Holiday rentals in Winsloe North

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

Christmas retreat Tree & stone fireplace!

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.

Flower Farm Cottage in Hunter River

Centrally located on a new flower farm in PEI, 10 mins drive to Canvedish Beach and 15 mins to Charlottetown. Perched on top of a big hill, the sunset views up here are unforgettable! Includes two decks, a fire pit out back, arcade game, two picnic tables, fully stocked kitchen, laundry and two full bathrooms. Sleeps up to seven adults and even has a crib for your little one! Walking distance to the Hunter River pharmacy, post office and 24/7 gas station. This is the perfect family getaway!

Beach house on Rustico Bay with breathtaking views

Breathtaking views of sea and skies on Rustico Bay, overlooking Robinson's Island and a quiet part of the protected Brackley dune system. Enjoy our two kayaks for a sunrise and sunset journey. Private steps down to shore. Beach house has three bedrooms and an upstairs loft. See if you can count the number of boats in the decor! Wrap around veranda provides sun and shelter depending on your mood and time of day. Fire pit overlooks Bay for evening campires. PEI Tourism Registration # 2203224

"The Shipmaster's Quarter's"

Situated at the foot of 63-acre Victoria Park “The Shipmaster's Quarters” is steps away from an outdoor public pool, a skateboard park, 3 playgrounds, the city’s premier baseball diamond, and a 1.2 km oceanside boardwalk. This 2 bedroom accommodation is part of a fully modernized character home and features a fully equipped kitchen, clawfoot tub, and dining room. Contact us for longer rentals Nov-May. We are proudly licensed: City of Charlottetown: 2025-STR-H0010 Tourism PEI: No. 220297

Nestled Woods by Brackley Beach

Nestled in the woods by Brackley Bay, and close to Brackley Beach; comfortably relax amongst the trees. Minutes away from; world famous Brackley Beach, Brackley drive-in, Shirley's (Best burgers!!), Dunes Cafe, Richards Seafood, Dalvay by the Sea and Charlottetown airport. Enjoy a private deck with a Webber bbq, upper deck off your master bedroom, and 1.5 bathrooms, with a 3 bedroom cottage-home of your own! *I live in the basement, which has a soundproof ceiling and separate entrance.*

Steel Away. Heightened. Coastal. Comfort.

Designed specifically for this picturesque piece of Prince Edward Island, these new Shipping Container Cottages allow for panoramic views from the end of Queens Point on Tracadie Bay. Fully functional kitchen with efficient tiny home appliances, full bath with corner shower, a Queen bed with a twin above it in the upper container and a twin on the main level. Three decks, two are rooftops. Hot tub is only operational from Sept - June, NOT July and August unless requested in advance.

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.

Brackley Beach Tiny Home

Located on a large 1.2 acre waterfront lot, The 380 sq ft tiny home consists of one bedroom and stairs to a loft, both with queen size beds, there is a second loft for storage or play area for children. The tiny home is ideal for four adults or two adults and two children. Our tiny home is rated for -40 degrees Celsius and we have a Standby Generac Generator that turns on automatically, so you will never be out of heat or WIFI; and there is snow removal

The Robin Cottage - Stargazing!

10% off on weekly stays! 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!

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.

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.