Waterfront vacation rentals in Keswick, Georgina

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Popular amenities for Keswick, Georgina waterfront rentals

Waterfront apartment rentals

Guest favorite
Apartment in Pickering
4.89 out of 5 average rating, 18 reviews

Cozy Entire Apartment | Quiet & Privacy

SafeyaRating, 5 stars1 month ago
⭐️⭐️⭐️⭐️⭐️ We had an incredible three-month stay at Adem’s lovely two-bedroom basement apartment! From the moment we arrived, Adem was kind and welcoming, ensuring we felt right at home. The space was impeccably clean and well-maintained, providing a comfortable retreat for our family of four. The two bedrooms were spacious, allowing everyone to have their own personal space, while the living area was perfect for family gatherings. Adem went above and beyond to make our stay enjoyable. He was always available to answer questions or provide assistance in any way he could when we required assistance. We also appreciated the thoughtful touches throughout the apartment, from the fully functional kitchen to the cozy decor .I can’t recommend Adem highly enough! If you're looking for a warm, inviting place to stay with a fantastic host, look no further. We would love to return for another visit!
Guest favorite
A spacious living room is showcased with a comfortable gray sofa and a reclining leather loveseat. Natural light filters through large windows covered by soft gray curtains. A flat-screen TV is positioned on a stand opposite a small desk with a chair, creating an inviting atmosphere.
Apartment in Alliston
4.86 out of 5 average rating, 51 reviews

Stunning 1 Bedroom unit

EricRating, 5 stars1 month ago
My wife and I enjoyed our stay at Shelby's place in Alliston, Ontario. This Airbnb has a great amount of space and all of the little things that help make a place feel like home. Another great thing is that you're walking distance to many places to shop or eat.
Apartment in Innisfil
4.86 out of 5 average rating, 7 reviews

Luxury Stay (Penthouse) at Friday Harbour Resort

VictoriaRating, 5 stars6 months ago
We loved our stay, the place was very clean and came with easy instructions. We enjoyed the pool very much and free shuttle to wherever we needed to go on the resort. Would definitely return.
Superhost
Apartment in Innisfil
4.88 out of 5 average rating, 33 reviews

Luxury 2BR Condo@ Friday Harbour all Season Resort

BalajiRating, 5 stars9 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 :)
Guest favorite
Aerial view of a waterfront community featuring modern buildings and a network of docks. Calm water reflects the surrounding greenery, while boats are positioned at the docks. The horizon shows a clear sky, indicating a serene environment.
Apartment in Innisfil
4.96 out of 5 average rating, 27 reviews

Modern Luxury Delight with a Pool and Hot Tub

TerenceRating, 5 stars5 months ago
Amazing stay, well kept, convenient and comfortable. Joanne is very responsive and flexible.
Guest favorite
An aerial view showcases a serene marina filled with various boats alongside a calm, reflective water surface. A smooth, rectangular pool is positioned at the forefront, with surrounding loungers arranged neatly. Modern buildings in the background complement the tranquil waterfront environment.
Apartment in Innisfil
4.97 out of 5 average rating, 29 reviews

Fantastic 1 Bdrm With A View.

Anne-MarieRating, 5 stars4 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 favorite
A contemporary living space features a spacious sofa with cozy blue pillows set against large windows. A round coffee table rests on a patterned rug, and stylish dining chairs surround a kitchen island in the open-concept design.
Apartment in Innisfil
4.97 out of 5 average rating, 30 reviews

NEW Luxurious Corner Unit at Friday Harbour Resort

SusanRating, 5 stars1 week ago
Beautiful quiet winter retreat. The condo had all the cooking supplies we needed and some useful extras like spices and olive oil. It was very clean and roomy. Sandra was an excellent host.
Apartment in Pickering
4.62 out of 5 average rating, 52 reviews

Steps to Frenchman’s Bay in Luxury bsmt apartment

EKRating, 5 stars6 months ago
Hosts were amazing! The place exceeded my expectations. Minor things. People who wrote about noise it was minor footsteps, a fan on we could hear. We had a 5yr old kid who was equally noisy at times. I 100% recommend this place. Beautiful Marina, waterpark for kids and beach to walk. The best was how prepared this airbnb was. Everything you need in kitchen was there, extra towels for washroom showers, blankets, pillows, parking etc! Only surprise for my partner was that there was a connecting door to upstairs unit. Its locked and protected so safety wasn’t a concern. Thanks for an amazing couple days! The master bed was so comfy! We will be back!

Waterfront house rentals

Guest favorite
A pathway leads from a stone staircase to the entrance of a cozy cottage. Lush greenery and potted plants are visible alongside the well-maintained path. The lake shimmers beyond the cottage, reflecting the blue sky and offering a peaceful lakeside view.
Home in Nestleton Station
5 out of 5 average rating, 106 reviews

Retreat 82

MichaelRating, 5 stars1 week ago
Jamie's cottage is a spotless retreat perfect for a solo or couple stay to rest and relax. The place was very modern with brand new appliances and amenities. The location is beautiful and cozy just an hour away from Toronto. Jamie was extremely responsive and understanding. She refunded me a whole day of stay due to needing to leave early to not get caught in a snow storm (without even asking). I would highly recommend for anyone to stay!
Guest favorite
Home in Kawartha Lakes
5 out of 5 average rating, 38 reviews

Sunset Retreat on Balsam Lake

ShahriyarRating, 5 stars3 months ago
Excellent location, very well equipped cottage with tons of games and activities and a very responsive and helpful host!!!
Guest favorite
A serene view of the water is captured, featuring a wooden dock with boats and surrounded by lush greenery. Comfortable loungers are positioned on the grass, inviting relaxation by the lakeside. The tranquil scene reflects the peaceful atmosphere of the waterfront setting.
Home in Kirkfield
4.93 out of 5 average rating, 30 reviews

The Hickey Hide-Away

VivianRating, 5 stars6 months ago
Brett was an awesome host. Was always super responsive and helpful. His cottage was such a relaxing time for my family and I. The backyard was very private and great for my dog to run around in. We enjoyed fishing, canoeing, and using the fire pit!
Guest favorite
A serene outdoor patio is featured, overlooking a calm lake. Comfortable seating arrangements are provided with lounge chairs and a dining area, surrounded by lush greenery and trees, enhancing the tranquil atmosphere. The patio is paved with stone tiles, creating a cohesive outdoor living space.
Home in Brampton
4.92 out of 5 average rating, 49 reviews

Modern Lakefront Cottage In The City With Hot Tub

BassemRating, 5 stars3 weeks ago
From the moment we walked into the house my colleagues and I were impressed with the layout of the house and the lake view Especially seeing the coyotes walking on the freezing lake With the sun rise in the morning. The house and bedrooms are very spacious and very comfortable. As for Syed and Faith they were very friendly and responsive within the hour. I have been going to toronto for Business every January for the past 10 years and every time I would stay in a different house. For now I could say that I found the house that I could make it my travel house every time I am in Toronto, and you should too.
Guest favorite
Two comfortable, blue armchairs are positioned facing large windows that offer a view of the lake. A small table sits between the chairs, enhancing the inviting space. Soft light filters through the windows, creating a calm ambiance within the cottage.
Home in Little Britain
5 out of 5 average rating, 9 reviews

Luxurious waterfront paradise on lake Scugog

ZhuohaoRating, 5 stars1 month ago
Perfect place for holiday, definitely will consider booking again for summer holidays too
Guest favorite
Home in Little Britain
4.86 out of 5 average rating, 28 reviews

Lakefront Cottage | Firepit | Views | Patio | BBQ

JesseRating, 5 stars4 days ago
Great location on the water. The place had everything we needed. Would definitely stay there again.
Guest favorite
A scenic view of a calm lake is framed by the lush greenery of a tree. Hanging planters filled with flowers and foliage are visible on a wooden railing, adding a touch of nature to the serene lakeside setting.
Home in Elmvale
4.89 out of 5 average rating, 19 reviews

Cozy Lakefront Cottage with Hot tub and Pool.

KreenaRating, 5 stars5 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
A serene cottage sits beside Lake Simcoe, featuring a wooden dock extending into the clear water. Lush trees provide shade, while a spacious deck overlooks the landscape. Steps lead from the deck down to the water's edge, enhancing outdoor accessibility.
Home in Orillia
4.83 out of 5 average rating, 248 reviews

Waterfront Cottage Over-the-Water view w fast Wifi

SofiaRating, 5 stars1 week ago
Stayed during major snowfall. Great place to be in, very comfortable and cozy. We had a nice walk along the neighborhood and along the walking path in Orillia. Great view from the dining and sitting area. We did absolutely enjoy our stay

Waterfront condo rentals

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 stars6 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!
Guest favorite
An aerial view showcases the waterfront area featuring a marina with docked boats, a clubhouse with outdoor seating, and a sandy beach area. Nearby, tennis courts are visible, set against a backdrop of colorful autumn trees lining the shore.
Condo in Innisfil
4.97 out of 5 average rating, 163 reviews

Stylish getaway condo, resort living

BarbaraRating, 5 stars1 month ago
Had a wonderful stay. Well equipped property with great attention to detail. Literally has everything you need. Great location; close to the shops and restaurants. (You can even cut through the parking garage in the winter to stay warm.) Highly recommend.
Guest favorite
A stylish living room is depicted, featuring a plush gray sofa and two comfortable armchairs. A wooden coffee table centers the space. A large mirror reflects the natural light coming through expansive sliding glass doors that open to a patio area. Warm tones from a nearby lamp enhance the inviting ambiance.
Condo in Innisfil
4.81 out of 5 average rating, 31 reviews

Convenient Garden Walkout to Pier, 2BR+2bath Condo

KatieRating, 5 stars6 days ago
We booked Kin's place VERY last minute due to a snowstorm. Kin quickly responded to our booking and ensured we had everything to check in. The place was spotless, with lots of towels, clean sheets, and coffee. We had a wonderful weekend checking out Friday Harbour, and doing some hiking. We'd love to come back!
Superhost
The living room features a comfortable sofa adorned with decorative pillows. A Smart TV is positioned on the wall opposite a glass dining table set for four. Natural light floods the space through large glass doors, offering views of the private patio.
Condo in Innisfil
4.91 out of 5 average rating, 138 reviews

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

StevenRating, 5 stars1 month ago
Great place to stay. Very clean and comfortable with a stocked kitchen. Perfect location with a short walk to the harbour. Loved having the secured underground parking. We would definitely stay here again.
Guest favorite
A bright living area is showcased with a red sofa and a glass coffee table positioned on a patterned rug. Large glass doors open to a balcony. A colorful wall art piece features a scenic landscape, adding a vibrant touch to the space.
Condo in Innisfil
4.94 out of 5 average rating, 115 reviews

Friday Harbour Luxury Condo, Sleeps 4

SoniaRating, 5 stars5 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 favorite
A view of the marina and surrounding buildings features modern architectural designs. The water is calm with several boats docked, while greenery and walkways are visible in the foreground, inviting leisurely exploration.
Condo in Innisfil
4.84 out of 5 average rating, 180 reviews

Marina view at Friday Harbour 2bd/2bth Pool option

Joanna LRating, 5 stars8 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 favorite
An aerial view captures the expansive layout of Friday Harbour Resort, featuring various buildings arranged along the marina's edge. The calm waters reflect the blue sky, while nearby patches of greenery and construction zones denote ongoing development in the area.
Condo in Innisfil
4.95 out of 5 average rating, 64 reviews

2BDR Condo @ Friday Harbour with Beach Club pool

DavidRating, 5 stars4 months ago
Wife and I had a great weekend here at Anna place just what we needed Place felt like home as soon as we walked in very clean and everything you could want Ate at a few restaurants food and as good would definitely come here again
Guest favorite
A marina area is visible, featuring stone pathways lined with seating arrangements and umbrellas. Boating slips accommodate various sizes of boats. Surrounding buildings host shops and dining options, enhancing the waterfront atmosphere.
Condo in Innisfil
4.98 out of 5 average rating, 56 reviews

Your Getaway.

IanRating, 5 stars1 week ago
This was my second long term stay at Sergio’s place and it was just as great as my first stay. Clean and well equipped. I’m looking forward to my next stay.

Quick stats about waterfront rentals in Keswick, Georgina

  • Total rentals

    10 properties

  • Nightly prices starting at

    $30 before taxes and fees

  • Total number of reviews

    710 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Georgina
  5. Keswick
  6. Waterfront rentals