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.

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
Aerial view showcases the cottage nestled within a vibrant forest, surrounded by trees and greenery. The nearby Brackley Bay glistens in the distance, offering a serene backdrop to the property. The expansive area around the cottage features landscaped outdoors, enhancing the sense of privacy and nature.
Cottage in Brackley Beach
4.95 out of 5 average rating, 74 reviews

Nestled Woods by Brackley Beach

Nestled in the woods by Brackley Bay, and close to Brackley Beach; comfortably relax amongst the trees. Minutes away from; world famous Brackley Beach, Brackley drive-in, Shirley's (Best burgers!!), Dunes Cafe, Richards Seafood, Dalvay by the Sea and Charlottetown airport. Enjoy a private deck with a Webber bbq, upper deck off your master bedroom, and 1.5 bathrooms, with a 3 bedroom cottage-home of your own! *I live in the basement, which has a soundproof ceiling and separate entrance.*

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, 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
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 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!

Top guest favorite
A bright living area is presented, featuring comfortable gray sofas and a matching ottoman. Large windows allow natural light to illuminate the space, while neutral tones maintain a spacious feel. A dining table is visible in the background, accompanied by chairs and decorative lighting.
Townhouse in East Royalty
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.

Top guest favorite
Apartment in Charlottetown
4.95 out of 5 average rating, 107 reviews

A Country Home Inn the city The East Wing

A Country Home Inn The City provides the perfect blend of rustic charm and modern convenience. We offer 3 charming pinewood units. This unit has a queen bed, kitchenette and full bathroom, and a loft with two twin beds. Embrace nature's tranquility, explore trails, or relax around our outdoor facilities. Unforgettable getaways await!

Popular amenities for Winsloe South vacation rentals