Holiday houses in Winsloe South

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Top-rated holiday rentals in Winsloe South

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Superhost
Home in York
5 out of 5 average rating, 3 reviews

Modern Farmhouse Retreat near the City

Take it easy at this unique & tranquil getaway in a beautifully renovated farmhouse - a perfect escape from the hustle and bustle. Enjoy abundant natural light in a minimalist-rustic atmosphere. Outdoor amenities include a hot tub, firepit, basketball net and chicken coop with eggs daily! A chef's kitchen, dining room with a view, cozy living area with a wood stove and basement gym, this place is ideal for families or groups seeking tranquility and nature - 10 mins to Charlottetown and beaches!

Top Guest favourite
A spacious kitchen features a large island with three metal stools. Modern appliances, including a refrigerator and a gas stove, are visible, along with light-colored cabinetry and a subtle backsplash. Natural light fills the room through windows, contributing to a bright and open feel.
Apartment in Lot 31
4.96 out of 5 average rating, 26 reviews

Kingston Retreat - Spacious 2-Bed, 2-Bath

This 2-bedroom, 2-bathroom apartment offers 1700 sq. ft. of luxury living amidst nature. Enjoy a spacious kitchen with a large island, walk-in pantry, and cozy breakfast bar. The master suite features a king-sized bed, large windows, and a luxurious soaker tub. The second bedroom offers a queen and single bed. Relax in the living room with a sofa bed for two and cozy fireplace. Outside, a large deck with glass railing overlooks peaceful woods. Close to Charlottetown, trails, and beaches.

Top Guest favourite
A hot tub is shown with bubbling water, illuminated by soft pink lights. Two elegant glasses are placed on the ledge, set against a backdrop of a sunset sky featuring shades of purple and orange over the water.
Home in Mermaid
4.98 out of 5 average rating, 81 reviews

The Mermaid Shore House is a gem on the water.

The Mermaid Shore House is a brand new wheelchair accessible build overlooking the Hillsborough River, a small beach and city lights of Charlottetown. This well equipped two bedroom house is bright and spacious with numerous windows that take advantage of the stunning water views and sunsets. Imagine, after an evening BBQ sipping chilled wine in your hot tub while enjoying the harbour lights. Launching from the shore is easy and convenient. Bring your kayaks, seadoos or paddle boards.

Top Guest favourite
A wooden deck features two lounge chairs facing the water, offering a view of the bay and distant landscape. The sky is partly cloudy with expansive views of the serene water and surrounding greenery.
Cottage in Grand Tracadie
4.99 out of 5 average rating, 164 reviews

Steel Away 1 Heightened. Coastal. Comfort.

Designed specifically for this picturesque piece of Prince Edward Island, these new Shipping Container Cottages allow for panoramic views from the end of Queens Point on Tracadie Bay. Fully functional kitchen with efficient tiny home appliances, full bath with corner shower, a Queen bed with a twin above it in the upper container and a twin on the main level. Three decks, two are rooftops. Hot tub is only operational from Sept - June, NOT July and August unless requested in advance.

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
4.87 out of 5 average rating, 252 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.

Superhost
Home in York
5 out of 5 average rating, 3 reviews

Waterview | Close to Town, Cavendish & Golf

Welcome to JJ’s Happy Place — a bright and cozy coastal escape just steps from the water and minutes from downtown Charlottetown and Brackley Beach. Spend your days exploring the shoreline, rinsing off in the outdoor shower after beach adventures, and gathering around the fire pit at night under the Island sky. With water views, family-friendly spaces, and all the comforts of home, this is the perfect PEI getaway for families, friends, and laid-back coastal living.

Superhost
Home in Kensington
5 out of 5 average rating, 3 reviews

Sunset Shadow

Modern yet cozy newly built home centrally located in the heart of PEI. Sunset Shadow offers three bedrooms and two bathrooms, providing comfortable accommodations for families, couples, or small groups. Just 12 km from Summerside, 25 km from Cavendish Beach, and 50 km from Charlottetown, you’ll be close to PEI’s most popular attractions. Perfect for beach trips, golf getaways, or peaceful escapes, with a serene setting beside our sister property, Sunset Hideaway.

Top Guest favourite
A private deck showcases a grill and a small dining area with a table and four chairs. The outdoor space is surrounded by grass and enclosed by wooden fencing, providing a serene view of the landscape beyond.
Home in Charlottetown
5 out of 5 average rating, 21 reviews

Cozy retreat Charlottetown

Escape to this cozy 3-bedroom, 2-bath semi-detached home, perfectly situated just 10 minutes from the vibrant heart of downtown Charlottetown and a quick 20-minute drive to the sandy shores of Stanhope Beach. Step inside to find a bright and welcoming space. With three bedrooms and two full bathrooms, there’s plenty of room for families, friends, or a peaceful getaway for two. Enjoy breathtaking sunsets in the hot tub or on the comfort of your private deck.

Top Guest favourite
A bright hallway leads to various living spaces, featuring a round mirror mounted on the wall. Light enters through multiple windows, illuminating the space. A small plant adds a touch of greenery, and a brown decorative bowl sits atop a side table, enhancing the inviting ambiance.
Apartment in Charlottetown
4.97 out of 5 average rating, 104 reviews

Suite Stay in Charlottetown

En suite apartment in Charlottetown that is fully furnished with all amenities. A cozy stay in a quiet neighbourhood, perfect to explore PEI. The suite is a 10 minute walk to both the Confederation Trail used for walking and biking and to the University of Prince Edward Island. 5 minute drive to Downtown Charlottetown and to Charlottetown Airport. 20 minute drive to many of the beautiful beaches PEI has to offer. Tourism PEI License #1201236

Superhost
Cottage in Brackley Beach
4.65 out of 5 average rating, 48 reviews

York Bay Place#5 COLUMBINE, a Tranquility Bay View

Columbine is a 2 bedroom cottage with a queen bed in one bedroom and two single beds in the second bedroom. It has a 4 piece bathroom, living/dining area, a well-equipped kitchenette and a covered front porch with a lovely view of Brackley Bay. **--------------------------------------------------------------------------** the same as COLUMBINE COTTAGE: tranquility and a water view/manage-your-space/19490086/ -------------------------------

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, 33 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
4.71 out of 5 average rating, 121 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.

Popular amenities for Winsloe South holiday rentals