Holiday houses in Winsloe South

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Top-rated holiday rentals in Winsloe South

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Top Guest favourite
A spacious sleeping area features a wooden bed with a white textured blanket draping over it, accented by decorative pillows. A cozy seating area with a small sofa is visible, along with a patterned area rug and framed artwork adorning the walls.
Guest suite in Downtown Charlottetown
4.98 out of 5 average rating, 186 reviews

The Gladys (4.5 Star)2nd Floor Suite(1 of 3 units)

This newly renovated 4.5 star heritage home is in a prime downtown Charlottetown location and we have 3 rental units on the property, one on each floor. We are walking distance to city center, Victoria Park, many great restaurants, theatre, shopping, city transit, night-life activities and coffee outlets. Located amongst many beautiful heritage homes it’s charm and spectacular view is hard to find in a city. You will find many wonderful things to enjoy, all within walking distance!

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, 229 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.

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, 195 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
A spacious living area features a comfortable sectional sofa with decorative cushions, a coffee table, and large windows allowing natural light. A dining table is set against a backdrop of modern appliances, enhancing the inviting layout of the loft.
Apartment in Downtown Charlottetown
4.94 out of 5 average rating, 283 reviews

Downtown King Suite Sanctuary 2 Min to Waterfront

A beautiful Property located in Olde Charlottetown only one block from the Historic Charlottetown Waterfront. We are an Airbnb "Superhost" and this property is one of our favorites. This location is premiere and is only 2 blocks from all restaurants and cultural and entertainment districts. Nestled in on a very quiet residential neighborhood yet close to all things that will make your Charlottetown experience one to remember. PEI Tourism Licence #2202849

Guest favourite
The cabin is situated on a gently sloping hill, featuring a timber board exterior and a pitched roof. Large windows provide ample natural light. A green lawn and dirt path lead up to the front door, surrounded by open fields and a few scattered trees.
Guesthouse in Kingston
4.87 out of 5 average rating, 105 reviews

Kingswick Farm Stay

Rustic meets modern in this timber framed cabin. Pine throughout and loads of natural light give a unique feel. A large loft bedroom and a spacious bathroom are highlights. A simple kitchenet with a hotplate make meal preparation easy. Located 20 minutes from downtown Charlottetown, 15 minutes from the south shore and 25 minutes from the North shore beaches. The cabin is located on a farm in picturesque central PEI. License #1201070

Guest favourite
The bright yellow exterior of the home features a charming porch with two hanging planters and a small seating area with two chairs. A pathway leads to the blue front door, while lush green bushes provide a welcoming landscape.
Home in Downtown Charlottetown
4.97 out of 5 average rating, 261 reviews

Sugarberry House - Downtown Charlottetown

Unwind in a newly built, thoughtfully designed, traditional East Coast style home, ideally located in downtown Charlottetown, and just a short walk to the Waterfront. Enjoy the chef's kitchen, cozy backyard dining area, open concept living and three comfortable bedrooms. This is the ideal home for taking in Charlottetown and all the Island has to offer! This is a licensed PEI Tourism Prince Edward Island Property #1201068

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
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 East Royalty
4.99 out of 5 average rating, 133 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 cozy living area features two dark leather sofas arranged around a round coffee table. A television is mounted above a decorative fireplace, while light streams through large windows adorned with white blinds. Potted plants add a touch of greenery to the welcoming space.
Guest suite in Charlottetown
4.98 out of 5 average rating, 223 reviews

38B Penny Lane

Newly built entire in-law suite with private driveway and entrance. This bright open concept in-law suite is the perfect space for anyone visiting our beautiful Island. One bedroom, one bath, fully equipped kitchen, washer/dryer and two living rooms. Located on a quiet street fifteen minutes to Brackley Beach, five minutes to the Charlottetown Mall and five minutes to the Charlottetown Airport.

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, 337 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
A spacious bedroom features a dark wooden bed with a decorative blue and white patterned bedding. Two bedside tables are placed on either side, complemented by modern lamps. A wall art display of gold-colored leaves adorns the gray wall, while natural light enters through a nearby window.
Guest suite in East Royalty
4.99 out of 5 average rating, 130 reviews

Elegant private suite close to downtown

Welcome to East Royalty Retreat! An elegant and modern 1-bedroom suite with private entrance and outdoor patio. Fully equipped and modern kitchen. Washer and dryer fully accessible in suite. Conveniently located a 10 minute drive from both the airport and downtown Charlottetown. Free wifi. Free parking (2 spots). AC and all the amenities to guarantee a comfortable stay!

Popular amenities for Winsloe South holiday rentals