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Waterfront vacation rentals in Keswick, Georgina

Find and book unique waterfront rentals on Airbnb

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Popular amenities for Keswick, Georgina waterfront rentals

Waterfront apartment rentals

Guest favorite
Apartment in Innisfil
5 out of 5 average rating, 10 reviews

PS5 * Pool * Hot Tub * FirePit

NathiesRating, 5 stars1 day ago
I stayed for the weekend and had an amazing experience. The space is exactly as listed—clean, comfortable, and beautifully maintained. The host was incredibly responsive and made everything easy. It’s the perfect spot for a relaxing getaway. Highly recommend!
Guest favorite
Apartment in Brampton
4.88 out of 5 average rating, 49 reviews

Elegant & Private 2 BR Apartment With a Patio

LindsayRating, 5 stars1 week ago
The place is exactly as described and was perfect for our short visit to Brampton. The suite was very clean and has a great layout. The kitchen is well stocked has everything you need to make small meals. The beds are very comfortable and it was easy to get a good night's sleep. We wouldn't hesitate to stay here again when we are in the area.
Superhost
Apartment in Alliston
4.85 out of 5 average rating, 55 reviews

Stunning 1 Bedroom unit

SydRating, 5 stars3 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 favorite
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 favorite
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 favorite
Apartment in Innisfil
4.97 out of 5 average rating, 39 reviews

Trendy 1 Bdrm w/Pool & Hot Tub View

TaranRating, 5 stars4 months ago
Olga’s home was beyond my expectations! The place looks exactly like the pictures, everything is spotless and very clean! There is a great attention to detail to making the home feel cozy! Olga was also very helpful throughout the trip and very responsive. It’s located very close to the restaurants and the underground garage parking was great! Overall 5/5, would highly recommend to others and will be coming back in the summer!
Guest favorite
Apartment in Innisfil
4.97 out of 5 average rating, 38 reviews

NEW Luxurious Corner Unit at Friday Harbour Resort

AndreaRating, 5 stars4 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

Guest favorite
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.
Top guest favorite
Home in The Beaches
4.85 out of 5 average rating, 144 reviews

Toronto Beach Paradise

JamesRating, 5 stars5 days ago
Nice cozy apartment, very well appointed kitchen.
Guest favorite
Home in Gilford
4.86 out of 5 average rating, 14 reviews

Bayview Beach Retreat 3 bedrooms 2 full bathrooms

IlyaRating, 5 stars9 months ago
Elias' place was a wonderful getaway for our group of 3 families. We all have toddler aged children, the space is very accommodating for them, the beach is 30 seconds walk away from the home and there are children's toys and books that Elias offered for us to share in. The water is really nice, great dock access. About 2ft deep at the dock and fairly weedy, you have to swim out about 30-40m to get to deeper water for a nice swim. The paddleboard worked really well for us! Outdoor patio space is fantastic, there is a large umbrella for shade for the sectional and the outdoor dining table. BBQ, outdoor shower, swing, children swings and slide, and fire pit all made for a very pleasant experience. Hot tub was lovely and comfortably sits 4. Kitchen was lovely and fully stocked, has everything you might need to cook your meals. Bedrooms were clean and comfortable. Bathrooms were very clean. Elias was great and communicative, we look forward to our next stay!
Guest favorite
Home in Innisfil
4.92 out of 5 average rating, 50 reviews

2 Bd Boardwalk Condo Patio Oasis

JoannRating, 5 stars2 days ago
We really enjoyed our stay at Friday Harbour so much so I think we’re gonna be coming back again next year thank you again so much!!!
Superhost
Home in Newmarket
4.73 out of 5 average rating, 26 reviews

"THE BIRD HOUSE" getaway!

MargotRating, 5 stars8 months ago
Megan’s house was just like the pictures. It had lots of beds which was perfect for family traveling to town for a family wedding. The pool table and heated pool were an added bonus.
Guest favorite
Home in Brampton
4.93 out of 5 average rating, 56 reviews

Modern Lakefront Cottage In The City With Hot Tub

TeNishaRating, 5 stars1 month ago
We really enjoyed our stay. It was very clean, peaceful and can’t wait to book again!
Guest favorite
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 favorite
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 🌎.

Waterfront condo rentals

Top guest favorite
Condo in Innisfil
5 out of 5 average rating, 55 reviews

Luxury Stay at Friday Harbour Resort Lake Simcoe

PrincessRating, 5 stars4 days 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 stars4 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 favorite
Condo in Innisfil
4.96 out of 5 average rating, 76 reviews

Luxury Getaway @ Friday Harbour Condo at Marina

AngelaRating, 5 stars4 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!
Top guest favorite
Condo in Downtown Toronto
4.97 out of 5 average rating, 150 reviews

3BR & 2BATH Condo CNT+Lake 2mins walk Subway Station

KathyRating, 5 stars2 weeks ago
Loved it! Beautiful and view too !
Guest favorite
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 favorite
Condo in Innisfil
4.93 out of 5 average rating, 212 reviews

Designer Condo with beautiful harbour view.

BrendaRating, 5 stars4 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 favorite
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

Quick stats about waterfront rentals in Keswick, Georgina

  • Total rentals

    10 properties

  • Nightly prices starting at

    G$6,276 GYD before taxes and fees

  • Total number of reviews

    560 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

Destinations to explore

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  2. Canada
  3. Ontario
  4. Georgina
  5. Keswick
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