Cottage vacation rentals in Port Perry

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Top-rated cottage rentals in Port Perry

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Guest favorite

A comfortable wicker chair is positioned on a wooden deck, overlooking a lush green lawn. The view features tall trees and glimpses of Lake Simcoe in the distance, creating a serene outdoor environment.

Cottage in Brechin

4.91 out of 5 average rating, 98 reviews

Cottage on Lake Simcoe Amazing lake Views

Lovely, well maintained three bedroom, two bath cottage on a protected bay of Lake Simcoe. The cottage is located right on Lake Simcoe beside shared community park. cristal shallow water for Swim and kayak. The views are beautiful. With the property facing south enjoy plenty of sunshine from late morning to sunset. Great spot for winter fishing. Fully equipped kitchen Please note the water behind the backyard is shared by few neighbors and it’s not private , and the beach area is not private.

Guest favorite

A wooden deck overlooks tranquil waters, featuring two red Adirondack chairs facing the lake. The beautifully colored sky at sunset casts a serene ambiance, surrounded by lush greenery and trees providing a natural frame.

Cottage in Brechin

4.92 out of 5 average rating, 159 reviews

COTTAGE ON LAKE SIMCOE -4 BEDROOMS /2WSHRMS

Welcome to our cozy cottage in Simcoe County, just a short drive from Toronto. It's the perfect spot for bringing together family and friends. Here, laughter fills the home, and nature's beauty is right outside your door. Dive into clear waters for some fun kayaking and boating, and wake up to beautiful sunrises from our private dock. Take a walk on scenic paths, enjoy outdoor BBQs, and paddle around in our kayaks. Book your special getaway today and start making heartwarming memories that last.

Superhost

A scenic view of the lake is visible from a wooden deck, featuring large planters with colorful flowers on either side. Several Muskoka chairs are arranged on the grassy area leading to the water, where a dock is visible in the distance.

Cottage in Brechin

4.85 out of 5 average rating, 107 reviews

Lakefront Cottage with Gorgeous Sunset Views

Cozy cottage with gorgeous views right on the lake. Perfect lake for water play, great fishing right off the dock, plenty of nature trails and boat launch nearby. Enjoy your evenings as you take in the sunset around 1 of 2 firepits, whether you choose to have a fire right at the water's edge or up top. There is also a boathouse you can relax on top of under the shade of the trees. Enjoy eating outside on the oversized deck as you take in the views of the lake. Lots of outdoor space to play.

Guest favorite

A spacious outdoor deck is surrounded by lush greenery, providing a serene atmosphere. Comfortable seating arrangements, including a dining set, invite al fresco meals and gatherings. The natural light filters through the trees, enhancing the tranquil outdoor experience.

Cottage in Innisfil

4.95 out of 5 average rating, 102 reviews

Innisfil retreat: Hot Tub, Sauna, Game room

Welcome to our serene Lakeside Retreat in Innisfil, a haven of relaxation and fun. This getaway features a rejuvenating sauna and hot tub, perfect for unwinding after a day of adventure. Entertain with family and friends in our game room, which includes a pool table, air hockey table, and dartboard. The large outdoor deck is ideal for BBQs, complemented by a cozy fire pit for evening relaxation. The house offers five beautifully appointed bedrooms, ensuring comfort for everyone. Water softener.

Guest favorite

Cottage in Ennismore

4.91 out of 5 average rating, 107 reviews

Luxury Modern Cottage Best Sunrises with Hot Tub

*4 SEASONS COTTAGE*Newly built custom luxury cottage, with brand new beds, mattress, furniture and furnishings. Cottage right on the lake , great fishing right off the dock, amazing boating, east exposure provides the best sunrises right from master bedroom, bon fires lake side, all bedding, linen and towels provided, all life jackets provided, tankless BBQ, ice fishing is available in winter, large hottub, pool table, ping pong, enjoy the canoe, kayaks and SUP. Quarry Golf Club is 5 mins away.

Guest favorite

A rustic kitchen space features a wooden counter with twin sinks. Stone walls provide a natural texture, while wooden cabinets above hold various bottles. Sunlight filters through a nearby window, illuminating the earthy tones of the cabinetry and decor.

Cottage in Victoria Harbour

4.81 out of 5 average rating, 189 reviews

Serenity, Simplicity and Stone

This is a tiny cottage in a sleepy little hollow that opens onto the Georgian Bay. Inside, each stone was carefully chosen and the woodwork was built, piece by piece, by two craftsmen who are highly skilled and passionate about repurposing. It's an art that will leave you in awe; especially if you're worried about climate crisis. The coat hangers are upcycled 100-year-old railway spikes! If you're looking for luxury you will be disappointed but if you're a minimalist you're going to love it.

Guest favorite

Cottage in Wasaga Beach

4.94 out of 5 average rating, 233 reviews

Charming riverside cottage, walk to beach

Charming riverside cottage available on Wasaga Beach. Just a 4-minute stroll from a pristine sand beach. Immerse yourself in nature's beauty while enjoying modern amenities, including a private hot tub for relaxation. Unwind with a friendly round of mini-golf or gather around the fire pit for cozy evenings under the stars.Create lasting memories at this perfect oasis that combines riverside tranquility, mini-golf fun, hot tub relaxation, and the warmth of a fire pit. Your dream getaway awaits!

Superhost

A serene waterfront view showcases a cozy cottage surrounded by lush greenery. The grassy area features multiple seating options, including colorful chairs. A wooden dock extends into the water, with a canoe and kayak resting nearby, inviting outdoor activities.

Cottage in Peterborough

4.81 out of 5 average rating, 162 reviews

Hot Tub+Games Room | Waterfront Cottage, Kawarthas

Relax and enjoy some well deserved time in our private and newly furnished 4 season cottage. Located just a 5 min drive to the charming town of Lakefield, Kawartha Lakes, you will find our cozy cottage right on the water. • Private Waterfront • Hot Tub (open year round) • Games room • High Speed Fibre Wifi • Gas Fireplace • Office workspace • Pet friendly *Please note that we only accept bookings from those who have positive reviews from prior Airbnb stays on their profile

Top guest favorite

A calm lake reflects the surrounding landscape under a clear sky with scattered clouds. Lush trees line the shore, some showcasing vibrant autumn colors. A wooden dock, partially visible in the foreground, offers seating for relaxation and scenic views.

Cottage in Kinmount

4.94 out of 5 average rating, 296 reviews

Secluded Cottage on a Private Lake

2 bedroom cedar log cottage on over 300 beautiful acres. Very private. Many walking trails to explore and enjoy. Lovely deck on the cottage and a great dock at the lake. Canoe, pedal boat, and swimming raft. All just a 2 hour drive from Toronto. We have another property at the opposite end of the private lake - all of the same wonderful outdoor activities but this time based out of a stunning log house. Check it out under other Kinmount listings!!

Superhost

A newly renovated cottage is presented, surrounded by trees in a serene outdoor setting. The building features a spacious front deck, accessed by wooden steps. A gravel path leads to the entrance, with a natural stone border outlining the yard, enhancing the peaceful atmosphere.

Cottage in Tiny

4.81 out of 5 average rating, 154 reviews

Tiny Beach Cottage

Beautiful, newly-renovated 3 bedroom cottage. All of the modern comforts of a home while maintaining the cottage feel you expect when trying to escape the busy city life. Situated on a "no exit" road resulting in a peaceful and quite area. Cottage has a central air conditioning and furnace ideal for all seasons. Featuring two large decks, perfect for outdoor dining or relaxing. Licence STRTT-2025-103

Superhost

A serene view of a marina features multiple boats docked on calm waters, surrounded by lush greenery. Red adirondack chairs are positioned around a picnic table, creating an inviting outdoor space. The clear blue sky enhances the tranquil atmosphere of the waterfront.

Cottage in Harcourt

4.92 out of 5 average rating, 60 reviews

Modern Yellow Cottage Harbourtown Marina

Newly renovated year round cottage over looking beautiful Stoney Lake at McCracken's Landing. Steps from Hobart's restaurant, water rentals and general store. A cozy upscale modern furniture and decor. Includes private patio, screen porch, air conditioning, WIFI and satellite flat screen TV. It doesn't get any better that this! Boats and boat slips available upon request.

Guest favorite

Cottage in Georgina

4.9 out of 5 average rating, 135 reviews

Modern 4-bedroom Lakefront Cottage with Sauna

Bright and airy lakefront cottage in a popular upscale location by lake Simcoe. Open concept layout on the main floor and lot shape give you breathtaking lake views from almost anywhere in the house. Comfortable custom furniture, amazing decor and functional kitchen with everything you need make this place incredible for short or long time stay.