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 living area showcases a comfortable sectional sofa with patterned cushions, accompanied by a side table. A dining table for two can be seen nearby, along with a kitchenette featuring essential appliances. Sunlight enters through a door leading to the outdoor space.
Guest suite in Cornwall
4.99 out of 5 average rating, 93 reviews

Road Runner’s Rest - Suite

Road Runner’s Rest is a spacious walkout basement suite, centrally located for ease of travel in PEI. The suite features your own private entrance, a large living area with a 75” tv, a large master bedroom with a king bed and a new twin xl daybed, bathroom and a kitchenette. Make this space your home base as you travel from east to west on PEI. Ten minutes to Charlottetown, five into Cornwall, about 30 minutes to Summerside and 30 minutes to Cavendish. There is one dog on the property

Top Guest favourite
A leather couch is centered in the living area, flanked by two dark throw pillows and adorned with a decorative pillow that reads 'Love.' A patterned coffee table sits in front, featuring a variety of textures and colors.
Home in East Royalty
4.95 out of 5 average rating, 134 reviews

Judy’s Entire Cozy Fireplace Suite with firepit!

Just minutes to downtown Charlottetown and 10 minutes to the famous Brackley Beach. Relax and Feel at home in this "Brand New" 2 BR (3 beds) home with a cozy fireplace, full kitchen and free parking for two. After a day at the beach or site seeing kickback and enjoy the “beautiful ambiance” of the lit trellis over the outdoor stone fire pit. Starter wood included . You also have your own private deck with a BBQ ( not in winter),Free Beach passes to use, Beach umbrella & beach towels.

Top Guest favourite
A living room area features two leather sofas and a reclining chair, complemented by a wooden side table with a lamp. Wall art includes landscape paintings, and natural light illuminates the polished wooden floors.
Home in Downtown Charlottetown
4.91 out of 5 average rating, 89 reviews

A/D Guest Home Kent St suite

This is the main floor of a 2 story duplex. It has one private entry and one common entry. There's a full bath , kitchen, dining room ,bedroom and livingroom. There is offstreet parking. It is a nonsmoking property. We live upstairs and there is a 1 bedroom duplex beside. There is a heat pump for air conditioning in the living room it keeps the entire space cool . it's inspected by the provincial government and the registration number is 1201042. Also the city permit number is D0003

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
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
4.86 out of 5 average rating, 236 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 unique Earthship home is set against a backdrop of lush greenery, featuring a distinctive yellow exterior with large solar panels on the roof. Flowering plants surround the entrance, and a picnic table is positioned on the grassy area, providing a perfect spot to enjoy nature.
Earthen home in Hope River
4.83 out of 5 average rating, 177 reviews

Unique Off Grid Earth Home

Experience off-the-grid living! Nestled in the woods of Prince Edward Island is this private fully off-the-grid Earthship. This sustainable home features a south facing wall of windows, an earthen floor, green roof, and studio loft. Surrounded by wildlife this Earthship will keep you cool in the Summer and warm in the Fall. The space is serene, beautiful, and a perfect place for nature lovers to disconnect while still being centrally located and close to Cavendish.

Top Guest favourite
A charming cottage with a red exterior is situated on a spacious lawn. The front porch is framed by colorful shrubs, and a gravel path leads to the entrance. Mature trees line the property, providing a serene country setting.
Cottage in Rocky Point
4.99 out of 5 average rating, 149 reviews

Red Gable Cozy Country Cottage PEI, Canada

Perfectly centralized for all your PEI adventures. Spend your time in the cozy loft reading, practice your golf swing, relax on the porch or chat at the fire pit. This 2 bedroom sleeps 6, with 2 additional twin beds in the loft. Self-check-in available. Wifi, full kitchen, AC, heat, washer/dryer. Available all seasons. Close to several local attractions and golf courses. July/August there is a seven night minimum stay.

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, 108 reviews

Cozy & Spacious 4BR House・Near DT/ Mall/Beach/Golf

✨Hi friends, I'm Yuan✨ Cozy , spacious and excellent privacy, the perfect PEI vibe. Ideal for families , group of friends, golfers, sporting events or a work trip. Guests rave about the great attraction to the details, It's the little touches that make your stay feel extra special. Centrally located, 4 bedrooms, 2 living rooms (each equipped withaTV), it's the perfect home base to explore the PEI in comfort and style.

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
4.95 out of 5 average rating, 241 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 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 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
Cottage in Oysterbed
4.81 out of 5 average rating, 275 reviews

The Averim | Close to Brackley beach

Tucked back from Rustico Road, our fully equipped cottage is the perfect PEI home base. Just minutes from Brackley Beach and the National Park, we provide all the extras for a seamless stay. Located in the popular Green Gables Shore area, you’re only 20 minutes from Cavendish and Charlottetown. Centrally situated, you can reach both East Point and West Point in under two hours.

Popular amenities for Winsloe South holiday rentals