Beachfront holiday rentals in Ossossane Beach

Find and book unique beachfront homes on Airbnb

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Popular amenities for beachfront rentals in Ossossane Beach

Pet-friendly beachfront home rentals

Superhost
Cottage in Gravenhurst
4.81 out of 5 average rating, 187 reviews

Trenanthia "Cahoots" Cottage: HotTub,Sauna,GamesRm

BraydenRating, 5 stars5 days ago
Christine and Rebecca were amazing hosts!! The cottage was super clean, and had everything we needed. This cottage was also super fun for a big group, we played lots of volleyball, went out in the canoes, and did hot cold dips from the lake to the sauna. Amazing place, would totally go again :)
Guest favourite
Bungalow in Orillia
4.87 out of 5 average rating, 248 reviews

Luxury, Waterfront, 4 bdrm Bungalow in Sth Muskoka

Trevor and KristineRating, 5 stars1 week ago
Another prefect stay at DJs place. We will definitely be booking again next time we are in the area.
Guest favourite
Guest suite in Innisfil
4.84 out of 5 average rating, 152 reviews

Open tiny king suite with semi-private waterfront

BillieRating, 5 stars2 weeks ago
Property was clean! The hosts were helpful and provided clear instructions on how to access the property.
Guest favourite
Cottage in Port Severn
5 out of 5 average rating, 35 reviews

Relax at Lakefront Follie’s Cove Cottage

MeghRating, 5 stars10 months ago
This cottage is perfection. Liane & James are just SO lovely. If you're reading this, don't look any further. Just book it. We couldn't have had a better week at Follie's Cove. The cottage was the perfect mix of modern and rustic. Clean, comfortable, and thoughtfully equipped. We felt at home instantly. The sunroom was the perfect chill spot for us and our two big dogs to get out of the sun/rain without feeling cooped up indoors. The beach was heaven for our dogs, and on a quiet end of the lake, so we saw few other people all week. The quintessential Muskoka experience! Liane and James were *beyond* wonderful. They set us up with a ton of breakfast food and desserts. Even offered to return the day after check-in to drop off more coffee. It truly felt like renting from friends. Highly recommend renting the pontoon boat from them and puttering around the lake. Wish I had more space to gush about the space and their incredible hospitality. We would book again in a heartbeat!
Top guest favourite
Guest house in Gravenhurst
4.96 out of 5 average rating, 115 reviews

Take a few steps and enjoy the sand and water

MarineRating, 5 stars9 months ago
We spent a beautiful weekend at Marjorie and Rod’s airbnb. 3 days/2 nights. We wished we could stay longer. There propriety’s is just stunning and so peaceful! The perfect place to recharge your batteries. We went canyoning, kayaking, hiking, visiting the area. Marjorie and Rob are the most friendly and welcoming people I have ever met. We are already thinking about coming at their place again. Thank you again Marjorie and Rob for your kindness and for letting us the chance to visit your beautiful place.
Guest favourite
Cabin in Elmvale
4.93 out of 5 average rating, 28 reviews

The Blue Cottage

MichaelRating, 5 stars8 months ago
Perfect weekend get away. Close to the city. Lots of outdoor space for the kids to play.
Superhost
Cottage in Washago
4.88 out of 5 average rating, 128 reviews

Vintage Farmhouse Lakeview and Golfers Cottage

KyleRating, 5 stars3 weeks ago
Great host, very responsive/helpful. House and furniture were very clean. Perfect for a family getaway.
Guest favourite
Apartment in Innisfil
4.93 out of 5 average rating, 211 reviews

Designer Condo with beautiful harbour view.

EdwardRating, 5 stars3 weeks ago
Very beautiful place and surroundings. Host was very helpful with giving us advice and answering any questions we had

Beachfront home rentals with a pool

Top guest favourite
Apartment in Innisfil
5 out of 5 average rating, 41 reviews

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

ElenaRating, 5 stars9 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!
Top guest favourite
Apartment in Innisfil
4.98 out of 5 average rating, 64 reviews

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

MakilaRating, 5 stars6 days ago
Great stay! The place was clean, comfortable, and in a great location. Only downside was the hot tub and pool were closed for maintenance, but everything else was perfect. Would definitely come back!
Guest favourite
Treehouse in Port Perry
4.98 out of 5 average rating, 555 reviews

Treehouse on private, isolated forest (300 acres)

DanielaRating, 5 stars4 months ago
Ollie and Frank were tremendous hosts. We loved the log cabin and all their recommendations were exceptional. We will be back!!!
Guest favourite
Cottage in Wasaga Beach
4.88 out of 5 average rating, 40 reviews

Wasaga Beach 1 BR basement -BBQ/POOL/AC

NeredaRating, 5 stars5 days ago
We enjoyed our time in Wasaga Beach, the location and unit met our needs/wants. We would book again. Host was very helpful and approachable
Guest favourite
Cottage in Victoria Harbour
4.96 out of 5 average rating, 56 reviews

Gorgeous Winfield Chalet Cottage

LeeRating, 5 stars3 weeks ago
We loved our stay at Tony's place in Victoria Harbour . The place is as described and literally steps away from lake and Trans Canada Trail . Its 10 minutes away from all major amentias and restaurants . The place is well equipped. We have stayed in so many Airbnb's and this is one of the most well organized place we have ever been to.. The place comes with pretty much all the amenities that truly made it home away from home . We would definitely be back here in Summer .
Guest favourite
Cottage in Tiny
4.95 out of 5 average rating, 42 reviews

Georgian Bay Beach Club Fran’s Beachfront Paradise

AgnesRating, 5 stars10 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 favourite
Flat in Innisfil
4.97 out of 5 average rating, 38 reviews

NEW Luxurious Corner Unit at Friday Harbour Resort

AndreaRating, 5 stars2 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!
Guest favourite
Bungalow in Lafontaine Beach
4.9 out of 5 average rating, 50 reviews

Sweet Memories of Georgian Bay

FionaRating, 5 stars8 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.

Private beachfront home rentals

Guest favourite
Cottage in Wasaga Beach
4.98 out of 5 average rating, 52 reviews

Charming cottage on the Beach

AlexanderRating, 5 stars3 weeks ago
Beautiful home right on the beach, perfect for small families! Secluded from the public area of Wasaga, enjoy peace and quiet and direct beach access from this cute spot! Thanks again to the hosts
Superhost
Home in Wasaga Beach
4.88 out of 5 average rating, 8 reviews

Cozy Beachfront Getaway

GaryRating, 5 stars3 weeks ago
We had a wonderful stay at the cottage. The best part was the spectacular view of Georgian Bay. The view of the sunrise over the lake was stunning. We enjoyed relaxing on the deck, watching the swans and other birds. We also enjoyed a fire at the waterside fire pit. Not far from the beach or the slopes in winter.
Guest favourite
Cottage in Port Severn
4.96 out of 5 average rating, 54 reviews

Private Family Retreat! Now Open for Summer 2025!

JelenaRating, 5 stars8 months ago
Had a great time at Justin’s well equipped, spacious and extremely fun cottage. The hockey, badminton, billiard and basketball games were so well received and enjoyed by the kids!
Top guest favourite
Cottage in Meaford
5 out of 5 average rating, 30 reviews

Georgian Bay Waterfront Cottage Meaford

BrennaRating, 5 stars2 weeks ago
Lovely cottage right on the water. Couldn’t have asked for better access. The lawn is shared which I hadn’t realized from the photos but very easy to share and enjoy the bay. Adorable setting with everything you need for 2 people for comfortable stay. Georgian trail a short walk from the place was perfect for bike ride and runs. Sunrise was beautiful over the water.
Top guest favourite
Guest suite in Port Perry
4.88 out of 5 average rating, 202 reviews

Sunset Haven

SilvieRating, 5 stars4 days ago
My friend and I needed to get away from our busy lives and craziness of the city. I found Sunset Haven last minute and was pleasantly surprised you can book for only one night. The place was easy to find, very cozy and clean and the breathtaking view of the lake right from your own little deck. It definitely exceeded our expectations! The whole unit is lovely decorated, the bedroom is neat with very comfortable mattress and you can see the lake while lying on the bed! Kitchen has everything you need and more, including an air fryer and the luxury bathroom is better than my own at home. We enjoyed our stay tremendously, went kayaking on the lake, suntanned on the dock and watched a beautiful sunset across the lake while having a camp fire. Lawrence & Stacey were easy to communicate with and always responded right away to our questions. Stacey welcomed us when we arrived and then we met her just before we left, so we had complete privacy. I hope to be back for another unwind stay :-)
Guest favourite
Cottage in Port McNicoll
4.91 out of 5 average rating, 78 reviews

Georgian Bay Waterfront Cottage HotTub King Bed

DarylRating, 5 stars9 months ago
We had a fabulous, relaxing stay at Derek and Sandra’s gem on Georgian Bay. Felt at home from the start, and made good use of the fire pit, hot tub and proximity to biking and hiking trails. The photos don’t lie. This place is cozy, clean and captivating… right on the Bay! Hosts have done everything to help you have a five-star stay.
Top guest favourite
Cottage in Tiny
5 out of 5 average rating, 41 reviews

The Hideaway Balm Beach Cottage

Kathryn Rating, 5 stars3 months ago
For my birthday last weekend, I was looking for a cottage to getaway for work and to celebrate, and I immediately fell in love with this cozy little house when I saw it. It has everything I could ask for to create a warm and welcoming atmosphere, just like home. I spent my birthday here, and I couldn't have asked for a better place. The Scandinavian interior style is my absolute favorite, and every detail of the decor and soft furnishings was perfectly chosen. It’s clear that the owner, Lina, put a lot of thought and care into making this space feel like a true home for visitors. Each room was spotless, and everything I needed for a comfortable stay was provided. Lina is incredibly understanding and accommodating. We all had an amazing time and are so grateful for this experience. Five stars aren’t enough to express how much we enjoyed our stay and how this beautiful house made our birthday weekend so memorable. Highly recommend!
Top guest favourite
Cottage in Windermere
5 out of 5 average rating, 92 reviews

Lake Rosseau Boathouse Getaway for 2

AlanahRating, 5 stars9 months ago
We stayed here for our first anniversary and baby moon. Julie went above and beyond with congratulations banners and made us feel so celebrated! Right from the start, we were amazed at how clean and organized the boathouse was. The view of the cliff was gorgeous! We loved the binder full of nearby restaurant recommendations and it was fun to try some of them out. Docking our seadoo was so simple and close to the boathouse. Touring the lake was one of our favourite parts as there is so much to see! It was just an overall amazing trip and we will be recommending to all of our family and friends!!

Destinations to explore

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  3. Ontario
  4. Simcoe County
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