Holiday rentals 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 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, 282 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, 87 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 spacious waterfront home is featured alongside a well-maintained lawn. The property's exterior showcases a modern design with large windows and a front entrance. A shed is visible on the left, while the bay can be seen in the background on a clear, sunny day.
Home in Summerside
4.99 out of 5 average rating, 67 reviews

Bayside Retreat

Bring the whole family to this impressive home away from home! Located within a 10-minute drive to Summerside, this quiet, waterfront home offers your family a comfortable and well-designed space to enjoy your next vacation. Enjoy your morning coffee or afternoon cocktail from the deck overlooking the bay. Have loads of fun in this full-sized 3-bedroom home playing games, touring around PEI, going to the local beaches, enjoying the local restaurants, and all that PEI has to offer.

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.

Top guest favourite
A charming blue exterior of a detached home is showcased, featuring light-colored shingles and a bright Canadian flag. Vibrant orange flowers bloom in the front yard, adding color and life. An air conditioning unit is positioned alongside the house for comfort.
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
Cabin in Kensington
4.97 out of 5 average rating, 157 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
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.

Top guest favourite
Sunset casts a warm glow over a serene lake, viewed from a private deck. Two classic wooden chairs and a small table are positioned beside the dome, providing an inviting spot to enjoy the peaceful surroundings and the reflection of trees in the water.
Dome in Jolicure
4.95 out of 5 average rating, 220 reviews

Lake Front Private Dome

Welcome to Jolicure Cove! Located just 10 minutes from the Aulac Big Stop. Prepare yourself for a total nature immersion in our private lake front dome. You can expect complete peace and quiet except the sounds of the breeze, the loons and other forest animals. The dome is the only one on the property, which sits on over 40 acres! Enjoy yourself playing games on the lawn, sitting around a fire at the fire pit, or reading out on the dock.

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, 242 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, 79 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.

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.
Flat in Summerside
4.98 out of 5 average rating, 41 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?

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Avg. price$140 SGD$138 SGD$149 SGD$136 SGD$152 SGD$163 SGD$186 SGD$208 SGD$169 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!