
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.

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.

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!

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.

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.

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

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.

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.

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.

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.

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.

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 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
Family-friendly home rentals with a hot tub

Kingswick Farm Stay

Jim’s retreat stone fireplace/seasonal hot tub!

Private hot tub/corner lot Cavendish condo resort

Red Island Getaway

Bois Joli Relax

Peaceful Country Cabin #1

Miracles on Polly - Memory Lane Cabin

Steel Away (Cottage)
Family- and pet-friendly home rentals

Country Get Away

Beachfront Yurt...Just you and the Beach!

Country Lane Cottage "OCEAN VIEW" (Lic:2101252)

Unique Off Grid Earth Home

Beautiful 2 Bedroom cottage on the Stanley River

Hot Tub | Pet Friendly - Stunning Riverside Escape

The Loft@Sunbury Cove

Red Gable Cozy Country Cottage PEI, Canada
Family-friendly home rentals with a pool

Sundance cottages Two-bedroom Cottage

Seaside family-friendly beauty!

19th Hole By The Sea near Cavendish

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

Two Bedroom Deluxe Cottage A

Cottage In Long River With Pool

Welcome to the “Willow”

Cozy Camp Cabin #C
When is the best time to visit Summerside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| 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 |
Destinations to explore
- Halifax Holiday rentals
- Bar Harbor Holiday rentals
- Moncton Holiday rentals
- Cape Breton Island Holiday rentals
- Charlottetown Holiday rentals
- Lunenburg County Holiday rentals
- Fredericton Holiday rentals
- Saint John Holiday rentals
- Dartmouth Holiday rentals
- Lunenburg Holiday rentals
- Rimouski Holiday rentals
- Bangor Holiday rentals
- Rentals with a washing machine and dryer Summerside
- Rentals with a fireplace Summerside
- Flat rentals Summerside
- Waterfront rentals Summerside
- Rentals with a patio Summerside
- Rentals with outdoor seating Summerside
- Cottage rentals Summerside
- Rentals with a firepit Summerside
- House rentals Summerside
- Rentals with beach access Summerside
- Pet-friendly rentals Summerside
- Family-friendly rentals Prince Edward Island
- Family-friendly rentals Canada
- Parlee Beach Provincial Park
- Thunder Cove Beach
- L'aboiteau Beach
- Cavendish Beach, Prince Edward Island National Park
- Parlee Beach
- Irving Eco-centre, la Dune de Bouctouche
- Sandspit Cavendish Beach
- Green Gables Heritage Place
- Murray Beach Provincial Park Campground
- Shining Waters Family Fun Park
- Mill River Resort
- Confederation Bridge
- Green Gables Golf Course
- Giant Lobster
- Jost Vineyards




