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

4.88 out of 5 average rating, 16 reviews

Cozy Entire Apartment | Quiet & Privacy

RinaRating, 5 stars1 month ago
Such a lovely stay in this apartment, which worked perfectly for us, a family of 4. (We chose this place as it was in a neighbourhood near a family wedding we were attending, so very convenient.) Super responsive host who made sure we had everything we needed and dealt with a couple of requests promptly and in a friendly way, nothing was too much trouble. This made our stay even better and we would stay here again in future.
Superhost

Apartment in Innisfil

4.88 out of 5 average rating, 33 reviews

Luxury 2BR Condo@ Friday Harbour all Season Resort

BalajiRating, 5 stars7 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

Apartment in Port Perry

4.97 out of 5 average rating, 169 reviews

Modern Lakefront Apartment

MuinRating, 5 stars4 days ago
Doreen and Derek were excellent hosts. They were warm, friendly and receptive. The place was clean, nicely furnished and the kitchen had all necessary amenities. The neighbourhood was quiet and beautiful. We would like to visit the place again if the opportunity arises.
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 stars3 months ago
Amazing stay, well kept, convenient and comfortable. Joanne is very responsive and flexible.
Guest favorite

Apartment in Innisfil

4.97 out of 5 average rating, 29 reviews

Fantastic 1 Bdrm With A View.

Anne-MarieRating, 5 stars2 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! :)
Superhost

Apartment in Tiny

4.71 out of 5 average rating, 24 reviews

A Cabin in Wymbolwood Lodge

HeatherRating, 5 stars30 months ago
Cathy and her husband were absolutely the most welcoming and friendly hosts we have ever had the pleasure of meeting. The lodge is well situated with direct access to a clean, safe and quiet beach that makes relaxing very easy! The unit we rented was well equipped and had everything we needed for our stay. As mentioned in the listing description, make sure you bring a grill if your hoping to have some tasty barbecue, Cathy and her husband graciously lent us access to a barbecue. The lodge is not only pet-friendly, it is pet-welcoming and full of animal lovers! What a divine spot to have spent the long weekend! Thanks again and we will be back to Wymbolwood lodge!
Guest favorite

Apartment in Innisfil

4.96 out of 5 average rating, 27 reviews

NEW Luxurious Corner Unit at Friday Harbour Resort

AjineenRating, 5 stars3 weeks ago
This was a wonderful place to stay. Sandra was incredibly accommodating to me and my teen son. We stayed here for a weekend- place was pristine and had everything we needed. Short walk to the boardwalk ( which had a beautiful Christmas market) where there was a fancy little grocery store, a Starbucks and numerous other places/ restaurants etc. The weather wasn’t the best so we happily spent time in the beautiful condo. A great place to stay and we will definitely be back.
Guest favorite

Apartment in Innisfil

4.9 out of 5 average rating, 10 reviews

FH Suite Getaway!

LoriRating, 5 stars3 months ago
Very tidy and lovely. Well equipped with everything you would need and would love to go back.

Waterfront house rentals

Guest favorite

Home in Kawartha Lakes

5 out of 5 average rating, 38 reviews

Sunset Retreat on Balsam Lake

ShahriyarRating, 5 stars1 month ago
Excellent location, very well equipped cottage with tons of games and activities and a very responsive and helpful host!!!
Guest favorite

Home in Orillia

5 out of 5 average rating, 11 reviews

Sunset On The Point Waterfront Family Cottage

YasmeenRating, 5 stars3 months ago
Book it! Beautiful cottage. So many memories made here. The view and sunsets are incredible. It’s peaceful. The home is very clean. I felt like it’s actually better than the pictures show. Very spacious, modern and airy. Tastefully decorated. The backyard is huge and you get to use the kayaks which is an added plus! Takes 30 minutes to walk to moose beach. It’s actually such a beautiful walk. Hope to return.
Guest favorite

Home in Kirkfield

4.93 out of 5 average rating, 30 reviews

The Hickey Hide-Away

VivianRating, 5 stars3 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

Home in Brampton

4.95 out of 5 average rating, 43 reviews

Modern Lakefront Cottage In The City With Hot Tub

AndrewRating, 5 stars3 days ago
I always like to leave a balanced review even when I give 5 star ratings like this: Pros - 6,000 sq ft of space - Modern and high end interior - Supremely clean - Heated floors - Large library and family game area in basement - More kitchen supplies than you’ll ever need - Waffle making station and supplies, movie snacks - Bedrooms nicely spaced out - Great value for money - Safe neighborhood with handy bakery, pizza place that’s walkable - If you like Indian food there’s so many places within 2 miles Cons - Some light bulbs didn’t work - Need comfy furniture for family room where TV is to lounge; currently too modern and not comfy enough - Consoder Toronto traffic if you’re using this as a space to explore the city. Sometimes took nearly an hour to get to city Overall strongly recommend booking!
Superhost

Home in Little Britain

5 out of 5 average rating, 8 reviews

Luxurious waterfront paradise on lake Scugog

MonaRating, 5 stars3 months ago
The place is newly renovated. It’s spacious and clean. Simar gave us very good service.
Guest favorite

Home in Little Britain

4.83 out of 5 average rating, 24 reviews

Lakefront Cottage Retreat | Sleeps 6

ManjinderRating, 5 starstoday
It was an amazing experience staying at the location, the cottage was clean including all the amenities mentioned in the description, it was peaceful, the host was helpful, and I would recommend it to my friends. I am planning again to visit this place in the summer.
Guest favorite

Home in Innisfil

4.98 out of 5 average rating, 128 reviews

Charming waterfront cottage on Lake Simcoe

MikeRating, 5 stars4 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!
Guest favorite

Home in Gilford

5 out of 5 average rating, 35 reviews

Newly Built Lake House for Family Reunion Stays!

TriciaRating, 5 stars2 months ago
Let’s start with the gorgeous sunrise over the lake view, spectacular to say the least! This house is perfectly located on the bay, and is filled with the amenities to make your vacation destination top notch. We were only there for a long weekend, but enjoyed the view from the top deck, got a workout in, and found the bathrooms stocked and the bath towels were better than 5 star hotel towels! The furniture is comfortable, the TV was easy to use, and the house guidelines were thorough and answered any questions we may have needed to ask. We only wish we had more time to enjoy the other amenities offered with the house. The location was great, our family function was only a short distance away.

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 stars3 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!
Superhost

Condo in Innisfil

4.86 out of 5 average rating, 213 reviews

2BR Getaway at Friday Harbour All Season Resort

MaggieRating, 5 stars2 months ago
The ground-floor unit is clean and beautifully decorated. I love how spacious this unit is - 2 bedrooms, 2 bathrooms, plenty of space in the living room and lots of storage. The kitchen has everything you need to cook. The host is so thoughtful to even have different-sizes ice cubes in the freezer ready for us. The unit comes with an underground parking spot that is connected to the building and quick to get to. So convenient! The unit is just a quick walk away from the boardwalk with restaurants, shops and a small grocery store. Loved how clear the instructions were - the unit was easy to find and access. We had no issues during our stay at all and would love to return!
Guest favorite

Condo in Innisfil

4.97 out of 5 average rating, 160 reviews

Stylish getaway condo, resort living

RomanRating, 5 stars3 weeks ago
This place was perfect—clean, tidy, and stocked with plenty of kitchen accessories for cooking and serving. It looked exactly as shown in the photos. My wife loved how cozy it was and even joked about getting a place in the complex! During our stay, we were lucky to experience the Christmas tree lighting at Friday Harbour on November 24th. The area was buzzing with visitors, and all we had to do was walk 20 seconds to join the festivities. It was a truly magical experience. There are plenty of restaurants in the area, with more options just a 20-minute drive away. The location itself is serene and peaceful, with fresh air and no city traffic. While there are other options nearby, what truly stood out was the exceptional hospitality. Our host was welcoming, responsive, and attentive, ensuring all our needs were met promptly. We couldn’t have asked for more. I will definitely be returning. Thanks, Ron and the team!
Guest favorite

Condo in Innisfil

4.79 out of 5 average rating, 29 reviews

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

NavneetRating, 5 stars1 month ago
Had the pleasure of staying at Kin’s property at Friday Harbour during the fall season, and we could not have found a better place. Spacious, clean, functional and exceptionally chic, it was central to the Marina/Boardwalk and the parking garage. Despite having been to Friday Harbour multiple times over the years, this was hands down the best place I have stayed. Through the balcony, you are mere steps away from the pool and hot tub. Kin was a great host, and had clear instructions for checkin, and was kind enough to give my friend and I a heads up about the stunning trails all around the resort. You truly can’t find something better and more central, will definitely be looking into rebooking for the winter season!
Guest favorite

Condo in Innisfil

4.91 out of 5 average rating, 134 reviews

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

LindaRating, 5 stars1 month ago
Overall a very nice smaller unit which was good to accommodate 2 couples. Was nice to have 2 bathrooms. The kitchen was large. Outdoor deck was nice and deck furniture comfortable. Was nice to sit outside despite the cooler temperatures. Having underground parking and 24hour security in building was appreciated. Resort itself is quite populated with condos and ongoing construction of more so privacy wasn’t great as windows face directly toward other buildings. There were a few shops and restaurants within the resort - nice to be able to walk everywhere but quite pricey to shop and dine. Overall a great getaway at a great price and hosts were very responsive and helpful when we had to reach out.
Guest favorite

Condo in Innisfil

5 out of 5 average rating, 6 reviews

Resort Living with Amazing Water Views, Balcony

JaniceRating, 5 stars3 months ago
Cindy was very responsive and friendly; we had a couple of issues but they were resolved quickly. The condo was immaculate, comfortable, and had lots of natural light. It was also stocked with everything we needed for a weekend away. We had a great stay and would come back. Thanks!
Guest favorite

Condo in Innisfil

4.94 out of 5 average rating, 115 reviews

Friday Harbour Luxury Condo, Sleeps 4

SoniaRating, 5 stars3 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

Condo in Innisfil

4.84 out of 5 average rating, 180 reviews

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

Joanna LRating, 5 stars6 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!

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

    750 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