
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.

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

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.

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.

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.

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.

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.

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.

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.

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

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.

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.

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
Family-friendly home rentals with a hot tub

Blue Lobster @Summerside Harbour

Hot Tub, Secluded Location, Golf View (HST Incl)

Jim’s retreat stone fireplace/seasonal hot tub!

Private hot tub/corner lot Cavendish condo resort

Red Island Getaway

Bois Joli Relax

Parlee Beach |DogFriendly| Hot Tub | BBQ | Firepit

Peaceful Country Cabin #1
Family- and pet-friendly home rentals

Beachfront Yurt...Just you and the Beach!

Beautiful 2 Bedroom cottage on the Stanley River

Hot Tub | Pet Friendly - Stunning Riverside Escape

Beachfront Point Prim Cottage-Direct Beach Access

Brackley Beach Tiny Home

The Retreat - Sherbrooke Cottages

Pauper in Paradise - Cabin in the Woods

Choose Your Door: Cozy Gazebo & Private Beach!
Family-friendly home rentals with a pool

Sundance cottages Two-bedroom Cottage

19th Hole By The Sea near Cavendish

Paws Crossing: a woods retreat

New Glasgow Pool House

Cottage In Long River With Pool

Welcome to the “Willow”

Cavendish retreat

COZY CAMP CABIN #32(pet friendly)
When is the best time to visit Summerside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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°C | 4°C | 10°C | 15°C | 19°C | 18°C | 15°C | 9°C | 3°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 2,400 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!
Destinations to explore
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- Cottage rentals Summerside
- Rentals with a patio Summerside
- Rentals with a fireplace Summerside
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- Flat rentals Summerside
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- Pet-friendly rentals Summerside
- House rentals Summerside
- Rentals with a firepit Summerside
- Waterfront rentals Summerside
- Rentals with beach access Summerside
- Family-friendly rentals Prince Edward Island
- Family-friendly rentals Canada
- Parlee Beach Provincial Park
- Thunder Cove Beach
- L'aboiteau Beach
- Parlee Beach
- Irving Eco-centre, la Dune de Bouctouche
- Cavendish Beach, Prince Edward Island National Park
- Sandspit Cavendish Beach
- Green Gables Heritage Place
- Murray Beach Provincial Park Campground
- Prince Edward Island National Park
- Mill River Resort
- Shining Waters Family Fun Park
- Green Gables Golf Course
- Confederation Bridge
- Giant Lobster
- Jost Vineyards




