Waterfront vacation rentals in Whitby

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Top-rated waterfront accommodations in Whitby

Guests agree: these waterfront accommodations are highly rated for location, cleanliness, and more.

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Guest favourite
A modern living area features a queen sofa-bed paired with a small side table, accented by a framed nature artwork. A glass dining table with wooden chairs is visible in the foreground, while a stainless steel refrigerator is seen in the background.
Home in Ajax
4.89 out of 5 average rating, 45 reviews

Private Suite - Ajax by the Lake

Private guest suite, newly renovated in lower level of our house with separate entrance. Short distance to the Lake and parks, 5 min drive to Ajax GO and Highway 401. Space is family friendly in a quiet neighborhood. 30 min drive to Downtown Toronto, and 40 min drive to Pearson Airport. Close to casino. Space Fully equipped kitchen, double bed, queen sofa-bed, washer/dryer, microwave, kettle, toaster, Nespresso, Chromecast and WIFI. No - Drugs, pets, parties. Property monitored by cc cameras.

Guest favourite
A comfortable living area is presented with a blue sofa adorned with decorative pillows and a round coffee table. A cozy armchair is positioned nearby. Green plants are placed around the space, complementing the light-colored walls and accent artworks.
Apartment in Whitby
4.88 out of 5 average rating, 40 reviews

Luxury Escape Apt to Relax with Kitchen & Parking

Welcome to the Most Relaxing & Prestigious Neighborhood in Whitby. ★ Separate entrance for ultimate privacy ★ Elegant, high-end furnishings and modern finishes ★ Ultra-fast Wi-Fi (3000 Mbps), perfect for streaming or remote work ★ Complimentary one on-site parking - extra parking available upon request ★ 50" Smart TV with Netflix and Plush Double-sized beds ★ Fully stocked kitchen with cookware, utensils, & essentials ★ Dedicated workstation ideal for business travelers or remote professionals

Top guest favourite
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.
Cabin in Whitchurch-Stouffville
4.99 out of 5 average rating, 117 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.

Guest favourite
A tree house is nestled among tall trees, featuring a wooden structure with a balcony and staircase. Soft sunlight filters through the branches, highlighting the natural wood finish and the serene forest surroundings.
Treehouse in Port Perry
4.98 out of 5 average rating, 556 reviews

Treehouse on private, isolated forest (300 acres)

You will feel like you're a thousand miles from Toronto. Your own private space with several ponds for swimming, gazebo, fire pits, running water, hot shower, mtn bike and hiking trails. With 300 acres at your door step, you can choose not to see another soul during your stay or venture to a nearby winery, restaurants, shopping, horse farms, golf courses or ski hills! We are just 1 hour from Toronto with easy access off the 407. We also have an amazing log cabin for rent on the same 300 acres.

Top guest favourite
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
4.97 out of 5 average rating, 32 reviews

Bright Spacious Sun Filled Oasis w/ Parking

Prepare yourself to live in the lap of luxury when staying at our 4 bdrm 3.5 bath family-friendly CUSTOM home. This private, sun filled oasis sits on a corner lot w/ huge windows over looking the vast greenery of Ravine Park Walking Trail. Marvel in the Great Room which boasts 10ft coffered ceilings and an open concept kitchen perfect for hosting all of our guests in one space. We look forward to hosting your stay and a memorable experience that will surely leave your family & friends in awe

Top guest favourite
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
5 out of 5 average rating, 12 reviews

Lake Breeze Apartment, EV Charging & Free Parking

Welcome to Lake Breeze, right in the heart of the city - with breathtaking views of Lake Ontario just steps from your door! This brand-new, beautifully lit built 2-bedroom basement apartment offers a rare blend of cottage charm and modern comfort. Wake up to serene lake views and enjoy the peaceful atmosphere, all while staying in town!!! Whether you’re visiting for a weekend escape or a longer stay, this space is perfect for those who love nature, comfort, and convenience all in one place.

Superhost
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
4.89 out of 5 average rating, 177 reviews

“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!

Guest favourite
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
4.92 out of 5 average rating, 154 reviews

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!

Top guest favourite
A well-lit sunroom features large glass windows that overlook a lush green landscape. Comfortable seating is arranged with decorative cushions. A wooden coffee table and a decorative plant add a cozy touch to the inviting space.
Chalet in Clarington
4.97 out of 5 average rating, 59 reviews

Yozy Retreat-Hot Tub*Private Pond*Brimacombe*CTMP*

Carved out of the Ganaraska Forest, the Yozy Chalet is a stones throw from the city, come here to find, recapture or create your best self, and moments. The Yozy Chalet is open concept with a full kitchen, two bedrooms and living dining space. Come here to enjoy nature, the hot tub, the restful view, the pond or the walkable forest. Two streams hug the property, twisting and turning catching your eye as you walk across one of the three bridges to our forest that borders horse stables.

Superhost
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
4.8 out of 5 average rating, 215 reviews

Muskoka on the City

Located in Rouge National Urban Park, steps from a beautiful lake and beach. 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!

Top guest favourite
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
4.95 out of 5 average rating, 125 reviews

Luxury Beaches Home Gourmet Kitchen Private Garden

- Charming detached Century home on corner lot - Family-friendly, safe, quiet, leafy street - Steps to The Boardwalk on Lake Ontario - Many nearby boutiques, cafes & fabulous restaurants - Private garden oasis with the amazing deck - Street parking available (with purchase of permit) - 7 kms to downtown Toronto

Top guest favourite
A modern basement living space features an open layout with a spacious kitchen island, equipped with stylish bar stools. A comfortable seating area is visible, accented by a warm-toned sofa and decorative coffee table. Bright lighting enhances the contemporary design, with oversized windows providing natural light.
Guesthouse in Pickering
4.98 out of 5 average rating, 41 reviews

Frenchman Bay Luxury Basement

Newly renovated, bright, and modern furnished basement steps to Frenchman's Bay in West Shore. Elegant kitchen design with new stainless steel appliances, ensuite laundry, and tastefully furnished. Move-in ready, just bring your bags. Private driveway parking, side entrance, shared use of backyard and patio.

Popular amenities for Whitby waterfront rentals

When is the best time to visit Whitby?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$74 CAD$87 CAD$83 CAD$90 CAD$85 CAD$97 CAD$101 CAD$111 CAD$99 CAD$92 CAD$88 CAD$87 CAD
Avg. temp-3 °C-3 °C2 °C8 °C14 °C20 °C23 °C22 °C18 °C11 °C5 °C0 °C

Quick stats about waterfront rentals in Whitby

  • Total vacation rentals

    Explore 30 vacation rentals in Whitby

  • Nightly prices starting at

    Whitby vacation rentals start at $42 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,060 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Whitby vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Whitby rentals

  • 4.8 Average rating

    Whitby stays are highly rated by guests—averaging 4.8 out of 5!

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