Holiday houses in Winsloe North

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Top-rated holiday rentals in Winsloe North

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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
4.88 out of 5 average rating, 178 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 Brighton
4.93 out of 5 average rating, 106 reviews

"The Shipmaster's Quarter's"

Situated at the foot of 63-acre Victoria Park “The Shipmaster's Quarters” is steps away from an outdoor public pool, a skateboard park, 3 playgrounds, the city’s premier baseball diamond, and a 1.2 km oceanside boardwalk. This 2 bedroom accommodation is part of a fully modernized character home and features a fully equipped kitchen, clawfoot tub, and dining room. Contact us for longer rentals Nov-May. We are proudly licensed: City of Charlottetown: 2025-STR-H0010 Tourism PEI: No. 220297

Top Guest favourite
The living area features a beige couch paired with a patterned throw pillow, complemented by a small wooden side table. A flat-screen television is positioned nearby, with a vase of fresh flowers adding a touch of color. Natural light brightens the space.
Guest suite in Kinlock
4.99 out of 5 average rating, 194 reviews

Fox Farm Suite. Luv this neighborhood, large yard!

PRIVATE two room suite located in our family home. 10 min. from historic Ch'town. One room has a double bed the other room has a king sized bed, dining table and (queen-pull out) couch. Suite includes well stocked kitchenette with a fridge, dishwasher, laundry, microwave, induction burner and coffee station. Also, AC, a flat screen television, wi-fi, propane firepit and BBQ. Beautiful spruce lined acre feels like private grounds. Local friendly hosts. Not suitable for parties.

Guest favourite
A neighborhood scene features a vibrant rainbow arching over several houses, creating a colorful contrast against a cloudy sky. Power lines traverse the image, with wet pavement reflecting the greenery surrounding the homes.
Apartment in Charlottetown
4.85 out of 5 average rating, 227 reviews

Charlottetown brand-new suite

This brand-new basement suite is modern and stylish. Our location is ideal for tourists. 5 minutes from airport. 15 minutes drive to downtown Charlottetown where guests can explore historic sites. 15 minutes drive to Brackley Beach, one of the largest and popular beach in PEI. This newly built basement suite is fully furnished with modern amenities, offering guests a comfortable and convenient stay. We take pride in providing guests with a clean and welcoming environment.

Top Guest favourite
A modern living area features a blue sectional sofa with decorative pillows. Two armchairs are positioned nearby, offering additional seating. A white coffee table sits on light wood flooring. Large windows provide a view of the waterfront and the surrounding area, enhancing natural light.
Condo in Downtown Charlottetown
4.89 out of 5 average rating, 137 reviews

Waterfront Deluxe 1 Bedroom Condo Downtown Ch'town

Waterfront 1 Bedroom Beautiful Condo On the Waterfront in Downtown Charlottetown. You can walkout the front door and you are only steps to the waters edge. Enjoy the breathtaking views of the Charlottetown Harbor and relax and watch the boats and cruise ships pass by. This is a very quiet and relaxing property and is a great place to relax and unwind. Located only steps to the downtown and all restaurants and entertainment districts. PEI Tourism Licence #2203114

Guest favourite
A charming three-story house is presented with bright orange siding and white trim. Large windows allow ample natural light, while a welcoming front door is positioned at the center. A staircase leads to the entrance, set against a backdrop of snow-covered ground.
Loft in Downtown Charlottetown
4.88 out of 5 average rating, 193 reviews

OLDE CHARLOTTETOWN RICHMOND STUDIO SUITE

Welcome to the Richmond Suites. This is a beautiful loft unit with tons of natural sunlight flowing thru the unit. This open style unit was fully renovated in May of 2017. We are located a few short blocks from all the shops and restaurants Olde Charlottetown has to offer. Waterfront shops and sights are a few short blocks away as well. You won't be disappointed with this cozy getaway. Unit is equipped with all the comforts of home. Stacy & Andrea

Top Guest favourite
An open concept living area combines a modern kitchen with light cabinetry and stainless steel appliances. A dining table for two and a comfortable gray sectional sofa are included. Soft lighting illuminates the space, enhancing its functional arrangement.
Apartment in Cornwall
4.96 out of 5 average rating, 227 reviews

Private cozy suite close to Charlottetown.

Enjoy easy access to everything from this perfectly located home base. Only 15 minutes to downtown Charlottetown, and 45 minutes to PEI’s popular Cavendish, this cozy suite will provide the comfort and rest you’ll need after a day exploring the many attractions or walking the beaches. Situated in the town of Cornwall, you’ll be just a short walk to many amenities such as restaurants, pharmacies, and a grocery store.

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 cozy living space features a comfortable sofa adorned with decorative cushions. A wooden coffee table occupies the center, while a modern kitchenette is visible in the background, equipped with essential appliances. Natural light enters through a window, enhancing the inviting atmosphere.
Guest suite in Downtown Charlottetown
4.97 out of 5 average rating, 336 reviews

Downtown Modern One Bedroom In Law Suite

A beautifully renovated in law suite, in the heart of historic downtown Charlottetown. This heritage property is only steps away from the best restaurants and night life Prince Edward Island has to offer. We were recently awarded the 2018 Charlottetown Heritage award for our renovation of the property. Location includes free parking. PEI Tourist Establishment Licence # 1201041

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

Guest favourite
The rotating house is presented from a low angle, highlighting its unique circular design. Large glass doors provide views of the surrounding landscape, while a spiral staircase leads to the upper level. White lounge chairs are positioned on the deck, bordered by colorful flowers.
Home in North Rustico
4.96 out of 5 average rating, 104 reviews

Canada's Rotating House, Suites, & Tours (Condo 2)

Stay in a luxury ocean-view condo at Canada's Rotating House! As seen on Cottage Lift TV's "My Retreat", CTV, CBC, The Toronto Star, The National Post, & world-wide media. There are no bad views at Around the Sea - Canada's Rotating House. Enjoy your own 625 sq ft fully-loaded condo for less price than a nice hotel room and have an experience like no other in the world.

Top Guest favourite
The exterior of a blue cottage features a spacious wrap-around deck with two red chairs positioned for relaxing. Lush green grass surrounds the property, while an expansive sky with scattered clouds adds a serene backdrop. The entrance is marked by large windows that invite natural light.
Cottage in Lot 33
4.95 out of 5 average rating, 152 reviews

Brackley Blue - Private Cottage at Brackley Beach

This open-concept cottage boasts a crisp, contemporary feel while still comfortable and inviting. Enjoy a fully-loaded kitchen, spacious deck, and outdoor shower. Ideal for families or friends looking to enjoy a private 3BR/2BA layout with large outdoor space and beautiful view. Booking includes free pass to National Park beach (<2km away)! An ideal spot to explore PEI!

Popular amenities for Winsloe North holiday rentals