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Summerside Holiday Rentals

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Our top choices for Summerside holiday rentals

Condo in Summerside, PE

Downtown Summerside Jewel
9.4 out of 10, Exceptional, (24)
"The apartment was in great location close to many places downtown. Would definitely recommend"
Canada
Shawn
The price is NZ$214
includes taxes & fees
2 Jan - 3 Jan 2026
Downtown Summerside Jewel

Holiday Home in Summerside

SUMMERSIDE GEM
9.6 out of 10, Exceptional, (62)
"Plan on staying here again."
Canada
Daniel K.
The price is NZ$227
includes taxes & fees
6 Jan - 7 Jan 2026
SUMMERSIDE GEM
9.2 out of 10, Wonderful, (15)
"Great place to stay! Clean and roomy plus everything you need for dishes silverware and utensils, loved our stay, couldn’t be happier"
Canada
Roger G.
The price is NZ$254
includes taxes & fees
2 Jan - 3 Jan 2026
Cozy 2 BR Cottage close to Cavendish Inn The Woods Cottages PEI - Cottage 2
9.6 out of 10, Exceptional, (14)
"Peaceful, cozy cottage in a great location! Hosts were lovely!"
Canada
Andrea M.
The price is NZ$283
includes taxes & fees
10 Jan - 11 Jan 2026
Hidden Gem 3 BR Cottage w/ Forest View Inn The Woods Cottages PEI - Cottage 3
10.0 out of 10, Exceptional, (1)
"Everything was just perfect. Location for exploring near and not so far. Quiet lovely space. Very homey. Cooked lots, slept well. "
Canada
Brian M.
The price is NZ$526
includes taxes & fees
10 Jan - 11 Jan 2026
Bent Brook Beach House - Private, pet friendly, beach access, central location
8.4 out of 10, Very good, (5)
"As always we had the best time, there is so much todo. Our kids really loved the pool table this year. The new side patio was a lovely addition. This was our third summer and are already looking forward to our visit next year. "
United States
Stephanie W.
The price is NZ$610
includes taxes & fees
28 Dec - 29 Dec
The Cowie Cottage, Niseko Riverside by Zen Life 3Bedroom 2 Bath Modern Cottage
9.8 out of 10, Exceptional, (12)
"Great place to stay for our girls trip!! Close to everything! Nice to meet you & Thanks for your hospitality Les! Hope to see you again next year! "
Canada
Coralee M.
The price is NZ$240
includes taxes & fees
28 Dec - 29 Dec
Spacious 3 BR Cottage, Quiet and Peaceful Inn The Woods Cottages PEI - Cottage 1
10.0 out of 10, Exceptional, (5)
"Amazing house, property and viewClean, modern, stocked with everything we needed. "
Canada
Kaelene H.
The price is NZ$1,123
includes taxes & fees
2 Jan - 3 Jan 2026
Luxury Riverfront Home with Hot Tub, Paddleboard Access & Pet-Friendly Stay
9.0 out of 10, Wonderful, (2)
"It was a great stay, clean and confortable. All we needed for our week-end in PEI"
Canada
Micheline B.
The price is NZ$806
includes taxes & fees
9 Jan - 10 Jan 2026
Niseko Riverside by Zen Life : Greenie Cottage
The price is NZ$1,042
includes taxes & fees
9 Jan - 10 Jan 2026
Modern Chalet w/ Hot Tub minutes to Cavendish - Seawood Haven

Villa in Stanley Bridge

Cavendish Ocean Villa
6.0 out of 10, (2)
"Great area, could some updating but clean and has everything you need. "
Canada
Tony A.
The price is NZ$608
includes taxes & fees
31 Dec - 1 Jan 2026
Cavendish Ocean Villa

Holiday Home in Granville

Peaceful Stay
The price is NZ$667
includes taxes & fees
31 Dec - 1 Jan 2026
Peaceful Stay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Summerside Hotel Reviews

Find out more about Summerside

Everything you need to know about Summerside holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Summerside holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Summerside holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Summerside holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Summerside. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Summerside holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Summerside holiday rentals we have selected for you start as low as NZ$214 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Summerside rentals

At Expedia, we put the best Summerside holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Summerside rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Summerside holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Summerside. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Summerside?

Yes, there are holiday rentals in Summerside close to Prince Edward Island Sports Hall of Fame and Museum, or you can select a more secluded option if you're looking for a relaxing stay. Tourists appreciate the top-notch restaurants in Summerside. Make sure you have time to check out the museums and waterfront during your trip.

What are some of the best holiday rentals that Summerside has to offer?

Cozy Summerside Retreat | Hot Tub + Fireplaces: This highly rated holiday home rental in Summerside offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Summerside?

Choose from 10 Expedia holiday rentals in Summerside for a memorable holiday.

What can I see and do in Summerside?

Cultural attractions include Harbourfront Theatre, whereas Prince Edward Island Sports Hall of Fame and Museum is just one of the family-friendly sights. While here, Summerside Harbor and Credit Union Place are other places worth a visit.

What are holiday rentals like in Summerside?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Summerside. Holiday rentals offer amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for family trips or small group gatherings.