Vacation rentals in Winsloe South

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Top-rated vacation rentals in Winsloe South

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Guest favorite

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, 163 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 favorite

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 Charlottetown

4.97 out of 5 average rating, 121 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.

Superhost

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.

Apartment in Hunter River

4.79 out of 5 average rating, 73 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 favorite

A warm living room area features two comfortable seating options: a plaid sofa and a leather armchair. A large TV is mounted on the wall, and natural light filters in from above, highlighting the hardwood flooring. A small dining space is positioned in the corner.

Guest suite in Charlottetown

4.94 out of 5 average rating, 33 reviews

Simmons' Private Bed Bath Beyond

Full basement with 1 bedroom, queen bed. 3 piece bath & TV in spacious living room. Private entrance. Breakfast nook includes, microwave, coffee machine, kettle, toaster, full fridge. Access to back deck & picnic table. Only 150 ft. from city transit stop. Only 4 mins. from all amenities (malls, pharmacy, groceries) in Charlottetown. 5 min. from UPEI, 2 rinks, 8 min. to the airport and 8 min. drive or 40 min. walk to downtown, theatre & waterfront. Wi-fi. Free parking. 20 minutes to beach.

Top guest favorite

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 Charlottetown

4.94 out of 5 average rating, 117 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 favorite

A spacious living area features a comfortable couch with decorative cushions, a coffee table positioned in front, and a desk with a chair. Natural light enters through a window, illuminating the wooden floor. Additional furnishings include a dresser and kitchenette amenities in the background.

Apartment in Charlottetown

4.97 out of 5 average rating, 34 reviews

Downtown-Parking-King-WiFi7-Self-Check-In

Introducing a beautifully finished bachelor style room, with a private bathroom and kitchenette, in the heart of the city. This gem offers a private, tranquil space designed for comfort and functionality. Kitchen amenities include a mini fridge, coffee maker, kettle, microwave, and toaster. Ideal for busy professionals or students, this compact and stylish space has everything you need. Note* The Kitchenette does not have a sink. The only sink in the unit is the one in the washroom.

Guest favorite

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, 202 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 favorite

The home's exterior features a combination of stone and siding, showcasing large windows that provide ample natural light. A landscaped yard with vibrant flower beds surrounds the entrance, which is accessed by a wide staircase and a welcoming porch.

Apartment in Charlottetown

4.97 out of 5 average rating, 62 reviews

Fully Furnished cozy ground level Apartment

Welcome to your cozy apartment with all the necessities to enjoy your stay in PEI. Safe and convenient in a newly built neighborhood. Great for couples, families, and solo/business travelers seeking a PEI experience. Conveniently located close to UPEI, Charlottetown mall, downtown, Victoria Park, and the airport. This apartment is fully furnished with a Queen Bed, kitchen supplies, Roku TV with Netflix, a new bathroom, and washer and dryer.

Top guest favorite

A comfortable blue sofa with decorative pillows is positioned opposite a wooden coffee table. A painting of coastal cottages is displayed on the wall above the sofa, while soft light from a floor lamp and natural light from the window create a cozy atmosphere.

Bungalow in Oyster Bed Bridge

4.93 out of 5 average rating, 274 reviews

The Robin Cottage - Stargazing!

10% off on weekly stays! The Robin cottage is set back from the road with 3 other cottages. Fully equipped with all the extras! Our cottages are conveniently located in the populair north shore area. 20 min away from Charlottetown and Cavendish, and only 5 min away from Brackley Beach. Each tip of the island is easily reached within an 1.5 hours. This is the perfect place to gather your family for a get-a-way and to explore the island!

Guest favorite

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, 219 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

Guest favorite

A bright living area features a comfortable sectional sofa in soft neutral tones, paired with a contemporary chandelier overhead. An arched window invites natural light, revealing a view of greenery outside. A stylish coffee table sits at the center, complemented by decorative accents.

Home in York

5 out of 5 average rating, 18 reviews

York Beach and Golf Haven

Welcome to your perfect getaway in York, Prince Edward Island! Our newly renovated 5-bedroom home offers an ideal blend of comfort, space, and convenience, perfect for families, groups of friends, or anyone looking to experience the best of what the island has to offer. We are located from the perfect proximity to some of the islands most beautiful beaches, golf courses and from the main hub of Charlottetown.

Top guest favorite

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, 209 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.