Waterfront holiday rentals in Milton

The image features a diamond-shaped solar-heated swimming pool reflecting the soft colors of sunset. Comfortable blue lounge chairs are positioned nearby, overlooking a serene lake. The distant skyline can be faintly seen across the water, blending into the horizon.

4.81 out of 5 average rating, 113 reviews

California Chic +Breathe +Unwind +Restore

Enter through the grand foyer with a winding staircase, pass the kitchen, and step into the relaxing backyard featuring an in-ground, diamond-shaped, solar-heated swimming pool and a stunning lake. The view of the lake is beautiful! The area is quiet and scenic, with the soothing sounds of the lake lulling you to sleep. You are just 30 minutes away from Niagara Falls and 1 hour from Toronto. On a clear day, you can even see the Toronto skyline. It's the perfect place for a group or family of 9.

A patio area with a table and four chairs is visible, positioned directly beside the water. The tranquil lake extends into the horizon, with soft waves created by the gentle breeze. A muted sky adds to the serene atmosphere.

4.9 out of 5 average rating, 258 reviews

Stunning Home on Lake Ontario

Welcome to this cozy lakeside getaway on the shores of Lake Ontario - a beautifully updated modern bungalow/cottage designed for comfort, relaxation with a bright open-concept living, dining, and kitchen. Enjoy breathtaking sunrise and stunning sunset views from the lakeside patio. Located near Fifty Point Conservation Area, an 80-hectare park with marina, as well as water park, Costco, and dinning options. Enjoy free unlimited high-speed internet and a Smart TV for a comfortable stay.

4.95 out of 5 average rating, 220 reviews

A modern two-story cottage is surrounded by lush greenery and trees. The exterior features a combination of natural wood and dark green siding. A covered porch is visible with a personal entrance and outdoor seating. Bicycles are parked nearby, enhancing the outdoor activities available.

Guest suite in Toronto

Cozy small newly built Toronto Islands getaway

Escape to a modern cottage on Toronto Island Looking onto Lake Ontario is our newly constructed modern home. Enjoy our cozy private guest suite in our family home with a kitchenette, ensuite bathroom, and private entrance Just a quick ferry ride from the bustling downtown core come explore the Toronto Islands which is the biggest car-free community in North America; with beaches, trails & skyline views as well as an amusement park in the summer. We also have 2 bikes you can use to explore.

4.94 out of 5 average rating, 218 reviews

The entrance of the container home is visible, featuring a wooden deck surrounded by trees. A wooden chair and small table offer a cozy seating area. The deck is enclosed by a glass railing, providing an unobstructed view of the natural surroundings.

Farm stay in Lincoln

Inn The Orchard, Valley View, Modern Container

Enjoy the sounds of nature when you stay in this unique place. Our newly renovated "Valley View, Container Home" in beautiful Niagara at Inn The Orchard, has been designed with all luxuries of home but created guaranteeing a relaxing atmosphere and simplicity that you'll never forget. We love creating spaces allowing you to escape the city and be surrounded by nature while remaining in the heart of Niagara's Wine Country! Enjoy this unique spot surrounded by fruit orchards on the valley edge.

4.95 out of 5 average rating, 151 reviews

An open concept living area showcases large panel doors that fully open to the outdoor deck. Inside, a comfortable seating arrangement is visible, along with a cozy area rug and a neutral color palette. Natural light floods the space, enhancing the connection to nature.

Cottage in Mono

Hockley Riverside Cottage • Loft and Bunkie

Needing an unforgettable escape? This cozy cottage is nestled in nature along the Nottawasaga river and has large panel doors that fully open for picture worthy views & peaceful sounds of the river. A new incredible outdoor fire-pit with hanging egg chairs. A cozy indoor wood burning fireplace along with a comfy pull out couch that has a projector above for the best movie nights. Heated floors if you aren't interested in maintaining a fire, fully equipped kitchen, Wi-fi, AC and washer/dryer.

4.85 out of 5 average rating, 125 reviews

An aerial view captures the waterfront trailer set against lush greenery, with a private deck featuring seating arrangements. Nearby, two kayaks await by the water, and a fire pit is surrounded by logs. The tranquil lake reflects the surrounding foliage.

Tiny home in Acton

Lakefront 1 bedroom tiny home

Reconnect with nature at this unforgettable escape. Enjoy a wonderful stay in our lovely waterfront trailer located on Breezes Trailer park. It is a private quiet trailer park with 15 acres of nature and private access to Fairy Lake (Acton). Trailer is suitable for couple or small family. It is suited to people looking to relax and enjoy the scenery, explore the lake on kayak, exercise and explore on water bikes, fishing in the lake, enjoy some outdoor movies or campfire or under the stars.

4.9 out of 5 average rating, 200 reviews

The historic home showcases a classic façade with white columns and a welcoming porch. Flower beds with vibrant blooms enhance the entrance, while a wrought-iron fence adds to the charm. A sign is visible, marking the property as 'Tea on the Grand'.

Loft in Brant

Historic Carriage House Flat STUNNING VIEW

Step back in time to 1850 while staying at the iconic historic home built by The Lumber Merchant. Stay in the suite featuring the original post and beam structure and still offering modern conveniences such as gas fireplace , heated stencilled ceramic floors. Enjoy the quality mattress set into a 200 yr old brass bed once owned by royalty. Escape down to the river where a little cabin sits. If you are lucky you will have deer, heron, beaver, fox and many more wildlife come to visit.

Shipping container in Puslinch

The exterior of a modern, dark-toned tiny home is framed by trees. A private dock with Adirondack chairs sits by the water, reflecting the structure's warm lights. The tranquil setting is enhanced by the surrounding natural landscape and evening ambiance.

4.99 out of 5 average rating, 108 reviews

Wildwood Tiny Home Escape with Wood Fired Sauna

Welcome to an absolutely unique converted shipping container – Wildwood Tiny Home! This converted shipping container has a big personality! If you and your guests are looking for luxury, nature, peace, serenity, and a chance to escape the city – this getaway is perfect for you! At Wildwood Tiny Home, you can fill your time with hanging out on your own private beach & waterfront dock, enjoying your firepit, beach volleyball, horseshoes, cornhole, badminton, board games, and many more!

4.93 out of 5 average rating, 455 reviews

A sunroom features a mixture of wooden furniture, including a sectional sofa and lounge chairs, arranged around a central table. String lights hanging overhead provide warm illumination, while large windows offer views of the surrounding nature.

Home in Cambridge

"Cottage Home On The River" 1 Bedroom

Welcome to Speed Island Trail! Nestled on 1 Acre property in a forested area that backs onto the Speed River. Enjoy Beautiful views all season long with large floor to ceiling windows and wildlife right outside your door. It is just like being out at the cottage. This beautiful one bedroom house is beautifully decorated, has a large kitchen and a breakfast bar. Enjoy the large sunroom and deck where you can sit back and relax. Added bonus the Chickadees eat right off your hand!

4.97 out of 5 average rating, 301 reviews

The exterior of the guest house features a wrap-around composite deck with glass railing, overlooking the direct waterfront views of Lake Ontario. The structure is surrounded by lush greenery and is complemented by large windows allowing natural light into the living space.

Guest house in Lincoln

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS MAY 27-JUNE 4 JUNE 8-18 JUNE 21-JULY 6 Please mark this listing as a favourite to get notifications of last minute deals. Unwind at our cozy guest house. Beautiful 2-bedroom cottage. Enjoy the direct waterfront views from the living room, bedroom and wrap around composite deck. Outdoor fire pit and BBQ. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charging. Views from the cottage include: lakefront and orchards

4.94 out of 5 average rating, 527 reviews

Two light blue chairs are positioned near a tranquil lake, with a bottle of wine and a glass resting on a wooden table. A sign displaying 'LIVE THE LIFE YOU'VE IMAGINED' is set upright on the ground, surrounded by greenery and soft grass.

Home in Cambridge

Shades Mill Lake - Unit 1 of 2. 3rd Bed available.

LIKE NOTHING ELSE in Cambridge or K-W! • FREE 4 elongated tubes to use in season • FREE Coffee & Tea • Top 1% airbnb bookings • Luxurious Bath Robes • 12km of Trails in Shades Mill Conservation Area • Living, dining, family room, 2 bedrooms & 2 full bath • FAST WIFI, Free Netflix, AC • Cottage life 4km south of 401 Cambridge Mill 3km 1 acre property with 1 Airbnb unit & owner's part time home Love Nature you'll ♥ it here

A hot tub is positioned on a deck overlooking a calm, expansive lake. The water reflects soft gray skies, creating a serene atmosphere. Rocky shoreline is visible in the foreground, enhancing the tranquil lakeside setting.

4.94 out of 5 average rating, 105 reviews

Wake Up To Lake Views!

Licence #26-000115. Book now! Bring your whole family to the lake! Need a relaxing weekend? Family Get togethers, Girl’s Trip! Guy’s weekend! Couple’s getaway! Go for a hike, a wine tour, cozy up with friends. Welcome to a beautiful, spacious Lake House. Located 20 min from the wineries in Niagara-on-the-lake, the waterfront trail 5 minutes away. Bring your bikes for a ride along the lake and a local lunch. This property has 180 degree lake views.

Popular amenities for waterfront rentals in Milton

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

A modern bedroom features a spacious bed with a patterned comforter and two neatly arranged towels. Floor-to-ceiling windows provide a bright atmosphere, offering views of the cityscape. A decorative plant is placed near the window, and a wall-mounted TV adds to the room's convenience.

4.97 out of 5 average rating, 115 reviews

All New CN Tower View Condo on the 35+ Floor

4.88 out of 5 average rating, 109 reviews

1BR+sofa with waterfront views

4.93 out of 5 average rating, 40 reviews

A grassy area borders the gently flowing Credit River, with a historic white building partially visible. Lush green trees line the riverbank, creating a natural setting. The sky is partially cloudy, suggesting a serene atmosphere. The scene invites tranquility and reflection by the water.

Flat in Halton Hills

Charming Private 3 Bedroom Townhome Glen Williams

4.82 out of 5 average rating, 45 reviews

A round glass dining table is set for four with white plates, silver cutlery, and drinking glasses. Modern white chairs surround the table. A well-equipped kitchen with stylish finishes is visible in the background, alongside a cozy living area filled with natural light.

Flat in Oakville

Oakville Oasis - Free Parking and WiFi

A stylish living area features a large HD Smart TV mounted on a modern entertainment center. Natural light fills the room through floor-to-ceiling windows, which have views of the city. A comfortable sofa with optional decorative cushions is positioned against a sleek wall.

4.91 out of 5 average rating, 116 reviews

Spacious 2BR in Prime Downtown by CN Tower

A bright living area features a large smart TV on a white media console. A cozy sofa is complemented by decorative pillows. In the background, a spacious bedroom is visible through an open door, showcasing a comfortable queen bed with soft bedding. Floor-to-ceiling windows provide natural light.

4.91 out of 5 average rating, 132 reviews

New 40th+ floor Direct View of CN Tower and Lake

4.92 out of 5 average rating, 37 reviews

An airy open-concept kitchen and living space features a large island with a white countertop and sleek oven. Decorative pendant lights add ambiance above the kitchen area, complemented by light-colored cabinetry. The living area includes a cozy seating arrangement, allowing for relaxed gatherings or meals.

Flat in Toronto

Stellar Humber Bay 2BD/2BTH Large Patio & Parking

A modern studio space features a queen-sized bed with soft linens, accompanied by a stylish lamp and wall art. A round dining table with two chairs is situated nearby, and large windows provide natural light, framed by elegant drapery.

4.85 out of 5 average rating, 161 reviews

FIFA Location: Amazing Lake View Studio CN Tower

Waterfront house rentals

4.86 out of 5 average rating, 183 reviews

A sandy beach leads to a calm, blue body of water. A person in a red kayak glides along the surface, while another individual reclines on a pier, enjoying the serene view. The horizon features the meeting of the sea and sky under bright sunlight.

Home in The Beaches

Toronto Beach Paradise

4.99 out of 5 average rating, 122 reviews

Home in Lincoln

Lakehouse on the Vineyard in Lincoln-Beamsville!

4.93 out of 5 average rating, 135 reviews

Home in Roncesvalles

Garden Gem. Central. Walk to City's Best Places.

4.96 out of 5 average rating, 317 reviews

Home in Port Dalhousie

Lux Lake Ont Beachfront - Fire Pit & Sunset Views

Superhost

A spacious backyard is accented with colorful Adirondack chairs arranged around a fire pit. Lush green grass and trees provide shade, while blooming flowers add natural beauty. A small shed is visible in the corner, contributing to the inviting outdoor setting.

4.84 out of 5 average rating, 134 reviews

Beachfront 6BR Newly Finished Home - Prof Cleaned

4.95 out of 5 average rating, 130 reviews

A bright sitting area showcases a large stained-glass window, casting colorful light. Furnishings include a white leather sofa and glass coffee table, with soft pillows adding comfort. A well-stocked bookshelf stands nearby, and a vintage cabinet complements the decor.

Home in The Beaches

Luxury Beaches Home Gourmet Kitchen Private Garden

A modern kitchen features sleek cabinetry and a large central island with seating for four. Pendant lights hang above the island, illuminating the space. Large sliding glass doors provide access to outdoor areas, enhancing natural light within the open layout.

4.9 out of 5 average rating, 175 reviews

Luxurious 5BR Beach House with Firepit

4.96 out of 5 average rating, 24 reviews

A modern living area features a large sectional couch with a mix of decorative pillows, complemented by a geometric rug. A coffee table with a small plant is centered in the space, while a wall-mounted TV is positioned above a sleek fireplace, creating a cozy atmosphere.

Home in Oakville

Immaculate house 5 bdr 3.5 bath

Waterfront apartment rentals

A modern living area features a dark couch adorned with decorative pillows, positioned beside a glass coffee table. A stylish bookshelf occupies the wall, displaying plants and decorative objects. A large flat-screen TV is mounted on the wall, enhancing the entertainment options.

4.95 out of 5 average rating, 149 reviews

FIFA Fan Zone Pool-Hottub-Free Parking Walk to BMO

4.81 out of 5 average rating, 115 reviews

A spacious living area is featured, with large windows offering natural light and views of the city. A comfortable gray sofa is situated alongside a vibrant red armchair. A wooden coffee table rests on a patterned rug, complemented by a flat-screen TV and decorative artwork.

Apartment in Etobicoke

Humber Bay Family Friendly condo w Terrace&Parking

A modern living space features a light-colored sofa adorned with decorative pillows. A coffee table with various items sits in front of a wall-mounted television. Large windows allow natural light to fill the area, showcasing views of the city beyond.

4.94 out of 5 average rating, 141 reviews

Luxury Entire Condo At Downtown+parking

A desk with an ergonomic chair is positioned near floor-to-ceiling windows, offering a stunning view of Lake Ontario at sunset. The scene features a vibrant sky with hues of orange and purple, along with glimpses of the surrounding greenery and cityscape.

4.98 out of 5 average rating, 105 reviews

Beautiful Lake View Studio Condo + 1 free Parking

The spacious living area features a comfortable sectional sofa, a glass coffee table, and a large smart TV positioned for easy viewing. Decorative art and plants enhance the ambiance, while a dining table for two is visible in the background, creating a functional and inviting space.

4.92 out of 5 average rating, 200 reviews

Sleek 40+ Floor Oasis with CN Tower and Lake Views

A modern living space features a dark gray sofa adorned with two textured pillows. Above the sofa, a large black and white cityscape photograph complements the stylish decor. A light fixture with a circular design illuminates the area, creating a welcoming ambiance.

4.88 out of 5 average rating, 173 reviews

Lakeside Downtown Condo for upto 4 ppl

The city skyline is illuminated at night, featuring the CN Tower prominently lit in red. A mix of modern skyscrapers reflects various colors, with a clear sky and moon visible in the background, highlighting the vibrant atmosphere of Toronto.

4.98 out of 5 average rating, 162 reviews

Amazing Views, King Bed, Easy Access to World Cup!

A scenic view showcases Lake Ontario's expansive waters, dotted with boats and framed by lush greenery. The skyline features modern buildings and a clear blue sky with soft clouds, offering a serene contrast against the vibrant lake.