Holiday houses in Winsloe North

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Top-rated holiday rentals in Winsloe North

Guests agree: these stays are highly rated for location, cleanliness and more.

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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

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Tiny home in Crapaud
5 out of 5 average rating, 7 reviews

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

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
4.93 out of 5 average rating, 81 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
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, 97 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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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
4.8 out of 5 average rating, 15 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
4.71 out of 5 average rating, 14 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

Top Guest favourite
An outdoor deck features a cozy seating arrangement with four black chairs surrounding a central fire pit. A table stands in the background, with expansive grassy hills visible beyond the deck. A clear blue sky provides a bright backdrop.
Home in North Wiltshire
4.98 out of 5 average rating, 46 reviews

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.

Superhost
A modern cottage is depicted with large windows and a patio area. Red outdoor chairs are arranged around a circular table on a concrete patio, surrounded by neatly maintained grass and small trees. Additional cottages are visible in the background.
Cabin in Charlottetown
4.73 out of 5 average rating, 135 reviews

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.

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, 323 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!

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, 117 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

Popular amenities for Winsloe North holiday rentals