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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Summerside holiday rentals

1. Downtown Summerside Jewel

Downtown Summerside Jewel
Summerside, PE
9.4 out of 10, Exceptional, (32 reviews)
"Very clean. Well located. Super host."
Canada
Bruce
The price is AU$226
includes taxes & fees
13 Sept - 14 Sept
Downtown Summerside Jewel

2. SUMMERSIDE GEM

SUMMERSIDE GEM
Summerside
9.6 out of 10, Exceptional, (85 reviews)
"Very convenient location for baseball fields, ice cream and pizza to name a few of things we enjoyed during our stay. All was as expected. Great stay."
Canada
Barbara and Randy
The price is AU$249
includes taxes & fees
14 Sept - 15 Sept
SUMMERSIDE GEM

3. Cavendish Bosom Buddies Cottage Resort

Cavendish Bosom Buddies Cottage Resort
3.0 star property
Cavendish
9.4 out of 10, Exceptional, (193 reviews)
"Great stay"
Canada
shishir
The price is AU$191
includes taxes & fees
1 Oct - 2 Oct
Cavendish Bosom Buddies Cottage Resort

4. Hidden Acres Cottages

Hidden Acres Cottages
3.5 star property
Cavendish
9.0 out of 10, Wonderful, (334 reviews)
"Quiet, nice pool, close to every thing ."
Canada
Michelle
The price is AU$149
includes taxes & fees
7 Sept - 8 Sept
Hidden Acres Cottages

5. Oceanfront w/ Sauna, Beach Access & Ocean Views

Oceanfront w/ Sauna, Beach Access & Ocean Views
Summerside
10.0 out of 10, Exceptional, (5 reviews)
"Good ocean view, very cozy spot quiet very clean couldn’t ask for better very recommended!"
Canada
Yanick M.
Oceanfront w/ Sauna, Beach Access & Ocean Views

6. Avonlea Cottages

Avonlea Cottages
3.5 star property
Cavendish
8.4 out of 10, Very good, (248 reviews)
"The amenities and location was perfect."
Canada
Sienna
The price is AU$180
includes taxes & fees
21 Sept - 22 Sept
Avonlea Cottages

7. Cavendish Lodge & Cottages

Cavendish Lodge & Cottages
3.5 star property
Bayview
9.2 out of 10, Wonderful, (154 reviews)
"Great place to stay."
Canada
Shawn
The price is AU$198
includes taxes & fees
21 Sept - 22 Sept
Cavendish Lodge & Cottages

8. Green Gables Bungalow Court

Green Gables Bungalow Court
3.0 star property
Cavendish
8.0 out of 10, Very good, (566 reviews)
"Great staff, but really expensive for an old run-down cabin."
Canada
Steve
The price is AU$146
includes taxes & fees
15 Sept - 16 Sept
Green Gables Bungalow Court

9. Oceanfront Cottage w/ Upper Balcony View

Oceanfront Cottage w/ Upper Balcony View
Summerside
10.0 out of 10, Exceptional, (1 review)
"Great place!"
United States
Joseph S.
The price is AU$347
includes taxes & fees
26 Sept - 27 Sept
Oceanfront Cottage w/ Upper Balcony View

10. Montgomery Cavendish Cottages

Montgomery Cavendish Cottages
3.5 star property
Cavendish
9.8 out of 10, Exceptional, (58 reviews)
"Extremely clean and in close proximity to main attractions."
Canada
Lucy
The price is AU$308
includes taxes & fees
4 Sept - 5 Sept
Montgomery Cavendish Cottages

11. Rest Ashored in Anne's land!- Hot tub, Kayaks Centrally located, stunning views.

Rest Ashored in Anne's land!- Hot tub, Kayaks Centrally located, stunning views.
Kensington
9.8 out of 10, Exceptional, (31 reviews)
"The hot tub was perfect. Traveling in early spring we knew the weather could be cold or rainy. Having the hot tub to come back to was a relaxing and enjoyable end to our days."
Canada
Annette A.
The price is AU$328
includes taxes & fees
7 Sept - 8 Sept
Rest Ashored in Anne's land!- Hot tub, Kayaks Centrally located, stunning views.

12. Avonlea Forest Hill Cottages

Avonlea Forest Hill Cottages
3.0 star property
Cavendish
9.0 out of 10, Wonderful, (32 reviews)
"Great stay!"
Canada
Steven
The price is AU$193
includes taxes & fees
14 Sept - 15 Sept
Avonlea Forest Hill Cottages

13. Spacious 2 BR Cottage Near Cavendish Inn The Woods Cottages PEI - Cottage 4

Spacious 2 BR Cottage Near Cavendish Inn The Woods Cottages PEI - Cottage 4
Kensington
9.8 out of 10, Exceptional, (26 reviews)
"We enjoyed our stay at your cottage, if I know anyone vacationing in PEI I'm definitely telling them about your cottages. If I'm ever back in PEI I'll stay with you again "
United States
Stacey J.
The price is AU$262
includes taxes & fees
21 Sept - 22 Sept
Spacious 2 BR Cottage Near Cavendish Inn The Woods Cottages PEI - Cottage 4

14. Bridge View near Confederation Bridge and Beaches

Bridge View near Confederation Bridge and Beaches
Borden-Carleton
9.6 out of 10, Exceptional, (5 reviews)
"Clean and convenient. The host was so kind."
United States
Sarah E.
The price is AU$273
includes taxes & fees
8 Sept - 9 Sept
Bridge View near Confederation Bridge and Beaches

15. Cozy 2 BR Cottage close to Cavendish Inn The Woods Cottages PEI - Cottage 2

Cozy 2 BR Cottage close to Cavendish Inn The Woods Cottages PEI - Cottage 2
Kensington
9.2 out of 10, Wonderful, (24 reviews)
"Clean, with everything needed for home cooking, I would have preferred brighter lighting. Host was available on site most days. Quiet place with easy access to Cavendish, Kensington and Summerside."
United States
Ron V.
The price is AU$255
includes taxes & fees
8 Sept - 9 Sept
Cozy 2 BR Cottage close to Cavendish Inn The Woods Cottages PEI - Cottage 2

16. Cottage #7 with coastal decor - 1 bedroom - pet friendly!

Cottage #7 with coastal decor - 1 bedroom - pet friendly!
French River
9.6 out of 10, Exceptional, (14 reviews)
"Great place, very quiet, would stay again! "
Canada
Hadrien B.
The price is AU$276
includes taxes & fees
8 Sept - 9 Sept
Cottage #7 with coastal decor - 1 bedroom - pet friendly!

17. Garden View near Confederation Bridge and beaches

Garden View near Confederation Bridge and beaches
Borden-Carleton
8.0 out of 10, Very good, (5 reviews)
"Excellent location. The views from the backyard of the Confederation Bridge were wonderful. Easy drive to Summerside and Charlottestown, and of course Anne of Green Gables! PEI is strikingly beautiful.Host was very friendly and responsive. "Garden View" was very clean and modern. "
United States
Cheryl H.
The price is AU$335
includes taxes & fees
3 Sept - 4 Sept
Garden View near Confederation Bridge and beaches

18. 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 AU$193
includes taxes & fees
13 Sept - 14 Sept
Wood Duck Cottage

19. Cottage #8 - 2 bedroom cottage - family & pet friendly!

Cottage #8 - 2 bedroom cottage - family & pet friendly!
French River
9.0 out of 10, Wonderful, (17 reviews)
"Place was very clean beautiful bathroom"
Canada
Lisa
Cottage #8 - 2 bedroom cottage - family & pet friendly!

20. Suite 3 - Older/Simple/Rustic/No Frills/Budget 2BR - Near Cabot Beach Park

Suite 3 - Older/Simple/Rustic/No Frills/Budget 2BR - Near Cabot Beach Park
Kensington
8.0 out of 10, Very good, (3 reviews)
"Great location close to beaches"
United States
David K.
The price is AU$218
includes taxes & fees
8 Sept - 9 Sept
Suite 3 - Older/Simple/Rustic/No Frills/Budget 2BR - Near Cabot Beach Park
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.
Save an average of 15% on thousands of hotels when you're signed in

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 favourite 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 depend 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 AU$146 per night. Entering your travel dates in the search wizard might find you 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?

Beachfront, sandbar, 8p sauna, pickleball court, 6BR, outdoor kitchen and more: This holiday home rental outside of Summerside offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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 Harbourfront Theatre. 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.