Holiday rentals in Summerside

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Top-rated holiday rentals in Summerside

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A modern two-story home features a spacious balcony with glass railing and outdoor seating. Lush green grass surrounds the property, while trees provide natural landscaping. The structure showcases an angled roof, integrating natural materials for a seamless connection with the environment.
Guest house in Downtown Charlottetown
4.88 out of 5 average rating, 183 reviews

Wharfside - Waterfront + Downtown + Victoria Park

Unwind in this newly built main level suite overlooking the Charlottetown Harbour and the picturesque Victoria Park and just a short stroll to downtown shops & restaurants. Modern architecture at its finest, this loft has spared no expense. Floor to ceiling windows look out to sailboats and sunsets. Appointed with the luxury traveller in mind, this home is equipped with high end appliances, marble countertops, luxury linens and a king size bed for a truly restful sleep and stay. License #4000033

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 private hot tub is situated within a wooden gazebo, featuring a wooden ceiling that complements the rustic charm. Large windows allow for views of the surrounding landscape. A striped rug lies on the wooden floor, adding a cozy touch to the serene space.
Cabin in Kensington
4.97 out of 5 average rating, 129 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.

Guest favourite
The exterior of a rustic cabin is presented, featuring a wraparound deck with red seating and a picnic table. Large windows allow natural light to fill the interior, while green grass surrounds the structure, accentuated by nearby trees and a peaceful sky.
Cabin in Miscouche
5 out of 5 average rating, 9 reviews

Rustic beachside cottage

This rental  is a 2 bedroom cottage plus bunkie located at the bottom of Malpeque Bay. Weekly rental only, check in Saturday. This is a rustic cottage on farmland and directly on the beach. Enjoy a quite rustic retreat on a private red sand beach, great for walking, wading, canoe, kayak. Mainly secluded and quiet with a few camper trailers nearby. Convenience store, coffee shop 10 min away in Miscouche. Town of Summerside with everything 20 min.

Top guest favourite
A charming red cabin is surrounded by lush greenery and vibrant flower beds. The structure features a distinctive A-frame roof and multiple windows, inviting natural light. White hydrangeas and other colorful blooms enhance the picturesque garden, creating a serene outdoor setting.
Cabin in Central Bedeque
4.92 out of 5 average rating, 102 reviews

Eagles View Cabin

Eagles View Cabin is a wonderful getaway, nestled on a private country acreage along the Dunk River. Whether you are looking to fish, canoe, stroll through the woods, or curl up with a book next to the fireplace, this cabin is the perfect place to slow down and take a breather. This post and beam structure is hand built and full of charm. Its convenient central location on PEI allows quick access to the many beauties that the Island has to offer.

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
A serene beach landscape is depicted, featuring gentle waves lapping against the shore. The soft, rippled sand extends toward the horizon under a clear blue sky, illuminated by bright sunlight. A forested area is visible in the distance, creating a tranquil natural setting.
Farm stay in Borden-Carleton
4.98 out of 5 average rating, 128 reviews

Country Living in the Cove

Family friendly accommodations in a newly renovated 1000 sq foot Air conditioned farmhouse apartment. You have your own private entrance and your own private back deck. Waterview and walking trail from your back deck. 10 minutes to Gateway village in Borden-Carleton and 10 minutes to Victoria by the Sea where you will find many restaurants and local artisan shops. Self check in with a lock box.

Superhost
A modern kitchen area is visible, featuring sleek cabinetry and stainless steel appliances. Four cushioned bar stools are positioned around a large island. Natural light fills the space, highlighting the open layout and the adjacent living area with views extending to the outdoors.
Home in Summerside
4.67 out of 5 average rating, 3 reviews

Summerside Boardwalk Retreat

This special place is close to everything, making it easy to plan your visit. This 2 bdrm plus den, 1.5 bath soon is located right in the boardwalk with east access to all that Summerside has to offer. Home has its own backyard and deck with BBQ and fire pit. Parking for 2 vehicles on site and more parking across the street. Amazing water and sunset views from almost every room in the house

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.
Guest house in Richmond
4.9 out of 5 average rating, 124 reviews

Art Box Studio's Loft By The Ocean w/Hottub

Art Box Studio 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.

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, 236 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, 75 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.

Top guest favourite
Guest suite in Downtown Charlottetown
4.95 out of 5 average rating, 255 reviews

two storey duplex close to downtown

Small two storey entire half duplex. Two private entrances. Private patio. Bedroom with queen bed and full bath upstairs. Living room eat in kitchen plus washer and dryer downstairs. Air conditioner in bedroom only. Fan downstairs. This is a nonsmoking property. This property is inspected by the province the liscence number is 1201042 and the city number is C0010

Popular amenities for Summerside holiday rentals

When is the best time to visit Summerside?

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Frequently Asked Questions

  • How much does it cost to stay in house rentals in Summerside?

    Experience the best of Summerside with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there house rentals with a dedicated workspace in Summerside?

    Yes! Work meets play with ease at over 20 house rentals in Summerside featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Summerside have wifi?

    Absolutely! We offer over 40 house rentals with wifi in Summerside. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Summerside have free parking?

    Absolutely! We offer over 40 house rentals with free parking in Summerside. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Summerside have air conditioning?

    Absolutely! We offer over 30 house rentals with air conditioning in Summerside. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly apartment rentals in Summerside?

    Summerside has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Summerside have a kitchen?

    Absolutely! We offer over 10 apartment rentals with a kitchen in Summerside. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly house rentals in Summerside?

    Four-legged friends are welcome in Summerside. Choose from more than 10 house rentals for guests traveling with pets.

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 £7 per night before taxes and fees

  • Verified guest reviews

    Over 3,470 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

    90 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!