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

Summerside Holiday Rentals

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Summerside holiday rentals

A marina with various boats docked, a pier, and a building with a Canadian flag.

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 HK$930
HK$1,251 total
includes taxes & fees
7 Sept - 8 Sept
Downtown Summerside Jewel
A wooden boardwalk through a forest with tall trees and ferns.

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 HK$1,043
HK$1,381 total
includes taxes & fees
14 Sept - 15 Sept
SUMMERSIDE GEM
A wooden barrel-shaped structure with a door and windows, a bench outside, and a stone pathway.

3. Cavendish Bosom Buddies Cottage Resort

Cavendish Bosom Buddies Cottage Resort
3.0 star property
Cavendish
9.4 out of 10, Exceptional, (191 reviews)
"Great stay"
Canada
shishir
The price is HK$899
HK$1,033 total
includes taxes & fees
1 Oct - 2 Oct
Cavendish Bosom Buddies Cottage Resort
An aerial view of a residential area with multiple detached houses, a swimming pool, and a large green field.

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 HK$727
HK$836 total
includes taxes & fees
7 Sept - 8 Sept
Hidden Acres Cottages
A wooden deck with a sofa and a bench, overlooking a body of water and distant landscape.

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.
The price is HK$1,218
HK$2,074 total
includes taxes & fees
14 Sept - 15 Sept
Oceanfront w/ Sauna, Beach Access & Ocean Views
A cozy living area with a wooden ceiling, a large wooden dining table with red chairs, a gray sofa, and a stone fireplace.

6. Avonlea Cottages

Avonlea Cottages
3.5 star property
Cavendish
8.4 out of 10, Very good, (247 reviews)
"The amenities and location was perfect."
Canada
Sienna
The price is HK$878
HK$1,009 total
includes taxes & fees
21 Sept - 22 Sept
Avonlea Cottages
A sauna with wooden benches and a stone wall in the center.

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 HK$966
HK$1,111 total
includes taxes & fees
15 Sept - 16 Sept
Cavendish Lodge & Cottages
An aerial view of a coastal golf course with a residential area in the foreground.

8. Green Gables Bungalow Court

Green Gables Bungalow Court
3.0 star property
Cavendish
8.0 out of 10, Very good, (563 reviews)
"Staying here wss one of the best stays I've had. Thank you!"
Canada
Anna
The price is HK$756
HK$870 total
includes taxes & fees
14 Sept - 15 Sept
Green Gables Bungalow Court
A modern kitchen with white cabinets, a stainless steel refrigerator, and a built-in oven.

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 HK$1,133
HK$1,975 total
includes taxes & fees
26 Sept - 27 Sept
Oceanfront Cottage w/ Upper Balcony View
A dining area with a wooden table and chairs, a sliding glass door leading to a deck, and a view of the outdoors.

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 HK$1,614
HK$1,856 total
includes taxes & fees
4 Sept - 5 Sept
Montgomery Cavendish Cottages
A wooden cabin with a hot tub, large windows, and a welcome sign.

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 HK$1,394
HK$1,837 total
includes taxes & fees
7 Sept - 8 Sept
Rest Ashored in Anne's land!- Hot tub, Kayaks Centrally located, stunning views.
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.

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 HK$941
HK$1,082 total
includes taxes & fees
14 Sept - 15 Sept
Avonlea Forest Hill Cottages
A residential area with a main house featuring a porch and a smaller attached structure. A driveway leads to the main house, surrounded by trees and a grassy yard.

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 HK$792
HK$1,449 total
includes taxes & fees
21 Sept - 22 Sept
Spacious 2 BR Cottage Near Cavendish Inn The Woods Cottages PEI - Cottage 4
A two-story house with a large lawn and a tree with pink flowers.

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 HK$991
HK$1,451 total
includes taxes & fees
1 Sept - 2 Sept
Bridge View near Confederation Bridge and Beaches
A cozy cabin-style room with a wooden ceiling, a large window with curtains, a grey sofa with 'IN THE WOODS' cushions, a wooden coffee table, and a small wooden side table.

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 HK$761
HK$1,414 total
includes taxes & fees
1 Sept - 2 Sept
Cozy 2 BR Cottage close to Cavendish Inn The Woods Cottages PEI - Cottage 2
A wooden deck with a railing, outdoor furniture, and a view of a grassy field and distant hills under a partly cloudy sky.

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 HK$897
HK$1,543 total
includes taxes & fees
8 Sept - 9 Sept
Cottage #7 with coastal decor - 1 bedroom - pet friendly!
A two-story house with a red roof, surrounded by lush greenery and a well-maintained lawn.

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 HK$1,259
HK$1,876 total
includes taxes & fees
2 Sept - 3 Sept
Garden View near Confederation Bridge and beaches
A portable grill on a wooden deck with a clear sky in the background.

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 HK$1,010
HK$1,161 total
includes taxes & fees
7 Sept - 8 Sept
Wood Duck Cottage
A small, single-story house with a front porch and wooden steps leading to the door.

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!
A building with a blue roof, a white door, and a porch with chairs.

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 HK$634
HK$1,203 total
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.
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Top Summerside Hotel Reviews

Loyalist Country Inn & Conference Centre

Loyalist Country Inn & Conference Centre

10/10 Excellent
"Super déjeuner. Tout était parfait et la. Je sur le port était splendide."
chantal 1-night trip
Posted 17 hours ago
Loyalist Country Inn & Conference Centre

Find out more about Summerside

Search for holiday rentals in Summerside on Expedia! You can easily find your home rentals, villas, holiday apartments in Summerside using one of the methods below:

  • View our selection of featured holiday rentals in Summerside
  • Use the map to find apartments and other holiday homes in the Summerside neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Summerside while they last

Look no further and take a look at our great range of rental properties in Summerside!

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.