
Holiday rentals in Winsloe South
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Winsloe South
Guests agree: these stays are highly rated for location, cleanliness and more.

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

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.

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.

Cozy Waterfront Cottage on Winter Bay, PEI
Your perfect PEI getaway! This cozy 2-bedroom cottage sits right on Winter Bay - just steps from the water for kayaking, and relaxing seaside days. Start your mornings with coffee overlooking the bay, soak in the peaceful surroundings, and unwind in a quiet family-friendly setting. Just a short 5-minute drive brings you to some of PEI’s most stunning shorelines. Whether you’re planning a family vacation or a beach-filled adventure, this is a place you’ll want to come back to year after year.

Brand New! - Modern 2 Bedroom City Cottage
Enjoy the comfort of home in our spacious, modern 2-bedroom cottages at Royalty Maples Motel & Cottages, located in beautiful Charlottetown. Perfect for families, couples and extended stays, each cottage features two private bedrooms, a full kitchen, comfortable living area, private bathroom, Wi-Fi, smart TVs, air conditioning, and convenient parking at your door. Relax in a peaceful setting just minutes from downtown Charlottetown, beaches, golf, restaurants, shopping, and PEI attractions

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.

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!

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.

Cozy & Spacious 4BR House・Near DT/ Mall/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.

Quiet, Cozy and Central
Comfortable duplex nestled in a quiet neighborhood. Centrally located with private driveway. 10 mins to the heart of Charlottetown and 15 mins to one of the most beautiful beaches on the island, Brackley Beach. Inside you will find 2 spacious bedrooms (1 King, 1 Queen), 1 bathroom, a fully equipped kitchen (BBQ on deck) and a cozy living room with an oversized sectional to relax on after long day exploring our beautiful island.

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!

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.
Popular amenities for Winsloe South holiday rentals
Other great holiday rentals in Winsloe South

Troubie's Suite

Hot Tub Hideaway + Fire Pit

kitchen,beach,king bed,downtown,ocean view, pet

Eco-friendly, 4-bedroom Passively Built Home

Road Runner’s Rest - Suite

THE 8TH HOLE Cheerful 3-bedroom townhouse

Beau View River House

Loma Chalet - Nature Hideaway & Hot Tub
Destinations to explore
- Halifax Holiday rentals
- Bar Harbor Holiday rentals
- Moncton Holiday rentals
- Cape Breton Island Holiday rentals
- Charlottetown Holiday rentals
- Lunenburg County Holiday rentals
- Fredericton Holiday rentals
- Saint John Holiday rentals
- Dartmouth Holiday rentals
- Lunenburg Holiday rentals
- Bangor Holiday rentals
- Rimouski Holiday rentals
- Thunder Cove Beach
- Cavendish Beach, Prince Edward Island National Park
- Green Gables Heritage Place
- Sandspit Cavendish Beach
- Greenwich Beach
- Prince Edward Island National Park
- Dundarave Golf Course
- Links At Crowbush Cove
- Glasgow Hills Resort & Golf Cavendish
- Confederation Bridge
- Fox Harb'r Resort
- Shining Waters Family Fun Park
- Jost Vineyards
- Green Gables Golf Course
- North Rustico Beach, Prince Edward Island National Park
- Eagles Glenn Golf Resort The
- Andersons Creek Golf Club





