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.

Hot Tub | Pet Friendly - Stunning Riverside Escape

This modern, newly built home sits directly on the shores of the Dunk River — the perfect setting for low-tide beach walks, breathtaking sunsets, and evenings soaking in the hot tub with a glass of wine. With soaring 13' ceilings, a chef-ready kitchen, and massive windows framing the water, this open-concept retreat is designed for relaxation, connection, and unforgettable memories. ✔ Waterfront Deck with Incredible Sunsets ✔ Brand New Hot Tub ✔ Pet-Friendly (Dogs Welcome) ✔ Propane Fireplace

Christmas retreat Tree/hot tub/stone fireplace!

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.

"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

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.

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.

An Island Retreat: Relax…Stay a While

Escape to PEI this Fall and enjoy cozy comfort in our four-bedroom rancher. Relax with air conditioning, high-speed internet, HD cable, a fully equipped kitchen, patio with BBQ, two fireplaces, four TVs, washer, dryer, games and fitness area, plus an outdoor basketball net. Autumn brings the PEI Fall Flavours Festival, Sommo Music Festival, lively markets, and colorful scenery—perfect for making lasting memories.

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.

Oceanfront Sunset Beach House

Welcome to Highbank Cottage at Augustine Cove, PEI – Your Year-Round Coastal Escape! Introducing Highbank, an oceanfront beach house where luxury meets seaside charm! Perfectly perched on the warm waters of the Northumberland Strait, this classic nautical cottage is your ticket to an unforgettable vacation experience.