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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, 428 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.

Guest favourite
A cozy canvas bell tent is nestled among tall trees in a forested area. A wooden deck supports the tent, with chairs and a table positioned nearby. Soft gravel and natural vegetation surround the site, creating a tranquil atmosphere.
Tent in Hope River
4.94 out of 5 average rating, 140 reviews

Private bell tent in the Cavendish resort area.

Welcome to the Cozy Earth Off-grid Glamping Retreat! Enjoy the secluded and private setting of our cozy 4 season canvas bell tent, complete with queen size bed, heated outdoor shower and propane heater for those chilly evenings. Located minutes from renowned Cavendish Beach National Park. You can enjoy miles of white gold sand, scenic golf courses, deep-sea fishing, hiking trails and world famous lobster suppers. Enjoy what the Cavendish resort area has to offer from this central location!

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, 282 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, 88 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

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.

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 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.

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 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.

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.

Popular amenities for Summerside family-friendly rentals

When is the best time to visit Summerside?

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Avg. price$149 SGD$147 SGD$175 SGD$147 SGD$162 SGD$193 SGD$231 SGD$232 SGD$184 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 $77 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!