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, 285 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, 90 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, 173 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.

Top Guest favourite
A comfortable living area features a large sectional sofa and an elegant armchair. A round coffee table sits in front, topped with a decorative item. Natural light filters through the layered window coverings, enhancing the warm tones of the wood flooring.
Cottage in Albany
4.97 out of 5 average rating, 93 reviews

Oceanview Loft - Steps from Chelton Beach

This ocean-view property is a two bedroom loft located on the second level floor in Gordon Cove, near Chelton Beach Provincial Park. This chic, rustic unit is located 50 steps from the water and has a pathway with stairs that provides access to a quiet section of the beach. Both bedrooms feature a queen bed. One bedroom houses the washing machine, dryer, and hot water heater. The kitchen is well-equipped and includes a dishwasher. Has its own private entrance and laneway.

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, 22 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 provided.

Guest favourite
A unique Earthship home is set against a backdrop of lush greenery, featuring a distinctive yellow exterior with large solar panels on the roof. Flowering plants surround the entrance, and a picnic table is positioned on the grassy area, providing a perfect spot to enjoy nature.
Earthen home in Hope River
4.83 out of 5 average rating, 177 reviews

Unique Off Grid Earth Home

Experience off-the-grid living! Nestled in the woods of Prince Edward Island is this private fully off-the-grid Earthship. This sustainable home features a south facing wall of windows, an earthen floor, green roof, and studio loft. Surrounded by wildlife this Earthship will keep you cool in the Summer and warm in the Fall. The space is serene, beautiful, and a perfect place for nature lovers to disconnect while still being centrally located and close to Cavendish.

Guest favourite
A cozy corner features a soft brown armchair with a decorative pillow, positioned near a window covered by dark curtains. A small wooden side table stands beside the chair, and a circular mirror is mounted on the wall, alongside green wall decor.
Apartment in Linkletter
4.97 out of 5 average rating, 35 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
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
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, 99 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, 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.

Popular amenities for Summerside holiday rentals

When is the best time to visit Summerside?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$197 NZD$183 NZD$183 NZD$180 NZD$200 NZD$215 NZD$245 NZD$274 NZD$223 NZD$202 NZD$197 NZD$197 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!