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, 201 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
A sunlit living area features a comfortable couch and a cozy armchair, complemented by a small side table with a lamp. A television is situated next to the window, which offers views of the outdoors. A dining table is visible nearby, adorned with a small potted plant.
Loft in Alexandra
4.98 out of 5 average rating, 126 reviews

Alexandra Lofty View, Close to beach, King bed

Escape to our spacious, 2 bedroom loft vacation home in beautiful PEI Centrally located just 10 minutes from Charlottetown. A 5 minute drive to grocery& liquor store, Starbucks,Tim Hortons,restaurants. We are a 2 km drive to Tea Hill Provincial Park and a 15 min walk to a local beach. We have a king and a queen bedroom for comfort after a long day. Bathroom-shower, towels, soap,shampoo Enjoy our sunny living room & kitchen, or step onto the deck for a coffee & admire the beautiful waterview.

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, 22 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 charming cabin nestled among trees is approached by a stone pathway. The surrounding greenery, featuring shrubs and tall trees, creates a serene environment. Soft sunlight filters through the leaves, illuminating the cabin's exterior, which is complemented by a tranquil natural setting.
Cabin in Belfast
4.99 out of 5 average rating, 175 reviews

Miracles on Polly - Memory Lane Cabin

Inspired by Mother Goose, or the figures one holds dear. A place for her to rest after a long fairy tale journey. A place to remember and cherish her mementos and treasures she has collected along the way. A cabin and space that embraces both creativity and comfort. Filled with antiques and refurbished furniture, pianos, and organs. This is our third cabin we have installed on our four acre property. There is an exclusive 6 person hot tub off the veranda and the sauna is only steps away.

Top Guest favourite
A charming white house with a steeply pitched black roof is set against a bright blue sky. A welcoming front porch features two chairs and decorative planters. Expansive green grass surrounds the home, highlighting the picturesque countryside landscape.
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
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, 117 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!

Guest favourite
A charming country home is framed by a leafless tree against a vibrant sunset sky, showcasing a gradient of pinks and purples. The house features red siding and a white front door, with a stone pathway leading up to it.
Home in York
5 out of 5 average rating, 16 reviews

Charming countryside home!

Welcome to Pleasant Grove! Surrounded among trees on a 3 acre lot. This property offers the utmost privacy- no neighbour’s in sight! Enjoy your coffee on the deck while listening to the sounds of nature! Within a short drive to the city centre of Charlottetown (15-20 minute drive) and within 6 minutes of the Dalvay entrance of the National Park. This location is perfect for a relaxing vacation away!

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, 160 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, 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 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.
Guesthouse in Charlottetown
4.97 out of 5 average rating, 113 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