Vacation rentals in Head of Hillsborough

Oceanfront Luxury Glamping Dome

Nestled in the woods of PEI’s south-eastern shore, and overlooking the Murray Islands is the Maytree Eco-Dome, a unique 26ft luxury accommodation complete with a kitchen, bathroom, private bedroom, and lounge with views of the water. Maytree offers direct access to your own private beach, and is the perfect location for kayaking, hiking, or having a beachside bonfire. Whether you are looking for a rejuvenating retreat, or an anchor for an Eastern PEI adventure. PEI Tourism License #1300747 Our all season eco-dome is complete with a modern kitchenette, full bathroom, jacuzzi, and other amenities needed for an enjoyable stay. Full access to the eco-dome, patio, and surrounding forest, with private beach access. My husband, Ken, and I and our son, Hugh, live on the property down at the end of Sunset Beach Rd. We are happy to help if you need anything during your stay. The preferred way of contact is through texting at the number provided. We're tucked away just a few kilometres outside of Murray River, a charming fishing village offering a variety of places to eat & views to discover. We recommend having a car while visiting Prince Edward Island. There is limited public transport available in Eastern PEI.

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

Shoreline Retreat River front luxury geo-dome

Relax and enjoy the beautiful Cardigan river from the comfort of your own 2 bed, full kitchen & full bath luxury dome with private deck and hot tub and hammock . Wifi and smart TV included. Close to Confederation trails, liquor store, restaurants, golf courses and grocery stores. Beach access, clam digging etc ( water shoes recommended due to shells) Central fire pit to enjoy evening s’mores. Access to laundry facilities on site for weekly rentals. PEI tourism establishment licence # 1300740

Heritage Harbour 2 Bed 2 Bath Close to Waterfront

Discover the perfect blend of comfort and convenience in this stunning 2-bedroom apartment, located in the heart of Olde Charlottetown. Just steps away from the Historic Charlottetown Waterfront, you’ll have the best of the city right at your doorstep-restaurants, entertainment, and cultural attractions are all within walking distance. Tucked away in a peaceful residential neighborhood, this charming retreat offers both tranquility and easy access to everything that makes Ch'town unforgettable.

Jim’s Retreat w stone fireplace & 6 person hot tub

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.

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

Brackley Beach Tiny Home

Located on a large 1.2 acre waterfront lot, with lots of trees for privacy and where you can drink coffee or wine on the deck or by the water. Watch eagles, rabbits and foxes play. 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. Large deck with propane barbeque, sun umbrella, four chairs, side tables and bench. The tiny home is ideal for four adults or two adults and two children.

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.

Dune Vista Cottage

Exceptional views throughout; Bright natural light; soaring vaulted ceilings; sleeps up to six (6) people. The decks offer views of the sand dunes, ocean, and harbour or the gardens. The main level has a modern chef's kitchen, informal dining, two living areas with pullout sofa beds, one queen, and the other double. The full laundry and a bathroom with a shower are located on this level. The upper-level bedroom has a queen-sized bed, 38-inch TV, a loft and deck with panoramic ocean views.

Shacks Rentals - Open year round (Cottage #3 of 3)

Three Cabins on site - Search 'SHACKS RENTALS' to find all listings! Also, visit lumbershacks. com to find Airbnb links for all three cabins. This bright and cozy newly constructed cottage has everything you will need to enjoy a relaxing stay. The location is only a short walk from central St. Peter’s Bay and one of the most beautiful sections of the Confederation Trail. St. Peter’s not only has beautiful scenery and walking trails but is also home to local shops and delicious food!

Big Sea Beach House

July and August SUNDAY check in. Forget your worries in this comfortable and serene space. Brand new private 3 bedroom cottage, surrounded by trees in a oceanside subdivision in Morell. Listen to the ocean while sipping your morning coffee, stroll to a world class beach ( St. Peter's Harbour Rd Beach) and enjoy your vacation relaxing in our large screened sunroom. July and Aug Sunday check in 7 night min.. Off season 3 night min, and please contact to request preferred dates.

Cheerful 1 Bedroom cottages with stunning views

This one bedroom cottage has everything you are looking for when you are vacationing on PEI. You are surrounded by beauty and nature everywhere you look. This will be your place to unwind and relax at the end of a long day exploring the Island. You will be five minutes away from the beautiful Dalvay beach. It is a short 10-15 minutes drive to amazing golf courses, and only 20 minutes way from Charlottetown. You will not be disappointed! Licence number # 2203275