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House holiday rentals in Summerside

Find and book unique houses on Airbnb

Top-rated house rentals in Summerside

Guests agree: these houses are highly rated for location, cleanliness and more.

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Top guest favourite
The modern exterior of a two-story home is showcased with a combination of white and wood paneling. Large windows span the upper level, while two garage doors are visible on the ground floor. The home is set against a clear blue sky and expansive green fields.
Home in Kensington
4.98 out of 5 average rating, 87 reviews

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.

Top guest favourite
A charming century home is showcased in soft evening light, featuring a peaked roof with intricate gables. Greenery and colorful flowers are visible in the well-maintained garden, with a welcoming yellow door at the entrance and decorative trim along the porch.
Home in Crapaud
4.97 out of 5 average rating, 211 reviews

Yellow Door 44

Lovingly restored century home in quaint friendly village. Designed to provide guests with all they need to have a fun and relaxing getaway! 3 large queen bedrooms and 1 cosy single. Updated kitchen with stainless steel appliances perfect for a night in. 4 minute drive to charming Victoria by the Sea (amazing restaurants, shops, chocolate factory). Half way between Charlottetown & Summerside, minutes to the Confederation Bridge. Famous North Shore beaches a quick drive away. Licence #2202853

Top guest favourite
A spacious waterfront home is featured alongside a well-maintained lawn. The property's exterior showcases a modern design with large windows and a front entrance. A shed is visible on the left, while the bay can be seen in the background on a clear, sunny day.
Home in Summerside
4.99 out of 5 average rating, 67 reviews

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.

Top guest favourite
A charming white house with a steeply pitched black roof is set against a bright blue sky. A welcoming front porch features two chairs and decorative planters. Expansive green grass surrounds the home, highlighting the picturesque countryside landscape.
Home in Bonshaw
4.95 out of 5 average rating, 110 reviews

Country Get Away

This lovely home is located in the beautiful hills of Riverdale / Bonshaw. If you are looking for peace and quiet in the rolling hills of the countryside, you will find it here. Yet, it is minutes away from one of the most popular beaches on the Southside of PEI and , only 15 minutes from Charlottetown, 25 minutes from Summerside, and 20 minutes from Cavendish. This accommodation is very well equipped with anything you might need on vacation. As well, it has air conditioning.

Top guest favourite
A wooden chalkboard with the phrase 'welcome home' is displayed on a light wooden coffee table. Nearby, a decorative canister is labeled 'starry night,' and a remote control rests on the table's surface. Soft furnishings and a television are visible in the background.
Home in North Rustico
4.99 out of 5 average rating, 141 reviews

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)

Top guest favourite
A comfortable living room is depicted with a sectional gray sofa arranged around a central round table. A floral print hangs on the wall above, accompanied by family photos in a frame. Light-colored armchairs and lamps provide additional seating and illumination.
Home in Summerside
4.98 out of 5 average rating, 91 reviews

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.

Top guest favourite
A charming blue exterior of a detached home is showcased, featuring light-colored shingles and a bright Canadian flag. Vibrant orange flowers bloom in the front yard, adding color and life. An air conditioning unit is positioned alongside the house for comfort.
Home in Summerside
5 out of 5 average rating, 21 reviews

Spot on Sheen

Enjoy a cozy stay at this centrally located detached home. Just one block from the ocean and boardwalk. 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 and rest well on a comfortable Queen bed. Sofa is foam upgraded double mattress. A sunset awaits you every evening at the boardwalk/beach just one block away. Unlimited High Speed Internet is provide.

Top guest favourite
The open living and dining area features a wooden dining table surrounded by black chairs, with a relaxed seating area including a light-colored sectional sofa and a hanging chair. Natural light fills the space through large windows, complemented by modern lighting fixtures.
Home in Summerside
5 out of 5 average rating, 39 reviews

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 favourite
A charming two-story house displays a light blue exterior with contrasting dark shutters. The front is accompanied by a small set of steps leading up to the entrance, flanked by greenery and a large tree, with clear skies overhead.
Home in Summerside
5 out of 5 average rating, 10 reviews

Sunny Home in Central Summerside

Welcome to our comfy, bright house in Central Summerside! This 3 bedroom 1 bathroom house sleeps 6 and is ideal for families. It has been beautifully restored and modernized: from the gleaming hardwood floors to the sunroom, the whole home is filled with natural light. Located just a few blocks from the 7km boardwalk, shops and waterfront, this is a convenient base to explore Prince County. No pets, no smoking of any kind on property.

Top guest favourite
A two-story white home is set against a clear blue sky, framed by green grass and trees. A covered porch is visible on the left, with white chairs arranged in the yard. Large windows provide a view into the living space.
Home in Kensington
4.94 out of 5 average rating, 106 reviews

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.

Top guest favourite
Two rocking chairs with teal upholstery are positioned near a large window, offering a view of the garden outside. A small table sits between the chairs, accompanied by a potted plant. Soft, patterned curtains frame the window, enhancing the inviting space.
Home in Summerside
4.99 out of 5 average rating, 79 reviews

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.

Guest favourite
The rotating house is presented from a low angle, highlighting its unique circular design. Large glass doors provide views of the surrounding landscape, while a spiral staircase leads to the upper level. White lounge chairs are positioned on the deck, bordered by colorful flowers.
Home in North Rustico
4.96 out of 5 average rating, 106 reviews

Canada's Rotating House (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.

Popular amenities for house rentals in Summerside

When is the best time to visit Summerside?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$148 SGD$147 SGD$175 SGD$169 SGD$174 SGD$207 SGD$209 SGD$229 SGD$201 SGD$181 SGD$170 SGD$174 SGD
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Quick stats about house rentals in Summerside

  • Total holiday rentals

    Explore 50 holiday rentals in Summerside

  • Nightly prices starting at

    Summerside holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,470 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Summerside holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Summerside rentals

  • 4.9 Average rating

    Summerside stays are highly rated by guests – averaging 4.9 out of 5!