Holiday rentals in Summerside

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Top-rated holiday rentals in Summerside

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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, 184 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 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, 281 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.

Guest favourite
A well-maintained home with a green metal roof is framed by tall trees and a manicured lawn. A screened gazebo is situated nearby, offering a casual seating area. Large windows with blue shutters enhance the exterior, allowing natural light to fill the interior spaces.
Home in Trois-Ruisseaux
4.87 out of 5 average rating, 231 reviews

Stylish, modern home next to beach - Cap Pelé area

Betty's by the Beach is a 3-minute walk from the beautiful Atlantic ocean. The beach is clean and you can swim (if you're staying in the summer!). This 4-season getaway home is located in a quiet, well-maintained area. Why Betty's on the Beach? This home is named after my grandma, who was known for hosting people. She always had something warm and generous to say. I think you'll find that warm vibe here. Plus all of the amenities you need: fully equipped kitchen, fibre op internet, cable

Guest favourite
A cozy living area features two grey sofas with soft blue cushions, complemented by a light wooden coffee table displaying seashell decor. A white cabinet with glass doors holds kitchenware, while a modern kitchen area is visible in the background. Light blue walls and natural wood accents create a calming atmosphere.
Cottage in Albany
4.88 out of 5 average rating, 177 reviews

Leah's Beach Haven ~ Ocean View Cottage

NEW for 2024 Fire Table!! ~ AIR CONDITIONING!!Beautiful, newly renovated two bedroom cottage in Chelton, Prince Edward Island. The cottage has a gorgeous ocean view from the front deck. Long walks on a sandy beach and breathtaking sunsets will make this your new home away from home, with Wifi and Satellite tv. As kids, our parents used to take us to the beach here at Chelton during the summer. Now we have made it a summer residence for our family. Licensed and Inspected by Tourism PEI.

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, 19 reviews

Spot On Sheen

Enjoy a cozy stay at this centrally located detached home. Just one block from the ocean and boardwalk and 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
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, 134 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 - closed for season

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, 103 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.

Guest favourite
The cabin is situated on a gently sloping hill, featuring a timber board exterior and a pitched roof. Large windows provide ample natural light. A green lawn and dirt path lead up to the front door, surrounded by open fields and a few scattered trees.
Guest house in Kingston
4.87 out of 5 average rating, 105 reviews

Kingswick Farm Stay

Rustic meets modern in this timber framed cabin. Pine throughout and loads of natural light give a unique feel. A large loft bedroom and a spacious bathroom are highlights. A simple kitchenet with a hotplate make meal preparation easy. Located 20 minutes from downtown Charlottetown, 15 minutes from the south shore and 25 minutes from the North shore beaches. The cabin is located on a farm in picturesque central PEI. License #1201070

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, 238 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?

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Avg. price$139 SGD$137 SGD$148 SGD$136 SGD$151 SGD$162 SGD$185 SGD$207 SGD$169 SGD$152 SGD$148 SGD$148 SGD
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 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 $13 SGD 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!