Holiday houses in Winsloe South

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Top-rated holiday 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, 185 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
A spacious two-story house is surrounded by lush green grass and features a bright white facade. Colorful patio chairs sit in a grassy area, inviting relaxation. The property is complemented by landscaped shrubs and trees, presenting a welcoming outdoor space.
Home in Charlottetown
4.95 out of 5 average rating, 311 reviews

Modern Retro 4BR | 1K3Q | 9minYYG | 15 min DT |A/C

✨Hi friends… We’re Jacob and Sandra, hosting has been a big part of our lives for over 11 years now, and it’s something we truly love. We’ve met incredible people from all walks of life and cultures, and each guest leaves a special mark on our story. When we’re not hosting, we love projects that make our home and spaces feel warm and inviting. Interior design is a passion of ours, and we’ve poured that love into making The TenMile House cozy, comfortable, and full of character for our guests!

Top Guest favourite
A dual jet hot tub emits soft blue light, surrounded by wooden decking adorned with string lights. A grill is positioned nearby, and a comfortable seating area invites relaxation in the night ambiance.
Home in East Royalty
4.97 out of 5 average rating, 143 reviews

Jim’s retreat stone fireplace/seasonal 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.

Superhost
Apartment in Hunter River
4.82 out of 5 average rating, 101 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.

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, 231 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
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
4.9 out of 5 average rating, 102 reviews

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

✨Hi friends, I'm Yuan✨ I am delighted that you are considering a stay at my house. As an islander, I've found my passion in hosting guests and I take pride in extending a warm embrace to guests of all cultures and identities. My house has 4 bedrooms (3 Queen size beds and 1 full size bed) that can accommodate 7 people, as well as 2 living rooms, each with a TV and sofa, office desk and chair are also provided, making it perfect for family trips and business travel.

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, 197 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

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

Top Guest favourite
Apartment in Cornwall
4.96 out of 5 average rating, 232 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 bright living area features large windows offering views of the waterfront. A light-toned sofa is paired with two navy blue armchairs, and a coffee table sits in the center. Soft lighting is provided by two lamps on side tables, contributing to a serene atmosphere.
Condo in Downtown Charlottetown
4.79 out of 5 average rating, 106 reviews

Waterfront Posh King Studio Suite Downtown Ch'town

Beautiful Waterfront King Studio Suite 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 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 2 blocks to the downtown and all restaurants and entertainment districts.

Top Guest favourite
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

Popular amenities for Winsloe South holiday rentals