Waterfront holiday rentals in Cook's Bay

Find and book unique waterfront accommodation on Airbnb

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Popular amenities for Cook's Bay waterfront rentals

Waterfront apartment accommodation

Superhost
Apartment in Pickering
4.73 out of 5 average rating, 30 reviews

Cozy Entire Apt - Quietness & Privacy

MariahRating, 5 stars2 weeks ago
I had an amazing experience staying at this Airbnb! From the moment I arrived, everything was smooth and well-organized. The host was incredibly welcoming and responsive, making check-in a breeze. space was spotless, beautifully decorated, and exactly as described. will definitely book again!!
Superhost
Apartment in Innisfil
5 out of 5 average rating, 8 reviews

PS5 * Pool * Hot Tub * FirePit

pritpalRating, 5 stars3 days ago
It’s a really nice place and pretty convenient check in and check out process as well. There are so many places nearby to explore and lots of activities as well.
Guest favourite
Apartment in New Tecumseth
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!
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 Port Perry
4.97 out of 5 average rating, 175 reviews

Modern Lakefront Apartment

SeanRating, 5 stars2 weeks ago
Derek and Doreen were extremely friendly, responsive, and hospitable, everything in the suite and in the backyard was as shown, if not better. They even gave us a gift as we had mentioned our wedding day was the day prior, couldn’t recommend them and this place enough, we would book again in a heart beat, thanks for everything Derek and Doreen!
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 stars9 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 stars8 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, 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!

Waterfront house rentals

Top Guest favourite
Home in Kawartha Lakes
5 out of 5 average rating, 10 reviews

Cobalt Chalet Kawartha Lakes Waterfront WiFi WFH

SangeethaRating, 5 stars9 months ago
Had a great stay at Farah's cottage. The place was exactly as described and had some decorative touches which made the cottage even nicer. The river is fun to paddle on and neighbours were friendly. Everyone keeps at reduced boat speed so swimming was safe as long as you have a bouy with you. We enjoyed the paddle boards, bonfire outside and hot showers at the end of the day. Farah was lovely to communicate with & reliable.
Guest favourite
Home in Innisfil
4.91 out of 5 average rating, 47 reviews

Summer Deals! Modern & Cozy, 4 Season Cottage!

KylieRating, 5 stars1 month ago
First cottage trip with friends this summer. Stayed 3 nights and had a blast. Clint was responsive and gave us great recommendations for activities/food around the area. We were able to have a great time cooking meals with the already provided cookware, utensils, bonfire (s’mores) etc. Utilized the big TV for movies, Nintendo Switch games, and music. If you’re interested in a clean mix between cottage vibes and homey this is the right place to pick. Would come back again. Aside from staying in we visited Friday Harbour: okay boardwalk (not much to do but to walk around), trail was nice.
Guest favourite
Home in East Gwillimbury
4.96 out of 5 average rating, 23 reviews

Private river access with pool, canoes, kayak

SrinidhiRating, 5 stars1 month ago
Clean space, amenities were good! Responsive host!
Guest favourite
Home in Innisfil
4.92 out of 5 average rating, 48 reviews

2 Bd Boardwalk Condo Patio Oasis

DavidRating, 5 stars1 week ago
Had a great time with wife and 2 daughters Would definitely get this place again from. Tristan
Guest favourite
Home in Washago
4.89 out of 5 average rating, 55 reviews

Waterfront Muskoka guest suite near Casino Rama

SavannahRating, 5 stars6 days ago
Had a lovely stay! Lisa was so accommodating! Beautiful location.
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 🌎.
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”!

Waterfront condo accommodation

Top Guest favourite
Condo 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
Condo in Innisfil
5 out of 5 average rating, 55 reviews

Luxury Stay at Friday Harbour Resort Lake Simcoe

PrincessRating, 5 stars1 day ago
This place was so serene & peaceful. Looks just like the photos! We would definitely stay again. The host was responsive & proactive in making sure we were taken care of & had everything we needed.
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
5 out of 5 average rating, 33 reviews

Friday Harbour Ground Floor w/ Large Terrance

AshleyRating, 5 stars5 days ago
We had amazing time! Tiana goes above and beyond. The outside patio was so nice and relaxing. Recommend to everyone. Thank you!
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)
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

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