Holiday houses in Winsloe South

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Top-rated holiday rentals in Winsloe South

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Top Guest favourite
A sunlit living area features a comfortable couch and a cozy armchair, complemented by a small side table with a lamp. A television is situated next to the window, which offers views of the outdoors. A dining table is visible nearby, adorned with a small potted plant.
Loft in Alexandra
4.98 out of 5 average rating, 126 reviews

Alexandra Lofty View, Close to beach, King bed

Escape to our spacious, 2 bedroom loft vacation home in beautiful PEI Centrally located just 10 minutes from Charlottetown. A 5 minute drive to grocery& liquor store, Starbucks,Tim Hortons,restaurants. We are a 2 km drive to Tea Hill Provincial Park and a 15 min walk to a local beach. We have a king and a queen bedroom for comfort after a long day. Bathroom-shower, towels, soap,shampoo Enjoy our sunny living room & kitchen, or step onto the deck for a coffee & admire the beautiful waterview.

Top Guest favourite
The chalet's exterior is framed by trees, illuminated by soft lights from large windows. A rustic wooden facade complements the surrounding natural landscape, with a rocky foreground made up of earthy tones. The setting conveys a sense of privacy amidst nature.
Chalet in Brookvale
4.96 out of 5 average rating, 77 reviews

Loma Chalet - Nature Hideaway & Hot Tub

Located metres from the Mark Arendz Provincial Park. Enjoy ski-out Alpine and Nordic trails (winter) and extensive mountain bike trails (spring through fall). Nestled on 8 acres of forest for ultimate privacy. This four seasons chalet features: fully loaded kitchen, 3 bedrooms, bathroom, laundry, wood stove, fire pit and patio and new hot tub. Off-grid feel with all the amenities - perfect those looking to relax in nature. AWD/Snowmobile/Hike or assisted check-in required for winter access.

Top Guest favourite
A charming cabin nestled among trees is approached by a stone pathway. The surrounding greenery, featuring shrubs and tall trees, creates a serene environment. Soft sunlight filters through the leaves, illuminating the cabin's exterior, which is complemented by a tranquil natural setting.
Cabin in Belfast
4.99 out of 5 average rating, 174 reviews

Miracles on Polly - Memory Lane Cabin

Inspired by Mother Goose, or the figures one holds dear. A place for her to rest after a long fairy tale journey. A place to remember and cherish her mementos and treasures she has collected along the way. A cabin and space that embraces both creativity and comfort. Filled with antiques and refurbished furniture, pianos, and organs. This is our third cabin we have installed on our four acre property. There is an exclusive 6 person hot tub off the veranda and the sauna is only steps away.

Top Guest favourite
A charming white house with a steeply pitched black roof is set against a bright blue sky. A welcoming front porch features two chairs and decorative planters. Expansive green grass surrounds the home, highlighting the picturesque countryside landscape.
Home in Bonshaw
4.95 out of 5 average rating, 110 reviews

Country Get Away

This lovely home is located in the beautiful hills of Riverdale / Bonshaw. If you are looking for peace and quiet in the rolling hills of the countryside, you will find it here. Yet, it is minutes away from one of the most popular beaches on the Southside of PEI and , only 15 minutes from Charlottetown, 25 minutes from Summerside, and 20 minutes from Cavendish. This accommodation is very well equipped with anything you might need on vacation. As well, it has air conditioning.

Guest favourite
A contemporary retreat is showcased at dusk, featuring a two-story structure with wooden siding and large windows. The outdoor patio offers comfortable seating and is illuminated by soft lights, enhancing the welcoming atmosphere. A hot tub is visible on the lower deck, bordered by lush greenery.
Home in Stratford
5 out of 5 average rating, 14 reviews

Luxury Hideaway PEI

Escape to Luxury – A Water view retreat with hot tub Indulge in a 3-bedroom, 2.5-bath getaway blending elegance and comfort. Enjoy Sealy mattresses, premium bedding, 65” smart TVs, fireplaces, and surround sound in every room. The gourmet kitchen features Bosch & LG appliances, a Nespresso machine, and a wine fridge. Relax in the 6-person hot tub or on expansive decks with stunning water views. Just a short drive to Charlottetown’s dining, shopping, and golf. Book your stay today!

Top 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
4.86 out of 5 average rating, 241 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
4.89 out of 5 average rating, 115 reviews

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

✨Hi friends, I'm Yuan✨ Cozy , spacious and excellent privacy, the perfect PEI vibe. Ideal for families , group of friends, golfers, sporting events or a work trip. Guests rave about the great attraction to the details, It's the little touches that make your stay feel extra special. Centrally located, 4 separate bedrooms, 2 living rooms (each equipped with a smartTV and some educational toys), it's the perfect home base to explore the PEI in comfort and style.

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
4.69 out of 5 average rating, 105 reviews

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.

Top Guest favourite
A charming cottage with a red exterior is situated on a spacious lawn. The front porch is framed by colorful shrubs, and a gravel path leads to the entrance. Mature trees line the property, providing a serene country setting.
Cottage in Rocky Point
4.99 out of 5 average rating, 150 reviews

Red Gable Cozy Country Cottage PEI, Canada

Perfectly centralized for all your PEI adventures. Spend your time in the cozy loft reading, practice your golf swing, relax on the porch or chat at the fire pit. This 2 bedroom sleeps 6, with 2 additional twin beds in the loft. Self-check-in available. Wifi, full kitchen, AC, heat, washer/dryer. Available all seasons. Close to several local attractions and golf courses. July/August there is a seven night minimum stay.

Top Guest favourite
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
4.95 out of 5 average rating, 243 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
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 Charlottetown
4.99 out of 5 average rating, 136 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 favourite
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, 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.

Popular amenities for Winsloe South holiday rentals