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Beachfront holiday rentals in Kempenfelt Bay

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Top-rated beachfront rentals in Kempenfelt Bay

Guests agree: these beachfront homes are highly rated for location, cleanliness and more.

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Superhost
Large glass patio doors frame a scenic view of the waterfront, revealing a private deck with seating and a hot tub surrounded by trees. Sunlight casts a warm glow over the area, enhancing the sense of tranquility.
Cottage in Innisfil

Stunning Lakefront Cottage Hot Tub & Sauna

.🧘 Relaxing, Quiet, waterfront property with stunning nature. 🧖‍♀️ Experience a private Spa with year round new sauna & new hot tub and amazing view. Please bring your own bath towels! 🤫 A peaceful oasis for families. Please describe your family before requesting to book. Max 6 guests incl children. Absolutely no events, parties, noise allowed. Not for a group of friends 🏖50’x302’ lot, private dock, gazebo 👩🏻‍💻65” smart 4K UHD TV, fast / reliable internet, LCD fridge, filtered water

4.87 out of 5 average rating, 220 reviews
Guest favourite
Cottage in Georgina

Waterfront Cottage-Sauna, Dock, 4-bed, 4 Parking

Bright and airy waterfront cottage in one of Lake Simcoe’s most desirable areas. The open-concept layout and unique lot design offer stunning lake views from almost every room. Enjoy custom furnishings, stylish decor, and a fully equipped kitchen—perfect for relaxing getaways or extended stays. Whether you're here for a peaceful retreat or lakeside fun, this cottage provides comfort, beauty, and convenience in a serene upscale setting. Ask us about fun activities that Lake Simcoe offers.

4.9 out of 5 average rating, 211 reviews
Top guest favourite
Cottage in Innisfil

3BR on Lake Simcoe | Gorgeous Views 1hr From City

Escape the city and unwind at our peaceful three-bedroom lakefront cottage on Lake Simcoe, just one hour north of Toronto. With 129 feet of private waterfront, expansive lake views, and shallow swimmable shoreline, it’s the perfect year-round getaway for families, couples, or friends looking to relax and reconnect. 🌅 Stunning sunrise lake views 🏖️ 129 ft of private waterfront 🏊 Shallow, swimmable shoreline 🔥 Cozy all-season retreat 🌲 Quiet and peaceful setting 🚗 Just 1 hour from Toronto

4.86 out of 5 average rating, 267 reviews
Top guest favourite
Cottage in Georgina

Resort-Style Luxury Waterfront Cottage

Experience luxury at our 5-star, Superhost-rated waterfront cottage on Lake Simcoe, just 80 KM from Toronto! A guest favorite, it offers breathtaking sunsets and sunrises from the living room and loft. Relax on the sandy beach with waist-deep waters, and enjoy the patio, BBQ, bar, lounge, kayaking, and fishing. With a fully equipped kitchen, 3 bedrooms, and 2 bathrooms, it comfortably accommodates up to 8 guests. Book your dream getaway today for the perfect blend of relaxation and adventure!

4.96 out of 5 average rating, 138 reviews
Top guest favourite
The cabin features a cozy exterior with a textured roof and large windows, surrounded by colorful fall leaves. Outdoor furniture is positioned on the deck, and a hot tub is visible. The setting is enhanced by the backdrop of vibrant autumn foliage.
Cabin in Innisfil

Lakefront Cozy Cottage w Hot Tub!

On Lake Simcoe this cozy retreat is just an hour north of Toronto Enjoy the stunning sunrises / views and access to a variety of water activities, while the surrounding area provides ample opportunities for hiking, skiing, other outdoor pursuits with many amenities closely. Down the street from Friday Harbour, LCBO, Starbucks and restaurants 5 ⭐️ review guests welcome Honey, our golden doodle will greet and visit with you. The cabin is to be left SAME as you found it. NO generator

4.93 out of 5 average rating, 192 reviews
Guest favourite
A stone pathway leads to a fire pit surrounded by colorful Adirondack chairs in red and yellow. The view overlooks the lake, with a dock extending into the water under a clear blue sky, providing a serene setting for gatherings.
Home in Orillia

Waterfront Cottage Over-the-Water view w BBQ& Wifi

Our cottage backs directly onto lake Simcoe with a view overlooking the water reminiscent of a four season water villa bungalow. Enjoy the entire house with your family and friends and be captivated by nature's beauty as the sun sets behind the treeline across the lake. Easy access to lake Couchiching for fishing in the summer and ice fishing in the winter, 30 mins to Mount St. Louis for skiing and snowboarding, 30 mins to Vetta Nordic Spa and Casino Rama is only a 10 minute drive away!

4.82 out of 5 average rating, 318 reviews
Top guest favourite
Apartment in Innisfil

Stunning 1BR w Pool ~ Free Parking & Self Check-In

Embark on a journey of unparalleled luxury as you discover our exquisite suite, crafted to offer an escape that transcends the ordinary and leaves you refreshed. Experience opulent design, a full bedroom, a spacious living area with TV, high-speed WiFi, fully stocked kitchen, and a stunning balcony . Enjoy the breeze by the sun, and BBQ on our new electric grill. Access our outdoor pool and hot tub, no fees or reservations required. Additional fees may apply for 30 nights and more.

4.98 out of 5 average rating, 126 reviews
Superhost
An outdoor seating area features a circular arrangement of comfortable furniture, including a low table and spacious couches with light-colored cushions. Black wooden chairs provide additional seating. The background shows a grassy area leading to the water, with trees and a trampoline visible in the distance.
Cottage in Gilford

Lake Side Manor With Games Room

Huge Lakefront Retreat – Perfect for Multi‑Gen Family Getaway with Private Beach, Fire Pit & Games Room, 4 King Suites (3 with dedicated ensuites) - 9 Beds in total! Enjoy 3x kayaks, canoe & paddle boat, plus a games room (ping pong, air‑hockey, foosball). Central AC, Wi‑Fi & free parking for 6 cars. Partnered with Muskoka Wake for watersports & Harbour House Kitchen for private dining or catering. Pet friendly. Book now for the ultimate lakefront vacation, just 45 min from Toronto.

4.88 out of 5 average rating, 100 reviews
Top guest favourite
The exterior of a modern home is highlighted at sunset, showcasing large windows that reflect warm interior lighting. A spacious backyard features green grass, a dining area under a gazebo, and a hot tub on the deck, creating an inviting outdoor space.
Home in Barrie

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. Minutes to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing

4.97 out of 5 average rating, 158 reviews
Top guest favourite
Apartment in Innisfil

Upscale Spa w/ Hot Tub-Private Sauna-Penthouse

Welcome to our most Dramatic & Romantic Penthouse Spa Getaway Suite! Reconnect with your loved one or celebrate that special milestone in our professionally designed to play with all your senses spa suite, this escape will leave you feeling refreshed and rejuvenated! Cozy up to any of 3 fire elements and then cleanse and detox in your own private in-suite Infrared Sauna! Cook up a gourmet meal in our fully equipped chef's dream kitchen and year round Weber BBQ for grilling!

4.96 out of 5 average rating, 180 reviews
Superhost
The exterior of the cottage displays a modern architectural design with large floor-to-ceiling windows, allowing for ample natural light. A spacious wooden deck surrounds the front, featuring lush greenery and vibrant flowers, creating an inviting atmosphere for relaxation.
Cottage in Innisfil

Crystal Beach Cottage & Spa

**New Boat Launch 2026 In front Of Property** Serene lakefront cottage with breathtaking views! This cottage fronts on the East side & faces West for a mesmerizing sunrise & sunset. A few steps to the lake for a dip in the lake, sun bathing, paddle boarding (4 paddle boards) or a stroll up Innisfil Beach Park for a walk. An outdoor fire pit, sauna and hot tub awaits you at to relax and loosen up those muscles & release tension. A wonderful experience awaits you!

4.87 out of 5 average rating, 371 reviews
Top guest favourite
Apartment in Innisfil

JillBilly by the Bay

BlogTO writes: " Friday Harbour Resort is a vibrant, upscale destination...That's perfect for a quick getaway..., with plenty of cool restaurants and shops, a waterfront pedestrian village, and year-round recreational activities." I encourage you to search eventsatfridayharbour to see what is seasonally available. if after searching, you still have questions or need clarification, please ask!

4.99 out of 5 average rating, 333 reviews

Popular amenities for beachfront rentals in Kempenfelt Bay

KitchenWifiPoolFree parking on premisesAir conditioning

Pet-friendly beachfront home rentals

Top guest favourite
A spacious living area is highlighted by a large white stone fireplace, surrounded by comfortable seating. Natural light filters through sheer curtains, enhancing the warm atmosphere. A flat-screen television is mounted above the fireplace, and a wooden dining table sits elegantly in the foreground.
Cottage in Tiny

Summer Getaway - 3 min walk to Beach, Clean & Cozy

4.97 out of 5 average rating, 132 reviews
Guest favourite
A bungalow with a wooden deck overlooks a well-maintained lawn, surrounded by greenery and flower beds. Large windows provide views of the outdoor space. The exterior showcases a warm wooden finish and a sloped roof, enhancing the inviting appeal of the home.
Bungalow in Orillia

Luxury, Waterfront, 4 bdrm Bungalow in Sth Muskoka

4.87 out of 5 average rating, 277 reviews
Superhost
A serene view of the waterfront is displayed, featuring calm waters under a soft sky, with pastel colors reflecting at the horizon. A wooden deck and dock are visible in the foreground, along with a Canadian flag gently waving in the breeze.
Guest suite in Innisfil

Open tiny king suite with semi-private waterfront

4.81 out of 5 average rating, 188 reviews
Guest favourite
Cottage in Brechin

COTTAGE ON LAKE SIMCOE -4 BEDROOMS /2WSHRMS

4.92 out of 5 average rating, 189 reviews
Superhost
Cottage in Brechin

3 Bedroom Waterfront Cottage Kawartha Lakes

4.87 out of 5 average rating, 116 reviews
Top guest favourite
An aerial view highlights the expansive sandy beach lined with greenery, showcasing the vastness of Georgian Bay. The beachfront townhomes are visible, with the waters meeting the sandy shore under clear blue skies.
Townhouse in Wasaga Beach

Beachfront Townhome with Bay Views

4.87 out of 5 average rating, 166 reviews
Guest favourite
An inviting dock extends over the calm water, adorned with two comfortable chairs facing a vibrant sunset. The sky reflects shades of pink and purple, creating a serene atmosphere. The gentle ripples of the water add to the tranquil setting.
Cottage in Port Mcnicoll

Georgian Gem

4.83 out of 5 average rating, 100 reviews
Guest favourite
A spacious wooden dock extends over the water, featuring a shaded gazebo and seating area. Surrounding trees provide a lush backdrop, while various watercraft and a swing chair are visible, enhancing the outdoor space for relaxation and recreation.
Cottage in Lagoon City

Beautiful Renovated Four Bedroom Waterfront Home

4.79 out of 5 average rating, 161 reviews

Beachfront home rentals with a pool

Guest favourite
Apartment in Innisfil

The Friday Flat | Sunny Escape by the Marina

4.92 out of 5 average rating, 236 reviews
Top guest favourite
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.
Apartment in Innisfil

Friday Harbour Luxury Condo & Pool, Sleeps 4

4.94 out of 5 average rating, 159 reviews
Top guest favourite
An oval-shaped pool is situated just steps from the sandy beach. Surrounding the pool are several lounge chairs and a shaded gazebo. The calm water of the bay is visible in the background, creating a serene setting for relaxation.
Townhouse in Wasaga Beach

Waterfront | Heated Pool, Beachfront, BBQ, AC

4.97 out of 5 average rating, 145 reviews
Top guest favourite
An open living area is highlighted by a spacious sectional sofa and a round coffee table. Floor-to-ceiling windows offer views of the marina. A dining table with chairs is positioned nearby, and a stylish kitchen island with a marble countertop completes the space.
Apartment in Innisfil

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

4.99 out of 5 average rating, 74 reviews
Top guest favourite
Flat in Innisfil

Relaxing 2BR Escape @ FH | Fire Pit & Pets Welcome

5.0 out of 5 average rating, 31 reviews
Guest favourite
A spacious wooden deck surrounds a heated above-ground pool, providing a refreshing blue oasis. Surrounding greenery offers privacy and a sense of seclusion, with patio furniture positioned for relaxation. Umbrellas are situated for shade, inviting guests to enjoy outdoor leisure.
Cottage in Victoria Harbour

Gorgeous Winfield Chalet Cottage

4.94 out of 5 average rating, 96 reviews
Guest favourite
A bright living area is shown, featuring a comfortable sectional sofa and a glass coffee table. Natural light fills the space through large windows with sheer drapes. A television is positioned on a white console against a dark accent wall, complemented by decorative wall art.
Apartment in Innisfil

FH Harbour Flats 2BR 2BA- Every Day is Friday

4.9 out of 5 average rating, 92 reviews
Guest favourite
Townhouse in Wasaga Beach

Waterfront | Heated Pool, Beach, BBQ, AC

4.93 out of 5 average rating, 75 reviews

Private beachfront home rentals

Guest favourite
Guest suite in Severn

Lake View Loft

4.89 out of 5 average rating, 107 reviews
Superhost
The living room features large windows, offering a view of the lake. A spacious dark sofa is arranged around a coffee table, complemented by a side table with a lamp. Light-colored walls and wooden floors enhance the bright and open atmosphere.
Bungalow in Georgina

Lake Simcoe Retreat

4.81 out of 5 average rating, 127 reviews
Top guest favourite
The exterior of the house is showcased with a large, angled roof and expansive glass windows reflecting the evening light. A spacious deck presents colorful chairs in pink and yellow, surrounded by sandy beach and foliage, enhancing the inviting outdoor space.
Flat in Wasaga Beach

2 bedroom beachfront apartment

4.95 out of 5 average rating, 435 reviews
Top guest favourite
Two wooden Adirondack chairs are positioned on a lush green lawn facing the water, framed by overhanging tree branches. The sunset creates a colorful display on the horizon, reflecting on the calm surface of the lake, while a small table holds a wine bottle and glasses.
Guest house in Victoria Harbour

Sunset Beach Cottage

4.96 out of 5 average rating, 303 reviews
Top guest favourite
A modern lake house exterior features a spacious deck with four red chairs facing the water. Lush green grass and well-maintained flower beds surround the wooden deck. Large windows allow ample natural light into the interior, enhancing the connection with the outdoor environment.
Cottage in Port Mcnicoll

Georgian Bay Waterfront Cottage HotTub King Bed

4.93 out of 5 average rating, 107 reviews
Guest favourite
An outdoor space features a cozy fire pit surrounded by several Adirondack chairs. The beach house is visible in the background, showcasing a light gray exterior and pastel pink door. Soft sand and trees create a tranquil atmosphere.
Cottage in Wasaga Beach

Wellness Getaway: Beach, Hike, Fish, & Relax

4.88 out of 5 average rating, 102 reviews
Superhost
A charming cottage is situated by the water's edge, featuring a wooden dock extending into the lake. Lush greenery surrounds the cottage, enhancing the natural setting. The exterior is painted in warm red tones, and large windows reflect the peaceful atmosphere of the surrounding landscape.
Houseboat in Hawkestone

Amazing BOATHOUSE LAKEVIEW

4.76 out of 5 average rating, 222 reviews
Guest favourite
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.
Flat in Innisfil

Luxury Corner 2BR | King Suite | Friday Harbour

4.95 out of 5 average rating, 62 reviews

Destinations to explore