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

Summerside Holiday Rentals

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Our top choices for Summerside holiday rentals

1. Downtown Summerside Jewel

Downtown Summerside Jewel
Summerside, PE
9.4 out of 10, Exceptional, (31 reviews)
"Very clean. Well located. Super host."
Canada
Bruce
The price is NZ$271
includes taxes & fees
9 Sept - 10 Sept
Downtown Summerside Jewel

2. Suite 9 - Older/Simple/Rustic/No Frills/Budget 1 Bed - Near Cabot Beach Park

Suite 9 - Older/Simple/Rustic/No Frills/Budget 1 Bed - Near Cabot Beach Park
Kensington
6.0 out of 10, (1 review)
"It is exactly as described, a rustic, no frills cottage. No air conditioning but two large fans."
Canada
Paula
The price is NZ$248
includes taxes & fees
16 Aug - 17 Aug
Suite 9 - Older/Simple/Rustic/No Frills/Budget 1 Bed - Near Cabot Beach Park

3. Cavendish Lodge & Cottages

Cavendish Lodge & Cottages
3.5 star property
Bayview
9.2 out of 10, Wonderful, (149 reviews)
"Loved the location and was comfortable!"
Canada
Kelsey
The price is NZ$257
includes taxes & fees
13 Sept - 14 Sept
Cavendish Lodge & Cottages

4. Green Gables Bungalow Court

Green Gables Bungalow Court
3.0 star property
Cavendish
8.0 out of 10, Very good, (552 reviews)
"Great staff, but really expensive for an old run-down cabin."
Canada
Steve
The price is NZ$316
includes taxes & fees
26 Aug - 27 Aug
Green Gables Bungalow Court

5. 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, (22 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 NZ$315
includes taxes & fees
9 Sept - 10 Sept
Spacious 2 BR Cottage Near Cavendish Inn The Woods Cottages PEI - Cottage 4

6. 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)
"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$357
includes taxes & fees
31 Aug - 1 Sept
Cozy 2 BR Cottage close to Cavendish Inn The Woods Cottages PEI - Cottage 2

7. 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 NZ$261
includes taxes & fees
30 Aug - 31 Aug
Suite 3 - Older/Simple/Rustic/No Frills/Budget 2BR - Near Cabot Beach Park

8. Bridge View near Confederation Bridge and Beaches

Bridge View near Confederation Bridge and Beaches
Borden-Carleton
10.0 out of 10, Exceptional, (4 reviews)
"Clean and convenient. The host was so kind."
United States
Sarah E.
The price is NZ$327
includes taxes & fees
2 Sept - 3 Sept
Bridge View near Confederation Bridge and Beaches

9. Avonlea Cottages

Avonlea Cottages
3.5 star property
Cavendish
8.6 out of 10, Excellent, (241 reviews)
"The accommodations were excellent! We loved the stay and location! Definitely will stay again."
Canada
sydney anne
The price is NZ$234
includes taxes & fees
7 Sept - 8 Sept
Avonlea Cottages

10. Cabin - Older/Simple/Rustic/No Frills/Budget 2 Bedroom - Near Cabot Beach Park

Cabin - Older/Simple/Rustic/No Frills/Budget 2 Bedroom - Near Cabot Beach Park
Kensington
9.0 out of 10, Wonderful, (2 reviews)
"great location, price, super clean. 5 min to free beach by car in the provincial park. you could also go to Thunder cove road to acces another beach."
United States
francois b.
The price is NZ$261
includes taxes & fees
18 Aug - 19 Aug
Cabin - Older/Simple/Rustic/No Frills/Budget 2 Bedroom - Near Cabot Beach Park

11. Cavendish Bosom Buddies Cottage Resort

Cavendish Bosom Buddies Cottage Resort
3.0 star property
Cavendish
9.6 out of 10, Exceptional, (184 reviews)
"Great stay"
Canada
shishir
The price is NZ$354
includes taxes & fees
13 Sept - 14 Sept
Cavendish Bosom Buddies Cottage Resort

12. 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$244
includes taxes & fees
7 Sept - 8 Sept
Wood Duck Cottage

13. Cottage #1 - 1 bedroom - French River

Cottage #1 - 1 bedroom - French River
French River
9.4 out of 10, Exceptional, (15 reviews)
"Enjoyed our stay immensely! We would definitely stay here again!"
United States
Will G.
Cottage #1 - 1 bedroom - French River

14. Hidden Acres Cottages

Hidden Acres Cottages
3.5 star property
Cavendish
9.0 out of 10, Wonderful, (330 reviews)
"The cottages are what you are looking for when you're looking for a cottage experience.....kids playground...communal fire place,and laundry mat all on site."
Canada
Dion
The price is NZ$350
includes taxes & fees
8 Sept - 9 Sept
Hidden Acres Cottages

15. 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 NZ$412
includes taxes & fees
2 Sept - 3 Sept
Garden View near Confederation Bridge and beaches

16. Luxury Riverfront Home with Hot Tub, Paddleboard Access & Pet-Friendly Stay

Luxury Riverfront Home with Hot Tub, Paddleboard Access & Pet-Friendly Stay
Prince Edward Island
9.0 out of 10, Wonderful, (10 reviews)
"The place was overall great. Easy check in, had all the essentials, super clean. Spacious, well equipped for kids. Would recommend!"
Canada
Gina
The price is NZ$1,190
includes taxes & fees
28 Aug - 29 Aug
Luxury Riverfront Home with Hot Tub, Paddleboard Access & Pet-Friendly Stay

17. Mayfield Country Cottages

Mayfield Country Cottages
3.5 star property
Mayfield
9.4 out of 10, Exceptional, (18 reviews)
"The owner was super friendly and helpful! Anything we needed she supplied. The photos of property do not match the ad, but this is Expedia’s doing… the owner of the cottage did not post these waterpark photos. There is a water park that looks similar in photos, it is a 8min drive. Over all a great expierence. I would highly Recommend."
Canada
MELINDA
Mayfield Country Cottages

18. Hidden Gem 3 BR Cottage w/ Forest View Inn The Woods Cottages PEI - Cottage 3

Hidden Gem 3 BR Cottage w/ Forest View Inn The Woods Cottages PEI - Cottage 3
Kensington
9.6 out of 10, Exceptional, (20 reviews)
"The location was perfect. The home was in very good condition and easy to access. "
United States
Stephen and Elizabeth B.
The price is NZ$367
includes taxes & fees
7 Sept - 8 Sept
Hidden Gem 3 BR Cottage w/ Forest View Inn The Woods Cottages PEI - Cottage 3

19. Montgomery Cavendish Cottages

Montgomery Cavendish Cottages
3.5 star property
Cavendish
9.8 out of 10, Exceptional, (53 reviews)
"I love how spacious the property. It is also very close to all of the spots we wanted to visit in PEI!"
Canada
Janice
The price is NZ$390
includes taxes & fees
1 Sept - 2 Sept
Montgomery Cavendish Cottages

20. Fun for the whole Family!

Fun for the whole Family!
Darnley
10.0 out of 10, Exceptional, (2 reviews)
"Great experience. It’s been a long while since I’ve used the VRBO experience. The whole process with the host was seamless and easy. Property was spotlessly clean and communication with the host Michael was very helpful. "
Canada
Timothy W.
The price is NZ$636
includes taxes & fees
2 Sept - 3 Sept
Fun for the whole Family!
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Summerside holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Summerside. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Summerside. Seeing all the best attractions is bound to make you fall in love with Summerside. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Summerside short-term rentals, that won’t be hard to do.

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?

Charming Summerside Heritage Home Near Beaches & Steps from the Boardwalk: This highly rated holiday home rental in Summerside is located by the ocean, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals will I find in Summerside?

Choose from 12 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.