
Waterfront holiday rentals in Whitby
Find and book unique waterfront rentals on Airbnb
Quick stats about waterfront rentals in Whitby

Total holiday rentals
Explore 30 holiday rentals in Whitby

Nightly prices starting at
Whitby holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 1,380 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Whitby holiday 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!
Top-rated waterfront rentals in Whitby
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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.

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.

Sunset Haven
Cozy suite, this location provides the very best of the outdoors for cottaging enthusiasts 45 minutes from the GTA. Found on the outskirts of Port Perry near the Blue Heron Casino and on the shores of Lake Scugog, you will find great fishing, swimming, and boating at your doorstep. Also great lounging on the deck/dock! The casino is 5 min drive and the town of Port Perry with its good restaurants and shopping is 10 min car ride or take your boat! Unfortunately, no pets are allowed by guests.

Cozy, Quirky and Modern Lakefront Cottage
Welcome to the Scugog Sugar Shack! Just 70 mins away from Toronto, escape to enjoy picturesque sunsets at this cozy lakefront cottage nestled under the largest collection of mature sugar maples on Scugog Point. This 2 bedroom open concept 1940s cottage has been updated with all the creature comforts while staying true to its quirky roots. With private access to Lake Scugog, known for fishing, kayaking, paddle boarding and swimming, bask in the sun all day & sit by a fire under the stars.

Waterside Nature Cabin - Private & Comfortable
Small spring fed lake, 91 acres, privacy, solar powered, propane heat, gas stove & wi-fi. Pets welcome! To keep your costs low; No Cleaning Fee! However, you must clean up ALL mess and take your garbage/recycling home with you. No indoor washroom or running water. Clean private outhouse. Basic utensils, cutlery/bowls/plates, pots, and pans provided. This is and independent stay. Bring your own bedding, blanket, pillow, drinking water. Please leave the cabin better than you found it!

“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!

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!

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.

Lakeside Guest Suite, on Lake Scugog, Port Perry
WATERFRONT PROPERTY….Enjoy stunning sunsets from the basement walkout guest suite. Take in views from the living room, bedroom (queen bed), or large 34 foot long private patio! The backyard leads directly to the lake including a fire pit for your use. Please note that the natural slope of the yard (40 stairs) may not be suitable for those with mobility issues. While the suite doesn't feature a kitchen, Port Perry is only an 8 min drive and offers many culinary options.

Deerleap Glamping Dome
Located close to the city, our four-season glamping dome offers a peaceful and unique escape. In winter, the snow-covered landscape creates a magical scene, while inside, the wood pellet stove keeps the dome exceptionally warm and cozy. Nestled on 10 acres of picturesque land and a stunning pond view, Enjoy everything you need—from upscale sanitary facilities to fast Wi-Fi. Whether you’re celebrating a birthday, an anniversary, or simply seeking quiet time in nature.

Glass Dome - Sleep Under The Stars- Free Sundays
Discover this new, stunning 22ft Glass Geodesic Dome nestled in the heart of Uxbridge. Imagine waking up surrounded by 360-degree panoramic views of the natural landscape Please note... its FULL WEEKEND STAYS ONLY - BOOK FRIDAY AND SATURDAY-SUNDAY IS FREE. This allows guests to fully enjoy their Sunday without feeling rushed to check out at 11am. Enjoy all day Sunday with option of staying the evening. 8X12 BUNKIE NOW AVAIL. SLEEPS 4 ( 2 bunk beds) $100 flat fee

Romantic Nature Retreat - Hydrotherapy Suite
A Romantic Retreat, located on 91 acres, beside a small, spring-fed lake, this is a private hydrotherapy suite with its own sitting area and firepit, providing a relaxing getaway close to the city. Gentle walking trails and abundant wildlife around the lake Swimming, dock, canoe & paddleboat Ideal for two people, 2SLGBTQ+ all welcome 6 min drive to Newcastle for dinner, shopping... Please read reviews & full ad before booking. Pets are welcome.
Popular amenities for waterfront rentals in Whitby
Waterfront apartment rentals

Cozy & Charming Apt For 4 | Quiet & Privacy

Modern 2 Bed Suite + Office - DT Core

High-Floor 2B2B with CN Tower/RC at Your Doorstep

Lake Breeze Apartment, EV Charging & Free Parking

Stunning Beachfront Escape

Downtown-Minutes to World Cup and Scotiabank Arena

Stunning LakeView HiRise Condo (5 Beds + Parking)

Oasis by the Lake
Waterfront house rentals

Leslieville Luxury Home 4BR Entertainer's Dream

Toronto Beach Paradise

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

Beautiful End-unit Townhome with Lakeview Room

Bright Spacious Sun Filled Oasis w/ Parking

Mrs. Money Penny

Private Suite - Ajax by the Lake

Blissful Lakeview Retreat | Waterfront Cheateau
Waterfront apartment rentals

1 Bedroom Condo in City Centre!

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

Downtown Condo. Steps to CN Tower & Rogers Centre

Sunset Skyline Views • Luxury 2BR • Prime Downtown

⭐️KING Bed Luxury Condo - CN Tower View + Parking⭐️

Luxury FIFA | King Bedroom+Den Condo|Free Parking

Vibrant Condo In Downtown Toronto

FIFA RogersCenterMTCC 3BR2BA Parking City & Lakeview
When is the best time to visit Whitby?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $83 SGD | $87 SGD | $94 SGD | $83 SGD | $79 SGD | $89 SGD | $93 SGD | $102 SGD | $92 SGD | $83 SGD | $83 SGD | $88 SGD |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
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- Rentals with a patio Whitby
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- Rentals with beach access Whitby
- Rentals with lake access Whitby
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Metro Toronto Convention Centre
- Union Station
- BMO Field
- Downsview Park
- The Danforth Music Hall
- Harbourfront Centre
- Toronto Eaton Centre
- Toronto Zoo
- Exhibition Place
- Scarborough Town Center
- Nike Square One Shopping Centre
- Trinity Bellwoods Park
- Massey Hall
- Casa Loma
- Enercare Centre
- Yorkdale Shopping Centre
- York University
- Coca Cola Coliseum
- Sheppard–Yonge Station
- Dufferin Grove Park





