Waterfront holiday rentals in Keswick, Georgina

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Keswick, Georgina

Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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Guest favourite

Apartment in Innisfil

4.88 out of 5 average rating, 25 reviews

The Boathouse: *pools*courtyard lounge*firepit*

Immerse in maritime charm at our nautical Airbnb. Sea-inspired decor, pool view, and cozy comfort await. Enjoy some welcome snacks and grill up some food while taking in the balcony view. Head down to the pools to catch some sun on the comfy patio furniture. After a long day, sink into the Endy mattress for a sleep experience you will not forget. Simply pull out the couch to reveal a second full bed to provide a good night's rest. Bring the kids or gather some friends and sail into relaxation.

Guest favourite

Cottage in Wasaga Beach

4.93 out of 5 average rating, 230 reviews

Charming riverside cottage, walk to beach

Charming riverside cottage available on Wasaga Beach. Just a 4-minute stroll from a pristine sand beach. Immerse yourself in nature's beauty while enjoying modern amenities, including a private hot tub for relaxation. Unwind with a friendly round of mini-golf or gather around the fire pit for cozy evenings under the stars.Create lasting memories at this perfect oasis that combines riverside tranquility, mini-golf fun, hot tub relaxation, and the warmth of a fire pit. Your dream getaway awaits!

Guest favourite

Cottage in Kawartha Lakes

4.89 out of 5 average rating, 110 reviews

M&M's Waterfront Cottage - Getaway into nature!

Located 1h50 minutes north of Toronto on the Gull River, this 4 bedroom, 3 bath rental is a perfect getaway for families and friends. Enjoy all the luxuries of home while relaxing on the dock or deck or riverside, or pull out the canoe or kayaks. Enjoy swimming, hiking, campfires, boardgames, movies and billiards…you'll love every moment. Great access to the Ontario federation of snowmobile club (OFSC ) trails . For the snowmobilers:) Great place to work from home. Deep cleaned every time.

Guest favourite

Cottage in Brechin

4.94 out of 5 average rating, 156 reviews

Spacious waterfront cottage w/ spectacular sunsets

Hi welcome to Sunset Shores Vacations on beautiful Lake Dalrymple. Enjoy the perfect vacation with the most spectacular sunsets viewable from the living room/kitchen, large upper deck, lower patio or right down at the waters edge. The fishing is great you can even catch fish off the dock. Swimming is great especially for young children cause the water is shallow off the dock. Explore the lake with the use of canoes, kayaks and paddle boat. Enjoy ice fishing, snowmobiling or a winter retreat.

Guest favourite

Cottage in Georgina

4.91 out of 5 average rating, 268 reviews

Beach House-S/W Exposure! Hot Tub, Sandy Water!

Escape to this stunning cottage retreat, just 7 minutes from the 404 and 45 minutes from Toronto. Professionally landscaped with an open-concept design, this spacious home easily accommodates large groups. Enjoy southwest-facing views with breathtaking sunrises and sunsets, and swim safely in the sandy-bottomed lake, 3-6 feet deep within 150 meters of shore. Nestled in a quiet neighborhood yet close to supermarkets, restaurants, and LCBO, this retreat has everything for an unforgettable stay.

Guest favourite

Cottage in Kawartha Lakes

4.95 out of 5 average rating, 164 reviews

Balsam Brilliance, Modern Lake Home.

Picturesque lakehouse nestled on 370ft of prime sandy waterfront on pristine Balsam lake at the top of the Trent canal. EVERY room has breathtaking views of the water. 4 bedrooms, 2 bathrooms and large, fully stocked open-concept kitchen with upscale appliances – perfect for any large group. Excellent internet Large docks to park your boat or rent from Balsam RPM Only 1.5 hours from Toronto 5 minutes to Coboconk Note that during July and August only Friday to Friday bookings are accepted.

Superhost

Guest house in Wasaga Beach

4.86 out of 5 average rating, 107 reviews

2 -Sun Angel Court Couples Cabin 2

We are a group of ten unique and pretty cottages, located directly In front of Beach 2. We back onto the Nottawasaga River(excellent for fishing). We are extremely clean and have a separate washroom facility for our cottages. There is a common picnic area , overlooking the river with 2 full Bbq's available for guest use. We have a fire pit for late night hotdogs, smores and marshmallow roasting. We are a 5 min walk from the waterfront square- this is where all the special events take place.

Guest favourite

Home in Barrie

4.97 out of 5 average rating, 106 reviews

Waterfront home, city/sunset view & steps to beach

Waterfront w/ private dock. Renovated upscale home + new hot tub, full city bay views w/summer sunsets+sunrise. Steps to Minet's Point beach & park. 4 proper bdrms & 2 pull out couches(Queen & Twin) 3 full bthrms + sauna, over 2400+sqft. Prking for 3 cars, additnal prking available via lot beside. Gas BBQ, fire pit, 2x gas FP, fast Wifi & 77" TV, wshr/dryr. 48amp EV pwr. Minuts to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing

Superhost

Home in Washago

4.95 out of 5 average rating, 56 reviews

Breathtaking RiverFrontOasis with a HOT Sauna

Beautifully renovated home with 140 feet of waterfront on Green River with cathedral ceilings, 1.5 bathrooms, 2021 kitchen with quartz counters. 3 bedroom home plus pull out couch in a semi private reading nook, as well as bunkie with queens size bunk beds for bonus sleeping quarters. Enjoy wine or mimosa on the dock while the kids play on the sandy beach. Great for kayaking, and stand up paddle boarding. Deep water perfect for fishing, bass, pickerel and muskie.

Guest favourite

Cottage in Kirkfield

4.84 out of 5 average rating, 121 reviews

Beautiful 4 Bedroom Waterfront Cottage

Beautiful waterfront 4 Bedroom cottage for families and group up to 8 adults . Lot size 75 ft x 350 ft deep. The cottage is renovated in 2016 Hardwood floor through out,large modern kitchen, New Large deck with spectacular lake view. kids play ground and two fire Pit, firewood is provided. Free WiFi, BBQ, parking (6 cars) and boat docking (4 boats) . In addition, Free of use for 1 x canoe and 1 x 14 ft aluminum boat with oars 2 x kayaks and 1 x puddle boat.

Superhost

Cabin in Norland

4.86 out of 5 average rating, 251 reviews

Waterfront Cottage with Hot Tub

Waterfront Property with great swimming and boating 3 Lake Chain One great Restaurant and grocery shopping within 5 minute drives Hot Tub surrounded by deck Updated bathroom with heated floor Updated Kitchen Spacious Florida Room with extra television Granite and Moon Stone propane Fireplace 1 hour and 45 minutes from Toronto Brand new well with water softener Water dispenser on site During statutory holiday weekends we require a 3 night stay

Top guest favourite

Townhouse in Innisfil

5 out of 5 average rating, 9 reviews

3 Bed Waterfront Townhouse +Dock

Discover relaxation at our waterfront 3-bedroom townhome at Friday Harbour Resort! This cozy retreat comfortably sleeps 6, offering the perfect space for a serene getaway. Enjoy three patios for outdoor dining, a private dock for your boat or PWC, and easy access to Lake Simcoe. Savor meals at nearby waterfront restaurants or explore scenic nature trails. Your stay promises comfort, adventure, and unforgettable lakeside memories!