
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.*

Cozy Waterfront Cottage on Winter Bay, PEI
Your perfect PEI getaway! This cozy 2-bedroom cottage sits right on Winter Bay - just steps from the water for kayaking, and relaxing seaside days. Start your mornings with coffee overlooking the bay, soak in the peaceful surroundings, and unwind in a quiet family-friendly setting. Just a short 5-minute drive brings you to some of PEI’s most stunning shorelines. Whether you’re planning a family vacation or a beach-filled adventure, this is a place you’ll want to come back to year after year.

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.

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.

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.

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!

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.

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.

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
Other great holiday rentals in Winsloe South

Great location 8mins from Charlottetown

Harbour View Haven

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

Sunset Shadow

*NEW* Owl's Landing at Covehead Bay

Your Island Getaway (10 minutes to Charlottetown!)

Spacious 3 Bdrm Haven - Steps to Downtown Ch'town

Waterfront lighthouse w/ private access to shore
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
- Dieppe Holiday rentals
- Cape Breton Island 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





