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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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Apartment in Innisfil

4.85 out of 5 average rating, 20 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

4.94 out of 5 average rating, 219 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 Brechin

4.95 out of 5 average rating, 152 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

4.9 out of 5 average rating, 263 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.

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

Apartment in Innisfil

4.94 out of 5 average rating, 202 reviews

Designer Condo with beautiful harbour view.

Unique top floor. Rare views where every room overlooks the harbour. Professionally designed with new stylish furnishings. Ideal for those who like a little sophistication while spending time at the lake. Enjoy going out to eat every night or make a meal and curl up and relax in the beautiful living room, or a combination of both! Friday Harbour is a resort with beautiful walking trails, cafes, and restaurants, and a perfect get-away that celebrates the seasons with exiting activities.

Guest favourite

Cottage in Orillia

4.93 out of 5 average rating, 107 reviews

Spacious Cottage Escape with Lakeside Hot Tub

Escape from the usual! Bring your crew to our spacious 5 bdrm, 2 wshrm, beautiful Lake Front cottage and RELAX. Enjoy the warmth of the fireplace and the beautiful view from the sunroom. Soak in the hot tub and watch the sunset. Hiking, skiing, frozen lake to walk or ski on. Proximity to Orillia's cute shops and restaurants. Casino Rama is 2km away for a completely different kind of fun with concerts, gaming, restaurants, and spa. Kayaks in spring and fall. Hot tub and bbq year round.

Guest favourite

Home in Barrie

4.98 out of 5 average rating, 102 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

Guest favourite

Home in Orillia

4.85 out of 5 average rating, 33 reviews

The Waterfront Paradise

Welcome to our charming waterfront cottage in the scenic town of Severn, just minutes away from Orillia with private water access just 1.5 hours from Toronto. Step outside onto the lush lawn that leads you directly to the water's edge. Spend your days basking in the sun on the private dock, or exploring the lake with the provided kayaks. The fully equipped kitchen with brand equipment allows you to prepare delicious meals with ease. You also can enjoy using the BBQ Grill.

Cottage in Brechin

4.85 out of 5 average rating, 103 reviews

Lakefront Cottage with Gorgeous Sunset Views

Your cozy winter getaway in a cottage overlooking the lake. Snuggle up indoors with the wood stove, or if you prefer the outdoors, there are plenty of activities. You can also bundle up and enjoy the outdoor firepit overlooking the lake. Enjoy ice fishing, snowshoeing or cross-country skiing within steps from the cottage. For snowmobilers, the B104 trail is 5 mins up the road (or across the lake - whichever way you prefer to go!) Ski resorts are less than an hour away.

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.

Holiday rentals for every style

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Quaint homes, peaceful surroundings

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Popular amenities for waterfront rentals in Keswick, Georgina

Free parking on premises

Air conditioning

Waterfront apartment rentals

Guest favourite

Flat in Pickering

4.88 out of 5 average rating, 16 reviews

Cozy Entire Apartment | Quiet & Privacy

Flat in Innisfil

4.88 out of 5 average rating, 33 reviews

Luxury 2BR Condo@ Friday Harbour all Season Resort

Guest favourite

Flat in Port Perry

4.97 out of 5 average rating, 169 reviews

Modern Lakefront Apartment

Guest favourite

Flat in Innisfil

4.96 out of 5 average rating, 27 reviews

Modern Luxury Delight with a Pool and Hot Tub

Guest favourite

Flat in Innisfil

4.97 out of 5 average rating, 29 reviews

Fantastic 1 Bdrm With A View.

Flat in Tiny

4.71 out of 5 average rating, 24 reviews

A Cabin in Wymbolwood Lodge

Guest favourite

Flat in Innisfil

4.96 out of 5 average rating, 27 reviews

NEW Luxurious Corner Unit at Friday Harbour Resort

Guest favourite

Flat in Innisfil

4.9 out of 5 average rating, 10 reviews

FH Suite Getaway!

Waterfront house rentals

Guest favourite

Home in Kawartha Lakes

5 out of 5 average rating, 38 reviews

Sunset Retreat on Balsam Lake

Guest favourite

Home in Orillia

5 out of 5 average rating, 11 reviews

Sunset On The Point Waterfront Family Cottage

Guest favourite

Home in Kirkfield

4.93 out of 5 average rating, 30 reviews

The Hickey Hide-Away

Guest favourite

Home in Brampton

4.95 out of 5 average rating, 43 reviews

Modern Lakefront Cottage In The City With Hot Tub

Home in Little Britain

5 out of 5 average rating, 8 reviews

Luxurious waterfront paradise on lake Scugog

Guest favourite

Home in Little Britain

4.83 out of 5 average rating, 24 reviews

Lakefront Cottage Retreat | Sleeps 6

Guest favourite

Home in Innisfil

4.98 out of 5 average rating, 128 reviews

Charming waterfront cottage on Lake Simcoe

Guest favourite

Home in Gilford

5 out of 5 average rating, 35 reviews

Newly Built Lake House for Family Reunion Stays!

Waterfront apartment rentals

Guest favourite

Apartment in Innisfil

5 out of 5 average rating, 40 reviews

Lake/Marina Front, Luxury 2 Storie 1500 Sqft At FH

Apartment in Innisfil

4.86 out of 5 average rating, 213 reviews

2BR Getaway at Friday Harbour All Season Resort

Guest favourite

Apartment in Innisfil

4.97 out of 5 average rating, 160 reviews

Stylish getaway condo, resort living

Guest favourite

Apartment in Innisfil

4.79 out of 5 average rating, 29 reviews

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

Guest favourite

Apartment in Innisfil

4.91 out of 5 average rating, 134 reviews

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

Guest favourite

Apartment in Innisfil

5 out of 5 average rating, 6 reviews

Resort Living with Amazing Water Views, Balcony

Guest favourite

Apartment in Innisfil

4.94 out of 5 average rating, 115 reviews

Friday Harbour Luxury Condo, Sleeps 4

Guest favourite

Apartment in Innisfil

4.84 out of 5 average rating, 180 reviews

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

Quick stats about waterfront rentals in Keswick, Georgina

Total rentals
10 properties
Nightly prices starting at
₹2,549 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