Vacation rentals in Hillsborough River

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

Location · Value · Outdoor spaces

Pentz Howe House Apartment,

Experience the charm of downtown Charlottetown in this spacious two bedroom apartment. Located in a beautifully renovated historic building just one block from the waterfront, this home offers the perfect base for your island getaway. Enjoy a fully equipped kitchen, comfortable living space, and easy access to local shops, dining, and city attractions. Whether you are here for the culture or the coast, our central location makes exploring the best of the city effortless. Your perfect Charlotteto

Family · Location · Cleanliness

The Oat Bin - accessible silo cabin with hot tub

Hawthorne Creek Silos: a unique retreat where agriculture meets hospitality. We’ve transformed three authentic grain tanks into stunning, luxury silos. Nestled in nature, each silo combines rugged heritage with boutique sophistication—offering a private, immersive getaway you won't find elsewhere. Private hot tubs, barrel sauna,  loft with  king bed and field views:  reclaim your time, reconnect with nature, and experience country living, redefined. The Barley Bin, The Oat Bin, and The Wheat Bin

Location · Hospitality · Hot tub

Gorgeous Townhome Rooftop HotTub

This centrally located townhouse, is perfect for group stays. The luxurious interior boasts just over 2,200 square feet of living space with three bedrooms, and two and a half bathrooms thoughtfully arranged on three floors. Located in the heart of downtown Charlottetown this newly built townhouse includes structural detail and impeccable appointments that will delight at every turn. During your stay you can also enjoy outdoor space on every level, including a private rooftop and jacuzzi.

Family · Location · Sleep quality

Wayne Manor Penthouse - Luxury / Rooftop Hot Tub

A luxury experience awaits you at the Wayne Manor Penthouse in Charlottetown. This modern 3 story + rooftop escape will tick all your boxes. With over 2000sqft of space, 6 decks, 1 private rooftop oasis with 55" TV, BBQ, Hot tub*, custom teak furniture and harbour views, 3 bedrooms with luxury linens.Location can't be beat! NOTE: DO NOT BOOK THIS ACCOMMODATION IF THE HOT TUB IS YOUR PRIMARY REASON. IT CAN/DOES BREAK DOWN AND MAY NOT BE OPERATIONAL WHEN YOU ARRIVE. THERE WILL BE NO DISCOUNT.

Family · Location · Amenities

Downtown Luxury Award Winning Private Condo

Featured in PEI LIVING magazine, our historic 130 year old Thomas Alley House was completely renovated in 2018. Our suite is 1200sqft and features a full chef's kitchen complete with gas stove, 2 bedrooms and 2 bathrooms. Quartz throughout. The master bath has heated floors and his/her walk in glass shower. The 2nd bathroom features a full 6' soaker tub. Furniture is by LazyBoy. 2 fireplaces. Parking. This is "the" address in downtown Charlottetown. Tourism PEI license #1201041

Family · Value · Parks

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.

Location · Family · Bathroom

Summer Breeze

Nestled upon the tranquil waters, Summer Breeze beckons with its charm, inviting you to unwind amidst the gentle sway of the waves. Here, time slows to a languid pace, as each moment is savoured like a sweet summer memory. Enjoy this retreat from the bustling world, where serenity reigns supreme. Located within Peake's Quay Marina on the historic Charlottetown waterfront. NOTE: This cottage does not have an upper deck, in features a floating deck located directly on the water.

Location · Value · Condition

Keppoch Sunshine

Welcome to our home where you can wake up with a view of the water! We offer a spacious (1000 sq feet), bright and comfortable one bedroom apartment with its own separate entrance and is the perfect mix of quietness, privacy and convenience. We are located on the Keppoch Road in Stratford within minutes of downtown Charlottetown and the airport. Our home can be your ‘home away from home’ to enjoy your Island stay.

Location · Value · Laundry

Charlottetown Waterfront Retreat -HotTub| FirePit

Welcome to your perfect lakeside escape! Located just an 8-minute drive from downtown Charlottetown, this beautifully maintained home offers the best of both worlds — peaceful waterfront serenity and easy access to restaurants, shops, and city attractions. With stunning views, spacious interiors, and incredible outdoor amenities, it's ideal for families, couples, or group getaways.

Location · Family · Hot tub

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

Location · Value · Sleep quality

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.

Location · Value · Solo travel