Holiday rentals 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
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, 92 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.

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 out of 5 average rating, 23 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
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
4.95 out of 5 average rating, 74 reviews

Nestled Woods by Brackley Beach

Nestled in the woods by Brackley Bay, and 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, and 1.5 bathrooms, with a 3 bedroom cottage-home of your own! *I live in the basement, which has a soundproof ceiling and separate entrance.*

Guest favourite
The exterior of the cottage showcases a light-colored siding under a clear blue sky. A spacious deck features a barbecue grill and a dining area with chairs. Lush green grass surrounds the cottage, offering a serene outdoor setting.
Cottage in Oyster Bed
5 out of 5 average rating, 13 reviews

Merlin's View Cottage

Merlin's View cottage is in the heart of PEI’s picturesque Green Gables Shore. Located in Oyster Bed Bridge with easy access to Charlottetown, Cavendish, North Rustico, Brackley Beach and all that PEI has to offer. This delightful & private cottage has water views overlooking the Wheatley River. Offering the perfect blend of comfort, convenience, and natural beauty. Whether you’re seeking a family getaway or a peaceful retreat, Merlin’s View has it all. PEI Tourism License: 4010408

Top guest favourite
A cozy living area is featured with two grey armchairs adorned with patterned cushions. A leather sofa, positioned next to a sleek black fireplace, adds warmth. Natural light is provided by large windows, revealing views of the surrounding countryside, alongside a light-colored area rug on the floor.
Home in Bonshaw
4.95 out of 5 average rating, 110 reviews

Country Get Away

This lovely home is located in the beautiful hills of Riverdale / Bonshaw. If you are looking for peace and quiet in the rolling hills of the countryside, you will find it here. Yet, it is minutes away from one of the most popular beaches on the Southside of PEI and , only 15 minutes from Charlottetown, 25 minutes from Summerside, and 20 minutes from Cavendish. This accommodation is very well equipped with anything you might need on vacation. As well, it has air conditioning.

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

Boho wabi sabi schoolhouse with soaring windows that bring the outdoors inside. Relax by the indoor fireplace or unwind by the outdoor fire pit, and indulge in the jetted bathtub. This converted 2-bedroom loft offers stunning ocean views and sits on a private, one acre lot. Just 3 minutes from Brackley Beach, 20 minutes from Charlottetown, and close to local shops and amenities. Drift into a peaceful sleep on the plush king and queen-sized beds, designed for your ultimate comfort.

Guest favourite
A contemporary retreat is showcased at dusk, featuring a two-story structure with wooden siding and large windows. The outdoor patio offers comfortable seating and is illuminated by soft lights, enhancing the welcoming atmosphere. A hot tub is visible on the lower deck, bordered by lush greenery.
Home in Stratford
5 out of 5 average rating, 14 reviews

Luxury Hideaway PEI

Escape to Luxury – A Water view retreat with hot tub Indulge in a 3-bedroom, 2.5-bath getaway blending elegance and comfort. Enjoy Sealy mattresses, premium bedding, 65” smart TVs, fireplaces, and surround sound in every room. The gourmet kitchen features Bosch & LG appliances, a Nespresso machine, and a wine fridge. Relax in the 6-person hot tub or on expansive decks with stunning water views. Just a short drive to Charlottetown’s dining, shopping, and golf. Book your stay today!

Guest favourite
The exterior of a two-story house is showcased, featuring a light-colored facade and large windows. A well-maintained garden with flowers and greenery is visible in front, alongside a paved driveway leading to a garage. The sky appears clear and blue.
Home in Cornwall
4.89 out of 5 average rating, 118 reviews

Cozy & Spacious 4BR House・Near DT/ Mall/Beach/UPEI

Welcome to our cozy and spacious house in Cornwall, perfect for exploring beautiful PEI. Featuring 4 private bedrooms and 2 cozy living rooms, both equipped with smart TVs and board games for families and groups. Conveniently located near downtown, beaches, golf courses, shopping, and UPEI. Enjoy comfort, entertainment, and relaxation in a quiet neighborhood. Plus ample parking and easy self-check-in for a smooth, hassle-free stay experience for guests and families.

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, 304 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
An open living area features a spacious gray sectional sofa and a pair of matching armchairs. A dining table with multiple chairs is visible in the background, along with a modern kitchen displaying white cabinets and appliances. Natural light brightens the entire space.
Townhouse in Charlottetown
4.99 out of 5 average rating, 140 reviews

Gorgeous Townhouse That Sleeps 8 With Free Parking

The whole group will love this Beautiful Townhouse with easy access to everything from its central location. Enjoy all of the conveniences of home, including air conditioning units in each of the bedrooms. You will be just a 10 minute drive away from all amenities, shopping, downtown Charlottetown with its unique restaurants, boutiques and scenic boardwalk, and a 20 minute drive from Brackley Beach.

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, 105 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 exterior of the cottage is shown, featuring a spacious front porch with two Adirondack chairs. Large windows allow for natural light, while the surrounding green lawn extends towards the horizon, creating an inviting outdoor space.
Cottage in Brackley Beach
5 out of 5 average rating, 123 reviews

Brackley Beach Sea Breeze Cottage

Tourism PEI Establishment License Number - 2202860 Ask about special rates monthly stays. Sea Breeze Cottage is an 1,100 sq. ft. 3-bedroom space - modern home by proximity to city amenities and cozy cottage by proximity to the ocean. It has an optimal location (1km to Brackley Beach National Park), and is conveniently central to island-wide adventure.

Popular amenities for Winsloe North holiday rentals