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Holiday rentals 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.
Guest house in Johnston Point
4.99 out of 5 average rating, 283 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, 89 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 outdoor view showcases a white geodesic dome alongside a wooden structure, both set amidst lush greenery. A winding pathway leads through well-maintained grass, with trees providing natural shade. A wooden sauna cabin is visible nearby, enhancing the tranquil atmosphere.
Dome in Shediac
4.98 out of 5 average rating, 637 reviews

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!

Top guest favourite
A charming cottage is illuminated by soft exterior lights under a moonlit sky. The structure, featuring a steeply pitched roof and large windows, is set in a spacious yard, surrounded by trees, creating a serene nighttime setting.
Cottage in Miscouche
5 out of 5 average rating, 44 reviews

Hampton On The Water

Welcome to ‘Hampton on The Water’. Your visit with us will be peaceful, comfortable, private and relaxing, with everything you need. We are situated along the river’s edge, in the lovely community of Southwest Lot 16. Centrally located in Prince County, about a 20 minute drive to the City of Summerside, and about an hour to the capital City of Charlottetown. Enjoy your morning coffee on your choice of three decks, only steps from your private shore. PEI Tourism Licence Number: 1100987

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 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, 14 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 single-story home with a light-colored exterior and a metal roof sits on a well-maintained lawn. The front features a small set of steps leading up to a deck with black chairs. Surrounding greenery adds to the peaceful setting.
Cottage in Summerside
4.99 out of 5 average rating, 79 reviews

Silver Waters Cottage

Nestled in a peaceful residential area just outside city limits, Silver Waters offers a stunning water view. Conveniently located, it's only minutes to Summerside, 20 minutes to the Confederation Bridge, 35 minutes to Cavendish, and 50 minutes to Charlottetown. Enjoy proximity to dining, shopping, beaches, and more. Whether you seek relaxation or adventure, this prime location grants easy access to all the island offers. PEI Tourist Establishment License #: 2101179.

Top guest favourite
A bright kitchen equipped with modern appliances, including a stove, microwave, and refrigerator. A granite countertop features a double sink, while wooden floors add warmth. A dining area is visible in the background, with light colors enhancing the space's openness.
Home in Summerside
5 out of 5 average rating, 21 reviews

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 provide.

Top guest favourite
The open living and dining area features a wooden dining table surrounded by black chairs, with a relaxed seating area including a light-colored sectional sofa and a hanging chair. Natural light fills the space through large windows, complemented by modern lighting fixtures.
Home in Summerside
5 out of 5 average rating, 39 reviews

Bright open concept duplex

Enjoy a stylish experience at this centrally located place. In the heart of Summerside, you can take a walk around the city and explore our beautiful waterfront and sweet shops- or just a 20 minute drive to one of our many beaches. This beautifully decorated duplex is the perfect spot for a couple. The master features a king size bed, fireplace, tv, walk-in closet & an ensuite bathroom with a soaker tub. 2nd bedroom is set up as an office.

Guest favourite
A charming two-story house displays a light blue exterior with contrasting dark shutters. The front is accompanied by a small set of steps leading up to the entrance, flanked by greenery and a large tree, with clear skies overhead.
Home in Summerside
5 out of 5 average rating, 10 reviews

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.

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.
Flat in Summerside
4.99 out of 5 average rating, 243 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
Two rocking chairs with teal upholstery are positioned near a large window, offering a view of the garden outside. A small table sits between the chairs, accompanied by a potted plant. Soft, patterned curtains frame the window, enhancing the inviting space.
Home in Summerside
4.99 out of 5 average rating, 80 reviews

Guest Suites at Willowgreen Farm

Take time to relax at this unique and tranquil getaway, located on a farm in the City. The whole house is yours to enjoy while resting from your day of adventuring across the Island, take a walk on the Confederation trail, around the gardens or enjoy a day in, reading in the window nook. Grammies home has always been a place of special times and spoiling…. Come home to the farm.

Popular amenities for Summerside holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Summerside

Guest favourite
A newly built craftsman cottage is presented, featuring a large front deck with several seating areas. The exterior showcases a light-colored facade with large windows and a peaked roof. A clear blue sky and grass surround the home, emphasizing its spacious setting.
Cottage in Kensington
5 out of 5 average rating, 61 reviews

Foxcliff Cottage

Top guest favourite
Cottage in Bedeque
5 out of 5 average rating, 27 reviews

Canary Cottage - Oceanfront spacious 2 bedroom

Top guest favourite
A spacious cottage is showcased with a light yellow exterior and a large front deck. Surrounded by lush greenery and landscaping, the property features a detached garage and a patio umbrella for outdoor shade, creating an inviting space for relaxation.
Home in Margate
5 out of 5 average rating, 26 reviews

Entire Cottage Near Cavendish

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

Top guest favourite
A modern building sits along the coastline, featuring multiple large windows that provide ample natural light. A deck extends from the structure, with seating arranged for outdoor enjoyment. The sandy shoreline is visible in the foreground, leading to the expansive water.
Guest suite in Wellington
4.97 out of 5 average rating, 31 reviews

The Loft@Sunbury Cove

Top guest favourite
The cottage features a charming facade with a sloped roof and multiple outdoor spaces. A spacious deck with railings is visible in the front, providing access to a welcoming entrance. Lush green grass surrounds the home, enhancing the relaxed outdoor setting.
Cabin in Borden-Carleton
5 out of 5 average rating, 22 reviews

The Beach House @ Seven Mile Bay

Guest favourite
Home in Kensington
5 out of 5 average rating, 7 reviews

Lil’ House on the Pier

Superhost
The sandy beach stretches toward the horizon, featuring gentle waves lapping at the shore. In the distance, the Confederation Bridge is visible, arching gracefully over the water, connecting the land beyond. The soft textures of the sand and water create a serene coastal landscape.
Home in Borden-Carleton
4.94 out of 5 average rating, 32 reviews

Red Sands Beach House Getaway

When is the best time to visit Summerside?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$149 SGD$139 SGD$139 SGD$137 SGD$152 SGD$163 SGD$186 SGD$208 SGD$170 SGD$153 SGD$149 SGD$149 SGD
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 $13 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    100 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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