Holiday houses in Winsloe South

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Top-rated holiday rentals in Winsloe South

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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.
Guesthouse in Downtown Charlottetown
4.89 out of 5 average rating, 208 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

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, 93 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 leather couch is centered in the living area, flanked by two dark throw pillows and adorned with a decorative pillow that reads 'Love.' A patterned coffee table sits in front, featuring a variety of textures and colors.
Home in Charlottetown
4.95 out of 5 average rating, 149 reviews

Judy’s Entire Cozy Fireplace Suite with firepit!

Just minutes to downtown Charlottetown and 10 minutes to the famous Brackley Beach. Relax and Feel at home in this "Brand New" 2 BR (3 beds) home with a cozy fireplace, full kitchen and free parking for two. After a day at the beach or site seeing kickback and enjoy the “beautiful ambiance” of the lit trellis over the outdoor stone fire pit. Starter wood included . You also have your own private deck with a BBQ ( not in winter),Free Beach passes to use, Beach umbrella & beach towels.

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
4.86 out of 5 average rating, 258 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, 8 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!

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, 38 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.

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
4.73 out of 5 average rating, 129 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.

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

*NEW* Owl's Landing at Covehead Bay

Welcome to your serene coastal escape at Owl's Landing in West Covehead — a bright, inviting retreat perfectly positioned to take in the beauty of the PEI National Park. Surrounded by nature and filled with natural light, this charming home offers stunning water views from nearly every window and unbeatable proximity to some of Prince Edward Island’s most iconic destinations. Previously listed with a perfect 5-star rating!

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, 321 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 view from the upper level showcases warm pine walls and cathedral ceilings with skylights. The open area below features large windows, allowing natural light to fill the space. A wooden railing provides a clear separation from the living area, enhancing the cozy atmosphere.
Cottage in York
4.97 out of 5 average rating, 164 reviews

WALK to beach - charming cottage in Stanhope

Situated on a quiet private lot -a 10 min walk to the beach, our spacious, air conditioned 3 BR cottage with cathedral ceilings is a place to relax & unwind. All comforts of home with nature as well Stanhope offers: - sandy beach - golfing - fishing wharf - walking & biking trails We are 25 min drive to Charlottetown Tourism PEI - License # 2200387 & also a member of Canada Select

Top Guest favourite
The cozy sleeping area features a queen-sized bed with a decorative blue and white throw pillow. Soft lighting is provided by bedside lamps on each side. A small microwave is positioned on a nightstand, and a refrigerator is visible in the background.
Guesthouse in Charlottetown
4.98 out of 5 average rating, 127 reviews

A Country Home Inn the City - Cottage

The cottage is a self contained guest house is quaint, rustic cute with a queen sized bed, full kitchen, table, chairs, and full bathroom. On location with our four room inn, this cottage has access to the 2.5 acre yard with volleyball, basketball and soccer nets. Located five minutes from Royalty Crossing Mall and close to grocery stores and shops in Charlottetown.

Popular amenities for Winsloe South holiday rentals