
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

Nestled Woods by Brackley Beach
Nestled in the woods by Brackley Bay, & close to Brackley Beach; comfortably relax amongst the trees. Minutes away from; world famous Brackley Beach, Brackley drive-in, Shirley's (Best burgers!), Dunes Cafe, Richards Seafood, Dalvay by the Sea and Charlottetown airport. Enjoy a private deck with a Webber bbq, upper deck off your master bedroom, & 1.5 bathrooms, with a 3 bedroom cottage-home of your own! *The basement is a separately rented unit, with a soundproof ceiling & separate entrance.*

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

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.

Harbour View Haven
The search for the perfect summer escape is over! Come sit by the bonfire, and enjoy the ever-changing sunsets. Nestled on a quiet lane, Harbour View Haven is a beautiful summer home with a stunning water view of the Charlottetown Harbour. With 5 luxurious bedrooms and 6 bathrooms, it provides sleeping space for a total of 14 guests. The space has been thoughtfully designed with a fully equipped kitchen and panoramic view within an open concept living space.

Eco-friendly, 4-bedroom Passively Built Home
Experience the quintessential Island life with your family at our eco-friendly and sustainable home in Brookfield. Nestled on a grassy hill, our family home has everything you need for an ideal PEI vacation. You'll be just 20 minutes away from both Charlottetown, Summerside and stunning beaches. Our home was built with care and love, and is waiting to welcome you. It's conveniently located, making it easy to plan your visit and explore the island.

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!

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.

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

The Averim | Close to Brackley beach
Tucked back from Rustico Road, our fully equipped cottage is the perfect PEI home base. Just minutes from Brackley Beach and the National Park, we provide all the extras for a seamless stay. Located in the popular Green Gables Shore area, you’re only 20 minutes from Cavendish and Charlottetown. Centrally situated, you can reach both East Point and West Point in under two hours.
Popular amenities for Winsloe South holiday rentals
Other great holiday rentals in Winsloe South

Sunset Shadow

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

Quiet, Cozy and Central

Waterfront lighthouse w/ private access to shore

Cozy Waterfront Cottage on Winter Bay, PEI

Farmhouse Duplex

Walden Cabin and The Annex

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





