Vacation rentals in Winsloe South

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Top-rated vacation rentals in Winsloe South

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Top guest favorite
Home in Charlottetown
4.94 out of 5 average rating, 174 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.

Top guest favorite
A two-storey duplex is displayed with a light grey exterior, featuring multiple large windows that allow for ample natural light. A welcoming front porch is accessible from a slight stairway, surrounded by well-maintained greenery and a pathway leading to the yard.
Townhouse in Cornwall
4.94 out of 5 average rating, 181 reviews

Lowther Place on the park

Bright and spacious. Completely renovated two-storey duplex just 10 minutes from Charlottetown. Renovations include bathrooms(1.5), paint, flooring, lighting and electrical, bedroom suites and furniture. 3 bedrooms upstairs: two queen, one bunk bed. Upgraded kitchen and dining room, featuring all new appliances. TV's (3) with Netflix. Private driveway and entry. Private deck with patio set and barbecue. Small backyard bordering onto beautiful Lowther Park featuring playground and soccer field.

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
4.93 out of 5 average rating, 258 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 heritage home featuring a classic gray exterior with white trim and a bright orange front door. The three-story structure is complemented by multiple dormer windows and is framed by neatly landscaped greenery along the walkway. A gravel area provides additional parking space.
Home in Downtown Charlottetown
4.97 out of 5 average rating, 99 reviews

Charming Downtown Heritage Home

Welcome to our heritage home with three bedrooms and three bathrooms, blending timeless elegance and modern comfort. Original hardwood floors and exposed beams highlight its rich history. It is just a short walk from vibrant downtown boutiques, restaurants, and bars. Nature lovers will appreciate the nearby waterfront and Victoria Park boardwalk. The private backyard and second-level deck offer perfect spaces for relaxation and entertaining, ideal for creating cherished memories.

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
4.86 out of 5 average rating, 271 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 ranch-style house is depicted against a backdrop of trees, showcasing an expansive front lawn. The exterior features a smooth surface with a prominent arch window at the center, flanked by symmetric landscaping and entrance doors. Cloudy skies create a serene atmosphere.
Home in Milton Station
5.0 out of 5 average rating, 12 reviews

Cozy/Private Home away from Home

Glengyle Lane is a serene one level ranch style centrally located in Milton, PEI. This very peaceful spacious property is close to many seasonal attractions such as Brackley Beach, Cavendish Beach, many golf courses, UPEI (MacLauchlan Arena), airport and other popular places within a short drive. Open concept with comfy seating, fully stocked kitchen, large back deck/yard space including a fire pit and a lovely front veranda to relax with a book and enjoy PEI sunsets.

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
4.95 out of 5 average rating, 132 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.

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
4.9 out of 5 average rating, 143 reviews

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.

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
4.96 out of 5 average rating, 116 reviews

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

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
4.98 out of 5 average rating, 55 reviews

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.

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
4.94 out of 5 average rating, 332 reviews

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!

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
4.92 out of 5 average rating, 37 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.

Popular amenities for Winsloe South vacation rentals