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, 208 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

Guest favourite
Aerial view showcases the cottage nestled within a vibrant forest, surrounded by trees and greenery. The nearby Brackley Bay glistens in the distance, offering a serene backdrop to the property. The expansive area around the cottage features landscaped outdoors, enhancing the sense of privacy and nature.
Cottage in Brackley Beach
4.92 out of 5 average rating, 78 reviews

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.*

Guest favourite
A spacious living area is highlighted by large windows that allow natural light to fill the space. A cozy sofa with textured cushions faces a circular wooden coffee table. The background reveals a dining area and an open kitchen with modern appliances.
Home in Brackley Beach
4.85 out of 5 average rating, 13 reviews

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

Airbnb Fee is included in the price. Boho schoolhouse with soaring high ceiling and windows.. Unwind by the outdoor fire pit, and indulge in the deep soaker tub. This converted 2-bedroom loft offers stunning ocean views and sits on a serene private one acre lot. Just 3 minutes from Brackley Beach, and less than 20 minutes from Charlottetown, and close to local shops and amenities. Drift into a peaceful sleep on the plush king and double-sized beds, designed for your ultimate comfort.

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, 85 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.

Superhost
Hut in Harrington
4.6 out of 5 average rating, 10 reviews

Brackley Bay Retreat

this is your cozy home away from home. Experience the best PEI has to offer and we can not wait to welcome you! Near by attractions: PEI National Park: This expansive beach boasts miles of soft sand and towering dunes. Charlottetown: Just a 20-minute drive away from the capital of PEI. 10-minute drive from the airport. We also have our own private dog park .We’ll do our very best to make sure your stay is worth every penny and lives up to your expectations.

Superhost
The lighthouse stands tall against a backdrop of blue skies and scattered clouds, showcasing its distinctive red and white exterior. A blue cottage is visible beside it, with outdoor seating on a grassy area, providing a scenic view of the surrounding landscape.
Lighthouse in New Glasgow
4.85 out of 5 average rating, 26 reviews

Waterfront lighthouse w/ private access to shore

Have you ever dreamed of being a lighthouse keeper? Voted Top 10 most Canadian places to stay by Narcity, this is a most unique experience! Be amazed by the breathtaking views from the rooftop deck, the 360-degree watch room, and main floor window seats overlooking Rustico Bay and the Rustico Resort Golf & Tennis Club - all to yourself. Relax by taking a stroll along the water, or head to Brackley Beach and Cavendish nearby. PEI Tourism license #1201159

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!

Top guest favourite
Home in Brackley Beach
5 out of 5 average rating, 18 reviews

Modern New Build-Brackley Bay Water View

This 2025- newly built modern cottage offers breathtaking sunsets and water views of Brackley Bay. Perfect for families and groups, it’s fully furnished with many amenities for a memorable stay. Enjoy the large deck overlooking the bay and spacious bright interior for relaxation and entertainment. Minutes to the airport, central Charlottetown, and golf courses. Explore the beautiful dunes of Brackley Beach or Cavendish just minutes away.

Superhost
Home in York
5 out of 5 average rating, 3 reviews

*NEW* Owl's Landing at Covehead Bay

Welcome to your serene coastal escape at Owl's Landing in West Covehead — a bright, inviting retreat perfectly positioned to take in the beauty of the PEI National Park. Surrounded by nature and filled with natural light, this charming home offers stunning water views from nearly every window and unbeatable proximity to some of Prince Edward Island’s most iconic destinations. Previously listed with a perfect 5-star rating!

Top guest favourite
A peaceful outdoor deck is displayed, featuring comfortable seating with soft cushions arranged around a central table. The horizon showcases a vibrant sunset casting warm light over the water, while lush greenery and a white fence complete the serene waterfront setting.
Chalet in Brackley Beach
5 out of 5 average rating, 23 reviews

Solonos House – Cozy Waterfront w/ SUP & Kayak

Welcome to Solonos House—a bright and warm waterfront getaway in beautiful Brackley Beach, PEI! Perfect for families, this cozy cottage offers sun-filled mornings on the deck, paddleboarding adventures on the bay, and plenty of space to play and relax together. Just 4 minutes from Brackley Beach National Park and close to local attractions, it's where fun meets stillness and family memories come to life.

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

Guest favourite
Cottage in Oysterbed
4.83 out of 5 average rating, 300 reviews

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 North holiday rentals