Holiday rentals in Winsloe South

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Winsloe South

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

1 of 1 pages1 / 1
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, 214 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, 62 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.

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, 103 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.

Superhost
A spacious living area is highlighted by large windows that allow natural light to fill the space. A cozy sofa with textured cushions faces a circular wooden coffee table. The background reveals a dining area and an open kitchen with modern appliances.
Home in Brackley Beach
4.81 out of 5 average rating, 16 reviews

kitchen,beach,king bed,downtown,ocean view, pet

Airbnb Fee is included in the price. Boho schoolhouse with soaring high ceiling and windows.. Unwind by the outdoor fire pit, and indulge in the deep soaker tub. This converted 2-bedroom loft offers stunning ocean views and sits on a serene private one acre lot. Just 3 minutes from Brackley Beach, and less than 20 minutes from Charlottetown, and close to local shops and amenities. Drift into a peaceful sleep on the plush king and double-sized beds, designed for your ultimate comfort.

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
4.86 out of 5 average rating, 266 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
5.0 out of 5 average rating, 11 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.

Top guest favourite
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
4.9 out of 5 average rating, 137 reviews

Cozy & Spacious 4BR House・Near DT/ Golf/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 favourite
Home in Charlottetown
4.96 out of 5 average rating, 338 reviews

Modern Retro 4BR | 1K3Q | 9minYYG |15 min DT |A/C

10 Mile House PEI is a retro-inspired vacation home located just 10 miles from downtown Charlottetown. Guests love the unique character of the home, including its vintage touches, retro décor, iconic gumball machine, and classic license plate wall, combined with the comfort and convenience of a modern stay. With comfortable beds, a fully equipped kitchen, and thoughtful details throughout, it’s a memorable home base for exploring Prince Edward Island.

Top guest favourite
An outdoor seating area features a comfortable wicker sofa with bright orange cushions. A decorative bowl sits on a wooden table, filled with an assortment of natural elements, including shells, flowers, and colorful twigs, providing a charming focal point.
Cottage in Oyster Bed Bridge
4.96 out of 5 average rating, 392 reviews

Hummingbird Cottage

The Hummingbird 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 a central place to explore the island!

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
4.98 out of 5 average rating, 45 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
4.73 out of 5 average rating, 141 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 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
4.97 out of 5 average rating, 30 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