Holiday rentals in Winsloe North

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Top-rated holiday rentals in Winsloe North

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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.
Guest house in Downtown Charlottetown
4.89 out of 5 average rating, 206 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

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Superhost
Guest suite in Brackley Beach
5 out of 5 average rating, 4 reviews

Brackley Beach Bunker

This one bedroom, basement apartment, is a very comfortable hideaway in Brackley Beach. If you’re looking for a cozy, movie themed underground 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.*

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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, 89 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.

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Superhost
A modern cottage exterior is highlighted, featuring angular architecture and a neutral color palette. A patio area is furnished with red chairs, surrounding a small, manicured lawn. Large windows provide a view into the interior, while a path leads to the entrance.
Cottage in Charlottetown
4.66 out of 5 average rating, 141 reviews

Brand New! - Modern 2 Bedroom City Cottage

Enjoy the comfort of home in our spacious, modern 2-bedroom cottages at Royalty Maples Motel & Cottages, located in beautiful Charlottetown. Perfect for families, couples and extended stays, each cottage features two private bedrooms, a full kitchen, comfortable living area, private bathroom, Wi-Fi, smart TVs, air conditioning, and convenient parking at your door. Relax in a peaceful setting just minutes from downtown Charlottetown, beaches, golf, restaurants, shopping, and PEI attractions

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Top guest favourite
A hot tub is shown with bubbling water, illuminated by soft pink lights. Two elegant glasses are placed on the ledge, set against a backdrop of a sunset sky featuring shades of purple and orange over the water.
Home in Mermaid
4.98 out of 5 average rating, 83 reviews

The Mermaid Shore House is a gem on the water.

The Mermaid Shore House is a brand new wheelchair accessible build overlooking the Hillsborough River, a small beach and city lights of Charlottetown. This well equipped two bedroom house is bright and spacious with numerous windows that take advantage of the stunning water views and sunsets. Imagine, after an evening BBQ sipping chilled wine in your hot tub while enjoying the harbour lights. Launching from the shore is easy and convenient. Bring your kayaks, seadoos or paddle boards.

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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, 7 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.

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Top guest favourite
An aerial view captures the charming summer home nestled in greenery, overlooking the expansive Rustico Bay. The surrounding landscape features a blend of lush lawns and waterfront, with the ocean stretching into the horizon under a clear sky.
Home in New Glasgow
5 out of 5 average rating, 11 reviews

Bayview and Beyond Cottage

Come and enjoy PEI and stay at this beautiful summer home with a waterfront view of Rustico Bay and the ocean beyond. Enter into an open concept living room and kitchen with breathtaking water views. 2 bedrooms upstairs both with king size beds as well as 2 full size bathrooms. The lower level has a 3rd bedroom with 2 queen size beds. 15 mins to Cavendish, 10 mins to Brackley Beach, 20 mins to Charlottetown and 2 mins to Rustico Golf Resort PEI Tourism # 4013165

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Guest favourite
Home in Kensington
5 out of 5 average rating, 5 reviews

Sunset Shadow

Modern yet cozy newly built home centrally located in the heart of PEI. Sunset Shadow offers three bedrooms and two bathrooms, providing comfortable accommodations for families, couples, or small groups. Just 12 km from Summerside, 25 km from Cavendish Beach, and 50 km from Charlottetown, you’ll be close to PEI’s most popular attractions. Perfect for beach trips, golf getaways, or peaceful escapes, with a serene setting beside our sister property, Sunset Hideaway.

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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!

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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, 317 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!

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Top guest favourite
A cozy living area features two dark leather sofas arranged around a round coffee table. A television is mounted above a decorative fireplace, while light streams through large windows adorned with white blinds. Potted plants add a touch of greenery to the welcoming space.
Guest suite in Charlottetown
4.98 out of 5 average rating, 226 reviews

38B Penny Lane

Newly built entire in-law suite with private driveway and entrance. This bright open concept in-law suite is the perfect space for anyone visiting our beautiful Island. One bedroom, one bath, fully equipped kitchen, washer/dryer and two living rooms. Located on a quiet street fifteen minutes to Brackley Beach, five minutes to the Charlottetown Mall and five minutes to the Charlottetown Airport.

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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

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Popular amenities for Winsloe North holiday rentals