House holiday rentals in Summerside

Waterview Home - Downtown & Victoria Park

Charming, fully renovated historic home with a beautiful view of the Harbour and conveniently located just a short walk from all the downtown restaurants, shops, theatres and the beautiful waterfront park, Victoria Park. The home is fully equipped with your cookware essentials, a cozy wood-burning fireplace, BBQ and water facing patio. It is tastefully appointed with quality antique furnishings and original Island artwork. This is the perfect home from which to relax and enjoy your PEI vacation.

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.

Stylish, modern home next to beach - Cap Pelé area

Betty's by the Beach is a 3-minute walk from the beautiful Atlantic ocean. The beach is clean and you can swim (if you're staying in the summer!). This 4-season getaway home is located in a quiet, well-maintained area. Why Betty's on the Beach? This home is named after my grandma, who was known for hosting people. She always had something warm and generous to say. I think you'll find that warm vibe here. Plus all of the amenities you need: fully equipped kitchen, fibre op internet, cable

BlueSky Breeze

Stay in a typical and completely renovated 1900's PEI farm house in the quiet country setting. Beautiful views from every window and romantic porch overlooking a tidal river. A great place for one or two people or for a group of ten. At the start of the coastal drive #14, BlueSky Breeze is located 2 km away from Confederation Trail, 8 km away from Mill River Golf Course and Aqua Centre, a 15 minute walk to red sanded Brae Harbour Beach, and a 10 minute drive to downtown O'Leary (all groceries)

"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

Rustico Retreat | 2 Bdrm | Cavendish & Beaches

Welcome Home! Whether you're vacationing with your family or golfing with your buddies, the Rustico Retreat has everything you will need to feel like home! This semi was built in 2019 and you will have access to the entire property. This airbnb comes with everything you need, comfortable beds, TV's in all rooms, fully stocked kitchen, bbq, fire pit, backyard games and beach accessories that you can use so you don't have to travel with them! (Tourism PEI License # 1201210)

Mid-Century Charm Home meets Modern Luxury

Discover the charm of mid-century style in this luxury home with antique furniture and stylish design accents. Two bedrooms with premium linens, a fully equipped kitchen, and cozy photo spots make it the perfect place for rest and inspiration. Located in a quiet neighborhood near downtown Sackville, NB. Enjoy privacy and comfort. It’s lobster season — the nearby coastal restaurants serve fresh seafood, letting you taste the best of the Atlantic.

Bright open concept duplex

Enjoy a stylish experience at this centrally located place. In the heart of Summerside, you can take a walk around the city and explore our beautiful waterfront and sweet shops- or just a 20 minute drive to one of our many beaches. This beautifully decorated duplex is the perfect spot for a couple. The master features a king size bed, fireplace, tv, walk-in closet & an ensuite bathroom with a soaker tub. 2nd bedroom is set up as an office.

Olde Charlottetown Historic 2 Bedroom Home

This is a charming 2 bedroom home located in Historic Downtown Charlottetown. You are a five minute walk to all the shops, restaurants, and theatres Downtown Charlottetown has to offer. Historic Charlottetown Waterfront and the Charlottetown Event Grounds are only minutes away. Shopping at the Confederation Court Mall or the small shops on Victoria Row can be reached on foot in no time at all.

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.

Cozy All-Season Cottage Near Charlottetown

Welcome to your perfect PEI escape! This cozy, modern all-season cottage offers the peace and quiet of the countryside while keeping you just minutes from everything Charlottetown has to offer. Whether you’re planning a summer beach vacation, a fall getaway, or a snowy winter retreat, this cottage is designed for comfort, relaxation, and adventure—and pets are always welcome.

Canada's Rotating House, Suites, & Tours (Condo 2)

Stay in a luxury ocean-view condo at Canada's Rotating House! As seen on Cottage Lift TV's "My Retreat", CTV, CBC, The Toronto Star, The National Post, & world-wide media. There are no bad views at Around the Sea - Canada's Rotating House. Enjoy your own 625 sq ft fully-loaded condo for less price than a nice hotel room and have an experience like no other in the world.