Vacation rentals in Winsloe South

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Top-rated vacation rentals in Winsloe South

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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, 176 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 outdoor space is featured with a fire table, surrounded by comfortable seating. Glittering lights hang in the background, and a hot tub is visible nearby, highlighting an inviting atmosphere for relaxation.
Home in East Royalty
4.96 out of 5 average rating, 140 reviews

Jim’s Retreat w stone fireplace & 6 person hot tub

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.

Top guest favourite
Home in Brighton
4.94 out of 5 average rating, 102 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
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 homes in Brackley Beach
5 out of 5 average rating, 22 reviews

Brackley Beach Tiny Home

Located on a large 1.2 acre waterfront lot, with lots of trees for privacy and where you can drink coffee or wine on the deck or by the water. Watch eagles, rabbits and foxes play. 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. Large deck with propane barbeque, sun umbrella, four chairs, side tables and bench. The tiny home is ideal for four adults or two adults and two children.

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, 193 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.

Top 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, 226 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, 192 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, 224 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 modern living area features a large screen TV mounted on the wall, surrounded by comfortable seating that includes plush sofas and armchairs. A round wooden coffee table sits at the center, complemented by a textured area rug. Floor-to-ceiling windows offer waterfront views.
Condo in Downtown Charlottetown
4.96 out of 5 average rating, 234 reviews

Luxury Waterfront Marina Condo in Downtown

On the Waterfront! This luxurious 3 bedroom 2 bath condo is located in the best location of Charlottetown. This immaculate 3 Bedroom condo with a private balcony invites comfort, and with modern design. With 3 bedrooms, 2 baths, this condo offers a living space that you will be sure to enjoy a relaxing vacation. Our guests tell us " The Condo is more beautiful than the pictures"! PEI Tourism Licence #1201099

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, 130 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, 335 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

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