Waterfront holiday rentals in Ajax

Cabin in Whitchurch-Stouffville

A charming cabin is nestled among tall evergreen trees, surrounded by well-maintained landscaping. Stone steps lead to the entrance, illuminated softly by exterior lights. The lush green lawn flows gently, creating a serene outdoor setting.

4.99 out of 5 average rating, 141 reviews

Lakefront getaway for two on Musselman's Lake

An amazing getaway space for two and your dog on beautiful Musselman's Lake, close to Toronto but feels like you're in the Muskokas. This rustic designer one-bedroom cabin is the original attached cottage that our house grew from. Sit at the dock or on your patio to watch the spectacular sunsets. Have a coffee in the backyard and watch the sunrise over 160 acres of trails out your back door. This is your retreat with high-speed internet, full-size kitchen & dining area to enjoy cottage life.

RiverBeachCheck-in

4.95 out of 5 average rating, 243 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.

ViewBeachHospitality

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, 125 reviews

Luxury Condo near CN Tower/Scotia Arena w/ parking

Includes 1 free parking spot! Private 1 bedroom + den condo on a high floor overlooking Toronto with a large balcony, fits 3 guests with 1 queen bed, 1 single cot, and 1 regular sofa. Located next to the CN Tower in the heart of the city. 5 min walk from Scotiabank Arena, Ripley's Aquarium, CN Tower, & the Toronto Harbourfront. Steps from the city's transit hub Union station. Equipped with a kitchen, 4K TV with streaming apps, you will find yourself feeling at home with this luxurious condo.

ViewNearbyIndoor spaces

4.88 out of 5 average rating, 196 reviews

A hot tub is positioned on a patio, providing views of the serene lake and distant horizon. Red outdoor chairs surround a firepit, while an umbrella offers shade nearby. The scene is framed by lush greenery and a stony beachfront, enhancing the tranquil setting.

Cottage in Bowmanville

“Lakeside Dreams”: All season HotTub w/lake views

Escape to our stunning lakefront family cottage! Enjoy breathtaking views, modern comforts, and the serenity of cottage life. With a private beach, firepit, BBQ, and covered patio, relaxation is guaranteed. Explore the nearby conservation area's trails or cast your line at the fishing creek, just a short walk away. A public beach is 5 min walk. Indulge in the perfect blend of nature and convenience. Book your stay now and create unforgettable memories in our charming cottage retreat!

ViewBeachNearby

4.89 out of 5 average rating, 173 reviews

The modern three-story residence features a mix of stone and siding, characterized by large windows that allow natural light to fill the interior. A rooftop terrace is visible, providing a perfect spot for outdoor relaxation, alongside two garages located at the ground level.

Villa in Bowmanville

Grand Waterfront Retreat – Under 1hr from Toronto

Experience the ultimate in refinement and relaxation on the north shore of beautiful Lake Ontario. Luxurious waterfront 5000 sq ft modern house with an incredible 180 degree view of Lake Ontario. Just 5 minutes walks to Port Darlington Marina & beach. This brand-new house with modern high-end furnishings and decor in the prestigious Lakebreeze community is something you don't want to miss. Enjoy sunrise and sunsets directly from the house. All this is only 40 minutes away from Toronto!

BeachViewLong stay

4.94 out of 5 average rating, 147 reviews

Home in Roncesvalles

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

Book GardenGem @HighParkHomes risk-free to get our Insider’s Guide to Toronto's most vibrant places & best discounts. Keep it even if you cancel. 🚶🏻‍♀️WALK to BMO Field •RBC Stage •Little Portugal•Dundas •Bellwoods •Roncy •Little Italy 🚊UP EXPRESS Train in 10 mins to CN Tower, Scotia Arena, Rogers Centre •PRIVATE! High ceilings, heated floors, quality furnishings. ☀️Sunlight fills a big glass entry to lower level, renovated to 9' ceilings. 👨🏻‍🍳Full kitchen. 🧺Laundry ensuite.

ConditionTVAccess

Apartment in Richmond Hill

A modern living area is depicted, featuring a dark sofa adorned with decorative pillows and a light wooden coffee table. A circular dining table with white chairs is in the foreground, while a wall-mounted TV is positioned opposite. Warm lighting enhances the spacious feel.

4.96 out of 5 average rating, 445 reviews

Modern Cozy Home near the Mill Pond Park.

Our bright and cozy basement apartment features large lookout windows and everything you need for a comfortable stay. Just steps from beautiful Mill Pond Park, enjoy scenic trails and a peaceful residential setting. Located in Richmond Hill, about an hour from downtown Toronto. A vehicle is recommended. Free parking included. Perfect for guests seeking a quiet retreat with easy access to the city and ideal for nature lovers. Shops and restaurants are just a short drive away.

QuietAmenitiesSolo travel

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, 169 reviews

Amazing Views, King Bed, In The Heart of Toronto!

Enjoy the iconic Toronto skyline and Lake Ontario from the large balcony, with an incredible view of the famous CN Tower! King size bed - ideal for couples, solo guests, friends or those in town for work. Steps from Canada's largest transit hub, Union Station. Short walk to CN Tower, The Harbourfront, two major sports/concert venues, the Entertainment District, restaurants and shopping. Two guests maximum and no visitors permitted. Please read the rules section in full!

ViewLocationAccuracy

4.78 out of 5 average rating, 241 reviews

A serene landscape of golden grasses and vibrant trees reflects in calm water. The scene captures a natural environment, inviting contemplation and enjoyment of the surrounding flora and fauna.

Guest suite in Pickering

Muskoka on the City

Located in Rouge National Urban Park, steps from a beautiful lake and beach(Note:beach was temporarily closed by government now).Enjoy hiking, kayaking, biking, and fishing nearby. Close to Toronto Zoo, Seaton Trail, highways, restaurants, shopping malls, and Rouge Hill GO Station. Bright ground-level suite with a private entrance, kitchen, dining area, TV, bathroom, and queen bedroom. Includes Wi-Fi and laundry. Perfect for a peaceful and convenient stay!

BeachRiverHeating

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.

4.93 out of 5 average rating, 151 reviews

Luxury Entire Condo At Downtown+parking

Escape to luxury in our 1-bedroom Toronto haven! Enjoy just 5 minute walk to CN Tower and Roger center and 5 minutes ride from billy bishop airport Nestled in a prime Downtown Toronto area, our home boasts luxury furnishings for our guests. Perfect place for your events . Enjoy the seamless blend of comfort and convenience with easy access to highways and the subway and street cars. Unwind in the expansive, Spectacular Views, Comfort and Entertainment.

ViewCheckoutHeating

A bright bedroom features a spacious bed dressed in crisp white linens, topped with a soft, textured throw. Natural light fills the space through a large window, accented by elegant curtains. A small nightstand with a lamp and a decorative plant adds to the calming atmosphere.

4.84 out of 5 average rating, 120 reviews

**30%OFF** Lake view property ❤️ of downtown

This unit is located in the most central location of downtown, Toronto. King West is just a few steps away. Complete kitchen, washer/dryer, Wi-Fi, and smart TVs are fully accessible for you to have a comfortable stay. • Sleeps 2 • 1 queen bed • Onsite washer + dryer • Self-check-in • Best nightlife 5 min distance • Best restaurants and shopping in Toronto • 42" Smart TV • Complete Kitchen • 1000 MBPS Wi-Fi • High chair and baby crib

ViewAccessCheckout

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, 178 reviews

Artsy and Comfy Home with a View

This 670 sqft, 1 Bed+Den, 1 Bath has 9 foot ceilings and a spacious layout, plus: ▶︎ Free underground parking ▶︎ Streetcar direct to Union Stn, Bathurst Stn, Spadina St ▶︎ Restaurant-cafe downstairs, grocery store within 100m ~ 5-min walk: Loblaws, Starbucks, LCBO, Stackt Market, Farm Boy, BBT ~ 15-min walk: King St dining/nightlife, Queen St shopping... Rogers Center, Budweiser Stage, Canadian National Exhibition (CNE)... and more.

ViewLong stayBathroom

Popular amenities for Ajax waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment accommodation

4.75 out of 5 average rating, 56 reviews

A spacious living room showcases a comfortable gray sofa facing a wall-mounted TV. A coffee table is centered on a light area rug, and a desk with a chair is positioned in the corner. The kitchen area is visible in the background, featuring modern appliances and a dining table.

Apartment in Pickering

Cozy & Charming Apt For 4 | Quiet & Privacy

BeachParksCheck-in

4.85 out of 5 average rating, 139 reviews

Good Looking Condo Across from CN TOWER & MTCC

ViewAccuracyComfort

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.

4.96 out of 5 average rating, 129 reviews

All New CN Tower View Condo on the 35+ Floor

ViewLaundrySleep quality

4.89 out of 5 average rating, 120 reviews

1BR+sofa with waterfront views

ViewHospitalityValue

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.

4.89 out of 5 average rating, 143 reviews

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

ViewGetting aroundWalkability

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.

4.86 out of 5 average rating, 168 reviews

Amazing Lake View Studio CN Tower

ViewBathroomAccuracy

4.97 out of 5 average rating, 36 reviews

Modern Waterfront Loft | Sunset Balcony

ViewLayoutCheck-in

4.9 out of 5 average rating, 21 reviews

A modern home showcases a spacious balcony with outdoor seating, surrounded by potted plants and garden features. Below, a well-maintained driveway leads to a two-car garage. The architecture reflects a blend of contemporary design and outdoor living spaces, enhancing the overall aesthetic of the property.

Apartment in Ajax

Lake Breeze 2Bed Basement Apart, EV & Free Parking

ViewWalkabilitySleep quality

Waterfront house rentals

Luxe

Home in Toronto

4.94 out of 5 average rating, 83 reviews

Leslieville Luxury Home 4BR Entertainer's Dream

BeachParkingCondition

4.8 out of 5 average rating, 20 reviews

The exterior of a two-story house features a combination of wood and stone materials. Large windows allow for ample natural light. A spacious stone patio is visible in front, complemented by neatly arranged greenery and shrubs along the walkway.

Home in Bowmanville

Waterfront Cottage • Hot Tub • Bowmanville

ViewBackyardHot tub

Home in Whitchurch-Stouffville

4.83 out of 5 average rating, 60 reviews

Peaceful Place with lake view in Stouffville

ViewLaundryOutdoor spaces

5 out of 5 average rating, 18 reviews

Home in Whitby

Beautiful End-unit Townhome with Lakeview Room

ViewParksComfort

4.96 out of 5 average rating, 24 reviews

Home in Downtown Toronto

CN Tower/Rogers/Scotiabank

ViewAccuracyAccess

4.97 out of 5 average rating, 35 reviews

A modern kitchenette is equipped with sleek white cabinetry and a quartz countertop. Red appliances, including a toaster, kettle, and microwave, are featured, along with a coffee maker. A stainless steel refrigerator is positioned alongside a compact dishwasher beneath a wood shelf.

Home in The Beaches

Chic 1-Bdrm Suite Steps to The Beaches & Boardwalk

BeachAccuracyIndoor spaces

4.95 out of 5 average rating, 39 reviews

A spacious living area features a blue sofa and two armchairs arranged around a low coffee table, with natural light illuminating the space. A stylish area rug lies on the wooden floor, while framed artwork is displayed on the adjacent wall.

Home in Lakeview

Bright Spacious Sun Filled Oasis w/ Parking

ViewBeachCondition

4.73 out of 5 average rating, 11 reviews

Home in Downtown Toronto

CN Tower View w/Free Parking, Pool, Gym by FIFA!

ViewLocationPool

Waterfront condo accommodation

4.88 out of 5 average rating, 152 reviews

Steps to CN Tower/Waterfront | 2BR/2BA + Parking

ViewTVParking

A cozy sleeping area is depicted with a spacious bed adorned with striped bedding. Two striped pillows rest against a headboard, while a bedside table with a small plant is positioned beside the bed, contributing to a clean and airy feel.

4.84 out of 5 average rating, 143 reviews

Lakeview Summer Paradise@Downtown Toronto

BeachViewLaundry

4.96 out of 5 average rating, 188 reviews

Luxury Lakeview 3BR+2BA Condo • Subway & BMO Field

ViewWalkabilityCondition

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, 156 reviews

Lakeside Condo /Pool/ Walking Trail/Parking/CNE

ViewComfortAccuracy

4.81 out of 5 average rating, 117 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.

Condo in Etobicoke

Humber Bay Family Friendly condo w Terrace&Parking

ViewRiverBathroom

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, 471 reviews

Lakeside Condo Studio In Downtown Toronto

ViewAir conditioningGetting around

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, 223 reviews

Sleek 40+ Floor Oasis with CN Tower and Lake Views

ViewBikingSolo travel

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.