Vacation rentals in Winsloe South

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Top-rated vacation rentals in Winsloe South

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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 East Royalty

4.97 out of 5 average rating, 137 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 favorite

A modern chef's kitchen features dark cabinetry with glass accents and a large island with four upholstered bar stools. A stainless steel gas stove, hood, and refrigerator are prominently displayed, alongside essential appliances, and a mix of natural and ambient lighting enhances the space.

Condo in Downtown Charlottetown

4.95 out of 5 average rating, 202 reviews

Downtown Luxury Award Winning Private Condo

Featured in PEI LIVING magazine, our historic 130 year old Thomas Alley House was completely renovated in 2018. Our suite is 1200sqft and features a full chef's kitchen complete with gas stove, 2 bedrooms and 2 bathrooms. Quartz throughout. The master bath has heated floors and his/her walk in glass shower. The 2nd bathroom features a full 6' soaker tub. Furniture is by LazyBoy. 2 fireplaces. Parking. This is "the" address in downtown Charlottetown. Tourism PEI license #1201041

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 East Royalty

4.95 out of 5 average rating, 131 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.

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

4.84 out of 5 average rating, 219 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 favorite

A spacious pool area is surrounded by wooden decking and fencing. The crystal-clear water of the pool reflects the sky, while lounge chairs are positioned nearby for relaxation. Brightly colored beach ball adds a playful touch, complementing the inviting setting of the home beyond.

Home in Marshfield

4.95 out of 5 average rating, 115 reviews

Beau View Manor

Enjoy the beautiful view at this spacious and newly renovated turn of the century home. Ideally located less than 10 minutes outside of Charlottetown and the gorgeous PEI National Park as well as other multi-use trails . You won’t need to venture far to make the most of your vacation.. this large home has ample space for multiple families/friends to comfortably gather and many special touches that will make it the perfect setting for your fun and relaxing vacation.

Guest favorite

An outdoor seating area features a comfortable wicker sofa with bright orange cushions. A decorative bowl sits on a wooden table, filled with an assortment of natural elements, including shells, flowers, and colorful twigs, providing a charming focal point.

Cottage in Oyster Bed Bridge

4.95 out of 5 average rating, 360 reviews

Hummingbird Cottage

10 % discount on weekly stays! The Hummingbird 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 a central place to explore the island!

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 Lewis Point

4.97 out of 5 average rating, 66 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 bright kitchen-dining area is shown, featuring a dining table with four white chairs and floral centerpiece. Light streams through sheer curtains, illuminating the space. A sliding glass door leads to the patio, while modern cabinetry and appliances complete the kitchen layout.

Apartment in Charlottetown

4.93 out of 5 average rating, 115 reviews

Bright and lovely one-bedroom apartment

Lovely and modern, this newly renovated one-bedroom apartment is warm and inviting. Centrally located in a safe and quiet residential neighborhood in Charlottetown, it’s within easy walking distance to downtown, stores, shops, and restaurants. Staying with us means more than just finding a place to sleep – we’re dedicated to making you feel at home and ensuring your time on this beautiful island is truly unforgettable!

Top guest favorite

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, 216 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 favorite

A two-story house with a distinctive blue exterior is presented. The structure features a central entrance with a covered porch, flanked by evenly spaced windows. A well-maintained lawn and neatly trimmed bushes surround the front, leading to a paved driveway that accommodates two vehicles.

Apartment in Keppoch

4.94 out of 5 average rating, 184 reviews

Keppoch Sunshine

Welcome to our home where you can wake up with a view of the ocean! We offer a spacious (1000 sq feet), bright and comfortable one bedroom apartment with its own separate entrance and is the perfect mix of quietness, privacy and convenience. We are located on the Keppoch Road in Stratford within minutes of downtown Charlottetown and the airport. Our home can be your ‘home away from home’ to enjoy your Island stay.

Top guest favorite

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, 124 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 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, 218 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.