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, 149 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.

Guest favorite
Cottage in Bonshaw
4.92 out of 5 average rating, 24 reviews

The Northumberland at Oceantide

Welcome to The Northumberland at Oceantide! Enjoy an ocean front experience like no other on Prince Edward Island. The Northumberland is one of three sister cottages at the property. Guests enjoy a two-storey lofted cottage, complete with many amenities to make you feel right at home. Enjoy stunning water views all day long from any room. Guests can enjoy their own waterside fire pit with private access to PEI's beautiful South Shore. We look forward to making your PEI stay a memorable one!

Top guest favorite
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.

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.

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, 244 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
The exterior of a two-story house is showcased, featuring a light-colored facade and large windows. A well-maintained garden with flowers and greenery is visible in front, alongside a paved driveway leading to a garage. The sky appears clear and blue.
Home in Cornwall
4.89 out of 5 average rating, 120 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.

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 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.

Guest favorite
Home in North Wiltshire
4.89 out of 5 average rating, 9 reviews

The Cozy Homestead

Unwind at this peaceful 6-acre retreat, just 15 mins from Charlottetown & Brackley Beach. This full home features a private hot tub, fire pit, outdoor play space, gym, and quiet workspace! Sleep in comfort with a king suite and two queen bedrooms. Perfect for families, couples, or remote workers looking to relax, recharge, and enjoy the best of PEI’s countryside and coast—all in one quiet, private setting.

Popular amenities for Winsloe South vacation rentals