Cottage holiday rentals in Pickering

Beautiful Lakeside Cottage

Nestled on the picturesque shores of Lake Ontario in Wilson, this charming three-bedroom, one-bathroom private home is ready to welcome you. Just a short drive away, you’ll find an array of wineries, breweries, and delightful restaurants. The backyard oasis, overlooking the serene lake, offers breathtaking sunsets. Each bedroom is adorned with plush linens, ensuring a comfortable stay. We invite you to experience the joy of living in this beautiful home. Please note that there is a $75 pet fee.

Serene 5-BR Bungalow, 3 Full + 2 Half Baths

Stay at our tranquil Bowmanville bungalow! Free parking, Wi-Fi, fire pit, BBQ. 5 bedrooms for 16 guests. 4000 sqft,3 full baths,2 half baths,kitchen,living room Ideal for family/friends Near Cedar Park Resort Note Beds for 16 guests Truck parked in front 5 extra folding beds available on request at no extra cost Maximum capacity: 20 guests Inform us in advance if bringing additional visitors or hosting an event. No underage/teen parties allowed. Violation may result in booking cancellation

Family fun! Hot tub/snooker table/Movie Room!

Late check in Dec 30 or early Dec 31 available! Discounts for 3 or more nights. Our house is built like an old English-style stone house cottage and is approximately 1 hour from downtown Toronto. The house is great for special occasions and getting away from it all with a group of friends or family. We've included some fun extras such as a projection theater room, slate snooker table, cable TV, BBQ and an outdoor hot tub. We supply seasoned firewood for the indoor wood fireplace, so have fun.

Lakefront Oasis near Lewiston & Niagara Falls 🌊

Forget your worries in this private and spacious getaway on beautiful lake Ontario. Our Lakefront Oasis offers a private patio with lake front views, open concept lower level area with a large kitchen island and dining area, coffee and tea bar, spacious living room area with a smart tv. Open to discussing dog visitors. Some attractions in the immediate area include Victorianbourg Wine Estate, Wilson Boat House, Sunset Bar and Grille, Wilson Tuscarora State Park. Hot Tub is NOT functional.

East Beach Waterfront Cottage

Welcome to your lakeside escape on beautiful Lake Ontario; a cozy, stylish cottage retreat perfect for families, couples, or small groups. With stunning water views, private decks that lead right to your swimming area, and a hot tub overlooking the lake, this is the ultimate spot to unwind and recharge. Whether you’re here to relax, explore Bowmanville/Port Darlington, or enjoy evenings under the stars, this cottage is a perfect all-season getaway. Book your stay and wake up to the waves.

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!

Althea Corner

Here is your getaway filled with entertainment and relaxation! This is the center of it all! Steps away from shops (seasonal), bars, restaurants and park, you'll have fun while you recharge. There's room for your boat and docks are one minute away! Inside you will enjoy an open floor plan with three private bedrooms, applianced kitchen, dining area and full bath. Plenty of ammenities for outside fun as well! We can't wait to host your stay! Please note: $25 per night per guest over 2

Cottage in Toronto’s West End •Walk to BMO Field•

A hidden cottage retreat in Toronto’s vibrant west end—just 15 minutes walk to BMO Field with no traffic or crowds. Tucked away on a quiet, tree-lined laneway, this fully renovated 1800s cottage offers a rare mix of charm, privacy, and location. Enjoy the energy of the city—Queen West, Ossington, Liberty Village —then come home to your own peaceful escape. Perfect for World Cup visitors, families, and remote workers. Stay close to everything, without sacrificing calm and comfort.

White Oak on Wilcox-Richmond Hill Lakefront Oasis

Welcome to The White Oak on Wilcox - a lakefront oasis in the heart of Richmond Hill, perfect for an all-season getaway. Located just 30 mins from Toronto, enjoy direct access to Lake Wilcox with beautiful sunset views from the private dock. This vacation home welcomes you to a relaxing and serene lakefront experience. Surrounded by numerous activities to enjoy year-round, this is the perfect home-away-from-home! Share your memories with us @whiteoakcottageco

Lake Front Vista & HotTub

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)

Watrfrt Cottage | Sunset Views & 45 Min to Toronto

Bright 3-bed, 3-bath custom waterfront cottage home just 40 mins north of Toronto! Sleeps 8 with a king, 2 queens & a futon. Modern kitchen, open living space, and private backyard with dock, fire pit and pergola lounge. Canoe included for water adventures. Enjoy sunsets, relaxing by the water, by the bon fire, and creating memorable moments in a peaceful, private setting while being just 10 minutes away from downtown Newmarket.