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, 210 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

Top guest favourite
Home in Brackley Beach
5 out of 5 average rating, 20 reviews

Modern New Build-Brackley Bay Water View

Welcome to our newly built 4-bedroom cottage overlooking Brackley Bay. With 3 queen beds, 1 double, 1 twin & 2 full bathrooms, it’s perfect for families and groups. The bright interior is filled with natural light & a barn door separates the living room from the kitchen for added privacy. Relax on the large deck, rinse off in the outdoor shower after the beach, and enjoy sunsets over the bay. Minutes from Brackley Beach, Cavendish, Charlottetown, golf, and the airport. Many amenities included.

Guest favourite
Tiny home in Crapaud
5 out of 5 average rating, 8 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

Superhost
Guest suite in Brackley Beach
4.67 out of 5 average rating, 3 reviews

Brackley Beach Bunker (Lower Level Suite)

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

Top guest favourite
The modern exterior of a two-story home is showcased with a combination of white and wood paneling. Large windows span the upper level, while two garage doors are visible on the ground floor. The home is set against a clear blue sky and expansive green fields.
Home in Kensington
4.98 out of 5 average rating, 109 reviews

Sunset Hideaway

Modern but modest newly built home, located centrally in the heart of PEI. Two bedroom, one bathroom, sleeps six very comfortably due to large sectional and/or air mattress provided. 12 kilometres from Summerside, 25 kilometres from Cavendish beach and 50 kilometres from Charlottetown. Whether you are traveling or visiting with family and friends, looking to explore the beaches, needing a peaceful stay-cation or planning a golfing trip. This is a perfect location for your vacation needs.

Guest favourite
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
4.86 out of 5 average rating, 28 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, 47 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
Home in Harrington
4.77 out of 5 average rating, 13 reviews

Brackley Bay Retreat

Nestled along the scenic shores of Brackley Point Road, this is your cozy home away from home. Experience the best PEI has to offer and we can not wait to welcome you! We are only a 10-minute drive from the airport. There is a convenience store and a gas station directly across from the property. Charlottetown: Just a 20-minute drive away from the capital of PEI. We also have our own private dog park on the property.

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
4.94 out of 5 average rating, 324 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, 118 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

Top guest favourite
The cozy sleeping area features a queen-sized bed with a decorative blue and white throw pillow. Soft lighting is provided by bedside lamps on each side. A small microwave is positioned on a nightstand, and a refrigerator is visible in the background.
Guest house in Charlottetown
4.98 out of 5 average rating, 132 reviews

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 North holiday rentals