House holiday rentals in Summerside

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 & 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.

Spot On Sheen

Enjoy a cozy stay at this centrally located detached home. Just one block from the boardwalk and equally close to the Credit Union Place where a thriving year round recreation and events schedule awaits your arrival. After a day of excursions come home to a deep soaker tub. Rest well on a comfortable Queen bed. Sofa is foam upgraded mattress. Double A sunset awaits you every evening at the boardwalk/beach just one block away. Unlimited High Speed Internet is included with your stay.

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

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.

Sea La Vie- Ocean View Vacation Home

Stunning home with beautiful view of the ocean located near top tourist destinations! Enjoy this 4 bedroom home plus den, that offers 3 queen beds, a double, a twin bed and a twin day bed with trundle. Having an upper and lower level deck with a view of the ocean is a truly remarkable feature. 10 minutes to Parlee Beach in Shediac. 5 minutes to L'aboiteau Beach in Cap-Pele. Delicious food truck within walking distance Gas/Grocery/Alcohol 2-minute drive.

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.

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.