A pier with colorful buildings, a snowy landscape, and a frozen body of water.

Summerside Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Summerside holiday rentals

An aerial view of a residential area with multiple detached houses, a swimming pool, and a large green field.

1. Hidden Acres Cottages

Hidden Acres Cottages
3.5 star property
Cavendish
9.0 out of 10, Wonderful, (348 reviews)
"Wonderful, clean cabin, easy access, friendly owners, would definitely stay there again!"
Canada
Janet A
The price is NZ$214
includes taxes & fees
28 Sept - 29 Sept
Hidden Acres Cottages
A modern kitchen with white cabinets, a stainless steel refrigerator, and a view of the sea through large windows.

2. Cottages on PEI

Cottages on PEI
2.5 star property
Chelton
9.6 out of 10, Exceptional, (146 reviews)
"Super spot to stay. Loved the walks on the beach and sun set"
Canada
Clarence
The price is NZ$244
includes taxes & fees
2 Oct - 3 Oct
Cottages on PEI
A dining area with a wooden table and chairs, a sliding glass door leading to a deck, and a view of the outdoors.

3. Montgomery Cavendish Cottages

Montgomery Cavendish Cottages
3.5 star property
Cavendish
9.8 out of 10, Exceptional, (60 reviews)
"Extremely clean and in close proximity to main attractions."
Canada
Lucy
The price is NZ$334
includes taxes & fees
28 Sept - 29 Sept
Montgomery Cavendish Cottages
A sauna with wooden benches and a stone wall in the center.

4. Cavendish Lodge & Cottages

Cavendish Lodge & Cottages
3.5 star property
Bayview
9.2 out of 10, Wonderful, (161 reviews)
"Great place to stay."
Canada
Shawn
The price is NZ$279
includes taxes & fees
28 Sept - 29 Sept
Cavendish Lodge & Cottages
A cozy living area with a wooden ceiling, a large wooden dining table with red chairs, a gray sofa, and a stone fireplace.

5. Avonlea Cottages

Avonlea Cottages
3.5 star property
Cavendish
8.4 out of 10, Very good, (261 reviews)
"Was great"
Canada
Sean
The price is NZ$224
includes taxes & fees
28 Sept - 29 Sept
Avonlea Cottages
A wooden barrel-shaped structure with a door and windows, a bench outside, and a stone pathway.

6. Cavendish Bosom Buddies Cottage Resort

Cavendish Bosom Buddies Cottage Resort
3.0 star property
Cavendish
9.4 out of 10, Exceptional, (211 reviews)
"Great stay!"
Canada
Shannon
The price is NZ$197
includes taxes & fees
28 Oct - 29 Oct
Cavendish Bosom Buddies Cottage Resort
A portable grill on a wooden deck with a clear sky in the background.

7. Wood Duck Cottage

Wood Duck Cottage
3.5 star property
Cavendish
9.4 out of 10, Exceptional, (11 reviews)
"My family really enjoyed this cottage! Its very roomy, and close to everything. The cottage was very clean, modern, and felt like we were right at home! * Our only negative would be that the wifi was extremely slow so it was hard to connect the TV streaming services and use our phones. We will definitely be back! Our favorite spot we've stayed in cavendish yet!"
Canada
Tasha
The price is NZ$136
includes taxes & fees
28 Sept - 29 Sept
Wood Duck Cottage
A spacious kitchen with a wooden staircase, a dining area with a wooden table and chairs, and a view of the outdoors through large windows.

8. Avonlea Forest Hill Cottages

Avonlea Forest Hill Cottages
3.0 star property
Cavendish
9.0 out of 10, Wonderful, (33 reviews)
"Great stay!"
Canada
Steven
The price is NZ$257
includes taxes & fees
29 Sept - 30 Sept
Avonlea Forest Hill Cottages
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Summerside Hotel Reviews

Days Inn & Suites by Wyndham Summerside

Days Inn & Suites by Wyndham Summerside

8/10 Good
"The room was clean and updated, the requested view was good. The location was very walkable to restaurants and other amenities, like the ocean, coffee and ice cream"
Shannon 4-night trip
Posted 15 hours ago
Days Inn & Suites by Wyndham Summerside

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$197 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?

SUMMERSIDE GEM: This highly rated holiday home rental in Summerside is located in the city centre, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals will I find in Summerside?

Choose from 11 Expedia holiday rentals in Summerside for a memorable holiday.

What can I see and do in Summerside?

Cultural attractions to visit include Prince Edward Island Sports Hall of Fame and Museum and International Fox Museum and Hall of Fame. While here, Summerside Harbor and Spinnaker's Landing 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.