
Waterfront holiday rentals in Penetanguishene
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Top-rated waterfront accommodation in Penetanguishene
Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.
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Popular amenities for Penetanguishene waterfront rentals
Waterfront apartment accommodation

Stunning 1 Bedroom unit
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!

Cozy Nautical quaint retreat downtown Port Carling
We were in town for a wedding and had a great stay at Michelle’s place. Great location in the heart of Port Carling but still private enough to relax on the large deck and enjoy the view of the water. Would definitely stay again.

Beautiful Riverside Country Apartment
We had a lovely stay at Wendy’s place! Beautiful location right next to a river with a gorgeous back yard. It was a short drive to excellent hiking on the Bruce trail. The apartment had all the amenities we needed (including lots of coffee!), was very clean and super cozy. Wendy was very responsive and helpful. I’d highly recommend if you’re looking for a peaceful and pretty spot for a quiet getaway!

Luxury Serene Escape @ Friday Harbour 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
A friend and I decided to head north for a quick night away. Taurean’s “King’s Den” apartment was the perfect choice! A gorgeous accommodation, filled with special little extras and attention to detail! We enjoyed our stay and will be back!

Quiet & Pristine Georgian Bay Escape near trails
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!!

NEW Luxurious Corner Unit at Friday Harbour Resort
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!

FH Suite Getaway!
Beautiful place definitely will be returning in the summer friday harbour is a must visit !!
Waterfront house rentals

Welcoming Waterfront Cottage
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.

Luxury Guest House with Private Hot Tub and Trails
We had a lovely stay. The place was even nicer than we expected. This is the best air bnb we’ve ever had. It was really private and really clean, which was exactly what we were looking for. They provided so many little things which just added to the overall experience. Its the small things that go a long way. The place was really open concept and just really well furnished. Gave a fantastic vibe. The hot stub was clean, private and lovely. You wont be disappointed whatsoever here. Thank you for being a fantastic host Rebecca.

Cozy Lakefront Cottage with Hot tub and Pool.
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 🌎.

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

Waterfront Cottage Over-the-Water view w fast Wifi
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”!

King Bed Farmhouse- w/ Fire-pit, 75" TV, Ping Pong
Thanks so much, Nikole! We appreciate your help with everything and how proactive you were with all communication. :)

Tranquility Cove Estate on Muskoka Lake Front
Lovely, spacious home with a beautiful view. I really liked how modern it was and that the living room was a big open area for our group to socialize. There was also a cute little sunroom overlooking the lake. This is the perfect cottage for a weekend getaway.

Sunset Beach House with POOL
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 condo accommodation

2BR Getaway at Friday Harbour All Season Resort
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!

Luxury Getaway @ Friday Harbour Condo at Marina
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!

Stylish getaway condo, resort living
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)

Romantic Stay at Friday Harbour Resort Lake Simcoe
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.

Designer Condo with beautiful harbour view.
Très agréable comme séjour endroit tranquille avec plusieurs activités aux alentours

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

Friday Harbour Luxury Condo Escape, 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 Penetanguishene
Total rentals
30 properties
Nightly prices starting at
$101 NZD before taxes and fees
Total number of reviews
930 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Blue Mountain Village
- Port Carling Golf & Country Club
- Osler Bluff Ski Club
- Horseshoe Resort
- Devil's Glen Country Club
- Georgian Bay Islands National Park
- Beaver Valley Ski Club
- Mount St. Louis Moonstone
- Snow Valley Ski Resort
- Lake Joseph Golf Club
- Muskoka Lakes Golf and Country Club
- Cobble Beach Golf Resort Community
- The Club At Bond Head
- The Georgian Peaks Club
- Muskoka Bay Resort
- Alpine Ski Club
- The Ridge at Manitou Golf Club
- Rocky Crest Golf Club
- Barrie Country Club
- National Pines Golf Club
- Windermere Golf & Country Club
- Craigleith Ski Club
- The Georgian Bay Club
- Muskoka Highlands Golf Links