Waterfront holiday rentals in Midland

Find and book unique waterfront rentals on Airbnb

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Popular amenities for waterfront rentals in Midland

Waterfront apartment rentals

Superhost
Flat in Alliston
4.85 out of 5 average rating, 55 reviews

Stunning 1 Bedroom unit

SydRating, 5 stars3 weeks ago
Just what I was looking for. A peaceful stay close to nature. The train tracks right beside us was powerful. Caused me to stop and take it in. My wife said it was a reminder to stay present in the moment when a train passed. A lot of fun!
Top guest favourite
Flat in Horning's Mills
4.96 out of 5 average rating, 290 reviews

Beautiful Riverside Country Apartment

NataliaRating, 5 stars1 week ago
The gardens and creek were just lovely…the apartment was clean & pretty much had all I needed. In particular the bed was excellent- had a great sleep. Would stay here again, if needed. Wendy was easy to communicate with & prompt with her replies & very accommodating to my schedule. Thank you, Wendy!
Superhost
Flat in Innisfil
4.88 out of 5 average rating, 33 reviews

Luxury Serene Escape @ Friday Harbour Resort

BalajiRating, 5 stars13 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 :)
Top guest favourite
Flat in Bracebridge
4.98 out of 5 average rating, 366 reviews

The Muskoka River Chalet - The King's Den

BarbaraRating, 5 stars1 day ago
This was our fourth visit!! We have now stayed in all four rooms and we were in the King’s Den this time!! It felt like coming home as we were greeted with a hug from Taurean and Robert. We had a peaceful three night stay where we spent our time relaxing on the dock, in the hot tub and paddling the river in the paddle boat. Looking forward to our next visit. Glad to have found this little gem!!
Top guest favourite
Flat in Penetanguishene
4.88 out of 5 average rating, 85 reviews

Quiet & Pristine Georgian Bay Escape near trails

LouiseRating, 5 stars1 month ago
We had a wonderful stay with Catherine and Tom. The place was spotless and stocked with all the essentials for cooking, making it easy to feel at home. The location was perfect - just a short walk to the town dock and everything else we needed. Catherine and Tom were incredibly flexible and went out of their way to help us during some unexpected situations. They were generous, thoughtful, and always responsive to messages. Their local knowledge was invaluable, and they truly went above and beyond to ensure our comfort. We would highly recommend staying here! 10 out of 10!!
Guest favourite
Flat in Innisfil
4.96 out of 5 average rating, 27 reviews

Modern Luxury Delight with a Pool and Hot Tub

TerenceRating, 5 stars9 months ago
Amazing stay, well kept, convenient and comfortable. Joanne is very responsive and flexible.
Top guest favourite
Flat in Innisfil
4.97 out of 5 average rating, 29 reviews

Fantastic 1 Bdrm With A View.

Anne-MarieRating, 5 stars8 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 favourite
Flat in Innisfil
4.97 out of 5 average rating, 38 reviews

NEW Luxurious Corner Unit at Friday Harbour Resort

AndreaRating, 5 stars1 month ago
Sandra’s place is just like the pictures super cute, clean and private. The place has everything you need for a great stay. She’s very responsive to messages. It was our 2nd time enjoying her place and we’d look forward to booking with her again!

Waterfront house rentals

Superhost
Home in Victoria Harbour
5 out of 5 average rating, 15 reviews

Welcoming Waterfront Cottage

LaurenRating, 5 stars10 months ago
Great stay at the cottage! We were a group of 5 adults and 1 child. Though the start of the week was too windy and cool to enjoy the beach and water sports available, the cottage is comfortable inside for everyone to have space. The kitchen had necessary equipment, pots and utensils for cooking. There is also a lot of amenities closeby for groceries, etc. There is also a good pub in walking distance. The small beach has enough chairs for everyone to relax, and it's sandy so great for kids to play. Due to the winds in the first few days, it was a bit seaweedy. We also had a lot of fun searching for rocks. Keep in mind the water on the bay can be a bit chilly. She did have a kayak, canoe and paddleboard available to use, as well as some floats to use on the water.
Superhost
Home in Waubaushene
4.79 out of 5 average rating, 43 reviews

All season/Ski/Waterfront/Fish Modern Cottage

AmandaRating, 5 stars2 weeks ago
I have nothing but AMAZING things to say about our experience at this beautiful waterfront cottage. The pictures were beautiful but I was still blown away by the view and the overall home. Lily was an exceptional host, always super kind and responsive. My friends and I had the best time here and would absolutely recommend for anyone to book! :)
Guest favourite
Home in Gravenhurst
4.83 out of 5 average rating, 323 reviews

Beautiful 6 BEDROOM Muskoka Cottage

LokeshRating, 5 stars1 month ago
Our stay here was fantastic. The house is big with plenty of rooms for a big group. It was clean and orderly. There is a beautiful dock with a canoe, kayak and life jackets. Our host Fred was very kind and accommodating. I would recommend this to anyone looking a cottage getaway.
Guest favourite
Home in Elmvale
4.89 out of 5 average rating, 19 reviews

Cozy Lakefront Cottage with Hot tub and Pool.

KreenaRating, 5 stars9 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 favourite
Home in Georgina
4.91 out of 5 average rating, 275 reviews

Beach House-S/W Exposure! Hot Tub, Sandy Water!

JennyRating, 5 stars1 week ago
We stayed at Dylan’s place for the weekend with 13 adults and 4 kids. There was enough rooms and beds for all of us with adequate bedding and space. The house was clean and well equipped for our weekend! Before the stay we had lots of questions and Dylan was very responsive and answered everything in a timely manner and with lots of details. He was always following up during the weekend as well. The dock is beautiful and amazing! It was a bit buggy but that’s expected near the waters. We used the kayaks and boat and had a wonderful time!
Superhost
Home in Orillia
4.82 out of 5 average rating, 259 reviews

Waterfront Cottage Over-the-Water view w fast Wifi

EmilyRating, 5 stars1 month ago
Chelsea’s place was absolutely beautiful ! Upon walking in the house, the view of the water is breathtaking and did not get old each morning while sipping our coffees. The home itself was very homey, and a great wide open space for gathering with friends. Chelsea was super helpful when booking, made recommendations and was super responsive during our stay with any questions we had. I would highly recommend a stay here - can’t get much closer to being “on the lake”!
Superhost
Home in Barrie
4.86 out of 5 average rating, 117 reviews

King Bed Farmhouse- w/ Fire-pit, 75" TV, Ping Pong

MegRating, 5 stars2 weeks ago
Thanks so much, Nikole! We appreciate your help with everything and how proactive you were with all communication. :)
Superhost
Home in Tiny
4.85 out of 5 average rating, 33 reviews

Sunset Beach House with POOL

ElvanaRating, 5 stars2 weeks ago
We had a great time at Ali's place. If you enjoy the outdoors, long beach walks and want some peace and quiet, I strongly suggest it.

Waterfront apartment rentals

Superhost
Apartment in Innisfil
4.87 out of 5 average rating, 227 reviews

2BR Getaway at Friday Harbour All Season Resort

BryannaRating, 5 stars1 month ago
Stephanie was wonderful and the space she has is so perfect! Love that there is main floor back door access and super easy to get in and out of the parking garage as she’s on the main floor. Will definitely stay again!
Top guest favourite
Apartment in Innisfil
4.96 out of 5 average rating, 76 reviews

Luxury Getaway @ Friday Harbour Condo at Marina

AngelaRating, 5 stars1 month ago
We had such a peaceful long weekend stay at Ana's! The location was perfect and exactly described; overlooks right into the marina, amazing restaurants just right down the steps and extremely quiet! We didn't hear a single sound from any of neighbours around us. The space looked even more beautiful than the pictures. My husband and I were shocked to see just how incredibly clean the apartment was; not a single speckle anywhere! We were welcomed by a lovely snack basket (which my husband devoured on the first night) and a bottle of wine. Even included amenities in the bathroom which was wonderful since I forgot our toothbrush. The bathroom was so cozy and such a lovely surprise to have a tub. We will definitely be coming back!
Guest favourite
Apartment in Innisfil
4.96 out of 5 average rating, 166 reviews

Stylish getaway condo, resort living

DebbyRating, 5 stars1 month ago
We had a great stay at this stylish comfortable condo in a nice neighbourhood. The condo itself is very clean and has everything,and more,than you need. The brita filter is a big plus ! Comfortable beds, luxurious linnen and a good washer an dryer made us not wanting to leave... Thank you Ron (and Anna)
Top guest favourite
Apartment in Innisfil
4.98 out of 5 average rating, 54 reviews

Romantic Stay at Friday Harbour Resort Lake Simcoe

AnthonyRating, 5 stars1 week ago
Jack was an amazing host!! Extremely friendly, responsive and helpful throughout the entire process, before & during the stay, and morning of check out. Provided us with very clear instructions including a map if we needed, as well as linked us to the local events / dining page for the resort. The place was spotless! Matched the listing page. Would definitely recommend reserving one of Jack's listings after the great experience we had.
Guest favourite
Apartment in Innisfil
4.93 out of 5 average rating, 212 reviews

Designer Condo with beautiful harbour view.

BrendaRating, 5 stars1 month ago
Condo was beautiful, relaxing and everything was walkable. Will definitely be back!
Superhost
Apartment in Innisfil
4.91 out of 5 average rating, 142 reviews

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

AnisaRating, 5 stars1 month ago
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!
Guest favourite
Apartment in Innisfil
4.94 out of 5 average rating, 115 reviews

Friday Harbour Luxury Condo Escape, Sleeps 4

SoniaRating, 5 stars9 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 favourite
Apartment in Innisfil
4.84 out of 5 average rating, 180 reviews

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

Joanna LRating, 5 stars12 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!

Quick stats about waterfront rentals in Midland

  • Total rentals

    50 properties

  • Nightly prices starting at

    ₹5,159 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

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