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Family-friendly holiday rentals in Summerside

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Summerside

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
A bright hot tub building features large windows allowing natural light to fill the space. The hot tub is centrally located, accompanied by a small wooden stool and an indoor plant. Wooden beams add a rustic charm to the ceiling.
Cottage in Darnley
4.96 out of 5 average rating, 426 reviews

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.

Top guest favourite
A serene view from the balcony showcases the expansive ocean, framed by a vibrant green lawn dotted with yellow flowers. A comfortable chair is positioned on the balcony, inviting relaxation while enjoying the gentle coastal scenery.
Guest house in Johnston Point
4.99 out of 5 average rating, 281 reviews

The Snug

Welcome to The Snug! First enjoy the beautiful drive to the Northumberland Strait. Then relax in our guest house above the garage ... a private and cozy space with ocean views and access ... a wonderful place to disconnect, unwind and breathe in the fresh salt air ... & SWIM! We will welcome you and share our knowledge of the area - 15 mins to Murray Corner, 30 mins to Shediac, PEI and Nova Scotia .... Discover wineries, bistros, artisans, hiking/biking trails, unique shops, golf courses.

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, 86 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 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.

Guest favourite
A spacious living area features large, panoramic windows that overlook the ocean, allowing natural light to flood the room. Comfortable seating is paired with a dining space, while an inviting deck area with colorful Adirondack chairs is visible just outside.
Cottage in Kensington
4.92 out of 5 average rating, 133 reviews

Stunning Oceanfront PEI Cottage

Welcome to the ultimate Prince Edward Island summer vacation. Our cottage is spacious, airy and cozy with stunning ocean views. Watch the sunset by a crackling fire after a day of kayaking, relaxing on any of the Island's beautiful beaches or exploring one of the most picturesque provinces in Canada. Perfect for groups or families. This cottage is annually inspected and certified by PEI Tourism. The Tourism PEI establishment license number for this cottage is 2101077.

Top guest favourite
The image captures a sunset over calm waters, with vibrant orange and yellow hues reflecting on the surface. Silhouetted trees frame the scene, adding depth to the tranquil landscape. A distant bridge can be seen against the horizon, enhancing the serenity of the setting.
Home in Wallace
5 out of 5 average rating, 128 reviews

Dewar’s on the Rocks. Stunning waterview getaway

Nestled right on the water, this modern luxury home maximizes the sensational view with a wall of glass from end to end. Enjoy front row seats to eagles, herons, seals, and more from the couch. Fox Harb’r, Northumberland Links and Wallace River golf courses are all nearby. With only a stroll to a great restaurant and a short drive to Jost Winery, Chase’s Lobster and several beautiful beaches, this is a perfect spot for your Maritime experience!

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.

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
A charming blue house features a well-maintained lawn with neatly trimmed shrubs and flowers at the base. Large windows allow natural light to enter the living spaces. The front porch is accessible via a set of steps, enhancing the welcoming exterior.
Flat in Summerside
4.99 out of 5 average rating, 242 reviews

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 favourite
The exterior of a modern three-story apartment building is displayed, featuring a mix of dark gray and white siding. Multiple balconies are visible, along with a welcoming entrance framed by glass doors. A paved parking area is located in front, showcasing designated parking spaces.
Flat in Summerside
4.97 out of 5 average rating, 39 reviews

Sunset Suite

This bright and cozy, two bedroom apartment is located in a newly constructed building and has a style all on its own. With it's unique furnishings and decor, you will have both comfort and convenience during your stay. It is centrally located within minutes of all points of interest in the city, including Credit Union Place, the Dome, shopping centers, banks and restaurants.

Top guest favourite
The exterior of the ranch-style home showcases a well-maintained lawn with shrubbery and a basketball net on the side. A double driveway leads up to a garage, and large windows create a welcoming entryway.
Home in Summerside
5 out of 5 average rating, 69 reviews

An Island Retreat: Relax…Stay a While

Escape to PEI this summer and enjoy everything the island has to offer, including this cozy 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. I look forward to making this your home away from home.

Popular amenities for Summerside family-friendly rentals

When is the best time to visit Summerside?

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Avg. price$149 SGD$146 SGD$174 SGD$146 SGD$162 SGD$192 SGD$230 SGD$232 SGD$183 SGD$177 SGD$168 SGD$171 SGD
Avg. temp-7°C-6°C-2°C4°C10°C15°C19°C18°C15°C9°C3°C-2°C

Quick stats about holiday rentals that are family-friendly in Summerside

  • Total holiday rentals

    Explore 70 holiday rentals in Summerside

  • Nightly prices starting at

    Summerside holiday rentals start at $76 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,390 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    70 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!