Beachfront vacation rentals in Grey Highlands

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Popular amenities for Grey Highlands beachfront rentals

Pet-friendly beachfront home rentals

Guest favorite
Guest suite in Innisfil
4.84 out of 5 average rating, 144 reviews

Open tiny king suite with semi-private waterfront

BrianRating, 5 stars3 weeks ago
the place was beautiful and would definitely recommend to others
Guest favorite
Cabin in Erin
4.97 out of 5 average rating, 134 reviews

Rustic Cabin on Private Pond

JordanRating, 5 stars3 months ago
Derek was an excellent host, helped us check-in and then let us enjoy the property privately afterwards. A large property, very quiet and peaceful- we stayed for New Year's eve and Derek allowed us to check out late. Looks like it would be a wonderful property to stay at during the summer! The only slightly bad thing I could is that the outhouse may not be suitable for everyone. Thank you for a wonderful experience Derek! I think it would be nice to stay again sometime during the summer!
Guest favorite
Home in Durham
4.9 out of 5 average rating, 165 reviews

Heron's Perch

SergioRating, 5 stars7 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.
Superhost
Cottage in Innisfil
4.9 out of 5 average rating, 168 reviews

Stunning Lakefront Cottage Hot Tub & Sauna

CharmaineRating, 5 stars3 weeks ago
Beautiful location and stunning views. Lake was completely frozen when we went and we were able to walk out onto the lake. Comfy bed, provided good amenities and stunning backyard space. Currently has construction right next door so it wasnā€™t ideal with sleeping babies, but nothing Kris can do. Otherwise a peaceful and cozy stay.
Top guest favorite
Cottage in Innisfil
4.98 out of 5 average rating, 128 reviews

Charming waterfront cottage on Lake Simcoe

MikeRating, 5 stars7 months ago
Beautiful property on Lake Simcoe with more than enough room for everyone we absolutely loved our stay and requested to stay longer but unfortunately it was committed to other guests. Great hosts, great communication. This property is the place to stay if you are looking for a spacious, lakefront property with privacy in Innisfil which is very hard to find. Highly recommended!
Top guest favorite
Bungalow in Orillia
4.89 out of 5 average rating, 149 reviews

Waterfront cottage on beautiful bass lake

ShelaghRating, 5 stars3 weeks ago
Thanks Jed for a great stay at your cottage. It was really nicely updated and the space was perfect for 3 couples. Would definitely stay again.
Guest favorite
Cottage in Flesherton
4.94 out of 5 average rating, 138 reviews

All-Season Cottage on the Lake

JudithRating, 5 stars1 month ago
Great place in a beautiful location! Perfect for our two families to get together and enjoy the outdoors in winter. The kitchen is well-supplied and itā€™s great to have towels and sheets provided. Carrie is friendly, flexible and well organized. Thanks so much!
Top guest favorite
Cottage in Coldwater
4.96 out of 5 average rating, 101 reviews

Cottage on the lake

LucaRating, 5 stars1 month ago
Really enjoyed our friends weekend getaway at this cottage. Very clean and well maintained!

Beachfront home rentals with a pool

Top 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 stars7 months ago
We recently had the pleasure of staying at a fantastic condo in Friday Harbour, and we canā€™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. Itā€™s clear that the owners have put a lot of thought and care into creating a perfect retreat. If youā€™re looking for a memorable getaway, this place should be at the top of your list!
Top guest favorite
Condo in Innisfil
5 out of 5 average rating, 57 reviews

Stunning 1BR w Pool ~ Free Parking & Self Check-In

MitchRating, 5 stars1 month ago
Very easy to check in as per the instructions that were given to us. Lots of restaurants and activities to do within the resort. Would love to come back to see what the resort is like during different seasons as well!
Condo in Innisfil
4.78 out of 5 average rating, 51 reviews

The Penthouse at Friday Harbour

RemingtonRating, 5 stars2 weeks ago
Exactly what we were looking for, situated in a perfect location. Condo is nice and close to the elevator and underground parking. Place was spotless and very inviting, super comfortable couch and bed!
Guest favorite
Cottage in Tiny
4.95 out of 5 average rating, 42 reviews

Georgian Bay Beach Club Franā€™s Beachfront Paradise

AgnesRating, 5 stars7 months ago
Lovely lovely place. Sitting on the deck watching over the blue waters of the bay - dreamy! Kids had fun at the beach and in the pool. Highly recommend.
Guest favorite
Condo in Innisfil
4.94 out of 5 average rating, 70 reviews

Luxury Beach Spa w/ Hot Tub & Sauna!

MykaylaRating, 5 stars3 weeks ago
Iā€™ve been waiting such a long time to actually stay at any of Michelleā€˜s homes ! The place was exactly like the pictures, Michelle was easy to communicate with very responsive. it was worth the wait my boyfriend, son and I had the best time . I showed up and there it was both birthday and anniversary decorations for me as I was celebrating both in one including March break with my son ! I love Friday Harbour and Iā€™m glad I was able to come during March break, but I canā€™t wait to come back when itā€™s nicer and warmer out and we can maybe get out on the water jet ski / boat day aswell.
Guest favorite
Bungalow in Lafontaine Beach
4.9 out of 5 average rating, 50 reviews

Sweet Memories of Georgian Bay

FionaRating, 5 stars6 months ago
Idyllic gem on Georgian bay. Perfect for a small family getaway by the lake. The resort pool is a big plus for the kids. Beautiful surroundings and stunning sunsets. Jefferson is a great host. Very friendly and responsive. He kindly accommodated our request.
Top guest favorite
Apartment in Innisfil
4.92 out of 5 average rating, 12 reviews

FH Suite Getaway!

NikosRating, 5 stars3 months ago
I recently stayed at Nicoleā€™s Airbnb for two nights, and it was a fantastic experience from start to finish. The space was exactly as describedā€”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 nightā€™s rest. I couldnā€™t have asked for a better stay and would absolutely rent from Nicole again. Highly recommended!
Guest favorite
Cottage in Tiny
4.97 out of 5 average rating, 99 reviews

Ultimate Georgian Bay Vacation Getaway

MatthewRating, 5 stars3 months ago
the cottage was really cute and it was right on the water with gorgeous views. we stayed in late December/January so the weather was as you would expect in canada but I would imagine that being right on your own private beach during the summer would be spectacular. I would definitely come and stay again. Janna was a great host and responded promptly to any inquiries we had. thank you for a great stay and we will see you again

Private beachfront home rentals

Guest favorite
Cottage in Wiarton
4.92 out of 5 average rating, 39 reviews

Zeta's Beachfront Cottage on Georgian Bay

JasonRating, 5 stars2 months ago
Zeshan was an amazing host to work with! The stay was spacious and had all the amenities needed for a relaxing stay.
Top guest favorite
Cottage in Oro Station
4.93 out of 5 average rating, 42 reviews

Lake Simcoe south exposure lakefront with hot tub

KevinRating, 5 stars3 months ago
Great location, clean and tidy house
Top guest favorite
Townhouse in Wasaga Beach
5 out of 5 average rating, 20 reviews

Modern home 1 min walk to Wasaga Beach

SocratesRating, 5 stars7 months ago
It was great to stay at this location. My siblings who came from UK and USA were impressed with the location and the way the unit is maintained with all the amenities provided. Look forward to stay there again.
Guest favorite
Cottage in Tiny
4.83 out of 5 average rating, 101 reviews

Oasis Beach Cottage-Waterfront-Wifi-AC-4Season-BBQ

AmandeepRating, 5 stars5 months ago
Maria and Gus were wonderful hosts, and we really enjoyed our stay at their cottage. They were very responsive and addressed all our concerns. The cottage was well-equipped with everything we needed, including dishes, utensils, towels, and even extra toothbrushes in case we forgot to bring our own! The view of the lake from the back of the cottage was incredible!
Superhost
Home in Port Severn
4.75 out of 5 average rating, 32 reviews

Bluewater Lodge Beausoleil Bunkie #7

HaleyRating, 5 stars7 months ago
We had a great time! Lots of water toys for the kids (kayaks, paddle boards etc). Walking distance to playground and town. Fishing was fun and beautiful scenery from our front window. We canā€™t wait to go back :)
Home in Tiny
4.81 out of 5 average rating, 274 reviews

Sandy Beach right on Georgian Bay STRTT-2025-069

AlexRating, 5 stars27 months ago
Douglas is a great host. The place was amazing with a great view! Very clean and had everything we needed plus more. We would definitely recommend to others! Thanks for such a great experience!
Top guest favorite
Guest suite in Kemble
5 out of 5 average rating, 48 reviews

PARADISE AT PRESQUILE - WATERFRONT PROPERTY

ChristinaRating, 5 stars6 months ago
Jane was an amazing host with a beautiful home and peaceful, gorgeous waterfront garden. She was responsive even before we got there with local recommendations and while we were there as well. She ensured we had everything we needed and really opened up her home to us. Would definitely stay again if I was back in the region!
Cottage in Tiny
4.87 out of 5 average rating, 101 reviews

Cozy beach house on Georgian Bay

LidiaRating, 5 stars7 months ago
Kelly was a wonderful host. she was very responsive and accommodating. her cottage was extremely clean, great bbq and kitchen well stocked. Pillows and blankets looked and smelled freshly washed. beds were also very comfortable. would definitely stay again.

Quick stats about beachfront rentals in Grey Highlands

  • Total rentals

    20 properties

  • Nightly prices starting at

    ļŗ©.ļŗ‡184 before taxes and fees

  • Total number of reviews

    650 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore

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  5. Grey Highlands
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