Holiday houses in Winsloe South

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Top-rated holiday rentals in Winsloe South

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Top Guest favourite
A modern two-story home features a spacious balcony with glass railing and outdoor seating. Lush green grass surrounds the property, while trees provide natural landscaping. The structure showcases an angled roof, integrating natural materials for a seamless connection with the environment.
Guesthouse in Downtown Charlottetown
4.89 out of 5 average rating, 202 reviews

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

Top Guest favourite
A sunlit living area features a comfortable couch and a cozy armchair, complemented by a small side table with a lamp. A television is situated next to the window, which offers views of the outdoors. A dining table is visible nearby, adorned with a small potted plant.
Loft in Alexandra
4.98 out of 5 average rating, 129 reviews

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.

Top Guest favourite
A charming cabin nestled among trees is approached by a stone pathway. The surrounding greenery, featuring shrubs and tall trees, creates a serene environment. Soft sunlight filters through the leaves, illuminating the cabin's exterior, which is complemented by a tranquil natural setting.
Cabin in Belfast
4.99 out of 5 average rating, 175 reviews

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.

Guest favourite
A contemporary retreat is showcased at dusk, featuring a two-story structure with wooden siding and large windows. The outdoor patio offers comfortable seating and is illuminated by soft lights, enhancing the welcoming atmosphere. A hot tub is visible on the lower deck, bordered by lush greenery.
Home in Stratford
5 out of 5 average rating, 15 reviews

Luxury Hideaway PEI

Escape to Luxury – A Water view retreat with hot tub Indulge in a 3-bedroom, 2.5-bath getaway blending elegance and comfort. Enjoy Sealy mattresses, premium bedding, 65” smart TVs, fireplaces, and surround sound in every room. The gourmet kitchen features Bosch & LG appliances, a Nespresso machine, and a wine fridge. Relax in the 6-person hot tub or on expansive decks with stunning water views. Just a short drive to Charlottetown’s dining, shopping, and golf. Book your stay today!

Top Guest favourite
A spacious living area features a light-colored sofa and armchairs arranged around a glass-top coffee table. A wooden dining table is set near the kitchen, with a spiral staircase leading to the upper level. Bright orange walls complement warm hardwood flooring, creating a welcoming ambiance.
Apartment in Charlottetown
4.99 out of 5 average rating, 149 reviews

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.

Top Guest favourite
A neighborhood scene features a vibrant rainbow arching over several houses, creating a colorful contrast against a cloudy sky. Power lines traverse the image, with wet pavement reflecting the greenery surrounding the homes.
Apartment in Charlottetown
4.86 out of 5 average rating, 246 reviews

Charlottetown brand-new suite

This brand-new basement suite is modern and stylish. Our location is ideal for tourists. 5 minutes from airport. 15 minutes drive to downtown Charlottetown where guests can explore historic sites. 15 minutes drive to Brackley Beach, one of the largest and popular beach in PEI. This newly built basement suite is fully furnished with modern amenities, offering guests a comfortable and convenient stay. We take pride in providing guests with a clean and welcoming environment.

Top Guest favourite
A cozy duplex is presented, featuring a yellow exterior and a welcoming front porch. Lush green grass surrounds the private driveway, which leads up to the front door. Mature trees provide shade, contributing to the tranquil ambiance of the neighborhood.
Home in Charlottetown
4.97 out of 5 average rating, 31 reviews

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.

Superhost
A modern cottage is depicted with large windows and a patio area. Red outdoor chairs are arranged around a circular table on a concrete patio, surrounded by neatly maintained grass and small trees. Additional cottages are visible in the background.
Cabin in Charlottetown
4.69 out of 5 average rating, 108 reviews

Brand New - Modern Cozy 1 Bedroom Cottage

Escape to comfort at Royalty Maples Motel & Cottages in Charlottetown. Our modern 1-bedroom cottages feature a private bedroom with Queen bed, full kitchen, bathroom, living area with sofa bed, Wi-Fi, smart TV, air conditioning, and free parking. Enjoy a quiet setting just minutes from downtown, beaches, golf, restaurants, shopping, and PEI attractions. Dog-friendly units available (max 1 pet). BBQ rentals available seasonally.

Top Guest favourite
A charming cottage with a red exterior is situated on a spacious lawn. The front porch is framed by colorful shrubs, and a gravel path leads to the entrance. Mature trees line the property, providing a serene country setting.
Cottage in Rocky Point
4.99 out of 5 average rating, 150 reviews

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.

Top Guest favourite
A two-story house with a distinctive blue exterior is presented. The structure features a central entrance with a covered porch, flanked by evenly spaced windows. A well-maintained lawn and neatly trimmed bushes surround the front, leading to a paved driveway that accommodates two vehicles.
Apartment in Stratford
4.94 out of 5 average rating, 186 reviews

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.

Top Guest favourite
An open living area features a spacious gray sectional sofa and a pair of matching armchairs. A dining table with multiple chairs is visible in the background, along with a modern kitchen displaying white cabinets and appliances. Natural light brightens the entire space.
Townhouse in Charlottetown
4.99 out of 5 average rating, 140 reviews

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.

Guest favourite
Cottage in Oysterbed
4.82 out of 5 average rating, 287 reviews

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.

Popular amenities for Winsloe South holiday rentals