest Golf Club