Holiday houses 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.
Guesthouse in Downtown Charlottetown
4.89 out of 5 average rating, 209 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.*

Top Guest favourite
A cozy seating area is highlighted by a light gray armchair adorned with pink and white accent pillows. Natural light streams through a large window, complemented by light curtains. Two framed art pieces are positioned on the wall, adding a touch of decor.
Cottage in Mount Stewart
5.0 out of 5 average rating, 25 reviews

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.

Top Guest favourite
A two-story beach house features a gable roof and multiple windows, situated against a backdrop of sea and sky. A lush green lawn surrounds the property, with a few trees offering natural elements. The wrap-around veranda enhances the view of the bay.
Cottage in New Glasgow
5.0 out of 5 average rating, 46 reviews

Beach house on Rustico Bay with breathtaking views

Breathtaking views of sea and skies on Rustico Bay, overlooking Robinson's Island and a quiet part of the protected Brackley dune system. Enjoy our two kayaks for a sunrise and sunset journey. Private steps down to shore. Beach house has three bedrooms and an upstairs loft. See if you can count the number of boats in the decor! Wrap around veranda provides sun and shelter depending on your mood and time of day. Fire pit overlooks Bay for evening campires. PEI Tourism Registration # 2203224

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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
4.86 out of 5 average rating, 14 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.

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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.

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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, 27 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

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Home in North Rustico
5.0 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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Home in York
5.0 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 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

Top Guest favourite
A modern living area features a grey sofa adorned with vibrant teal and patterned cushions. A stylish wooden coffee table is centered in the room, complemented by two industrial lamps on either side. A flat-screen television is mounted on a light wall, enhancing the open space.
Guest suite in Oyster Bed
4.98 out of 5 average rating, 116 reviews

2-bedroom Guest Suite - 5 min to PEI National Park

This guest suite is located 20 minutes away from Charlottetown, and 5 minutes from Prince Edward Island National Park (and the beach). It's about 20 minutes away from the famous Cavendish and Anne of Green Gables house. This 2-bedroom suite has a private entrance with free parking. It's attached to our main house and is surrounded by 20 acres of farmland. License number: 1201164

Guest favourite
Cottage in Oyster Bed
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