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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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Guest favourite
A modern two-story home features a spacious balcony with glass railing and outdoor seating. Lush green grass surrounds the property, while trees provide natural landscaping. The structure showcases an angled roof, integrating natural materials for a seamless connection with the environment.
Guest house in Downtown Charlottetown
4.88 out of 5 average rating, 183 reviews

Wharfside - Waterfront + Downtown + Victoria Park

Unwind in this newly built main level suite overlooking the Charlottetown Harbour and the picturesque Victoria Park and just a short stroll to downtown shops & restaurants. Modern architecture at its finest, this loft has spared no expense. Floor to ceiling windows look out to sailboats and sunsets. Appointed with the luxury traveller in mind, this home is equipped with high end appliances, marble countertops, luxury linens and a king size bed for a truly restful sleep and stay. License #4000033

Top guest favourite
A cozy corner is highlighted through a circular view, featuring a stylish chair next to a window. Bright light filters in, illuminating the chair and a small table adorned with flowers and refreshments. The room offers a warm, inviting atmosphere.
Guest house in Albany
4.93 out of 5 average rating, 125 reviews

The Hideout: Signature Cottage

The Cottage is our stylish one-bedroom signature Hideout rental and the perfect home base for your Island adventures. Relax on your expansive private patio, take in the soothing pastoral views and retreat from the world. Flooded with light, we've outfitted The Hideout with a mix of new and vintage furniture, local Island art, and chic cottage goods. Curl up with a book, unroll a yoga mat, or whip up a meal in your fully stocked kitchen. Make the most of your vacation and book The Cottage today.

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.

Guest favourite
A cozy living area features two grey sofas with soft blue cushions, complemented by a light wooden coffee table displaying seashell decor. A white cabinet with glass doors holds kitchenware, while a modern kitchen area is visible in the background. Light blue walls and natural wood accents create a calming atmosphere.
Cottage in Albany
4.88 out of 5 average rating, 177 reviews

Leah's Beach Haven ~ Ocean View Cottage

NEW for 2024 Fire Table!! ~ AIR CONDITIONING!!Beautiful, newly renovated two bedroom cottage in Chelton, Prince Edward Island. The cottage has a gorgeous ocean view from the front deck. Long walks on a sandy beach and breathtaking sunsets will make this your new home away from home, with Wifi and Satellite tv. As kids, our parents used to take us to the beach here at Chelton during the summer. Now we have made it a summer residence for our family. Licensed and Inspected by Tourism PEI.

Guest favourite
A unique Earthship home is set against a backdrop of lush greenery, featuring a distinctive yellow exterior with large solar panels on the roof. Flowering plants surround the entrance, and a picnic table is positioned on the grassy area, providing a perfect spot to enjoy nature.
Earthen home in Hope River
4.83 out of 5 average rating, 177 reviews

Unique Off Grid Earth Home

Experience off-the-grid living! Nestled in the woods of Prince Edward Island is this private fully off-the-grid Earthship. This sustainable home features a south facing wall of windows, an earthen floor, green roof, and studio loft. Surrounded by wildlife this Earthship will keep you cool in the Summer and warm in the Fall. The space is serene, beautiful, and a perfect place for nature lovers to disconnect while still being centrally located and close to Cavendish.

Top guest favourite
A private hot tub is situated within a wooden gazebo, featuring a wooden ceiling that complements the rustic charm. Large windows allow for views of the surrounding landscape. A striped rug lies on the wooden floor, adding a cozy touch to the serene space.
Cabin in Kensington
4.97 out of 5 average rating, 130 reviews

The Blue Buoy by MemoryMakerCottages with Hot-tub!

If you are looking for an Island experience, you’ve found it! This cottage offers stunning views from every window, located in the charming seaside community of Malpeque. Unwind and relax in this calm, fun, stylish space. Newly renovated with luxury comforts such as a king bed, hot tub off the master bed room, large smart TV, jetted bath tub, and spectacular water views! Cottage is also located near world class beaches and is very private. Tourism #4012043.

Top guest favourite
A charming red cabin is surrounded by lush greenery and vibrant flower beds. The structure features a distinctive A-frame roof and multiple windows, inviting natural light. White hydrangeas and other colorful blooms enhance the picturesque garden, creating a serene outdoor setting.
Cabin in Central Bedeque
4.92 out of 5 average rating, 102 reviews

Eagles View Cabin

Eagles View Cabin is a wonderful getaway, nestled on a private country acreage along the Dunk River. Whether you are looking to fish, canoe, stroll through the woods, or curl up with a book next to the fireplace, this cabin is the perfect place to slow down and take a breather. This post and beam structure is hand built and full of charm. Its convenient central location on PEI allows quick access to the many beauties that the Island has to offer.

Top guest favourite
Sunset casts a warm glow over a serene lake, viewed from a private deck. Two classic wooden chairs and a small table are positioned beside the dome, providing an inviting spot to enjoy the peaceful surroundings and the reflection of trees in the water.
Dome in Jolicure
4.95 out of 5 average rating, 208 reviews

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.

Guest favourite
The cabin is situated on a gently sloping hill, featuring a timber board exterior and a pitched roof. Large windows provide ample natural light. A green lawn and dirt path lead up to the front door, surrounded by open fields and a few scattered trees.
Guest house in Kingston
4.87 out of 5 average rating, 105 reviews

Kingswick Farm Stay

Rustic meets modern in this timber framed cabin. Pine throughout and loads of natural light give a unique feel. A large loft bedroom and a spacious bathroom are highlights. A simple kitchenet with a hotplate make meal preparation easy. Located 20 minutes from downtown Charlottetown, 15 minutes from the south shore and 25 minutes from the North shore beaches. The cabin is located on a farm in picturesque central PEI. License #1201070

Top guest favourite
A serene beach landscape is depicted, featuring gentle waves lapping against the shore. The soft, rippled sand extends toward the horizon under a clear blue sky, illuminated by bright sunlight. A forested area is visible in the distance, creating a tranquil natural setting.
Farm stay in Borden-Carleton
4.98 out of 5 average rating, 128 reviews

Country Living in the Cove

Family friendly accommodations in a newly renovated 1000 sq foot Air conditioned farmhouse apartment. You have your own private entrance and your own private back deck. Waterview and walking trail from your back deck. 10 minutes to Gateway village in Borden-Carleton and 10 minutes to Victoria by the Sea where you will find many restaurants and local artisan shops. Self check in with a lock box.

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, 236 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
A panoramic view from a spacious deck showcases lush green fields extending towards a sparkling bay. Comfortable seating arrangements are present, complemented by a decorative pillow. Sunlight enhances the serene atmosphere, while nearby trees and distant landscapes add depth to the scenery.
Guest house in Richmond
4.9 out of 5 average rating, 124 reviews

Scenic Fox Guest House with Hottub/Ocean View

Scenic Fox presents its beautiful industrial style, cozy guest-house for a romantic escape or a family-friendly holiday on a beautiful country farm. Enjoy the divine stary sky on clear nights. The house can sleep 4-6 if needed, with two pull-out couches in the main lounge and a luxury king bed in the upper master suite. We are also a ten-minute walk from a quiet red sand beach.

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
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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 2,400 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

    60 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!