Vacation rentals in Pickering

Ambient Vibe Downtown | CN Tower + Lake View Condo

The most exclusive condo where you can set the vibe by changing all the lights to your favourite colour. The perfect getaway and a home away from home. Immerse yourself in this two bedroom, two washroom Airbnb, with the perfect view of the CN Tower, lake and city skyline from the private balcony. Enjoy one of the only rooftop pools/terrace with unparalleled views of the city and cabanas/sun beds available to all guests, with everything you need to make your stay exceptional. Best location in TO

Heated Pool-tub Open 365 Days

** Ask about MID WEEK Specials. Welcome to the Toronto Beach. We are right next to the lake and have a HEATED private pool and spa that are both open year round. Explore local shops on the high street and swim, kayak (provided), volleyball, basketball and tennis courts right beside us. In winter, an outdoor ice rink (skates provided), cross-country ski trails (bring your own equipment) and lots of walking to be had. We decorate for for holidays, and the house has a real wood burning fireplace.

Lakefront Cottage | Firepit | Views | Patio | BBQ

Our lakefront cottage on Lake Scugog in Little Britain is the perfect place to stay for group trips with family & friends! Escape to Kawartha Lakes and enjoy a memorable trip anytime of the year. Our cottage rental can sleep 8 guests, has 4 bedrooms, a fenced in backyard, lake access & incredible lake views, BBQ grill, patio with dining furniture, and a lakefront fire pit. Our cottage is located in a great area and promises an unforgettable stay for groups seeking the best of lakefront living.

Home away from Home

Private, relaxing, bright one bedroom , 900 sq ft walk-out basement apartment. This home is nestled on a quiet court which backs on to a forested ravine. Enjoy relaxing on the backyard patio with your morning coffee or evening wine and enjoy the tranquil nature setting. The home features a beautiful kitchen, large breakfast island, open concept living room with work space, cozy gas fireplace, large bedroom with walk-in closet and a beautiful 3pc bathroom with frameless glass shower.

Beaches Beauty - Top of the Hill

Perched atop the Beaches tallest hill, this newly renovated, stylish home offers some of the best views the area has to offer. Bathed in natural light, there is plenty of space inside and out, to unwind and relax in your private space. Feel like going out? Have fun with the whole family (including your fur babies!) experiencing all the Beach and trendy Kingston Road Village have to offer in this centrally located gem. We would love to have you as our guest!

Lake Front Vista & HotTub w/Sun-Thu night discount

Enjoy Spectacular Lakefront views. Relax at your own pace. Take a dip in the spa tub or just enjoy the scenery Very quiet road Speedy internet Fire-pit Enjoy the Niagara Wine Trail 2 Bdrm 6 min to Golden Hill Park 12 min to White Birch Golf course 15 min to Olcott/Burt (fishing charters) 20 min to Waterport/Kent (fishing charters) 50 min to Niagara Falls *Promo: 3rd night or more, will be discounted ~25% (no discount on cleaning and fees, excl 06/23-09/10)

Lakeside Lodge

Skiers dream. Close to Dagmar and Lakeridge ski resorts. Modern, fully renovated beautiful home/cottage. Make some memories at this unique and family-friendly place. Enjoy kayaking canoeing paddle boarding, fishing, outdoor fires, sunsets. Winter offers icefishing, close to ski hills with a warm fireplace to cozy up to after a day on the slopes.

Lakeview Retreat | Cozy 3-Bedroom Home w/ Parking

Welcome to your perfect getaway! 🌊✨ This spacious basement unit 3-bedroom home offers stunning lake views and a peaceful retreat just minutes from Oakville’s top attractions. Whether you're here for a relaxing escape, a family vacation, or a work trip, you'll love the modern comforts and serene surroundings this home provides.

Unbeatable views & location 2BD/2BTH w parking

Welcome to our stunning lower penthouse in the heart of downtown Toronto. This 2-bedroom, 2-bathroom suite offers incredible views that will take your breath away. The space is designed to comfortably accommodate up to 5 guests, making it perfect for families, friends, or business travellers.