Holiday houses in Winsloe South

Downtown Luxury Award Winning Private Condo

Featured in PEI LIVING magazine, our historic 130 year old Thomas Alley House was completely renovated in 2018. Our suite is 1200sqft and features a full chef's kitchen complete with gas stove, 2 bedrooms and 2 bathrooms. Quartz throughout. The master bath has heated floors and his/her walk in glass shower. The 2nd bathroom features a full 6' soaker tub. Furniture is by LazyBoy. 2 fireplaces. Parking. This is "the" address in downtown Charlottetown. Tourism PEI license #1201041

Judy’s Entire Cozy Fireplace Suite with firepit!

Just minutes to downtown Charlottetown and 10 minutes to the famous Brackley Beach. Relax and Feel at home in this "Brand New" 2 BR (3 beds) home with a cozy fireplace, full kitchen and free parking for two. After a day at the beach or site seeing kickback and enjoy the “beautiful ambiance” of the lit trellis over the outdoor stone fire pit. Starter wood included . You also have your own private deck with a BBQ ( not in winter),Free Beach passes to use, Beach umbrella & beach towels.

Downtown-Parking-King-WiFi7-Self-Check-In

Introducing a beautifully finished bachelor style room, with a private bathroom and kitchenette, in the heart of the city. This gem offers a private, tranquil space designed for comfort and functionality. Kitchen amenities include a mini fridge, coffee maker, kettle, microwave, and toaster. Ideal for busy professionals or students, this compact and stylish space has everything you need. Note* The Kitchenette does not have a sink. The only sink in the unit is the one in the washroom.

Bluejay cottage - Family time!

10 % discount on weekly stays! The Bluejay cottage is set back from the road with 3 other cottages. Fully equipped with all the extras! Our cottages are conveniently located in the populair north shore area. 20 min away from Charlottetown and Cavendish, and only 5 min away from Brackley Beach. Each tip of the island is easily reached within an 1.5 hours. This is the perfect place to gather your family for a get-a-way and to explore the island!

Fully Furnished cozy ground level Apartment

Welcome to your cozy apartment with all the necessities to enjoy your stay in PEI. Safe and convenient in a newly built neighborhood. Great for couples, families, and solo/business travelers seeking a PEI experience. Conveniently located close to UPEI, Charlottetown mall, downtown, Victoria Park, and the airport. This apartment is fully furnished with a Queen Bed, kitchen supplies, Roku TV with Netflix, a new bathroom, and washer and dryer.

Red Gable Cozy Country Cottage PEI, Canada

Perfectly centralized for all your PEI adventures. Spend your time in the cozy loft reading, practice your golf swing, relax on the porch or chat at the fire pit. This 2 bedroom sleeps 6, with 2 additional twin beds in the loft. Self-check-in available. Wifi, full kitchen, AC, heat, washer/dryer. Available all seasons. Close to several local attractions and golf courses. July/August there is a seven night minimum stay.

Gorgeous Townhouse That Sleeps 8 With Free Parking

The whole group will love this Beautiful Townhouse with easy access to everything from its central location. Enjoy all of the conveniences of home, including air conditioning units in each of the bedrooms. You will be just a 10 minute drive away from all amenities, shopping, downtown Charlottetown with its unique restaurants, boutiques and scenic boardwalk, and a 20 minute drive from Brackley Beach.

38B Penny Lane

Newly built entire in-law suite with private driveway and entrance. This bright open concept in-law suite is the perfect space for anyone visiting our beautiful Island. One bedroom, one bath, fully equipped kitchen, washer/dryer and two living rooms. Located on a quiet street fifteen minutes to Brackley Beach, five minutes to the Charlottetown Mall and five minutes to the Charlottetown Airport.

Elegant private suite close to downtown

Welcome to East Royalty Retreat! An elegant and modern 1-bedroom suite with private entrance and outdoor patio. Fully equipped and modern kitchen. Washer and dryer fully accessible in suite. Conveniently located a 10 minute drive from both the airport and downtown Charlottetown. Free wifi. Free parking (2 spots). AC and all the amenities to guarantee a comfortable stay!