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Family-friendly holiday rentals in Summerside

Find and book unique family-friendly homes on Airbnb

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!

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, 432 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, 287 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, 91 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.

Guest favourite
A spacious living area features a comfortable sectional sofa adorned with soft pillows. A round wooden coffee table, styled with a decorative tray and plant, sits in front. The open-plan layout includes a modern kitchen visible in the background, showcasing sleek cabinetry and appliances.
Flat in Summerside
4.94 out of 5 average rating, 17 reviews

Harbourview Loft B

This beautiful loft apartment is located in Downtown Summerside, minutes away from restaurants, dining, coffee shops and the water. This 2 bedroom loft is perfect for couples, business travellers, and families. Summerside is located 30 minutes to Cavendish, 20 minutes to the confederation bridge, and 50 minutes to Charlottetown. The main bedroom has a king bed with en suite half bathroom. The second bedroom has a Hush queen bed plus work station. You won’t be disappointed! Tourism #4000019

Top guest favourite
A charming cabin nestled among trees is approached by a stone pathway. The surrounding greenery, featuring shrubs and tall trees, creates a serene environment. Soft sunlight filters through the leaves, illuminating the cabin's exterior, which is complemented by a tranquil natural setting.
Cabin in Belfast
4.99 out of 5 average rating, 175 reviews

Miracles on Polly - Memory Lane Cabin

Inspired by Mother Goose, or the figures one holds dear. A place for her to rest after a long fairy tale journey. A place to remember and cherish her mementos and treasures she has collected along the way. A cabin and space that embraces both creativity and comfort. Filled with antiques and refurbished furniture, pianos, and organs. This is our third cabin we have installed on our four acre property. There is an exclusive 6 person hot tub off the veranda and the sauna is only steps away.

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.

Superhost
The cottage features a façade with large windows that provide ample natural light. A balcony is visible on the upper floor, enhancing outdoor access. A spacious deck surrounds the lower level, and a barbecue grill is placed nearby. Lush greenery frames the property.
Cabin in Lot 15
4.82 out of 5 average rating, 140 reviews

Oceanfront cottage

Nomad Shores is a cottage on well over an acre of ocean front land. Confederation Bridge can be seen under most weather conditions. The cottage is located west of Summerside and is central to all major attractions. There is a deck on three sides of the cottage and a balcony off the master bedroom to maximize your outdoor relaxing opportunities. New for 2018. A Sun Room has been built. A half bathroom has been added upstairs. Sorry. No pets allowed at this location.

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
A sandy beach area is framed by tall grasses, under an overcast sky. The shoreline leads to calm waters, reflecting the clouds above. In the distance, a structure resembling the Confederation Bridge can be seen, providing a panoramic backdrop to the serene coastal scene.
Cottage in Albany
4.81 out of 5 average rating, 143 reviews

Angela's Cottage by the Sea

Looking for a spot just a short stroll to a private rustic ungroomed beach but not on the water. So we don’t have a water view. The view at the beach is spectacular with panoramic view of the Confederation Bridge. We have a new red roof so we are easier to find. It is perfect for a family or a romantic getaway. Air conditioning and deep soaker tub in master suite. We also have lots of space, a large lot, fire pit and outdoor games for all ages.

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, 11 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
An aerial view captures the cottage located at the edge of red sandstone cliffs, overlooking calm waters. Lush greenery and scattered trees are visible around the property, with open fields extending toward the horizon. The serene landscape showcases a peaceful coastal environment.
Cottage in Bedeque
4.85 out of 5 average rating, 101 reviews

Peace of Paradise cottage

Peace of Paradise Cottage Rentals offers you a place to getaway to the beautiful community of Fernwood, PEI. The cottage sits at the cliffs edge and offers peaceful tranquility and breathtaking views! Close to beaches and amenities. 2 bedrooms & 1.5 baths. The cottage is a work in progress, we’re always trying to improve it as we go! We will be updating our aerial photos soon as we’ve gotten new neighbors :)

Popular amenities for Summerside family-friendly rentals

When is the best time to visit Summerside?

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Avg. price$175 SGD$155 SGD$157 SGD$147 SGD$162 SGD$193 SGD$231 SGD$233 SGD$184 SGD$178 SGD$169 SGD$171 SGD
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