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Waterfront holiday rentals in Penetanguishene

Find and book unique waterfront accommodation on Airbnb

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Popular amenities for Penetanguishene waterfront rentals

Waterfront apartment accommodation

Guest favourite
Apartment in Alliston
4.85 out of 5 average rating, 55 reviews

Stunning 1 Bedroom unit

SydRating, 5 stars2 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
Apartment in Port Carling
4.96 out of 5 average rating, 49 reviews

Cozy Nautical quaint retreat downtown Port Carling

MarkRating, 5 stars9 months ago
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.
Top Guest favourite
Apartment in Horning's Mills
4.96 out of 5 average rating, 289 reviews

Beautiful Riverside Country Apartment

KatarinaRating, 5 stars1 month ago
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!
Superhost
Apartment 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
Apartment in Bracebridge
4.98 out of 5 average rating, 365 reviews

The Muskoka River Chalet - The King's Den

MelissaRating, 5 stars6 days ago
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!
Top Guest favourite
Apartment 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
Apartment in Innisfil
4.97 out of 5 average rating, 38 reviews

NEW Luxurious Corner Unit at Friday Harbour Resort

AndreaRating, 5 stars3 weeks 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!
Top Guest favourite
Apartment in Innisfil
4.92 out of 5 average rating, 13 reviews

FH Suite Getaway!

KaylaRating, 5 stars4 months ago
Beautiful place definitely will be returning in the summer friday harbour is a must visit !!

Waterfront house rentals

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

Welcoming Waterfront Cottage

LaurenRating, 5 stars9 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.
Guest favourite
Home in Coldwater
4.98 out of 5 average rating, 110 reviews

Luxury Guest House with Private Hot Tub and Trails

FadilRating, 5 stars1 month ago
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.
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 stars5 days 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, 116 reviews

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

BradRating, 5 stars2 weeks ago
Thank you for being a great Host to our group.
Superhost
Home in Port Severn
4.83 out of 5 average rating, 23 reviews

Tranquility Cove Estate on Muskoka Lake Front

MichelleRating, 5 stars1 month ago
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.
Superhost
Home in Tiny
4.85 out of 5 average rating, 33 reviews

Sunset Beach House with POOL

ElvanaRating, 5 stars1 week 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 condo accommodation

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

2BR Getaway at Friday Harbour All Season Resort

BryannaRating, 5 stars3 weeks 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
Condo in Innisfil
4.96 out of 5 average rating, 75 reviews

Luxury Getaway @ Friday Harbour Condo and Marina

AngelaRating, 5 stars3 weeks 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
Condo 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
Condo in Innisfil
4.98 out of 5 average rating, 53 reviews

Romantic Stay at Friday Harbour Resort Lake Simcoe

AnthonyRating, 5 stars5 days 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
Condo in Innisfil
4.93 out of 5 average rating, 212 reviews

Designer Condo with beautiful harbour view.

BrendaRating, 5 stars3 weeks ago
Condo was beautiful, relaxing and everything was walkable. Will definitely be back!
Superhost
Condo 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
Condo 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
Condo 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 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

Destinations to explore

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