Holiday rentals in Winsloe North

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Top-rated holiday rentals in Winsloe North

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Top guest favourite
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.
Guest house in Downtown Charlottetown
4.89 out of 5 average rating, 203 reviews

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

Top guest favourite
Aerial view showcases the cottage nestled within a vibrant forest, surrounded by trees and greenery. The nearby Brackley Bay glistens in the distance, offering a serene backdrop to the property. The expansive area around the cottage features landscaped outdoors, enhancing the sense of privacy and nature.
Cottage in Brackley Beach
4.95 out of 5 average rating, 75 reviews

Nestled Woods by Brackley Beach

Nestled in the woods by Brackley Bay, & 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, & 1.5 bathrooms, with a 3 bedroom cottage-home of your own! *The basement is a separately rented unit, with a soundproof ceiling & separate entrance.*

Top guest favourite
A tranquil sunset view over the water is framed by tall trees and a wooden fence. Soft hues of orange and pink blend into the sky, reflecting on the calm surface of the bay. Lush green grass leads toward the shoreline.
Flat in West Covehead
5 out of 5 average rating, 39 reviews

Waterfront Beach Apartment

BUTLER BEACH APARTMENT - Waterfront Beautiful waterfront furnished apartment located in West Covehead overlooking Bay. This apartment features unobstructed water views of the bay and sunsets. 2 bedrooms and 1 bathroom, and kitchen. Enjoy National park beaches just mins. away. Heat pump/AC and fireplace. In winter enjoy the ice boats sail by over the bay. Snow removal included. PEI Tourism License # 2203166 2 night min off season 5 night min peak Reduced weekly/monthly rates in off season.

Top guest favourite
A hot tub is shown with bubbling water, illuminated by soft pink lights. Two elegant glasses are placed on the ledge, set against a backdrop of a sunset sky featuring shades of purple and orange over the water.
Home in Mermaid
4.98 out of 5 average rating, 80 reviews

The Mermaid Shore House is a gem on the water.

The Mermaid Shore House is a brand new wheelchair accessible build overlooking the Hillsborough River, a small beach and city lights of Charlottetown. This well equipped two bedroom house is bright and spacious with numerous windows that take advantage of the stunning water views and sunsets. Imagine, after an evening BBQ sipping chilled wine in your hot tub while enjoying the harbour lights. Launching from the shore is easy and convenient. Bring your kayaks, seadoos or paddle boards.

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
4.94 out of 5 average rating, 111 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 modern round building is depicted, featuring multiple glass doors that provide scenic views. A spiral staircase leads to an upper level, while a spacious patio area is furnished with white chairs and orange pumpkins. Flower beds add color to the surroundings.
Flat in North Rustico
4.94 out of 5 average rating, 108 reviews

Canada's Rotating House (Condo #1)

PLEASE ENSURE THAT YOU CAN ENTER PRINCE EDWARD ISLAND DURING THE PANDEMIC BEFORE BOOKING YOUR STAY WITH US. Stay in a luxury ocean-view condo at Canada's Rotating House! As seen on Cottage Lift TV's "My Retreat", CTV, CBC, The Toronto Star, The National Post, & world-wide media. There are no bad views at Around the Sea - Canada's Rotating House. Enjoy your own 625 sq ft fully-loaded condo for less price than a nice hotel room and have an experience like no other in the world...

Top guest favourite
A hot tub is situated on a wooden deck, surrounded by decorative string lights. The sky transitions from blue to orange as the sun sets, offering a serene backdrop of nature. The landscape is visible in the distance, contributing to a peaceful ambience.
Home in Oyster Bed
5 out of 5 average rating, 22 reviews

Oyster Bed Family Friendly Home

Your family will be close to everything when you stay at this family friendly centrally located home. The perfect location for your time here on PEI. The home is located 1 minute from Oyster Bed Bridge gas station which also has a liquor license, dairy bar and canteen located at it as well. Also located 25 minutes from Cavendish, 20 minutes to Charlottetown and 40 minutes from Summerside. Enjoy a relaxing evening by the fire or soaking in the hot tub after your day of adventure.

Guest favourite
A modern two-story cottage is depicted with green siding, showcasing large windows on the upper level. The terrain features grassy areas and tree stumps. A clear blue sky adds to the inviting atmosphere of the surrounding landscape.
Home in Oyster Bed Bridge
4.89 out of 5 average rating, 38 reviews

KS Waterfront Cottage

Forget your worries in this spacious and serene space. If looking for a place to relax this might be the one. From the bedroom, living room, kitchen or in patio you can have a good view of the bay (sea water) and a spectacular sunset. The cottage can accommodate 4 guest, 1 bedroom queen bed and a comfortable pull out sofa bed in the living room. Lots of tourist attraction close by and resort golf and tennis club just around the corner.

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, 152 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.

Guest favourite
Home in North Wiltshire
4.89 out of 5 average rating, 9 reviews

The Cozy Homestead

Unwind at this peaceful 6-acre retreat, just 15 mins from Charlottetown & Brackley Beach. This full home features a private hot tub, fire pit, outdoor play space, gym, and quiet workspace! Sleep in comfort with a king suite and two queen bedrooms. Perfect for families, couples, or remote workers looking to relax, recharge, and enjoy the best of PEI’s countryside and coast—all in one quiet, private setting.

Guest favourite
Cottage in Oysterbed
4.82 out of 5 average rating, 288 reviews

The Averim | Close to Brackley beach

Tucked back from Rustico Road, our fully equipped cottage is the perfect PEI home base. Just minutes from Brackley Beach and the National Park, we provide all the extras for a seamless stay. Located in the popular Green Gables Shore area, you’re only 20 minutes from Cavendish and Charlottetown. Centrally situated, you can reach both East Point and West Point in under two hours.

Top guest favourite
The cozy sleeping area features a queen-sized bed with a decorative blue and white throw pillow. Soft lighting is provided by bedside lamps on each side. A small microwave is positioned on a nightstand, and a refrigerator is visible in the background.
Guest house in Charlottetown
4.98 out of 5 average rating, 121 reviews

A Country Home Inn the City - Cottage

The cottage is a self contained guest house is quaint, rustic cute with a queen sized bed, full kitchen, table, chairs, and full bathroom. On location with our four room inn, this cottage has access to the 2.5 acre yard with volleyball, basketball and soccer nets. Located five minutes from Royalty Crossing Mall and close to grocery stores and shops in Charlottetown.

Popular amenities for Winsloe North holiday rentals