House holiday rentals in Summerside

The Story House - Summerside Restored 3 Bed/2 Bath

The Story House is a lovingly restored 100+ year old treasure of a home. When you walk through the entrance foyer, step back into a simpler way of life. Guests will be charmed by a large eat-in kitchen, dining room, front and back parlors, enclosed front porch, mud room, two full bathrooms, and three bedrooms. Hardwood floors, original trim and unique features throughout. Large, open basement, great for children's play area. Have fun on the large back deck, BBQ patio area, and spacious backyard.

Jim’s Retreat w stone fireplace/seasonal 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.

Sunset Hideaway

Modern but modest newly built home, located centrally in the heart of PEI. Two bedroom, one bathroom, sleeps six very comfortably due to large sectional and/or air mattress provided. 12 kilometres from Summerside, 25 kilometres from Cavendish beach and 50 kilometres from Charlottetown. Whether you are traveling or visiting with family and friends, looking to explore the beaches, needing a peaceful stay-cation or planning a golfing trip. This is a perfect location for your vacation needs.

Bayside Retreat

Bring the whole family to this impressive home away from home! Located within a 10-minute drive to Summerside, this quiet, waterfront home offers your family a comfortable and well-designed space to enjoy your next vacation. Enjoy your morning coffee or afternoon cocktail from the deck overlooking the bay. Have loads of fun in this full-sized 3-bedroom home playing games, touring around PEI, going to the local beaches, enjoying the local restaurants, and all that PEI has to offer.

Welcoming you to a Cozy Home for an Island Gataway

This 2 bedroom, 2 Bath home is located only 5 minutes to Summerside Boardwalk, parks, trails and restaurants. The home includes a king and a queen bed with air conditioning in both rooms. Take time to relax in the soaker tub after a long day of sightseeing or beach going. Kitchen is fully equipped with everything you may need, which also has air conditioning. Enjoy the large deck with a BBQ and outdoor seating. We look forward to welcoming you to your home away from home.

The Retreat - Sherbrooke Cottages

Welcome to The Retreat of Sherbrooke Cottages ! Escape to our modern seaside cottage, just steps from the sandy shores of Malpeque Bay. Experience breathtaking sunrises and sunsets, whether you’re lounging inside or enjoying the fresh air outside. With private stairs leading directly to the beach, you can easily dip your toes in the water whenever you wish. In the evenings, unwind on the front porch as you take in the stunning sunset views over the bay.

Waterfront Cottage - Spring, Summer & Fall 2025!

The cure for anything is salt water: sweat, tears, or the sea! Whether a quiet getaway for couples or a home-base for a PEI family adventure, this cottage will meet your every need. Enjoy adventures on PEI or find peace and quiet at the cottage for remote work. This brand new build has been designed to be open and airy. Wake up to a fresh cup of coffee and spend the morning relaxing seaside or using our kayaks and paddle boards.

Century home & impressive waterview

The farmhouse is 100+ years old, located in an ideal country setting with an impressive water view, close to many amenities and only 25 mins from Charlottetown and 15 mins from the ferry. The house was vacant for over 10 years before I purchased it. It's been a challenging but rewarding process, bringing it back to life. There are still a few little projects to get to but for the most part, it's a cozy old home filled with character.

Guest Suites at Willowgreen Farm

Take time to relax at this unique and tranquil getaway, located on a farm in the City. The whole house is yours to enjoy while resting from your day of adventuring across the Island, take a walk on the Confederation trail, around the gardens or enjoy a day in, reading in the window nook. Grammies home has always been a place of special times and spoiling…. Come home to the farm.