Holiday houses 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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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, 167 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
The image captures a scenic view of the coastline with a lighthouse in the distance. The rocky shore and calm water are visible, framed by a mix of greenery and trees, under a partly cloudy sky.
Cottage in Point Prim
4.98 out of 5 average rating, 101 reviews

Beachfront Point Prim Cottage-Direct Beach Access

(License #2203212) Relax and rejuvenate in this private beachfront 2-bed, 1-bath modern cottage at the end of Point Prim peninsula. Sliding glass doors open to stunning water and wildlife views. Direct private beach access lets you walk the shore at low tide, dig for clams, or swim. A 10-minute walk to Point Prim Lighthouse & Chowder House. Enjoy sunroom, outdoor shower, fire pit, two city bikes, and fast Starlink Wi-Fi. Perfect for nature lovers and peaceful getaways.

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, 140 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 image captures a sunset over calm waters, with vibrant orange and yellow hues reflecting on the surface. Silhouetted trees frame the scene, adding depth to the tranquil landscape. A distant bridge can be seen against the horizon, enhancing the serenity of the setting.
Home in Wallace
5 out of 5 average rating, 128 reviews

Dewar’s on the Rocks. Stunning waterview getaway

Nestled right on the water, this modern luxury home maximizes the sensational view with a wall of glass from end to end. Enjoy front row seats to eagles, herons, seals, and more from the couch. Fox Harb’r, Northumberland Links and Wallace River golf courses are all nearby. With only a stroll to a great restaurant and a short drive to Jost Winery, Chase’s Lobster and several beautiful beaches, this is a perfect spot for your Maritime experience!

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
The exterior of the cottage showcases a modern two-story design with light-colored siding. A well-maintained gravel path leads to the entrance, framed by small shrubs and a grassy area. Large windows allow natural light to enhance the inviting facade.
Home in Prince Edward Island
4.98 out of 5 average rating, 46 reviews

Waterfront Cottage - Spring, Summer & Fall 2025!

The cure for anything is salt water: sweat, tears, or the sea! Whether a quiet getaway for couples or a home-base for a PEI family adventure, this cottage will meet your every need. Enjoy adventures on PEI or find peace and quiet at the cottage for remote work. This brand new build has been designed to be open and airy. Wake up to a fresh cup of coffee and spend the morning relaxing seaside or using our kayaks and paddle boards.

Top Guest favourite
A comfortable seating area features a dark sofa adorned with checked throw pillows. A red fireplace is positioned against a brick wall, with a faux tree beside it, decorated with lights and ornaments. Light curtains frame the windows, allowing for a soft glow.
Guesthouse in Main Street Sackville
4.94 out of 5 average rating, 144 reviews

The Alder's Carriage House

Welcome to the Alder's Carriage House. This unique unit is a renovated carriage house with exposed beams and high ceilings. A romantic getaway or peaceful place to unwind and relax. Complete with kitchen, working fireplace, laundry facilities and parking. This guest house is situated in a beautiful setting with pond and gorgeous landscaping. If you are a working or visiting in the Sackville area this is the place for you.

Top Guest favourite
A vibrant sunset casts warm orange and red hues over the tranquil waters. The sky is partially covered with clouds, reflecting color onto the rippling surface. A rocky shoreline is visible in the foreground, providing a natural border between land and water.
Cabin in Miscouche
5 out of 5 average rating, 11 reviews

Private little waterfront cabin.

Take a break and unwind at this peaceful and private waterfront cottage with amazing views on PEI’s south shore. We have 1 bedroom with double bed and 2 futons in living room. Huge front yard that leads to water. Two kayaks and life jackets provided for use at own risk and shared with cottage next door. Propane BBQ, full kitchen, bathroom with stand-up shower. We also own cottage next door if you have a larger group.

Top Guest favourite
A charming cottage with a red exterior is situated on a spacious lawn. The front porch is framed by colorful shrubs, and a gravel path leads to the entrance. Mature trees line the property, providing a serene country setting.
Cottage in Afton
4.99 out of 5 average rating, 149 reviews

Red Gable Cozy Country Cottage PEI, Canada

Perfectly centralized for all your PEI adventures. Spend your time in the cozy loft reading, practice your golf swing, relax on the porch or chat at the fire pit. This 2 bedroom sleeps 6, with 2 additional twin beds in the loft. Self-check-in available. Wifi, full kitchen, AC, heat, washer/dryer. Available all seasons. Close to several local attractions and golf courses. July/August there is a seven night minimum stay.

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, 239 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.

Guest favourite
Cottage in Oysterbed
4.81 out of 5 average rating, 275 reviews

The Averim | Close to Brackley beach

Tucked back from Rustico Road, our fully equipped cottage is the perfect PEI home base. Just minutes from Brackley Beach and the National Park, we provide all the extras for a seamless stay. Located in the popular Green Gables Shore area, you’re only 20 minutes from Cavendish and Charlottetown. Centrally situated, you can reach both East Point and West Point in under two hours.

Top Guest favourite
The exterior of the log cabin is framed by a neatly trimmed lawn and shrubbery. The structure features natural wood logs and a welcoming staircase leading to the entrance. A spacious deck extends from the cabin, providing outdoor space for relaxation.
Cabin in Breadalbane
5 out of 5 average rating, 14 reviews

Granville River Retreat

Enjoy a private stay in this authentic log cabin, tucked away in the heart of PEI. Thoughtfully designed with charm, the elegant riverside retreat offers comfort, privacy and stunning river views. Unwind by a bonfire, listen to birdsong from the deck, and enjoy easy access to PEI's best beaches. A truly unique escape that blends natural beauty with timeless style.

Popular amenities for Summerside holiday rentals

When is the best time to visit Summerside?

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Avg. price$156 AUD$154 AUD$166 AUD$152 AUD$169 AUD$182 AUD$208 AUD$232 AUD$189 AUD$171 AUD$166 AUD$166 AUD
Avg. temp-7°C-6°C-2°C4°C10°C15°C19°C18°C15°C9°C3°C-2°C

Frequently Asked Questions

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

    Experience the best of Summerside with our apartment rentals, starting at about $10 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.

  • Are there family-friendly house rentals in Summerside?

    Summerside has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • 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.

  • 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.

  • Do house rentals in Summerside have a kitchen?

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

  • Do apartment rentals in Summerside have wifi?

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

  • Do apartment rentals in Summerside have free parking?

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

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 $14 AUD 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 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

    90 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!