Waterfront holiday rentals in Whitby

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

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.

Cozy & Charming Apt For 4 | Quiet & Privacy

Convenient Location - 3 Minutes to Go Station, Pickering Town Centre and HWY 401! 23 Minutes to UNION STATION Via GO Our location is easy to access to any place in Toronto and Durham. Situated in the West Shore pocket of Pickering, the beaches, light houses and Lake Ontario are walking distance! Our basement is newly renovated, clean and tidy. Two comfortable queen beds with two bedrooms and a spacious living room. Parking is available for one to two cars. Guest access - separate entrance

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.

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

Private Suite w/ Parking | Near GO & Bay

Welcome to your stylish 1-bedroom basement apartment in Pickering with queen bed, open living area, smart TV, full kitchen, modern bath, in-suite laundry, work desk, and private entrance. Located in a quiet neighborhood near shops, dining, Frenchman’s Bay, and Pickering Town Centre. Quick access to Hwy 401, transit, and GO Station for trips to Toronto. Explore nearby trails, beaches, Durham Live, and Rouge National Urban Park. Perfect for business or leisure, offering comfort and convenience.

Cozy Hobby Farm Cottage in Uxbridge

*4 SEASONS COTTAGE*Stunning cottage retreat at Uxbridge,where you can enjoy the perfect balance of tranquility and entertainment.Our 4-bedroom cottage sleeps up to 12 guests, it's the ideal location for families or groups of friends looking to unwind and make lasting memories. You can also take advantage of our BBQ space,you can grill up mouthwatering burgers and steaks while taking in the fresh country air.The barn is not part of the rental and there are no animals inside or in property.

“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!

Entire spacious private Home steps to Beach

Perfect for a getaway in the city. Steps to the rouge beach, walking trails and stunning views of the Lake Ontario. Enjoy a holiday at the waterfront and explore the Petticoat creek conservation park. The two bedroom bungalow is located in one of the most prestigious neighborhoods with mature trees and a big backyard. Close to restaurants, 401 and the GO train. Downtown Toronto is only 25 minutes away. You can take the GO Train right to the FIFA World Cup in Toronto ⚽🚆

Blissful Lakeview Retreat | Waterfront Cheateau

Modern Aesthetic meets Lakeside Luxury with Close Proximity to a lot of Activities! - 3 Beds/1.5 Bath to sleep 6 - 2 Queen size beds & 2 single bunk bed spaces - 50'' Flat-screen TV ( Amazon Prime, Netflix, Smart TV) - Fully equipped kitchen with modern appliances - Coffee Machine - Cozy living room with ample seating - Outdoor furniture for lakeside relaxation - In-suite Washing machine & Dryer - 1000 MBPS Wi-Fi - 3 car parking space - Large patio with Hammock

Chirping-Paradise Glamping Dome

Looking for a quick escape close to the city? Our glamping dome offers a serene retreat on 10 acres of trails, streams, and a peaceful pond. Perfect for birthdays, anniversaries, and family gatherings, it blends nature with a touch of luxury. In winter, enjoy the snowy outdoors and stay warm inside with the wood pellet stove. Thoughtfully designed for comfort and romance, with upscale amenities and fast Wi-Fi, it’s the ideal spot to create unforgettable memories.