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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 $78 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, 446 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 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
4.95 out of 5 average rating, 147 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 charming beach house with blue and white exterior features is presented, showcasing a front porch and multiple balconies. Lush greenery and colorful flower beds add vibrancy to the landscape. A pedestrian pathway leads to the entrance, and utility lines are visible in the background.
Home in Summerside
5 out of 5 average rating, 29 reviews

Blue Lobster @Summerside Harbour

#4009824 The city by the sea!Your family will be close to everything during a stay at this centrally located place. Blue Lobster is located in the heart of Summerside. Just steps to the Bayside Boardwalk that stretches the harbour, leading to many eateries and shops. This beach home has everything you need to relax and entertain. Enjoy the many spaces inside as well as the patio, fire pit, and outdoor living room. Ocean views from every window. So much to explore! **hot tub closed Nov1-Jun1*

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, 179 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 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, 296 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 ... 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
A modern living area features a comfortable sectional sofa in gray, complemented by two teal armchairs. A coffee table sits in front, with a shallow bowl on top. A wall-mounted television is positioned above a sleek electric fireplace. Natural light streams through large windows draped with curtains.
Flat in Albany
4.98 out of 5 average rating, 109 reviews

Upscale Getaway with the Comforts of City Living

This contemporary, water view, open concept flat with a king bed, air conditioning, and new appliances is located on a secluded wooded lot in Gordon Cove. Enjoy lounging on the sectional with sunset views, preparing dinner in the modern and spacious kitchen, or sitting underneath the large veranda. The cottage is tucked away in a quiet seasonal community, which will ensure that you get a quality night's sleep and feel rested to take in the beautiful sights around PEI.

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.

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
4.86 out of 5 average rating, 104 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 :)

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, 125 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.

Top guest favourite
The two-story cottage is situated along the shoreline, featuring a mix of grey and red siding. A spacious green lawn surrounds the property, leading to the rocky beach and calm ocean waters. A distant wharf and low tide expose parts of the ocean floor.
Cottage in Petit-Cap
4.98 out of 5 average rating, 115 reviews

Oceanfront 3BR Cottage Cozy Coastal Retreat

Set on the Northumberland Strait, this renovated 2-story cottage has 3 bedrooms, 2 bathrooms, and sleeps 7. Enjoy breathtaking ocean views, beach-hop along some of Canada’s warmest saltwater shores, or relax on the large backyard patio. Just 8 minutes to Cap-Pelé, 25 to Shediac, 35 to Moncton and Sackville, and 30 minutes from the Confederation Bridge.

Top guest favourite
A spacious living area is highlighted by a large sectional couch adorned with decorative pillows. A textured area rug is centered beneath a decorative ottoman. Natural light pours in through two windows, illuminating the modern decor and open kitchen visible in the background.
Home in Summerside
4.98 out of 5 average rating, 61 reviews

Welcome to 107 Gamble - your home away from home

Located in Summerside, you are just a short walk or drive from the downtown area which includes our beautiful waterfront, delicious restaurants, a local brewery and some cute shops. Amenities include: secluded hot tub, wifi, BBQ, fully equipped kitchen designated workspace, washer and dryer.

Popular amenities for Summerside family-friendly rentals

When is the best time to visit Summerside?

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Avg. price$178 SGD$157 SGD$160 SGD$149 SGD$165 SGD$196 SGD$235 SGD$236 SGD$187 SGD$180 SGD$171 SGD$174 SGD
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