Cottage vacation rentals in Port Perry

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Top-rated cottage rentals in Port Perry

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Guest favorite
Large glass patio doors frame a scenic view of the waterfront, revealing a private deck with seating and a hot tub surrounded by trees. Sunlight casts a warm glow over the area, enhancing the sense of tranquility.
Cottage in Innisfil
4.88 out of 5 average rating, 198 reviews

Stunning Lakefront Cottage Hot Tub & Sauna

.🧘 Relaxing, Quiet, waterfront property with stunning nature. 🧖‍♀️ Experience a private Spa with year round new sauna & new hot tub and amazing view. Please bring your own bath towels! 🤫 A peaceful oasis for families. Please describe your family before requesting to book. Max 6 guests incl children. Absolutely no events, parties, noise allowed. Not for a group of friends 🏖50’x302’ lot, private dock, gazebo 👩🏻‍💻65” smart 4K UHD TV, fast / reliable internet, LCD fridge, filtered water

Guest favorite
Cottage in Harcourt
4.92 out of 5 average rating, 133 reviews

Lakefield Lakehouse /Hot Tub/ Sauna/ Games Garage

Unwind at this private, pet-friendly, all-season lakefront cottage with 4 bedrooms and 2 full bathrooms—ideal for families or small groups looking for a relaxing getaway. Just 5 mins from Lakefield’s shops, cafes, spas & a local chocolate factory. Thoughtfully designed & fully stocked for a cozy, carefree getaway. Sauna is wood burning to use start a fire in chamber and let burn for 30 minutes Hot Tub added May 2025 (up to 7 ppl) We only accept bookings from guests with positive Airbnb review

Top guest favorite
Cottage in Trent Lakes
4.99 out of 5 average rating, 148 reviews

Panoramic Lake Views Inside & Out, Cozy & Relaxing

Enjoy panoramic views of Lower Buckhorn Lake with the family! Relax perched in the hot tub atop the rocks of the Canadian Shield, nestled among the tall pines. This newly updated waterfront cottage features 3 bedrooms & an open concept living space. Over 280 feet of waterfront for you to enjoy the sunrise & sunsets & fish off the dock! Get cozy on the couch, play games, or watch movies. Take a stroll around the island. Hi speed Wi-fi to work or play. 6 minutes to town, less than 2 hrs from GTA.

Top guest favorite
A cozy corner features two checkered chairs positioned near a stone hearth. Natural light filters through a large window, highlighting the textured wall. A small table topped with a potted plant adds a touch of greenery, while the warm surroundings evoke a sense of comfort.
Cottage in Victoria Harbour
4.83 out of 5 average rating, 229 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.

Top guest favorite
Cottage in Kirkfield
4.98 out of 5 average rating, 116 reviews

Brookside on Balsam. Rest.Relax.Restore.

Clean, modern, open concept, vaulted ceilings, chef's kitchen views. 2 bedrooms with additional sleeping space on lower level. 2 separate bathrooms include soaker style tub and walk in tiled shower. Nature abounds! A charming brook, lakeside views, swimming, BBQ, outdoor dining, firepit** fire ban for April** year-round hot tub. Bicycles, kayaks and snow shoes are yours depending on the season. Short walk to Balsam Lake Provincial Park. Minutes to village shopping. Consistent Super Host!

Superhost
A hot tub is positioned on a patio, providing views of the serene lake and distant horizon. Red outdoor chairs surround a firepit, while an umbrella offers shade nearby. The scene is framed by lush greenery and a stony beachfront, enhancing the tranquil setting.
Cottage in Bowmanville
4.9 out of 5 average rating, 181 reviews

“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!

Guest favorite
The exterior of the house displays a stone facade, framed by trees and greenery. A large deck extends from the structure, featuring outdoor seating and a BBQ setup. Nearby, a driveway accommodates several vehicles, with spacious lawn surrounding the property.
Cottage in Keswick
4.93 out of 5 average rating, 183 reviews

Pearl by Lake Simcoe - with sauna and steam room

Spacious and bright newly renovated house with access to the lake. This 2700 sqf house has a very functional and beautifully decorated living/dining area, 2 state of the art kitchens, 6 cosy bedrooms and 3 full washrooms. Huge 400 sqf deck with BBQ and heater comfortably fits a large company outside. Enjoy indoor sauna and steam room for deep relaxation. Free Wifi. Large entertainment room with Smart TV, XBox, Kinect and a foosball table provide plenty of activities inside the house.

Guest favorite
Cottage in Kawartha Lakes
4.9 out of 5 average rating, 255 reviews

Rustic River Front Cottage Cozy*Fireplace*Hot Tub*

This riverfront cottage offers a true rustic wood cabin feel, perfect for cozying up by the fireplace. Step outside to scenic Burnt River views, a relaxing riverside fire pit, and deep water swimming. Enjoy comfortable indoor and outdoor living spaces, including a newer wraparound deck with glass railings and a built-in hot tub. Numerous amenities provided: kayaks, canoes, hammock, board games, lawn games, and more. PROPERTY VIDEO TOUR: YouTube Search: Rainy day at Cedarplank 67465

Guest favorite
A private hot tub sits surrounded by lush greenery and potted plants. Stone pathways lead to cozy seating areas with patio furniture. Soft lighting illuminates the brick walls, enhancing the tranquil outdoor space for relaxation.
Cottage in Cobourg
4.98 out of 5 average rating, 332 reviews

Hideaway: Upscale Victorian Coach House Fees Incl

We cover all fees, no hidden costs 🏆 Featured by Explore Ontario as a Top 10 Stay in 2022 | Described by Narcity Canada as “Like Living in the Holiday” Follow us @coachhouse_cobourg Step into a 150-year-old coach house nestled on a stunning 5-acre Victorian estate. This beautifully restored guest house combines historic charm with modern comforts, offering a private hot tub, a cozy fireplace, and a serene escape minutes from Cobourg’s vibrant downtown and pristine beaches.

Guest favorite
A cozy log cottage is showcased with a welcoming red door and matching seating on the porch. A canoe rests on the grass, surrounded by greenery. Colorful trees in autumn hues frame the cabin, contributing to the tranquil outdoor setting.
Cottage in Kawartha Lakes
4.9 out of 5 average rating, 240 reviews

Cabin on the Creek (4 season)

Escape the hustle and bustle to this cozy log cottage on a quiet creek, short trip from the city only 1.5hrs away from Toronto. The property gets disinfected after each stay! Four spacious bedrooms! Backyard which includes a large deck also has a private dock to relax on or to take the canoe out on the creek. The creek opens up to Sturgeon Lake! Also, a boat launch just 7 houses down at the entry of the street! 15 minutes from Lindsay and 12 minutes from Bobcaygeon

Top guest favorite
Cottage in Kinmount
4.94 out of 5 average rating, 312 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!!

Guest favorite
A warm living area features a stone fireplace as the focal point, with a cozy fire burning inside. Comfortable leather seating is arranged around a rustic wooden coffee table, complemented by small decorative items and soft textiles, while glass doors lead to another space.
Cottage in Tiny
4.93 out of 5 average rating, 330 reviews

Bluestone

Bluestone is located less than 10 minutes' drive from beautiful Awenda Provincial Park in Tiny, Ontario. Every choice was made with guest comfort in mind. In the Summertime, take a short walk down a wooded path to Georgian Bay and perfect swimming, or explore a hiking trail and take in the natural beauty of the area. In Winter, enjoy skiing and snowshoeing locally, or stay in, put a record on, and cozy up by the fire. Licence STRTT-2026-057

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