Holiday houses in Summerside

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Top-rated holiday rentals in Summerside

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Guest favourite
A cozy canvas bell tent is nestled among tall trees in a forested area. A wooden deck supports the tent, with chairs and a table positioned nearby. Soft gravel and natural vegetation surround the site, creating a tranquil atmosphere.
Tent in Hope River
4.94 out of 5 average rating, 140 reviews

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!

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, 28 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
Home in Kensington
4.98 out of 5 average rating, 93 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.

Guest favourite
A spacious living area features a comfortable sectional sofa adorned with soft pillows. A round wooden coffee table, styled with a decorative tray and plant, sits in front. The open-plan layout includes a modern kitchen visible in the background, showcasing sleek cabinetry and appliances.
Apartment in Summerside
4.94 out of 5 average rating, 17 reviews

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

Top Guest favourite
A comfortable living room is depicted with a sectional gray sofa arranged around a central round table. A floral print hangs on the wall above, accompanied by family photos in a frame. Light-colored armchairs and lamps provide additional seating and illumination.
Home in Summerside
4.98 out of 5 average rating, 91 reviews

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.

Guest favourite
A cozy cottage exterior is presented, featuring a light gray siding and a welcoming front door. The spacious front yard is lush with green grass and bordered by trees, while a wooden deck and a simple bench provide outdoor seating options.
Cabin in Sherbrooke
4.84 out of 5 average rating, 67 reviews

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.

Top Guest favourite
Home in Summerside
5 out of 5 average rating, 15 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
A sandy beach area is framed by tall grasses, under an overcast sky. The shoreline leads to calm waters, reflecting the clouds above. In the distance, a structure resembling the Confederation Bridge can be seen, providing a panoramic backdrop to the serene coastal scene.
Cottage in Albany
4.81 out of 5 average rating, 143 reviews

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.

Top Guest favourite
The exterior of the cottage showcases a modern two-story design with light-colored siding. A well-maintained gravel path leads to the entrance, framed by small shrubs and a grassy area. Large windows allow natural light to enhance the inviting facade.
Home in Prince Edward Island
4.98 out of 5 average rating, 46 reviews

Waterfront Cottage - Spring, Summer & Fall 2025!

The cure for anything is salt water: sweat, tears, or the sea! Whether a quiet getaway for couples or a home-base for a PEI family adventure, this cottage will meet your every need. Enjoy adventures on PEI or find peace and quiet at the cottage for remote work. This brand new build has been designed to be open and airy. Wake up to a fresh cup of coffee and spend the morning relaxing seaside or using our kayaks and paddle boards.

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
4.85 out of 5 average rating, 101 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 :)

Guest favourite
Home in Prince Edward Island
4.81 out of 5 average rating, 47 reviews

Hot Tub | Pet Friendly - Stunning Riverside Escape

This modern, newly built home sits directly on the shores of the Dunk River — the perfect setting for low-tide beach walks, breathtaking sunsets, and evenings soaking in the hot tub with a glass of wine. With soaring 13' ceilings, a chef-ready kitchen, and massive windows framing the water, this open-concept retreat is designed for relaxation, connection, and unforgettable memories.

Top Guest favourite
The exterior of a modern three-story apartment building is displayed, featuring a mix of dark gray and white siding. Multiple balconies are visible, along with a welcoming entrance framed by glass doors. A paved parking area is located in front, showcasing designated parking spaces.
Apartment in Summerside
4.98 out of 5 average rating, 42 reviews

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 holiday rentals

When is the best time to visit Summerside?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$199 NZD$186 NZD$186 NZD$182 NZD$203 NZD$218 NZD$249 NZD$278 NZD$227 NZD$204 NZD$199 NZD$199 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.

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!