
Holiday houses in Winsloe South
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Top-rated holiday rentals in Winsloe South
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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 Oat Bin - accessible 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

Brackley Beach Bunker (Lower Level Suite)
This one bedroom, basement apartment, is a very comfortable hideaway in Brackley Beach. If you’re looking for a cozy, movie themed lower level 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.*

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.

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.

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.

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.

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!

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.

Lewis Point House
My home is your home. This waterfront 3 bedroom home is located only 5 minutes to shopping malls, 8 minutes to downtown Charlottetown and 20 minutes to PEI's world famous beautiful North Shore Beaches. This home is ideal for a family of 4-6 people or 2-3 couples looking for a quiet yet centrally located spot during their vacation to Prince Edward Island.
Popular amenities for Winsloe South holiday rentals
Other great holiday rentals in Winsloe South

Geese Villa Log House

Tranquil Waterfront Cottage Charlottetown Area

TEAL Meadow Guesthouse: Overlooking the West River

Stanhope Haven- new 4 bedroom Scandanavian Retreat

The Cornwall House

Eco-friendly, 4-bedroom Passively Built Home

Waterfront Home Rustico PEI

Luxury Waterfront +PrivateBeach Kayak & pedal boat
Destinations to explore
- Bar Harbor Holiday rentals
- Halifax Holiday rentals
- Moncton Holiday rentals
- Charlottetown Holiday rentals
- Fredericton Holiday rentals
- Saint John Holiday rentals
- Bangor Holiday rentals
- Ellsworth Holiday rentals
- Dartmouth Holiday rentals
- Rimouski Holiday rentals
- Cape Breton Island Holiday rentals
- Gaspé Holiday rentals
- Thunder Cove Beach
- Green Gables Heritage Place
- Cavendish Beach, Prince Edward Island National Park
- Sandspit Cavendish Beach
- Greenwich Beach
- Dundarave Golf Course
- Confederation Bridge
- Murray Beach Provincial Park Campground
- Green Gables Golf Course
- Shining Waters Family Fun Park
- Jost Vineyards
- Prince Edward Island National Park
- Northumberland Links
- Links At Crowbush Cove
- Glasgow Hills Resort & Golf Cavendish
- Fox Harb'r Resort
- North Rustico Beach, Prince Edward Island National Park
- Andersons Creek Golf Club
- Eagles Glenn Golf Resort The





