Holiday houses in Winsloe South

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

Modern New Build-Brackley Bay Water View

Welcome to our newly built 4-bedroom cottage overlooking Brackley Bay. With 3 queen beds, 1 double, 1 twin & 2 full bathrooms, it’s perfect for families and groups. The bright interior is filled with natural light & a barn door separates the living room from the kitchen for added privacy. Relax on the large deck, rinse off in the outdoor shower after the beach, and enjoy sunsets over the bay. Minutes from Brackley Beach, Cavendish, Charlottetown, golf, and the airport. Many amenities included.

The Wheat Bin - private silo cabin with hot tub

Hawthorne Creek Silos: a unique retreat where agriculture meets hospitality. We’ve transformed three authentic grain tanks into stunning, luxury silos. Nestled in nature, each silo combines rugged heritage with boutique sophistication—offering a private, immersive getaway you won't find elsewhere. Private hot tubs, barrel sauna,  loft with  king bed and field views:  reclaim your time, reconnect with nature, and experience country living, redefined. The Barley Bin, The Oat Bin, and The Wheat Bin

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.

Rustico Bay Beach House

Rustico Bay Beach House is an ocean front charming cottage right on Rustico Bay with a private beach to dig for clams or take long walks in the shallow warm waters. You can sit back, enjoy the incredible views of Brackley Beach, North Rustico fishing harbour and Oyster Bay. We are just a 5 min walk to North Rustico Golf and Tennis Club. Besides world class beaches, we are a short drive to fabulous dining, deep sea fishing, artisan shops, light houses, biking trails, and shopping

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.

Hollyhock House 2 Bedroom + 2 City Bikes

Welcome to Hollyhock Bungalow...A beautiful, renovated post war 2 bedroom bungalow located on a quiet street in olde Brighton. The bungalow is located within 10-15 minute walking distance of the best that Charlottetown has to offer! Enjoy the waterfront, restaurants, Victoria Park, shopping, art galleries and theatre. Our home is perfect for couples, small families or 2 couples. We welcome guests from all backgrounds and walks of life. PEI TOURISM LICENSE2202844

Fully Furnished cozy ground level Apartment

Welcome to your cozy apartment with all the necessities to enjoy your stay in PEI. Safe and convenient in a newly built neighborhood. Great for couples, families, and solo/business travelers seeking a PEI experience. Conveniently located close to UPEI, Charlottetown mall, downtown, Victoria Park, and the airport. This apartment is fully furnished with a Queen Bed, kitchen supplies, Roku TV with Netflix, a new bathroom, and washer and dryer.

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.

15 Min to Cavendish,New 2 King, Private Pavilion

🌅 Peaceful Island Getaway – Stylish 2-Bedroom Retreat with Private Pavilion Escape to this peaceful, newly remodeled 2-bedroom apartment just 15 minutes from Cavendish Beach. With two king bedrooms, scenic views, and a private pavilion featuring Adirondack chairs, a fire pit, and BBQ.. ********This unit is a basement unit and you will occasionally hear foot traffic from the upper unit depending on occupancy, so book accordingly.

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.

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!