Vacation rentals in Winsloe South

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Top-rated vacation rentals in Winsloe South

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Top 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

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

FamilyValueAccuracy

4.9 out of 5 average rating, 220 reviews

Top guest favorite

Home in Charlottetown

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.

FamilyLocationBathroom

4.94 out of 5 average rating, 177 reviews

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

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

FamilyValueHospitality

4.93 out of 5 average rating, 262 reviews

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

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.

FamilyLocationGrill

4.96 out of 5 average rating, 165 reviews

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

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.

ValueFamilyHospitality

4.86 out of 5 average rating, 273 reviews

Top 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

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.

LocationValueRiver

4.95 out of 5 average rating, 132 reviews

Top guest favorite

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

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

Welcome to our cozy and spacious house in Cornwall, perfect for exploring beautiful PEI. Featuring 4 private bedrooms and 2 cozy living rooms, both equipped with smart TVs and board games for families and groups. Conveniently located near downtown, beaches, golf courses, shopping, and UPEI. Enjoy comfort, entertainment, and relaxation in a quiet neighborhood. Plus ample parking and easy self-check-in for a smooth, hassle-free stay experience for guests and families.

ValueFamilyAmenities

4.9 out of 5 average rating, 143 reviews

Top guest favorite

A well-appointed kitchen features modern appliances and a spacious countertop. An open doorway leads to a dining area adorned with a rug, a large table, and chairs, complemented by natural light from nearby windows.

Home in Downtown Charlottetown

Spacious Downtown 5 bedroom historic house!

Location! Location! Location! Bring the whole family to this beautiful 5 bedroom historic house conveniently located in downtown Charlottetown. Enjoy spacious living, 2 master suites (each including an ensuite bathroom) and an outdoor entertaining area with seating area and BBQ. This house is steps away from the best dining and entertainment in the city as well as the trails, boardwalk and play spaces of Victoria Park. Tourism ID: 2203304

LocationValueOutdoor spaces

4.96 out of 5 average rating, 116 reviews

Top guest favorite

An exterior view of the Nordic-style chalet is presented, featuring a large, modern structure with expansive glass windows. Surrounding greenery enhances the property, with a spacious lawn and multiple outdoor seating options, including Adirondack chairs. Nearby, two additional buildings are visible, contributing to the setting.

Home in York

Modern Chalet - Ocean Bay Views

This 2023-built Nordic style Chalet offers breathtaking sunsets and water views. Perfect for families and groups, it’s fully furnished with many amenities for a memorable stay. Enjoy the large deck or fire pit overlooking the bay. Spacious bright interior for relaxation and entertainment. Minutes to the airport, central Charlottetown, and golf courses. Explore the beautiful dunes of Brackley Beach or Cavendish just minutes away.

FamilyValueAccuracy

4.98 out of 5 average rating, 56 reviews

Superhost

A modern cottage is depicted with large windows and a patio area. Red outdoor chairs are arranged around a circular table on a concrete patio, surrounded by neatly maintained grass and small trees. Additional cottages are visible in the background.

Cabin in Charlottetown

Brand New - Modern Cozy 1 Bedroom Cottage

Escape to comfort at Royalty Maples Motel & Cottages in Charlottetown. Our modern 1-bedroom cottages feature a private bedroom with Queen bed, full kitchen, bathroom, living area with sofa bed, Wi-Fi, smart TV, air conditioning, and free parking. Enjoy a quiet setting just minutes from downtown, beaches, golf, restaurants, shopping, and PEI attractions. Dog-friendly units available (max 1 pet). BBQ rentals available seasonally.

ValueFamilyNearby

4.74 out of 5 average rating, 159 reviews

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

The Robin Cottage - Stargazing!

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!

FamilyLocationCheck-in

4.94 out of 5 average rating, 334 reviews

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

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.

LocationFamilyBeach

4.93 out of 5 average rating, 40 reviews