Waterfront holiday rentals in Grey Highlands

Find and book unique waterfront accommodation on Airbnb

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Popular amenities for Grey Highlands waterfront rentals

Waterfront apartment accommodation

Top Guest favourite
Apartment in Horning's Mills
4.95 out of 5 average rating, 288 reviews

Beautiful Riverside Country Apartment

MelissaRating, 5 stars4 days ago
I enjoyed a peaceful 2 weeks at this beautiful Airbnb! The setting is surreal surrounded by nature and a river! I had everything I needed and I enjoyed a few nights with a cozy fire in the wood stove. The bed and couches were very comfortable. The No Frills in Shelburne was a great grocery store nearby. Wendy was always very responsive and helpful. As clearly noted in the description, there is no cell service but not a big deal as there is wifi. I hope to be back again one day! A true gem!
Superhost
Apartment in Innisfil
4.88 out of 5 average rating, 33 reviews

Luxury 2BR Condo@ Friday Harbour all Season Resort

BalajiRating, 5 stars12 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 Meaford
4.96 out of 5 average rating, 383 reviews

Sunrise and Bayview with Kayaks & Bikes

JacquelineRating, 5 stars2 weeks ago
Fantastic stay from start to finish everything was perfect
Guest favourite
Apartment in Penetanguishene
4.88 out of 5 average rating, 83 reviews

Quiet & Pristine Georgian Bay Escape near trails

AkhilRating, 5 stars6 months ago
Catherine was a superb host and even gave us delicious slices of pie during our stay! We felt right at home!
Guest favourite
Apartment in Innisfil
4.96 out of 5 average rating, 27 reviews

Modern Luxury Delight with a Pool and Hot Tub

TerenceRating, 5 stars8 months ago
Amazing stay, well kept, convenient and comfortable. Joanne is very responsive and flexible.
Top Guest favourite
Apartment in Innisfil
4.97 out of 5 average rating, 29 reviews

Fantastic 1 Bdrm With A View.

Anne-MarieRating, 5 stars6 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
Apartment in Innisfil
4.97 out of 5 average rating, 36 reviews

NEW Luxurious Corner Unit at Friday Harbour Resort

MichelleRating, 5 stars2 weeks ago
From inquiring about the property to check-in and check-out Sandra's instructions and attention to detail was outstanding. We have stayed at Friday Harbour before (same building) but really loved the corner unit. If you are looking for a more spacious 2 bedroom look no further.
Top Guest favourite
Apartment in Innisfil
4.92 out of 5 average rating, 12 reviews

FH Suite Getaway!

NikosRating, 5 stars4 months ago
I recently stayed at Nicole’s Airbnb for two nights, and it was a fantastic experience from start to finish. The space was exactly as described—spotlessly clean, beautifully decorated, and thoughtfully equipped with everything I needed for a comfortable stay. Nicole was a wonderful host, responding quickly to any questions and offering helpful recommendations for the area. The location was perfect, close to local attractions yet peaceful and quiet for a good night’s rest. I couldn’t have asked for a better stay and would absolutely rent from Nicole again. Highly recommended!

Waterfront house rentals

Guest favourite
Home in Durham
4.89 out of 5 average rating, 18 reviews

The River Rental

KenRating, 5 stars7 months ago
this is the cleanest, quietest and most comfortable/equipped airbnb we've ever stayed at! there's a beautiful property with a fire pit that's private and a small walkway also private to a private setting along the creek. we absolutely loved staying here and we will definitely request to come back! clearly Randy and Vicki take great pride in hosting and sharing with others what they get to experience with this beautiful setting and quiet escape. we highly recommend!🙏🏻
Superhost
Home in Annan
5 out of 5 average rating, 3 reviews

Georgian Blue Lakehouse - Private Waterfront

JenniferRating, 5 stars9 months ago
Beautiful spot! The home is comfortable and spacious, and had everything we needed. The beach front is absolutely beautiful, and the general area very quiet and peaceful. Laurie was a very communicative host and responded very quickly.
Guest favourite
Home in Wasaga Beach
4.93 out of 5 average rating, 15 reviews

The Wasaga Beach House

MelissaRating, 5 stars8 months ago
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.
Guest favourite
Home in Wasaga Beach
5 out of 5 average rating, 5 reviews

Cozy ski chalet

NataliRating, 5 stars2 weeks ago
If you need to get away from the city this is the place to experience peace and serenity! The view/location of the lake was just amazing! House was very homey and cozy. My kids loved the rocks by the shoreline, they didn't want to leave. Would definitely go back!
Top Guest favourite
Home in Wiarton
4.92 out of 5 average rating, 99 reviews

Island View Cottage

MenkaRating, 5 stars2 weeks ago
Beautiful cottage, great location, gracious host! We loved the little touches and full suite of amenities in the house which made our stay memorable. Highly recommend
Guest favourite
Home in Brampton
4.93 out of 5 average rating, 55 reviews

Modern Lakefront Cottage In The City With Hot Tub

JacobRating, 5 stars3 weeks ago
Had a great time during my stay. Plenty of things to do at the house and not far from the train station. Plenty of room and a beautiful back yard. Would love to visit again!
Guest favourite
Home in Meaford
4.87 out of 5 average rating, 396 reviews

Beachhouse Hideaway - Hot Tub, G-Bay Waterfront

JuliaRating, 5 stars1 week ago
We greatly enjoyed our stay at Erica’s. The house is very cute and although it is old, it felt very quaint with lots of charm, and many areas are more up to date (kitchen appliances, living room, bathroom). We found the space to be clean and it had pretty much everything we needed. The backyard has a patio, hot tub, and dock overlooking the beautiful waterfront. Erica was very communicative and provided helpful instructions. We really enjoyed our stay here!
Guest favourite
Home in Durham
4.9 out of 5 average rating, 165 reviews

Heron's Perch

SergioRating, 5 stars8 months ago
This was our second year at Carrie and Dan's cottage and once again my family and I had a fantastic time. The house is perfectly situated on the river with a nice beach and it has all of the amenities needed. Dan communicated regularly and checked in with us to ensure we had everything we needed. This is a beautiful property which anyone would have fun at.

Waterfront condo accommodation

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

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

ElenaRating, 5 stars8 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!
Superhost
Condo in Innisfil
4.87 out of 5 average rating, 222 reviews

2BR Getaway at Friday Harbour All Season Resort

JohnRating, 5 stars3 weeks ago
Brilliant location for the harbour everything in walkable distance, clean and well stocked kitchen . Responsive host would recommend.
Top Guest favourite
Condo in Innisfil
4.97 out of 5 average rating, 164 reviews

Stylish getaway condo, resort living

DanielleRating, 5 stars2 months ago
very clean place, has everything you need for a great getaway. Ron is an amazing, always available host!
Superhost
Condo in Innisfil
4.91 out of 5 average rating, 140 reviews

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

LoriRating, 5 stars2 months 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 favourite
Condo in Innisfil
5 out of 5 average rating, 8 reviews

Resort Living with Amazing Water Views, Balcony

Mashrur NoorRating, 5 stars2 months ago
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.
Guest favourite
Condo in Innisfil
4.94 out of 5 average rating, 115 reviews

Friday Harbour Luxury Condo Escape, Sleeps 4

SoniaRating, 5 stars7 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 stars10 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 favourite
Condo in Innisfil
4.88 out of 5 average rating, 276 reviews

Resort Condo in Friday Harbour

SunnyRating, 5 stars1 week ago
Paula’s place was amazing! Beautiful surroundings, nice home, and great environment. Paula was very understanding and very flexible. Highly Recommend!

Quick stats about waterfront rentals in Grey Highlands

  • Total rentals

    100 properties

  • Nightly prices starting at

    $61 AUD before taxes and fees

  • Total number of reviews

    2.6K reviews

  • Family-friendly rentals

    80 properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with a pool

    30 properties have a pool

Destinations to explore

  1. Airbnb
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  4. Grey County
  5. Grey Highlands
  6. Waterfront rentals