Vacation rentals in Winsloe South

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Top-rated vacation rentals in Winsloe South

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Top guest favorite
The spacious living area features high, sloped ceilings adorned with wooden paneling. A comfortable seating area is present, with a large TV facing a glass sliding door that opens to a deck. A dining table, chairs, and a modern kitchenette complete the inviting space.
Loft in Alexandra
4.98 out of 5 average rating, 128 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.

Guest favorite
A dual jet hot tub emits soft blue light, surrounded by wooden decking adorned with string lights. A grill is positioned nearby, and a comfortable seating area invites relaxation in the night ambiance.
Home in East Royalty
4.94 out of 5 average rating, 148 reviews

Jim’s retreat stone fireplace/seasonal hot tub!

Just minutes to downtown restaurants and shopping and only 10 minutes to Brackley beach! Also Relax in this new luxurious home while you curl up by the fireplace with a book or enjoy the large back deck with fireplace table or have a relaxing soak in the duel jet hot tub. Please NOTE: Hot Tub seasonal (May 15 to November 15) This "Entire" private home includes a full kitchen, cooking utensils, pot and pans, linens, towels, luxury bathrobes, High Speed Internet, tea, coffee, spices and games.

Superhost
A modern cottage exterior is highlighted, featuring angular architecture and a neutral color palette. A patio area is furnished with red chairs, surrounding a small, manicured lawn. Large windows provide a view into the interior, while a path leads to the entrance.
Cottage in Charlottetown
4.63 out of 5 average rating, 126 reviews

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

Top guest favorite
A charming white house with a steeply pitched black roof is set against a bright blue sky. A welcoming front porch features two chairs and decorative planters. Expansive green grass surrounds the home, highlighting the picturesque countryside landscape.
Home in Bonshaw
4.94 out of 5 average rating, 111 reviews

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.

Guest favorite
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, 14 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 favorite
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, 243 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 favorite
Home in Cornwall
4.89 out of 5 average rating, 119 reviews

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.

Top guest favorite
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.

Top guest favorite
A cozy outdoor fire pit area is surrounded by snow, illuminated by the warm glow of a fire. Two brightly colored chairs are positioned nearby, while the cottage stands in the background, its warm exterior contrasting with the winter landscape.
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 favorite
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 Keppoch
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 favorite
Guesthouse in Clyde River
4.97 out of 5 average rating, 60 reviews

Charlottetown area - Clyde River-Nannie MacPhee's

Welcome to 2025. Rick and I are looking forward to your visit. We are located in a rural setting, only 3 minutes to Cornwall, which features all the amenities you would need. We are just west of Charlottetown, a 12 minute drive away. The rental unit is the entire bottom floor which is a walk out. It has 4 bedrooms, 2 bathrooms, and a large common room with a kitchenette. Separate entrance, and plenty of parking.

Top guest favorite
Bungalow in Oyster Bed Bridge
4.93 out of 5 average rating, 307 reviews

The Robin Cottage - Stargazing!

The Robin 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!

Popular amenities for Winsloe South vacation rentals