Cottage holiday rentals in Pickering

4.81 out of 5 average rating, 70 reviews

Cottage in Goodwood

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

We offer discounts for 3 nights and more :) 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 for those nights you want to relax. We supply seasoned firewood for the indoor wood fireplace, so have fun :)

Cottage in Hampton

4.85 out of 5 average rating, 107 reviews

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

Stay at our tranquil Bowmanville bungalow! Free parking, Wi-Fi, fire pit, BBQ included. 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 5 extra folding beds available on request at no extra cost Maximum capacity: 21 guests Please inform us in advance if bringing additional visitors or hosting an event. No underage/teen parties allowed. Violation may result in booking cancellation

4.98 out of 5 average rating, 48 reviews

Lakeside Cottage Getaway South Shore Lake Scugog

WELCOME TO YOUR LAKESIDE GETWAY! This rustic, private lakefront cottage (south shore of Lake Scugog) has 2 bedrooms, 2 queen sized beds, large bright living/dining room, pullout couch, newly renovated kitchen and bathroom, private dock, indoor fireplace/outdoor fire pit and a loft space that could be use as reading, meditation or play room. Located approximately 1.5 hours from Toronto, this cottage is the perfect place for families and friends to escape the hustle and bustle, relax and unwind.

4.83 out of 5 average rating, 154 reviews

Cottage in Bowmanville

Waterfront Beach House Oasis - All Season Hot Tub!

Welcome to our serene waterfront sanctuary! This stunning 4-bed, 3-bath retreat is the perfect escape just outside the city. Enjoy unobstructed lake views, sunsets, kayaks, fire pit, BBQ, and a year-round hot tub. Relax indoors with a movie or on the private pebble beach. Explore nearby Darlington conservation areas for hiking and wildlife. Our home offers everything you need for the ultimate urban getaway. Whether you seek relaxation, adventure, or natural beauty, your perfect retreat awaits!

4.88 out of 5 average rating, 51 reviews

Cottage in Kettleby

Gorgeious 5 Bedroom Countryside Cottage in King ON

Gorgeous 5-Bedroom Countryside Cottage - located in a quiet family neighborhood at a beautiful 3-acre lot with a huge lawn and woodlot, Lots of Parking, a minute's drive to The Manor Event Center, Hwy 400 & 427, groceries, restaurants, Golf Club, beautiful trails, Green Belts, farmers markets, Apple and strawberry picking. 20 min. to Lake Simcoe boating and fishing, many nearby shopping malls, TTC Subway, Go Station, and Canada's Wonderland. Please Note: Strictly no drug and booze parties.

4.79 out of 5 average rating, 73 reviews

Cottage in Uxbridge

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.

4.89 out of 5 average rating, 154 reviews

Cottage in Bowmanville

“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!

4.73 out of 5 average rating, 33 reviews

Cozy Cottage @Lake Scugog *Fire Pit & Game room*

Bala’s cottage is a tastefully decorated cottage on a quaint hamlet 15 minutes from Port Perry. It is your home away from home. So much to do: BBQ as you enjoy the breathtaking sunset over the lake, relax on the gazebo swing, roast marshmallows in the firepit table in the deck, hit the game room to play Pool, Air-hockey or Table tennis, board games, WFH from the home office with desk & chair. Close to marina where you can rent kayaks, boats, catamarans and launch your own boat to fish.

4.94 out of 5 average rating, 71 reviews

Cottage in Toronto

Toronto Island Cottage

This beautifully furnished, bright, and airy cottage is located just eight minutes south of the city, on the picturesque Toronto Island. This is a unique opportunity to experience all that the islands offer in a stylish setting. Perfect for a staycation or vacation, the cottage is well-equipped with everything you need to make the most of your time. The serene community is accessible only by ferry or water taxi. The view of the Toronto Harbour and skyline is absolutely epic – enjoy!

4.89 out of 5 average rating, 35 reviews

Stunning Sunsets on Williams Point

Enjoy beautiful sunsets every night in this seasonal cozy, charming 3-season, rustic cottage rental, located just 1 hour east of Toronto, on Lake Scugog in Ceasarea. Spectacular view of the lake and sunsets. Only 1 hour from Toronto, 20 minutes to Port Perry and the Blue Heron Casino. This cozy, 4-bedroom cottage hosts a unique 50's style diner kitchen, spacious lakeside deck with gazebo and large dining table. Perfect to dine and watch the stunning sunsets.

5 out of 5 average rating, 15 reviews

Spectacular sunset views at cozy lakefront cottage

Escape to an exclusive retreat with stunning lakefront views, blending tranquility with adventure. Perfect for family vacations, romantic getaways, or creative retreats. This cottage offers kayaking, paddle boarding, swimming, evening fires and breathtaking sunsets. Explore historic downtown Port Perry and add some excitement at the Great Blue Heron Casino. Discover the perfect blend of serenity and adventure at this exclusive retreat. Your ideal getaway awaits!