Waterfront vacation rentals in Midland

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Popular amenities for Midland waterfront rentals

Waterfront apartment rentals

Guest favorite
Apartment in Alliston
4.87 out of 5 average rating, 52 reviews

Stunning 1 Bedroom unit

MahmoodRating, 5 stars3 weeks ago
Very nice place, If I want to rent a place in Alliston, this will be my first choice.
Guest favorite
Apartment in Horning's Mills
4.96 out of 5 average rating, 283 reviews

Beautiful Riverside Country Apartment

JordanRating, 5 stars2 weeks ago
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.
Apartment in Innisfil
4.86 out of 5 average rating, 7 reviews

Luxury Stay (Penthouse) at Friday Harbour Resort

VictoriaRating, 5 stars7 months ago
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.
Superhost
Apartment in Innisfil
4.88 out of 5 average rating, 33 reviews

Luxury 2BR Condo@ Friday Harbour all Season Resort

BalajiRating, 5 stars10 months ago
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 :)
Guest favorite
Apartment in Penetanguishene
4.88 out of 5 average rating, 83 reviews

Quiet & Pristine Georgian Bay Escape near trails

AkhilRating, 5 stars4 months ago
Catherine was a superb host and even gave us delicious slices of pie during our stay! We felt right at home!
Guest favorite
Apartment in Innisfil
4.96 out of 5 average rating, 27 reviews

Modern Luxury Delight with a Pool and Hot Tub

TerenceRating, 5 stars6 months ago
Amazing stay, well kept, convenient and comfortable. Joanne is very responsive and flexible.
Guest favorite
Apartment in Innisfil
4.97 out of 5 average rating, 29 reviews

Fantastic 1 Bdrm With A View.

Anne-MarieRating, 5 stars4 months ago
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! :)
Guest favorite
Apartment in Innisfil
4.97 out of 5 average rating, 32 reviews

NEW Luxurious Corner Unit at Friday Harbour Resort

NavinRating, 5 stars2 weeks ago
First off, Sandra's communication was outstanding. Very clear and proactive communications that left no doubt about the check-in and check-out process. The unit itself was clean, modern and spotless. Friday Harbour has some great restaurants in the area. Highly recommend!

Waterfront house rentals

Superhost
Home in Washago
4.65 out of 5 average rating, 20 reviews

Spectacular view, Riverfront Cottage + Bunkie

EllieRating, 5 stars4 months ago
Maria was a wonderful host. She responded quickly to our messages. She was very kind and understanding.
Superhost
Home in Coldwater
4.68 out of 5 average rating, 82 reviews

Muskoka Cottage on the Severn River

SumeyRating, 5 stars6 months ago
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
Guest favorite
Home in Gravenhurst
4.83 out of 5 average rating, 321 reviews

Beautiful 6 BEDROOM Muskoka Cottage

MaryRating, 5 stars1 month ago
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.
Guest favorite
Home in Elmvale
4.89 out of 5 average rating, 19 reviews

Cozy Lakefront Cottage with Hot tub and Pool.

KreenaRating, 5 stars6 months ago
We went to this cottage for a beautiful romantic weekend getaway and we were happy we got that. The owner of the cottage Necker was very kind and helpful, absolutely loved the place and there was plenty of water activities to do. It was easy to check in, communicate and plenty of peaceful vibes. Recommended 100%, please go visit this cottage it is very well worth it. P.S: we loved the character of the cottage with little artpieces and wall art from all over the globe 🌎.
Guest favorite
Home in Severn
4.93 out of 5 average rating, 28 reviews

Eco Bay Chalet Year Round Group Stay in Muskoka

Kim AlexisRating, 5 stars1 month ago
Shelby's chalet is beautiful, clean and spacious! Every detail in the home was very well thought-out from the amenities, to the QR code guides, to even the kitchen accessories! Shelby was also very responsive when it came to inquires and responded very quickly! Would 100% rebook!
Guest favorite
Home in Sebright
4.82 out of 5 average rating, 11 reviews

Oak & Maple Lake house Young Lake on 3 acres

FrancesRating, 5 stars4 months ago
Stayed for the Thanksgiving long weekend. Great location with 1.5hr drive from the city. Very clean, cozy and well equipped. The owners are very thoughtful and offered a welcome package of snacks. Beds are comfortable. Beautiful backyard with lots of trees, a fire stove and access to a small lake. Lots of activities to do. We enjoyed the paddle boat and pooling a lot. Overall a five star and great cottage for a short getaway!
Superhost
Home in Orillia
4.83 out of 5 average rating, 249 reviews

Waterfront Cottage Over-the-Water view w fast Wifi

SofiaRating, 5 stars3 weeks ago
Stayed during major snowfall. Great place to be in, very comfortable and cozy. We had a nice walk along the neighborhood and along the walking path in Orillia. Great view from the dining and sitting area. We did absolutely enjoy our stay
Guest favorite
Home in Little Lake
4.96 out of 5 average rating, 51 reviews

Exclusive Lakefront House on Private Lake

JohannaRating, 5 stars2 months ago
We stayed here in the winter during a snow storm. It was a beautiful spot and had beautiful view from the windows. We felt like we were in a snowglobe. The basement was a little cold for the 3rd and 4th bedrooms but the beds were comfortable and the layout was nice and functional. Cathy was very responsive with the few questions/issues that we had and left us a nice treat for our New Years' Eve stay. Overall, we would stay here again. It has a cottage vibe while being super close to all the shops/groceries, etc. It was only 15 minutes to Mount St. Louis Moonstone and about 50 minutes to Blue Mountain. Great location!

Waterfront condo rentals

Guest favorite
Condo in Innisfil
5 out of 5 average rating, 40 reviews

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

ElenaRating, 5 stars6 months ago
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!
Guest favorite
Condo in Innisfil
4.97 out of 5 average rating, 164 reviews

Stylish getaway condo, resort living

DanielleRating, 5 stars2 weeks ago
very clean place, has everything you need for a great getaway. Ron is an amazing, always available host!
Guest favorite
Condo in Innisfil
4.81 out of 5 average rating, 31 reviews

Convenient Garden Walkout to Pier, 2BR+2bath Condo

KatieRating, 5 stars2 weeks ago
We booked Kin's place VERY last minute due to a snowstorm. Kin quickly responded to our booking and ensured we had everything to check in. The place was spotless, with lots of towels, clean sheets, and coffee. We had a wonderful weekend checking out Friday Harbour, and doing some hiking. We'd love to come back!
Guest favorite
Condo in Innisfil
4.8 out of 5 average rating, 49 reviews

The Penthouse at Friday Harbour

MichelleRating, 5 stars3 weeks ago
We had a great stay at Stephen's place. Stephen was extremely responsive and helpful with any questions we had! Thank you!
Superhost
Condo in Innisfil
4.91 out of 5 average rating, 139 reviews

Beautiful Condo, 2 Bedrooms and a Den in a Resort!

LoriRating, 5 stars1 week ago
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).
Guest favorite
Condo in Innisfil
4.94 out of 5 average rating, 115 reviews

Friday Harbour Luxury Condo, Sleeps 4

SoniaRating, 5 stars5 months ago
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
Guest favorite
Condo in Innisfil
4.84 out of 5 average rating, 180 reviews

Marina view at Friday Harbour 2bd/2bth Pool option

Joanna LRating, 5 stars8 months ago
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!
Guest favorite
Condo in Innisfil
5 out of 5 average rating, 31 reviews

Chic Retreat-@The Harbour 5* Resort-King Size Bed

AlexaRating, 5 stars4 weeks ago
What a beautiful spot to stay! And Stephanie was such a gracious host. Communication was seamless and from our first interactions in booking our stay she made my sister and I feel so welcomed. The home was immaculate and so warm and welcoming. Check in was seamless and easy. And everything was exactly like the photos and even in some ways better than we imagined! Stephanie even took extra care of us and left us some welcome snacks and a beautiful baked loaf for breakfast. Really over and above hosting we felt so taken care of! The Friday Harbour location is such a lovely spot, lots of restaurants and shops to visit, even in the winter! We had such a great time. Thank you Stephanie we can’t wait to visit again!

Quick stats about waterfront rentals in Midland

  • Total rentals

    50 properties

  • Nightly prices starting at

    $60 before taxes and fees

  • Total number of reviews

    1.6K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    10 properties have a pool

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Simcoe County
  5. Midland
  6. Waterfront rentals