Holiday rentals 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.
Guest house 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
An open-concept living area features hardwood floors and ample natural light. A large smart TV is mounted on the wall, and a cozy seating arrangement includes a pair of armchairs and coffee tables. A dining area with stylish lighting is visible, along with a well-equipped kitchen.
Flat in Downtown Charlottetown
4.94 out of 5 average rating, 345 reviews

Heritage Harbour 2 Bed 2 Bath Close to Waterfront

Discover the perfect blend of comfort and convenience in this stunning 2-bedroom apartment, located in the heart of Olde Charlottetown. Just steps away from the Historic Charlottetown Waterfront, you’ll have the best of the city right at your doorstep-restaurants, entertainment, and cultural attractions are all within walking distance. Tucked away in a peaceful residential neighborhood, this charming retreat offers both tranquility and easy access to everything that makes Ch'town unforgettable.

Top guest favourite
Home in East Royalty
4.96 out of 5 average rating, 141 reviews

Christmas retreat Tree/hot tub/stone fireplace!

Just minutes to downtown restaurants and shopping and only 10 minutes to Brackley beach! Also Relax in this new luxurious home while you curl up by the fireplace with a book or enjoy the large back deck with fireplace table or have a relaxing soak in the duel jet hot tub. Please NOTE: Hot Tub seasonal (May 15 to November 15) This "Entire" private home includes a full kitchen, cooking utensils, pot and pans, linens, towels, luxury bathrobes, High Speed Internet, tea, coffee, spices and games.

Guest favourite
A spacious living room features two comfortable golden sofas adorned with decorative cushions. A soft area rug lies beneath, and a tray is placed on a low coffee table. Doorways lead to other rooms, while natural light filters through sheer curtains, adding warmth to the space.
Flat in Hunter River
4.84 out of 5 average rating, 97 reviews

Historic Bank Managers Apartment

The Old Bank at Hunter River is steeped in history as the former bank manager's apartment, built as part of the Royal Bank in 1918. Step into history in this two-bedroom, one-bathroom apartment (second floor with stairs for access) with a sun porch overlooking the backyard—walking distance to the park and trails. Hunter River is a picturesque village situated between Charlottetown and Summerside. Discover the beauty of Prince Edward Island from this centrally located, historic accommodation.

Top guest favourite
Home in Brighton
4.94 out of 5 average rating, 105 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.
Flat 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 cozy living space is visible, featuring a gray sofa and wooden coffee table. A mounted TV is positioned on the wall opposite. A doorway leads to a bedroom area with a large bed. Large glass doors open onto a deck, allowing natural light to fill the room.
Tiny home in Brackley Beach
5 out of 5 average rating, 23 reviews

Brackley Beach Tiny Home

Located on a large 1.2 acre waterfront lot, The 380 sq ft tiny home consists of one bedroom and stairs to a loft, both with queen size beds, there is a second loft for storage or play area for children. The tiny home is ideal for four adults or two adults and two children. Our tiny home is rated for -40 degrees Celsius and we have a Standby Generac Generator that turns on automatically, so you will never be out of heat or WIFI; and there is snow removal

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.
Flat in Cornwall
4.96 out of 5 average rating, 225 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 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

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!

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