Vacation rentals in Summerside

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Top-rated vacation rentals in Summerside

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Guest favorite
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.
Guesthouse in Downtown Charlottetown
4.88 out of 5 average rating, 178 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

Guest favorite
Home in Prince Edward Island
4.89 out of 5 average rating, 35 reviews

Hot Tub | Pet Friendly - Stunning Riverside Escape

This modern, newly built home sits directly on the shores of the Dunk River — the perfect setting for low-tide beach walks, breathtaking sunsets, and evenings soaking in the hot tub with a glass of wine. With soaring 13' ceilings, a chef-ready kitchen, and massive windows framing the water, this open-concept retreat is designed for relaxation, connection, and unforgettable memories. ✔ Waterfront Deck with Incredible Sunsets ✔ Brand New Hot Tub ✔ Pet-Friendly (Dogs Welcome) ✔ Propane Fireplace

Top guest favorite
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, 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.

Top guest favorite
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
4.98 out of 5 average rating, 65 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 favorite
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, 15 reviews

Spot On Sheen

Enjoy a cozy stay at this centrally located detached home. Just one block from the 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 to a deep soaker tub. Rest well on a comfortable Queen bed. Sofa is foam mattress. Double A sunset awaits you every evening at the boardwalk/beach just one block away. Unlimited High Speed Internet is included with your stay.

Top guest favorite
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 favorite
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, 100 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 favorite
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 favorite
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.
Guesthouse in Richmond
4.91 out of 5 average rating, 122 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 favorite
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, 235 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 favorite
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, 74 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 favorite
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.
Apartment in Summerside
4.97 out of 5 average rating, 35 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 vacation rentals

When is the best time to visit Summerside?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$23,014 GYDG$22,596 GYDG$24,479 GYDG$22,387 GYDG$24,897 GYDG$26,780 GYDG$30,546 GYDG$34,103 GYDG$27,827 GYDG$25,107 GYDG$22,596 GYDG$22,596 GYD
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 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.

  • Do apartment rentals in Summerside have air conditioning?

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

  • 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.

  • 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.

  • 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 vacation rentals in Summerside

  • Total vacation rentals

    Explore 90 vacation rentals in Summerside

  • Nightly prices starting at

    Summerside vacation rentals start at G$2,092 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,360 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Summerside vacation 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!

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