Vacation rentals in Winsloe South

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Top-rated vacation rentals in Winsloe South

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Guest favorite

Guest suite in Charlottetown

4.98 out of 5 average rating, 132 reviews

The Gladys (4.5 Star) - Second Floor Suite(2 of 3)

This newly renovated 4.5 star heritage home is in a prime downtown Charlottetown location and we have 3 rental units on the property, one on each floor. We are walking distance to city center, Victoria Park, many great restaurants, theatre, shopping, city transit, night-life activities and coffee outlets. Located amongst many beautiful heritage homes it’s charm and spectacular view is hard to find in a city. You will find many wonderful things to enjoy, all within walking distance!

Nov 26 – Dec 3

G$28,240 GYD per night

Guest favorite

Guest suite in Stratford

5.0 out of 5 average rating, 108 reviews

Fox Farm Suite. Luv this neighborhood, large yard!

PRIVATE suite located in our family home. 10 min. from historic Ch'town. Featuring two rooms, one with a double bed the other with king sized bed and living space. Couch is a queen sized pull- out. A well stocked kitchenette with a fridge, dishwasher, microwave, induction burner and coffee station. Includes AC, a flat screen television, wi-fi, propane firepit and BBQ. Beautiful spruce lined acre feels like private grounds. Guests have access to homes laundry and BBQ. Local friendly hosts.

Jan 24 – 31

G$24,033 GYD per night

Guest favorite

Cabin in New Glasgow

4.89 out of 5 average rating, 133 reviews

Central Maple Cottages - (Listing #2)

Cozy cabin for up to six people. Located centrally in Hunter River PEI. Enjoy some peace, quiet and the beauty of nature of being in the woods. Just minutes away from everything in every direction. Charlottetown, Summerside, Cavendish (tourist attractions), golf courses, famous lobster supper and course surrounded my many beaches. Also, the Confederation Trail is just two minutes away. A very beautiful for biking & walking. Feel free to explore the wooded trails right on our property.

Sep 4 – 11

G$23,316 GYD per night

Guest favorite

Apartment in Charlottetown

4.84 out of 5 average rating, 148 reviews

Bright & Cozy Private One-Bedroom Suite

Large one-bedroom suite with a private side entrance in a family home located on a quiet street in Charlottetown with free parking included. The space is a large bedroom with an air conditioner, a recently renovated bathroom and bright living room with a microwave,mini fridge and coffee maker.It is conveniently located with the farmers market, grocery store, and many restaurants within walking distance. It is a 5 minute drive and 15 minute walk from the downtown Charlottetown.

Jan 3 – 10

G$14,998 GYD per night

Guest favorite

Bungalow in Oyster Bed Bridge

4.91 out of 5 average rating, 191 reviews

The Robin Cottage - Stargazing!

Now for a limited time - 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!

Oct 24 – 31

G$22,127 GYD per night

Guest favorite

Home in Charlottetown

4.94 out of 5 average rating, 226 reviews

Big Blue! A Cottage in the City

Welcome to Big Blue! Located in historic downtown Charlottetown, Big Blue is a bright and cottage-y home just a stone's throw away from Victoria Row, Peake's Quay, Confederation Trail, and all of the restaurants, breweries, parks, coffee shops, and stores that our city has to offer. A gas station and convenience store are on the very next block and a full grocery store is 1.2km away. Off-street parking is available for one vehicle.

May 22 – 29

G$29,242 GYD per night

Guest favorite

Cottage in York

4.94 out of 5 average rating, 108 reviews

Steel Away (Cottage)

We now have a fully renovated, waterfront cottage available for weekend getaways or extended escapes. An open concept complete with a Queen bed and two twins bunks, kitchen, bathroom, deck and private hot tub. Located at the end of Queens Point on Tracadie Bay, guests can enjoy all the Island has to offer from our central location, or get away from it all and enjoy the Off Season star filled nights from the comfort of a hot tub.

Oct 2 – 9

G$34,830 GYD per night

Guest favorite

Guest suite in Charlottetown

4.97 out of 5 average rating, 171 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.

Apr 9 – 16

G$27,521 GYD per night

Guest favorite

Guest suite in Charlottetown

4.97 out of 5 average rating, 238 reviews

Downtown Modern One Bedroom In Law Suite

A beautifully renovated in law suite, in the heart of historic downtown Charlottetown. This heritage property is only steps away from the best restaurants and night life Prince Edward Island has to offer. We were recently awarded the 2018 Charlottetown Heritage award for our renovation of the property. Location includes free parking. PEI Tourist Establishment Licence # 1201041

Jan 19 – 26

G$22,565 GYD per night

Guest favorite

Guest suite in Charlottetown

4.98 out of 5 average rating, 62 reviews

Elegant private suite close to downtown

Welcome to East Royalty Retreat! An elegant and modern 1-bedroom suite with private entrance and outdoor patio. Fully equipped and modern kitchen. Washer and dryer fully accessible in suite. Conveniently located a 10 minute drive from both the airport and downtown Charlottetown. Free wifi. Free parking (2 spots). AC and all the amenities to guarantee a comfortable stay!

Nov 23 – 30

G$21,400 GYD per night

Guest favorite

Condo in Charlottetown

4.96 out of 5 average rating, 140 reviews

Waterfront Loft Deluxe Penthouse Downtown Ch'town

Beautiful Waterfront Loft On the Waterfront in Charlottetown. The Premiere Penthouse loft Suite is one of our premium suites. Offering new amenities but with the original heritage nautical theme of the original use of the property. Enjoy the breathtaking views of the Charlottetown Harbor while relaxing on the outside waterfront balcony. PEI Tourism Licence #1201100

Mar 18 – 25

G$25,611 GYD per night

Guest favorite

Guest suite in Charlottetown

4.95 out of 5 average rating, 182 reviews

two storey duplex close to downtown

Small two storey entire half duplex. Two private entrances. Private patio. Bedroom with queen bed and full bath upstairs. Living room eat in kitchen plus washer and dryer downstairs. Air conditioner in bedroom only. Fan downstairs. This is a nonsmoking property. This property is inspected by the province the liscence number is 1201042

Jun 25 – Jul 2

G$17,756 GYD per night