Holiday rentals in Winsloe South

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Top-rated holiday rentals in Winsloe South

Guests agree: these stays are highly rated for location, cleanliness and more.

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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.
Guest house in Downtown Charlottetown
4.89 out of 5 average rating, 206 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

Guest favourite
A large waterfront home is positioned on lush green grass, with scenic views of the water. The building features a neutral exterior and a sloped roof, framed by a clear sky. A driveway leads toward the house, enhancing accessibility.
Home in Marshfield
4.95 out of 5 average rating, 59 reviews

Beau View River House

Welcome to our beautiful waterfront property located just 10 minutes from downtown Charlottetown and 15 minutes to PEI's world renowned North Shore beaches! With 4 bedrooms and 3 baths, our large and private countryside rental has everything you need for a relaxing vacation with family and friends. Enjoy the spacious outdoors playing lawn games, having a campfire or relaxing on the deck. Spend your time indoors in our cozy, open concept living area or playing pool or ping pong in the game room.

Guest favourite
A view of a garden from a window showcases vibrant tulips in shades of yellow and purple. The grassy area includes a wooden swing set in the background, surrounded by greenery and a wooden fence. The clear sky indicates a sunny day.
Guest suite in Cornwall
4.7 out of 5 average rating, 67 reviews

A lovely space to unwind and relax in PEI 🏖

Enjoy your PEI stay 🏖 within this newly renovated 2 bedroom flat in lower part of the house. One could say it's a little taste of Ukraine as well - as Kostya and Iren are originally from Ukraine. This property is centrally located in PEI, a short drive to Charlottetown downtown ☕🥐 (12 minutes) and the beaches just minutes away. 🏖 Wifi and parking are included. Lots of Towels and Outstanding Customers Services Guaranteed. 🎀🎊 Book us Now ⚡ Sincerely yours Iren and Kosta 👨‍👩‍👦🇨🇦🇺🇦

Superhost
Guest suite in Brackley Beach
5 out of 5 average rating, 4 reviews

Brackley Beach Bunker

This one bedroom, basement apartment, is a very comfortable hideaway in Brackley Beach. If you’re looking for a cozy, movie themed underground retreat, and be in a central area on PEI, this is the spot. The owner loves movies, and the shelves have a great movie collection. There is also a great collection of books. A heated bathroom floor, cozy carpeted bedroom, and a kitchen with all the necessities. *It is a basement apartment, so you will hear footsteps above you from the other guests.*

Top guest favourite
The chalet's exterior is framed by trees, illuminated by soft lights from large windows. A rustic wooden facade complements the surrounding natural landscape, with a rocky foreground made up of earthy tones. The setting conveys a sense of privacy amidst nature.
Chalet in Brookvale
4.97 out of 5 average rating, 89 reviews

Loma Chalet - Nature Hideaway & Hot Tub

Located metres from the Mark Arendz Provincial Park. Enjoy ski-out Alpine and Nordic trails (winter) and extensive mountain bike trails (spring through fall). Nestled on 8 acres of forest for ultimate privacy. This four seasons chalet features: fully loaded kitchen, 3 bedrooms, bathroom, laundry, wood stove, fire pit and patio and new hot tub. Off-grid feel with all the amenities - perfect those looking to relax in nature. AWD/Snowmobile/Hike or assisted check-in required for winter access.

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, 83 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 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.
Flat in Charlottetown
4.87 out of 5 average rating, 255 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.

Guest favourite
A ranch-style house is depicted against a backdrop of trees, showcasing an expansive front lawn. The exterior features a smooth surface with a prominent arch window at the center, flanked by symmetric landscaping and entrance doors. Cloudy skies create a serene atmosphere.
Home in Milton Station
5 out of 5 average rating, 7 reviews

Cozy/Private Home away from Home

Glengyle Lane is a serene one level ranch style centrally located in Milton, PEI. This very peaceful spacious property is close to many seasonal attractions such as Brackley Beach, Cavendish Beach, many golf courses, UPEI (MacLauchlan Arena), airport and other popular places within a short drive. Open concept with comfy seating, fully stocked kitchen, large back deck/yard space including a fire pit and a lovely front veranda to relax with a book and enjoy PEI sunsets.

Superhost
Home in North Rustico
5 out of 5 average rating, 4 reviews

North Rustico Waterfront - Million Dollar View!

Our 4-season waterfront vacation home is located in the village of North Rustico...one of PEI's most popular vacation destinations! North Rustico is a small, active, fishing village located just east of Cavendish. We are a 20 minute drive from the airport, a 45 minute drive from the Confederation Bridge and 25 minutes from downtown Charlottetown. The house has a panoramic view of Rustico Bay and sunsets from the front deck are breathtaking!

Guest favourite
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
4.72 out of 5 average rating, 126 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 comfortable blue sofa with decorative pillows is positioned opposite a wooden coffee table. A painting of coastal cottages is displayed on the wall above the sofa, while soft light from a floor lamp and natural light from the window create a cozy atmosphere.
Bungalow in Oyster Bed Bridge
4.93 out of 5 average rating, 317 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 favourite
A modern kitchen is equipped with white cabinetry and a central island featuring bar seating. Natural light fills the space through a large window, highlighting the plants on the windowsill. The dining area and living room are visible in the background, creating an open-concept layout.
Home in Charlottetown
4.96 out of 5 average rating, 23 reviews

4BR - 5 beds Family Home with Pool Table & Piano

Welcome to our spacious 4-bedroom, 4-bathroom home in Charlottetown’s West Royalty neighbourhood. Perfect for families, golf groups, and friends, the home offers 5 beds, a bright open-concept layout, and a peaceful treed backdrop. Conveniently located just minutes from downtown Charlottetown, shopping, restaurants, golf courses, and some of PEI’s most beautiful beaches. Registration details 4011349

Popular amenities for Winsloe South holiday rentals