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 · Family · Access

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

Family · Location · Pets

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.

Value · Location · Sleep quality

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

Location · Family · Indoor spaces

"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

Location · Family · Quiet

The Gladys (4.5 Star)2nd Floor Suite(1 of 3 units)

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!

Value · Location · Long stay

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.

Value · Location · Cleanliness

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 · Kitchen

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 · Hospitality

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 · Family · Walkability

Hildore Loft 1 Modern bdrm with Peloton Bike!

Welcome to The Hildore Loft! A fully renovated and restored century 4 unit building located in a prime location 2 blocks from the waterfront and downtown Charlottetown. Enjoy a PELOTON BIKE in the unit! The loft apartment is located on the third floor and has a cool, modern vibe! PEI TOURISM LICENSE #1201126

Value · Location · TV

OLDE DORCHESTER SUITES #201 IN OLDE CHARLOTTETOWN

Olde Charlottetown spacious 2 bedroom ground floor apartment with all new amenities. Centrally located in Historic Olde Charlottetown only 2 blocks from the entertainment district, restaurants, theater and 1 block from Charlottetown's Historic waterfront. Park your car onsite or walk anywhere.

Value · Location · Getting around