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 $17 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.

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Guest favourite
Home in Summerside
4.86 out of 5 average rating, 21 reviews

Home in the Heart of Summerside

My young son and I are so fortunate to welcome visitors to our beautiful island and charming mid-century home. Our goal is to create the ideal accommodation for those looking to explore the island in a comfortable and clean family home. Some features include: - 3 bedrooms with comfortable beds and pillows; -central heat pump on the main floor; - full-use kitchen with all the basics: - 2 person Infrared sauna and Echelon spin bike; - BBQ; - incredible location,walking distance to down & uptown.

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, 31 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*

Top Guest favourite
The modern exterior of a two-story home is showcased with a combination of white and wood paneling. Large windows span the upper level, while two garage doors are visible on the ground floor. The home is set against a clear blue sky and expansive green fields.
Home in Kensington
4.98 out of 5 average rating, 102 reviews

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.

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.
Guesthouse in Johnston Point
4.99 out of 5 average rating, 302 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
The spacious green lawn surrounds a single-story cottage featuring a covered porch adorned with orange chairs. A second cottage is visible in the distance under a clear blue sky, highlighting the tranquil rural setting.
Cottage in Albany
5 out of 5 average rating, 37 reviews

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.

Top Guest favourite
Home in Summerside
5 out of 5 average rating, 17 reviews

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!

Top Guest favourite
Cabin in Kensington
4.97 out of 5 average rating, 183 reviews

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.

Top Guest favourite
Cabin in Central Bedeque
4.93 out of 5 average rating, 110 reviews

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.

Top Guest favourite
Guesthouse in Summerside
5 out of 5 average rating, 14 reviews

Stop Your Wine Inn

Private Oasis. Semi-attached 2-bed, 2-bath oceanfront retreat. Explore the shore or soaking up the sun. Sandy beach during low tide. Summerside 10-minute away, Cavendish within 30 minutes, Charlottetown 40-minute, Confederation Trail access is a short 10-minute drive. All necessities for a comfortable and carefree stay. Fresh linens, towels, kitchen, laundry, BBQ, shared outdoor space, no outdoor fires, no pets, quiet hrs 11 pm-6 am.

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, 106 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 :)

Top Guest favourite
A charming blue house features a well-maintained lawn with neatly trimmed shrubs and flowers at the base. Large windows allow natural light to enter the living spaces. The front porch is accessible via a set of steps, enhancing the welcoming exterior.
Apartment in Summerside
4.99 out of 5 average rating, 253 reviews

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.

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, 63 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 holiday rentals

When is the best time to visit Summerside?

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Avg. price$203 NZD$189 NZD$189 NZD$186 NZD$207 NZD$222 NZD$253 NZD$283 NZD$231 NZD$208 NZD$203 NZD$203 NZD
Avg. temp-7°C-6°C-2°C4°C10°C15°C19°C18°C15°C9°C3°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.