Cottage holiday rentals in Port Perry

Relaxing Waterfront Lakehouse w/ Air Conditioning

Relax at our all-season, family- and pet-friendly Kawartha Lakehouse on an eastern-exposure waterfront with stunning views of Buckhorn Lake. Enjoy air conditioning during your stay. The screened-in dining room and dock provide a perfect space to unwind, rain/shine. The lakehouse features a fully equipped kitchen and bathrooms, with fresh linens on all beds. A canoe and two kayaks are incl. While there's a clean, shallow sandy beach for wading, swimming is not possible off the dock due to weeds.

Lux - 5 Bdrm - Waterfront, Hot Tub, Game Room+Plus

Direct waterfront cottage is perfect for multi family getaway. Situated directly on 160 ft of waterfront on Buckhorn Lake with endless fun. Boasting a hot tub, 30 foot upper deck with glass rail that lights up BLUE at night, beach volleyball, beach area for little ones, master bdrm walkout to deck & breathtaking water views from EVERY bedroom! For the kids and adults alike there is a ping pong table, foosball, pool table, poker table, pac-man arcade, 4 kayaks, 2 SUP, and paddleboat to enjoy!

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!

“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!

Lakeside 3BR Cottage, Paddleboards, Canoe, FirePit

Summer 2025 is open! 7-night min Friday check-in. Escape to Lazy Bear Lakehouse on Buckhorn Lake! Our 3-bedroom cottage offers 95 feet of private shoreline, a large dock, and a shallow, kid-friendly swim area. Enjoy summer activities like canoeing and paddleboarding, or relax by the lakefront fire pit. The sunroom is perfect for unwinding with lake views, and the family-friendly space includes high chairs, kids’ cutlery, and more. Ideal for families seeking a peaceful lakeside retreat!

Hideaway: Upscale Victorian Coach House

🏆 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 ✨ Your Charming Countryside Retreat Awaits 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.

Cottage on Lake Simcoe Amazing lake Views

Lakefront 3-bedroom cottage on Lake Simcoe – perfect for families! . Please note You can see the lake from living room. Features a fully equipped kitchen and two 3-piece washrooms .Enjoy stunning lake views, BBQ, fishing, and crystal-clear shallow water safe for swimming (weather permitting). Apple picking in Fall and icing fishing in winter! Water access and beach area are shared with a few friendly neighbors. Fast starlink internet! Owner Allergic issue ,so please NO PET allowed.

Rowan Cottage Co. on Oak Lake

Nestled amongst the trees you will find Rowan Cottage Co. on Oak Lake only 2 hrs. from the GTA & 3 hrs. from Ottawa! A newly-renovated stylish cottage. Thoughtfully designed and surrounded by nature with modern amenities making you feel right at home. The interior space, decks, and dock are flooded with south-eastern exposure, offering some pretty sweet views across our 125ft of Lake frontage on this semi-private Lake. INSTA @rowancottageco

Nordic Spa- Sauna: Spring Getaway

*** AMAZING WINTER PROMO: BOOK 2 NIGHTS and get the third free ( for winter travel to up to March 6) Your own private Nordic Spa !! Wood fired hot tub + sauna and Cold Plunge ! 1 hour and 20 mins from Toronto. 75 Feet of waterfront with the cottage being 18 feet from the edge of the lake. It is an incredible property to enjoy everything Lake Simcoe has to offer in the summer and winter ! Close to Orilla, ski hills and amazing ice fishing.