
Family-friendly holiday rentals in Summerside
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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.

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.

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.

The Little White House
This special place is close to everything, making it easy to plan your visit. Steps from Green's shore and waterfront boardwalk . An absolutely beautiful waterview. A very short walking distance from The Credit Union Place making The Little White House an amazing accommodation for concerts, events and hockey tournaments. Queen sized bed in master bedroom with smart TV. Queen bed in second bedroom and a cot available. Washer and dryer on site! Newly renovated and cozy!

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 provided.

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.

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.

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.

Sunset Suite
This bright and cozy, two bedroom apartment is located in a newly constructed building and has a style all on its own. With it's unique furnishings and decor, you will have both comfort and convenience during your stay. It is centrally located within minutes of all points of interest in the city, including Credit Union Place, the Dome, shopping centers, banks and restaurants.
Popular amenities for Summerside family-friendly rentals
Family-friendly home rentals with a hot tub

Peaceful Country Cabin #2

Private hot tub/corner lot Cavendish condo resort

Red Island Getaway

Steel Away. Heightened. Coastal. Comfort.

Bishop House. Sleeps 8. Downtown with Hot Tub!

Shoreline Retreat River front luxury geo-dome

Bois Joli Relax

Lake Front Private Dome
Family- and pet-friendly home rentals

Waterfront Cottage - Spring, Summer & Fall 2025!

Beachfront Yurt...Just you and the Beach!

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

Entire Cottage Near Cavendish

Unique Off Grid Earth Home

Yellow Door 44

The Loft@Sunbury Cove

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

Sundance cottages Two-bedroom Cottage

19th Hole By The Sea near Cavendish

Seaside family-friendly beauty!

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

Two Bedroom Deluxe Cottage A

Welcome to the “Willow”

Cozy Camp Cabin #C

Villa in Stanley Bridge
When is the best time to visit Summerside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $175 SGD | $154 SGD | $157 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 |
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!
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