Holiday houses in Summerside

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Top-rated holiday rentals in Summerside

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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, 292 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 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.

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, 95 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 charming cabin nestled among trees is approached by a stone pathway. The surrounding greenery, featuring shrubs and tall trees, creates a serene environment. Soft sunlight filters through the leaves, illuminating the cabin's exterior, which is complemented by a tranquil natural setting.
Cabin in Belfast
4.99 out of 5 average rating, 176 reviews

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.

Guest favourite
A unique floating cabin with a thatched roof and a red umbrella is illuminated by soft lights. Wooden deck furniture is positioned along the edges, providing a comfortable space to enjoy the view of the tranquil water and surrounding marina.
Houseboat in Murray Harbour
4.94 out of 5 average rating, 148 reviews

"The Cabernet"Floating Panoramic Wine Barrel

This unique, one-of-a-kind experience offers the perfect mix of adventure, comfort, and serenity, all while gently floating on the tranquil waters of Murray Harbour, PEI, at Nellie's Landing Marina. Fully air-conditioned for your comfort, The Cabernet is equipped with modern amenities including TV, a mini-fridge, and a tiki bar. Full washrooms are just a short walk away in the common area. Also on site is a licensed Oyster Bar & canteen with breakfast, lunch & dinner served.

Top Guest favourite
A charming house with a light-colored exterior is framed by a modest yard. Steps lead to a wooden porch, while shrubs and a small tree add greenery. The roof is sloped and covered with shingles, and a light fixture is mounted beside the front door.
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!

Guest favourite
Apartment in Linkletter
4.97 out of 5 average rating, 37 reviews

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.

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
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, 102 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 two-story white home is set against a clear blue sky, framed by green grass and trees. A covered porch is visible on the left, with white chairs arranged in the yard. Large windows provide a view into the living space.
Home in Kensington
4.94 out of 5 average rating, 106 reviews

Graham’s Road Country Home

Our country home is nestled in the rolling hills of the peaceful Graham’s Road community, offering a relaxing and authentic PEI escape. Just minutes from Cavendish and some of the island’s most beautiful beaches, you’re also close to top seafood restaurants, fresh local markets, golf courses, and deep-sea fishing. End each day taking in stunning countryside views and some of the best sunsets on the island.

Guest favourite
A panoramic view from a spacious deck showcases lush green fields extending towards a sparkling bay. Comfortable seating arrangements are present, complemented by a decorative pillow. Sunlight enhances the serene atmosphere, while nearby trees and distant landscapes add depth to the scenery.
Guesthouse in Richmond
4.9 out of 5 average rating, 124 reviews

Scenic Fox Guest House with Hottub/Ocean View

Scenic Fox presents its beautiful industrial style, cozy guest-house for a romantic escape or a family-friendly holiday on a beautiful country farm. Enjoy the divine stary sky on clear nights. The house can sleep 4-6 if needed, with two pull-out couches in the main lounge and a luxury king bed in the upper master suite. We are also a ten-minute walk from a quiet red sand beach.

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, 43 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$201 NZD$188 NZD$188 NZD$184 NZD$205 NZD$220 NZD$251 NZD$281 NZD$229 NZD$207 NZD$201 NZD$201 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!