Waterfront holiday rentals in Milton

4.99 out of 5 average rating, 125 reviews

Home in Lincoln

Lakehouse on the Vineyard in Lincoln-Beamsville!

Escape to peace and quiet and relaxation! Charming rustic farmhouse cottage nestled in a stunning 100 acre working vineyard with magnificent views of Lake Ontario and the Toronto Skyline. Little slice of heaven! Perfect for relaxation. Close to all winery routes, restaurants and Niagara Falls attractions. One hour from Toronto and minutes away from numerous outdoor activities for all ages including the Charles Daley Beach, Bruce Trail, Balls Falls Conservation Area and Niagara Wine Country!

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, 118 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, 262 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, 229 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, 220 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.

4.99 out of 5 average rating, 166 reviews

Farm stay in Lincoln

Lakefront Farm | Hot Tub | Fire Pit | Beach Access

Welcome to our stunning modern farmhouse loft, nestled on a 10-acre farm with breathtaking lake views. This farm stay retreat offers a perfect blend of rustic charm & organic luxury. Our home has an open-concept living space with vaulted ceilings & an abundance of natural light. It also has a hot tub, sauna, deck, patio furniture, gas BBQ, and a lakefront bonfire pit. The farm soil is currently regenerating & we are between crops. Book your escape now & experience the our lakefront farm.

4.86 out of 5 average rating, 136 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, 203 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.

4.96 out of 5 average rating, 309 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 JUNE 21-26 (5 nights/6 days) JUNE 27-JULY 6 JULY 8-18 JULY 26-31 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 orchards and the Lake

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, 111 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!

4.94 out of 5 average rating, 462 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!

4.88 out of 5 average rating, 166 reviews

An inviting entrance is framed by two large trees and a wooden structure. A set of steps leads to a wooden deck, adorned with a potted plant. Natural stone borders the area, enhancing the connection to the surrounding greenery.

Barn in Lincoln

Contemporary Vineyard Barn on the Water + Hot tub

Relax in Niagara’s wine country and enjoy the tranquility of being in a nature's paradise on the water. A mix of modern architecture and old-world charm makes this stunning century old barn, perched over 16th Mile Creek, an inspired vacation destination and offsite work location. Set amongst vineyards and orchards on an estate minutes from wineries, restaurants and downtown St Catharines, just off the QEW, our industrial chic wine country retreat sleeps 2 adults and 1 child.

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, 120 reviews

All New CN Tower View Condo on the 35+ Floor

4.97 out of 5 average rating, 206 reviews

A spacious living area features a modern leather sofa complemented by a stylish coffee table. A workspace with a desk and chair is present, with natural light streaming in from the window. Decorative elements include wall art and a serene color scheme.

Flat in Hamilton

Harbour House

4.88 out of 5 average rating, 113 reviews

1BR+sofa with waterfront views

A modern living area is presented with a light grey sofa adorned with patterned cushions. A stylish coffee table sits in front, while two lamps provide soft lighting. The open kitchen, visible in the background, showcases sleek cabinetry and seating for four on navy blue chairs.

4.84 out of 5 average rating, 117 reviews

Bright & Spacious Condo | Next to CN Tower

4.82 out of 5 average rating, 607 reviews

The entryway features a light grey finish on the walls, accentuated by wooden shelves with decorative red items. A door leads outside, complemented by a welcome mat at the entrance. Hooks are available for hanging items, providing a functional and tidy space.

Flat in Elora-Salem

Elora Gingerbread Suite

A vast view from the private balcony overlooks the iconic CN Tower, framed by a vibrant blue sky and fluffy white clouds. The urban skyline is visible, showcasing a blend of modern buildings and architectural features.

4.93 out of 5 average rating, 116 reviews

45+ Floor Downtown Condo w Stunning CN Tower View

A spacious balcony offers panoramic views of Toronto's skyline, including the iconic CN Tower nearby. Outdoor seating arrangements are visible, providing a place to relax while enjoying the cityscape. Clear skies and scattered clouds enhance the bright atmosphere of this high-floor location.

4.89 out of 5 average rating, 117 reviews

Luxury Condo near CN Tower/Scotia Arena w/ parking

4.93 out of 5 average rating, 245 reviews

The exterior of a light-colored home is visible among tall trees, featuring large screened porch windows that invite natural light. A path lined with greenery leads to the entrance, enhancing the sense of seclusion near the Grand River.

Flat in Fergus

Riverside Retreat

Waterfront house rentals

4.94 out of 5 average rating, 532 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.

4.93 out of 5 average rating, 137 reviews

Home in Roncesvalles

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

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, 106 reviews

Wake Up To Lake Views!

4.95 out of 5 average rating, 103 reviews

A comfortable seating area is showcased with a dark leather couch and a wooden coffee table. Natural light filters through two large windows, revealing views of the serene pond and lush greenery outside. The room is complemented by framed photographs on the wall.

Home in Kitchener

Cottage In The City

A spacious bedroom features a large bed adorned with white linens and decorative pillows. A textured basket holds towels beside the bed. A patterned throw blanket is draped over a wooden bench at the foot of the bed. A dark blue accent wall adds depth to the serene space.

4.9 out of 5 average rating, 253 reviews

Beautiful Renovated Beach Cottage Home

4.95 out of 5 average rating, 132 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 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

A spacious living area features hardwood flooring and a ceiling fan. An entertainment unit with a television is centered against a white wall, coupled with a decorative fireplace. A comfortable gray sofa is positioned to the left, with a small dining table adorned with sunflowers on the right.

4.96 out of 5 average rating, 158 reviews

Harbour front CHA CHA CHA - Lake view house

Waterfront apartment rentals

A small balcony features a bistro table and two wooden chairs, overlooking a serene view of Lake Ontario. A potted plant sits in the center of the table, with the shimmering water and distant shore visible in the background.

4.97 out of 5 average rating, 333 reviews

Lively 1+1 Lakeview Condo near CN Tower + Free Prk

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, 150 reviews

FIFA fan zone Pool/HottubFree parking walk to BMO

A contemporary waterfront condominium complex is visible, showcasing multiple glass-fronted balconies and lush greenery surrounding the entrance. The building features an urban design with large windows, allowing for abundant natural light, under a vibrant blue sky with scattered clouds.

4.89 out of 5 average rating, 465 reviews

Lakeside Condo Studio In Downtown Toronto

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.

4.92 out of 5 average rating, 144 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

Fort York- Lake View Studio Condo + Indoor Parking

A comfortable living area is highlighted by a plush sofa adorned with decorative pillows. A sleek television is positioned on a wooden media console, while a vibrant area rug adds warmth. Large windows offer natural light and views of the cityscape.

4.99 out of 5 average rating, 167 reviews

Artsy and Comfy Home with a View

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.