Vacation rentals in Winsloe South

Wharfside - Waterfront + Downtown + Victoria Park

Unwind in this newly built main level suite overlooking the Charlottetown Harbour and the picturesque Victoria Park and just a short stroll to downtown shops & restaurants. Modern architecture at its finest, this loft has spared no expense. Floor to ceiling windows look out to sailboats and sunsets. Appointed with the luxury traveller in mind, this home is equipped with high end appliances, marble countertops, luxury linens and a king size bed for a truly restful sleep and stay. License #4000033

Alexandra Lofty View, Close to beach, King bed

Escape to our spacious, 2 bedroom loft vacation home in beautiful PEI Centrally located just 10 minutes from Charlottetown. A 5 minute drive to grocery& liquor store, Starbucks,Tim Hortons,restaurants. We are a 2 km drive to Tea Hill Provincial Park and a 15 min walk to a local beach. We have a king and a queen bedroom for comfort after a long day. Bathroom-shower, towels, soap,shampoo Enjoy our sunny living room & kitchen, or step onto the deck for a coffee & admire the beautiful waterview.

Brand New! - Modern 2 Bedroom City Cottage

Enjoy the comfort of home in our spacious, modern 2-bedroom cottages at Royalty Maples Motel & Cottages, located in beautiful Charlottetown. Perfect for families, couples and extended stays, each cottage features two private bedrooms, a full kitchen, comfortable living area, private bathroom, Wi-Fi, smart TVs, air conditioning, and convenient parking at your door. Relax in a peaceful setting just minutes from downtown Charlottetown, beaches, golf, restaurants, shopping, and PEI attractions

Miracles on Polly - Memory Lane Cabin

Inspired by Mother Goose, or the figures one holds dear. A place for her to rest after a long fairy tale journey. A place to remember and cherish her mementos and treasures she has collected along the way. A cabin and space that embraces both creativity and comfort. Filled with antiques and refurbished furniture, pianos, and organs. This is our third cabin we have installed on our four acre property. There is an exclusive 6 person hot tub off the veranda and the sauna is only steps away.

Country Get Away

This lovely home is located in the beautiful hills of Riverdale / Bonshaw. If you are looking for peace and quiet in the rolling hills of the countryside, you will find it here. Yet, it is minutes away from one of the most popular beaches on the Southside of PEI and , only 15 minutes from Charlottetown, 25 minutes from Summerside, and 20 minutes from Cavendish. This accommodation is very well equipped with anything you might need on vacation. As well, it has air conditioning.

Peaceful Country Cabin #1

Nestled in a serene setting, we offer four charming, winterized cabins perfect for a cozy getaway. Located just 25 minutes from Charlottetown, Summerside, Cavendish and minutes away from the islands beautiful beaches. For outdoor lovers, enjoy Brookvale Ski Park, Hillcrest Disc Golf, and Island Hill Farms nearby. Our cabins provide all the comforts of home, allowing you to unwind in nature. We welcome your furry companions for a $20 fee. Please kennel pets if left unattended.

Charlottetown Charming Heritage Apartment

Sidmount House was built in 1845 and is one of Charlottetown's significant heritage buildings. It is located in one of the best neighbourhoods in Charlottetown and is easily accessible to the rest of the Province's beaches and attractions. It is a five minute drive to downtown, shopping, night life, restaurants, the beautiful waterfront boardwalk and the famous gem - Victoria Park. The apartment is attached to Sidmount House yet has its own entrance, driveway and walkway.

Cozy & Spacious 4BR House･Near DT/ Mall/Beach/UPEI

Welcome to our cozy and spacious house in Cornwall, perfect for exploring beautiful PEI. Featuring 4 private bedrooms and 2 cozy living rooms, both equipped with smart TVs and board games for families and groups. Conveniently located near downtown, beaches, golf courses, shopping, and UPEI. Enjoy comfort, entertainment, and relaxation in a quiet neighborhood. Plus ample parking and easy self-check-in for a smooth, hassle-free stay experience for guests and families.

Quiet, Cozy and Central

Comfortable duplex nestled in a quiet neighborhood. Centrally located with private driveway. 10 mins to the heart of Charlottetown and 15 mins to one of the most beautiful beaches on the island, Brackley Beach. Inside you will find 2 spacious bedrooms (1 King, 1 Queen), 1 bathroom, a fully equipped kitchen (BBQ on deck) and a cozy living room with an oversized sectional to relax on after long day exploring our beautiful island.

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.

Keppoch Sunshine

Welcome to our home where you can wake up with a view of the ocean! We offer a spacious (1000 sq feet), bright and comfortable one bedroom apartment with its own separate entrance and is the perfect mix of quietness, privacy and convenience. We are located on the Keppoch Road in Stratford within minutes of downtown Charlottetown and the airport. Our home can be your ‘home away from home’ to enjoy your Island stay.

The Averim | Close to Brackley beach

Tucked back from Rustico Road, our fully equipped cottage is the perfect PEI home base. Just minutes from Brackley Beach and the National Park, we provide all the extras for a seamless stay. Located in the popular Green Gables Shore area, you’re only 20 minutes from Cavendish and Charlottetown. Centrally situated, you can reach both East Point and West Point in under two hours.