Holiday houses in Summerside

The Blue Daisy: A Cliffside Oceanfront Cottage

Cute 2 bedroom cottage (plus a bunkie that sleeps 3) that over looks the ocean in the Chelton Beach area. The large windows allows for an exceptional view of the ocean. When the tide is low you can walk down the cliff to the ocean below and explore the red sand, hunt for crabs and collect sea glass. Our cottage is central - only a short drive to all the major attractions that PEI has to offer. We are licensed with PEI to operate as a registered rental property. Our license number is 2101337

Rest Ashored by Memory MakerCottages with Hot-tub!

Rest Ashored is a seaside cottage on a spacious 1 acre lot along Green Gables North Shore. Beautifully furnished three-bedroom private cottage with lovely water views, from the upper and lower decks which overlook the Baltic River. Included is a private hot tub building to optimize your rest and relaxation! A perfect place for a quiet retreat to create family memories. Ideally located close to beaches, restaurants, golf, kayaking, and more. HST included. Licensed with Tourism PEI # 2101164.

Hampton On The Water

Welcome to ‘Hampton on The Water’. Your visit with us will be peaceful, comfortable, private and relaxing, with everything you need. We are situated along the river’s edge, in the lovely community of Southwest Lot 16. Centrally located in Prince County, about a 20 minute drive to the City of Summerside, and about an hour to the capital City of Charlottetown. Enjoy your morning coffee on your choice of three decks, only steps from your private shore. PEI Tourism Licence Number: 1100987

15 Min to Cavendish,New 2 King, Private Pavilion

🌅 Peaceful Island Getaway – Stylish 2-Bedroom Retreat with Private Pavilion Escape to this peaceful, newly remodeled 2-bedroom apartment just 15 minutes from Cavendish Beach. With two king bedrooms, scenic views, and a private pavilion featuring Adirondack chairs, a fire pit, and BBQ, it’s the perfect retreat for couples, families, or friends. Enjoy modern comforts, a full kitchen, and serene surroundings close to beaches, attractions, trails, dining, and all the charm PEI offers.

Silver Waters Cottage

Nestled in a peaceful residential area just outside city limits, Silver Waters offers a stunning water view. Conveniently located, it's only minutes to Summerside, 20 minutes to the Confederation Bridge, 35 minutes to Cavendish, and 50 minutes to Charlottetown. Enjoy proximity to dining, shopping, beaches, and more. Whether you seek relaxation or adventure, this prime location grants easy access to all the island offers. PEI Tourist Establishment License #: 2101179.

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.

Lake Front Private Dome

Welcome to Jolicure Cove! Located just 10 minutes from the Aulac Big Stop. Prepare yourself for a total nature immersion in our private lake front dome. You can expect complete peace and quiet except the sounds of the breeze, the loons and other forest animals. The dome is the only one on the property, which sits on over 40 acres! Enjoy yourself playing games on the lawn, sitting around a fire at the fire pit, or reading out on the dock.

Graham’s Road Country Home

Our country home is nestled in the rolling hills of the peaceful Graham’s Road community, offering a relaxing and authentic PEI escape. Just minutes from Cavendish and some of the island’s most beautiful beaches, you’re also close to top seafood restaurants, fresh local markets, golf courses, and deep-sea fishing. End each day taking in stunning countryside views and some of the best sunsets on the island.

Summerside Boardwalk Retreat

This special place is close to everything, making it easy to plan your visit. This 2 bdrm plus den, 1.5 bath soon is located right in the boardwalk with east access to all that Summerside has to offer. Home has its own backyard and deck with BBQ and fire pit. Parking for 2 vehicles on site and more parking across the street. Amazing water and sunset views from almost every room in the house

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.

Travellers Rest Apartment

Perfect spot for single or couple for a week or weekend getaway or a business trip with high speed internet or wifi. Fully equipped unit attached but a separate apartment to the main house but totally private. New glass shower, air conditioning and a lovely deck and firepit for those warm evenings. Just the two of us live in the main house so you will have all the privacy you need.

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.