Vacation rentals with lake access in Caledon

Find and book unique lake access rentals on Airbnb

Top-rated lake access rentals in Caledon

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Guest favorite

A wooden deck overlooks tranquil waters, featuring two red Adirondack chairs facing the lake. The beautifully colored sky at sunset casts a serene ambiance, surrounded by lush greenery and trees providing a natural frame.

Cottage in Brechin

4.92 out of 5 average rating, 159 reviews

COTTAGE ON LAKE SIMCOE -4 BEDROOMS /2WSHRMS

Welcome to our cozy cottage in Simcoe County, just a short drive from Toronto. It's the perfect spot for bringing together family and friends. Here, laughter fills the home, and nature's beauty is right outside your door. Dive into clear waters for some fun kayaking and boating, and wake up to beautiful sunrises from our private dock. Take a walk on scenic paths, enjoy outdoor BBQs, and paddle around in our kayaks. Book your special getaway today and start making heartwarming memories that last.

Guest favorite

Cottage in Innisfil

4.95 out of 5 average rating, 101 reviews

Innisfil retreat: Hot Tub, Sauna, Game room

Welcome to our serene Lakeside Retreat in Innisfil, a haven of relaxation and fun. This getaway features a rejuvenating sauna and hot tub, perfect for unwinding after a day of adventure. Entertain with family and friends in our game room, which includes a pool table, air hockey table, and dartboard. The large outdoor deck is ideal for BBQs, complemented by a cozy fire pit for evening relaxation. The house offers five beautifully appointed bedrooms, ensuring comfort for everyone. Water softener.

Guest favorite

Home in Gilford

4.9 out of 5 average rating, 20 reviews

Luxury Lakefront Home on Lake Simcoe

NEW LUXURY LAKEFRONT HOME WITH 800 sq ft PRIVATE DOCK ON LAKE SIMCOE This exceptional newly furnished designer home offers a comfortable and luxurious stay right on the waters of lake Simcoe. The stunning interior with floor-to-ceiling glass windows offer a spectacular view of the lake right from the living room with built-in floor heating and other smart features. The property offers a large outdoor space with direct water access plus a 800 sq ft+ private dock for a luxurious lake vacation.

Guest favorite

An outdoor dining area features a glass-top table surrounded by six chairs, set against a backdrop of lush greenery and Lake Simcoe. Sunlight reflects off the table surface, while the scenic view of the lake is visible through the spaces between the trees.

Cabin in Innisfil

4.94 out of 5 average rating, 126 reviews

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 5 star rating a must & ALL guests to be added to booking. Honey, our golden doodle will greet and visit with you. The cabin is to be left SAME as you found it.

Top guest favorite

The living area features large windows that offer views of the expansive lawn. A wooden coffee table is centered between a floral-patterned couch and a comfortable armchair. Light wood flooring complements the cozy atmosphere of the room.

Cottage in Georgina

4.99 out of 5 average rating, 157 reviews

Granny's Cottage

Granny’s Cottage is located on Lake Drive East across the road from Lake Simcoe. Our private lakefront is yours to enjoy. Our lakehouse equipped with mini fridge and chairs while looking out over beautiful Lake Simcoe. Lakehouse is available late spring to early fall. This cozy cottage is newly renovated with all the comforts for a much needed getaway. Available for your use is a badminton net, 2 kayaks and a large canoe (seasonal). There is also a secure lock up for you bicycles.

Superhost

A serene view of a calm lake is captured, with kayakers in vibrant red and blue boats paddling across the water. A small motor boat is seen in the distance. The lush green grass leads down to a stone path, creating an inviting outdoor space.

Home in Richmond Hill

4.85 out of 5 average rating, 39 reviews

Awesome Lakefront House/5Bedrooms/Private Dock

5 Bedrooms, sleeps up to 16 guests. 7 Queen Beds & 1 Air Mattress. 1 Family room & 1 Living room. Smart TV with movable set. All guests could have dinner together with Dining table & Island. 5 free parkings. Romantic Tub, Sauna Room are avalable. This exceptional cottage offers a luxury and comfort space. The stunning interior and meticulous attention to detail is accompanied by a spectacular view. The property offers great outdoor space & direct water access plus extended private dock.

Guest favorite

A well-arranged outdoor seating area is displayed, featuring vibrant red and blue Muskoka chairs surrounding a circular fire pit. A wooden dock extends into the lake, with additional seating positioned nearby. Lush green grass borders the space, creating a comfortable setting for gatherings.

Home in Georgina

4.91 out of 5 average rating, 270 reviews

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

Escape to this stunning vacation home, Professionally landscaped with an open-concept design, this spacious home easily accommodates large groups. Enjoy S/W views with breathtaking 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. Search "Beach House-S/W Exposure " for more info on both of our properties!...

Guest favorite

An aerial view of the renovated home showcases a spacious yard with green grass, a circular fire pit surrounded by blue Muskoka chairs, and a private dock along the waterfront. The surrounding neighborhood includes a blend of homes and a nearby road, providing easy access.

Home in Barrie

4.97 out of 5 average rating, 107 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 favorite

The spacious terrace features wooden decking with a railing that offers views of the surrounding greenery. Sunlight creates patterned shadows on the floor, enhancing the outdoor space's inviting atmosphere. Lush trees provide a natural backdrop, contributing to the serene environment.

Cottage in Richmond Hill

4.94 out of 5 average rating, 150 reviews

White Oak on Wilcox-Richmond Hill Lakefront Oasis

Welcome to The White Oak on Wilcox - a lakefront oasis in the heart of Richmond Hill, perfect for an all-season getaway. Located just 30 mins from Toronto, enjoy direct access to Lake Wilcox with beautiful sunset views from the private dock. This vacation home welcomes you to a relaxing and serene lakefront experience. Surrounded by numerous activities to enjoy year-round, this is the perfect home-away-from-home! Share your memories with us @whiteoakcottageco

Guest favorite

A hot tub is positioned under a wooden pergola, offering comforting views of the lake and surrounding gardens filled with colorful flowers. The clear water reflects the blue sky, inviting relaxation in a serene outdoor setting.

Home in Lincoln

4.93 out of 5 average rating, 298 reviews

Amazing Lake-Front Retreat!

HIGHLIGHTS: - Priceless lake views that changes every day - Amazing wineries, Niagara attractions nearby - Hot tub - Lake access - Kayaks to explore the lake - Deck with BBQ - Putting green - Luxury boat rental to cruise the lake - Smart TVs (Netflix included) - Ping pong, air hockey - Clean linens, towels + surfaces disinfected to ensure guests have a clean and comfortable stay ** Please review the "Other details to note" section prior to booking **

Guest favorite

A wooden dock extends into the calm water, leading to a cozy bungalow surrounded by trees. A grassy area features a picnic table, while the backdrop showcases a peaceful lake scene under a partly cloudy sky.

Cottage in Innisfil

4.83 out of 5 average rating, 217 reviews

Private lakefront cozy 3B1B 1hr from the city

Escape the city and unwind at our charming three-bedroom bungalow on Lake Simcoe, just one hour north of Toronto. With 129 feet of private lakefront, you’ll wake up to breathtaking sunrises and stunning water views, making it the perfect all-season getaway. 🌅 Unmatched Lakefront Views 🏖️ Private & Peaceful 🏊 Shallow, Swimmable Waters 🏞️ Spacious Outdoor Area 🎣 Cozy Year-Round Escape 🚗 Easy Access – Just a one-hour drive from Toronto

Guest favorite

A line of four Adirondack chairs in green and pink faces the serene expanse of Lake Simcoe. The lawn extends to the water's edge, complemented by a swing seat nearby and a dock with a boat. A clear blue sky enhances the calm scenery.

Home in Innisfil

4.93 out of 5 average rating, 15 reviews

Lakeside Cottage-Tranquil Retreat by the Water

The beautiful Lake Simcoe is right in the backyard, perfect for hiking, cycling, and visiting local shops. The lake is great for fishing, swimming, and water sports. If you're feeling tired of the city, come to the cottage for a peaceful escape. Sit by the lake, gaze at the calm water, and let the tranquility wash away your fatigue. For even more relaxation, enjoy the meditation cabin, a quiet space to unwind.