Waterfront vacation rentals in Milton

4.97 out of 5 average rating, 183 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.

Apartment in Hamilton

Harbour House

A spacious 2 bedroom apartment in one of Hamilton's best and safest neighbourhoods - The West Harbour. You'll be steps to the Waterfront and Bayfront Park with easy access to nature trails, amazing restaurants, trendy James Street North, and only 5 minutes away from the downtown core. A perfect launch pad for exploration, or to enjoy beautiful Hamilton. Our house is the mid point of Toronto, Niagara Falls and Wine Country, and minutes walk to the GO Train Station. Getting around will be easy!

4.98 out of 5 average rating, 248 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.

Guesthouse in Lincoln

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS NOVEMBER 11 (1 night/2 days) NOVEMBER 17 (1 night/2 days) 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. We are located along the south shore of Lake Ontario amongst the fruit belt of the Niagara. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charging on-site. Views from the cottage include peaches, vineyards

4.94 out of 5 average rating, 179 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, 124 reviews

Farm stay in Lincoln

Lake View Farm House | Hot Tub | Sauna | Fire Pit

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.

4.96 out of 5 average rating, 113 reviews

A spacious living room is depicted, featuring a light-colored sofa with decorative cushions and a woven throw. A coffee table with a marble-like surface sits in front, alongside a side table supporting a modern lamp. Soft lighting enhances the welcoming ambiance.

Guest suite in Brampton

Lake Guest Suit> 15 mins YYZ>private whole place

You will enjoy this newly renovated private space! Located on the edge of beautiful Professor's Lake, a walk-out basement apartment with a separate entrance, spacious living room, bright bedroom, jet shower bathroom, comfortable king-size bed and new kitchen. Everything separated from upstairs. Private access to the lakeside path from the backyard. Enjoy your morning breeze from the lake when you walk around the lake. A lot of natural beauties, birds, fishes, turtles and great lake views.

4.89 out of 5 average rating, 188 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 Paris

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.

4.93 out of 5 average rating, 419 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!

4.94 out of 5 average rating, 509 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

Villa in Aldershot Central

The hillside villa features multiple levels with large windows offering expansive views. Smooth wooden decks are visible, surrounded by greenery, while a staircase leads to the entry. Reflective glass accents enhance the modern design, blending harmoniously with the natural surroundings.

4.96 out of 5 average rating, 156 reviews

Waterfront Hillside Villa

Welcome to your stunning Hillside Villa situated on 150' of waterfront. Enjoy the peaceful surroundings and quiet Bay views from your 3 private outdoor decks & hot tub. Entertaining is easy in this gourmet kitchen, which is open to 1 of 2 fireplaces, family room & dining room with floor to ceiling views of the Bay. Breathe taking views of the Bay from your private dock. Hidden gems: gym, 2nd kitchen, foosball table, EV charging and private trail.

4.82 out of 5 average rating, 192 reviews

A backyard oasis features a sun-drenched inground pool surrounded by lush perennial gardens. A stone patio is equipped with shaded lounge areas and outdoor seating, creating an inviting space for relaxation. The two-story house overlooks the pool, complementing the tranquil environment.

Apartment in Milton

Backyard Oasis Guesthouse.

POOL IS CLOSED TILL MAY 2026 Welcome to our cozy walk-out basement apartment with no kitchen. It is a completely private unit with separate entrance. Perfect for making some memories at this unique and family-friendly place. Backing on to the Sixteen-mile creek, this backyard oasis has a sun-drenched inground pool surrounded by mature perennial gardens, a new manufactured stone patio, with upper and lower shaded lounge areas.

4.96 out of 5 average rating, 145 reviews

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.

Home in Hamilton

Harbour front CHA CHA - Lake view house

Live by the water! Relax with your family at this peaceful 2Bd 1Bath Lakeview property in Hamilton West Harbour. Enjoy a cup of Nespresso on the house. Steps from the Bayfront park with beautiful lake views, Collective Arts Brewing to enjoy a cold local beer, trendy James St N for all the restaurants, West Harbour Go Train Station , and much more! It is located within an hour from Toronto and Niagara Falls. Book your stay now!

4.93 out of 5 average rating, 336 reviews

A spacious living area features a modern light grey couch with blue accent pillows, paired with a small coffee table. A vibrant area rug enhances the space. Bright lighting highlights an open kitchen in the background, equipped with contemporary cabinetry and seating.

Guest suite in Grimsby

The Grimsby Getaway -Full Kitchen, Fire Pit, Lake

Open concept home with full kitchen, 6 windows for natural light, walking distance from lake, large backyard & firepit, office space 1000 Mbps High Speed Wi-Fi, washer & dryer with full bathroom. Great for up to 6 guests. ✓ Vineyard country ✓ 25 minutes from Clifton Hills, Niagara Falls ✓ Grimsby is full of hiking spots and the beautiful Bruce trail. ✓ Between Niagara and Toronto ✓ 6 minute walk to the waterfront

Popular amenities for Milton waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

Apartment in Entertainment District

An open-plan living area showcases a round wooden dining table set for four, surrounded by black chairs. A modern kitchen features dark cabinetry and stainless steel appliances. Natural light fills the space through large windows, providing a view of the cityscape.

4.84 out of 5 average rating, 113 reviews

Good Looking Condo Across from CN TOWER & MTCC

4.8 out of 5 average rating, 134 reviews

A serene outdoor space is presented with four lounge chairs and a small table on a wooden deck overlooking the water. The bright blue sky reflects in the calm lake, while lush green grass frames the area.

Apartment in Long Branch

Waterfront Cozy Escape

Apartment in Glen Williams

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.

4.91 out of 5 average rating, 35 reviews

Charming Private 3 Bedroom Townhome Glen Williams

4.82 out of 5 average rating, 33 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.

Apartment in Oakville

Oakville Oasis - Free Parking and WiFi

4.86 out of 5 average rating, 44 reviews

A cozy sitting area is framed by a decorative area rug, featuring two upholstered chairs and a wooden table. A fireplace is centered in the space, complemented by side lamps and a television mounted on the wall. Natural light is provided by a window with a plant nearby.

Apartment in Paris

Cobblestone beauty on the Grand, lg deck, view

Apartment in Harbourfront

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.

4.82 out of 5 average rating, 137 reviews

Amazing Lake View Studio Beside CN Tower

Apartment in Humber Bay Shores

5 out of 5 average rating, 15 reviews

Condo-mansion with large terrace

Apartment in Harbourfront

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, 107 reviews

Bright & Spacious Condo | Next to CN Tower

Waterfront house rentals

4.99 out of 5 average rating, 119 reviews

A spacious outdoor seating area is depicted, featuring a large table shaded by a vibrant blue umbrella. Surrounding the table are six chairs with colorful cushions. Lush green grass extends into the background, where several lounge chairs and ornamental trees are visible, creating a serene environment.

Home in Lincoln

Lakehouse on the Vineyard in Lincoln-Beamsville!

4.87 out of 5 average rating, 169 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

4.8 out of 5 average rating, 71 reviews

A bright living area features a spacious sectional sofa and a round ottoman on a patterned rug. Large windows provide natural light and offer views of the outdoors. A decorative fireplace and artwork adorn the walls, enhancing the room’s modern aesthetic.

Home in Stoney Creek

Majestic Waterside Retreat - HOT TUB & 2King Bed

4.95 out of 5 average rating, 60 reviews

A scenic view of Martindale Pond showcases a rowing course with multiple boats in motion. Lush greenery frames the image, while sunlight reflects off the tranquil water's surface, enhancing the outdoor atmosphere. The backdrop features a vibrant landscape, contributing to the serene environment.

Home in Port Dalhousie

Henley Luxe | Waterfront | Home Gym | Wineries

4.81 out of 5 average rating, 31 reviews

Home in Hamilton

The Bayfront Flat - Harbour Views + Private Pool!

4.9 out of 5 average rating, 105 reviews

A spacious living area is highlighted by a light-colored sectional couch, complemented by decorative cushions. A coffee table with a sailboat decor piece sits in the center. The open layout connects to a modern kitchen, featuring sleek appliances and bright lighting.

Home in Hamilton Beach

The Nautical Nook | Luxury Beach House

4.95 out of 5 average rating, 125 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

4.84 out of 5 average rating, 134 reviews

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.

Home in Hamilton Beach

Beachfront 6BR Newly Finished Home - Prof Cleaned

Waterfront condo rentals

4.97 out of 5 average rating, 314 reviews

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.

Condo in Harbourfront

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

Condo in Entertainment District

A dining area features a white table surrounded by six light grey chairs, offering a panoramic view of the CN Tower and the Toronto skyline through expansive floor-to-ceiling windows. Natural light fills the space, enhancing the modern design of the room.

4.97 out of 5 average rating, 166 reviews

3BR & 2BATH Condo CNT+Lake 2mins walk Subway Station

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.

4.97 out of 5 average rating, 137 reviews

Lux Waterfront Condo Pool Hot Tub Free Parking

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.

4.9 out of 5 average rating, 451 reviews

Lakeside Condo Studio In Downtown Toronto

Condo in Humber Bay Shores

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.

4.8 out of 5 average rating, 109 reviews

Humber Bay Family Friendly condo w Terrace&Parking

A light-colored sofa is positioned in the foreground, adorned with plush, textured pillows. The modern kitchen in the background features white cabinetry, stainless steel appliances, and a central island topped with decorative items, creating a fresh and inviting space.

4.87 out of 5 average rating, 136 reviews

Luxury Condo with FreeParking. CN Tower Lake View

Condo in Entertainment District

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, 124 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.