
Holiday houses in Summerside
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Quick stats about holiday rentals in Summerside

Total holiday rentals
Explore 100 holiday rentals in Summerside

Nightly prices starting at
Summerside holiday rentals start at $18 NZD per night before taxes and fees

Verified guest reviews
Over 3,480 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
100 of Summerside holiday rentals include Wi-Fi 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 holiday rentals in Summerside
Guests agree: these stays are highly rated for location, cleanliness and more.

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*

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.

East Coast Hideaway - Glamping Dome
At East Coast Hideaway, we want you to enjoy nature and the outdoors. The perfect escape from the city but still not far from restaurants and attractions. Come enjoy our private stargazer dome surrounded by beautiful maple trees, located on our 30 acres property. We are open all year round. The getaway is made for 2 adults. You will have your own fully equipped kitchenette, 3 pcs bathroom, wood fired hot tub, private screened in gazebo, sauna, fire pit and more! ATV & Snowmobile friendly!

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

Dragonfly Landing, Full Home in Kensington
Welcome to "Dragonfly Landing" Tourism PEI License Number: 2101393 This unique property is nestled on a private, treed lot with your own pond. It is centrally located between Kensington & Summerside and has all the amenities you will need for an unforgettable Island Vacation. Constructed in 2021, this 3 bedroom, 2 bath "mini home" is just minutes from some of the nicest beaches on the east coast, many of PEI's best golf courses, dining, the Confederation Trail & beautiful scenery.

Gibson Lane Getaway - Waterfront Cottage
Waterfront 2 bed, 2 bath located in Chelton. Less than 5 mins to Chelton Beach Provincial Park, 10 mins to Borden, 20 mins to Summerside and 35 mins to Charlottetown. Beautiful views of Confederation Bridge. Main bedroom has a king bed and ensuite and second bedroom has a queen bed. Cottage built in 2019. The cottage comes with A/C, wifi, Prime, Disney, bbq, linens, fully equipped kitchen, and washer/dryer. No water access at the property. Public beach is 3 min walk.

Locke Shore Road Haven
Cottage living just 5 mins to uptown shopping and convenience. Spacious homey cottage on a private large lot with large deck for entertaining or enjoying. Large propane firepit on deck. Warmest water this side of the Carolinsa. 2 Bedrooms - one queen and one double. 2 Couches and a sunken sunroom , large kitchen-dinning area and laundry room. Cottage is all inclusive including Internet, 52’ Flat screen with firestick, BBQ and all amenities. One Bedroom has ceiling fan.

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.

Private 2BR Haven at Chippers with Garage
Experience comfort and charm at 30 Chippers Street. This 2-bedroom, 2-bathroom unit is conveniently located near amenities in Summerside, PEI. Nestled near the waterfront in a new development, it offers modern amenities and cozy interiors, perfect for families or friends. Enjoy a short drive or bike ride to local cafes and beaches, or relax on the private patio. Ideal for those seeking relaxation and convenience in beautiful Prince Edward Island.

Private little waterfront cabin.
Take a break and unwind at this peaceful and private waterfront cottage with amazing views on PEI’s south shore. We have 1 bedroom with double bed and 2 futons in living room. Huge front yard that leads to water. Two kayaks and life jackets provided for use at own risk and shared with cottage next door. Propane BBQ, full kitchen, bathroom with stand-up shower. We also own cottage next door if you have a larger group.

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 :)

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 holiday rentals
Other great holiday rentals in Summerside

The Story House - Summerside Restored 3 Bed/2 Bath

South Shore Sunset Cottage

Entire Flat-Your Home Away From Home Trailside

The Little White House

Home in the Heart of Summerside

Spot on Sheen

The Lazy Rabbit Cottage

Darnley Farmhouse
When is the best time to visit Summerside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $206 NZD | $192 NZD | $192 NZD | $189 NZD | $210 NZD | $226 NZD | $257 NZD | $287 NZD | $234 NZD | $211 NZD | $206 NZD | $206 NZD |
| 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 |
Frequently Asked Questions
What are the best places to stay in Summerside?
Many visitors choose to stay around Summerside’s waterfront or in neighborhoods near downtown for access to restaurants, galleries, and trails. The city has vacation rentals and locally run guesthouses that immerse you in coastal community life.
What are the best things to do in Summerside with kids?
Families in Summerside can explore hands-on exhibits at the Summerside Interpretive Centre, enjoy playgrounds around the waterfront, and attend seasonal performances at the College of Piping & Celtic Performing Arts. During warmer months, the boardwalk is often suggested for relaxed family strolls and activities.
What are some of the best things to do in Summerside?
Discover local arts at Eptek Art & Culture Centre, wander markets at Spinnaker’s Landing, or catch a show at Harbourfront Theatre. Summerside’s green spaces and waterfront trails also invite outdoor exploring.
How is the weather in Summerside?
Summerside has chilly winters near 11–35°F (-12–2°C) and milder summers around 56–76°F (13–24°C), with the most rain often falling in late fall and early winter. Pack layers and be prepared for wind, especially along the coast.
When is the best time to visit Summerside?
Late spring through early fall is often recommended for mild temperatures, active markets, and outdoor festivals. Winters are colder and snowier, drawing those interested in quieter visits or seasonal events.
What are the best places to visit in Summerside?
Explore Spinnaker’s Landing for locally made crafts, visit the historic Harbourfront Theatre, and stroll through Wyatt Historic House Museum to learn about the area’s heritage. Summerside’s waterfront boardwalk is often recommended for scenic walks.
What are some hiking trails in Summerside?
Summerside has easy-to-access boardwalks and trails along the waterfront for walking and biking. The Confederation Trail, which runs through the city, is known for flat paths, greenery, and a relaxed pace.
What are some family activities we can do in Summerside?
Families can enjoy the boardwalk, interactive exhibits at Eptek Art & Culture Centre, and parks around the city for outdoor play. Seasonal festivals and performances often provide kid-friendly entertainment in the warmer months.
What are some of the best day trip ideas from Summerside?
Explore scenic beaches around Prince Edward Island, discover historic lighthouses, or visit local artisan shops in nearby coastal towns. Nature parks and cycling trails provide ways to experience the island’s rural landscapes.
Are there any pet friendly accommodations available in Summerside?
Many vacation rentals and guesthouses in Summerside welcome pets, especially near parks or waterfront areas. Outdoor spaces and walking trails make it convenient to travel with companion animals.
What are some local tips for visiting Summerside?
Connect with locals at farmers’ markets for fresh seafood and handmade crafts, and check schedules for spontaneous performances at Harbourfront Theatre. Early mornings are quieter on the boardwalk, making them a great time for walks or birdwatching.
What is Summerside known for?
Summerside is often recognized for its maritime heritage, cultural festivals, and lively waterfront area. The city has deep connections to Celtic and Acadian traditions, with art, music, and food reflecting this mix.
What are the best hidden gems to explore in Summerside?
Seek out local art installations scattered around the city, or visit the Lefurgey Cultural Centre for community art displays. Quiet parks and lesser-known waterfront trails provide peaceful places to unwind.
What are the best foods to try in Summerside?
Summerside is known for seafood like blue mussels, Malpeque oysters, and lobster rolls, as well as locally made ice cream and potato-based dishes. Try traditional Acadian-inspired recipes at restaurants serving regional specialties.
What should I bring for a trip to Summerside?
Bring layers for changing coastal weather, especially a light jacket and comfortable walking shoes. You may want a sunhat in summer and a rainproof layer or warmer clothes for winter visits.
What is the nightlife in Summerside like?
Summerside has a relaxed nightlife scene with lively pubs, local music venues, and bars around the downtown area. You can explore places that host acoustic sets, dance nights, and performances by regional artists, especially in summer.
What are the most popular events or festivals in Summerside?
The Summerside Lobster Carnival is a longstanding summer tradition featuring food, music, and community events. Celtic music celebrations and cultural festivals are frequently suggested, especially in the warmer months.
Are there family friendly vacation rentals in Summerside?
Summerside has a range of vacation rentals that welcome families, especially in residential neighborhoods and the waterside area. Many feature kitchens, common spaces, and nearby parks or boardwalks for group-friendly outings.
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