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
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

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, (34 reviews)
"Very clean. Well located. Super host."
Canada
Bruce
The price is HK$916
HK$1,232 total
includes taxes & fees
19 Oct - 20 Oct
Downtown Summerside Jewel
A wooden pathway in a forested area.

2. SUMMERSIDE GEM

SUMMERSIDE GEM
Summerside
9.6 out of 10, Exceptional, (92 reviews)
"Clean, quiet, good location."
Canada
Daniel
The price is HK$1,027
HK$1,359 total
includes taxes & fees
20 Oct - 21 Oct
SUMMERSIDE GEM
A modern kitchen with white cabinets, a stainless steel refrigerator, and a view of the sea through large windows.

3. Cottages on PEI

Cottages on PEI
2.5 star property
Chelton
9.6 out of 10, Exceptional, (152 reviews)
"Super spot to stay. Loved the walks on the beach and sun set"
Canada
Clarence
The price is HK$944
HK$1,085 total
includes taxes & fees
19 Oct - 20 Oct
Cottages on PEI
A view from a room with a sliding glass door to a deck overlooking a grassy area with a wooden bench and a wooden structure.

4. PEI Cottage Rentals

PEI Cottage Rentals
3.5 star property
Cape Traverse
9.8 out of 10, Exceptional, (62 reviews)
"Great place to stay. It was a last minute reservation and the host met us at the home to make sure we got checked in. Place was clean and comfortable."
United States
Judy
The price is HK$744
HK$856 total
includes taxes & fees
19 Oct - 20 Oct
PEI Cottage Rentals
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.

5. 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, (27 reviews)
"Overall clean and cozy , shower was tight and I think there is a skunk living close by as we could smell skunk all weekend … Communication was great with the host, Check in smooth… Close to everything Great for temporary stays"
Canada
michelle
The price is HK$749
HK$1,391 total
includes taxes & fees
24 Oct - 25 Oct
Cozy 2 BR Cottage close to Cavendish Inn The Woods Cottages PEI - Cottage 2
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, (219 reviews)
"Great location."
Canada
Jacqueline
The price is HK$782
HK$900 total
includes taxes & fees
19 Oct - 20 Oct
Cavendish Bosom Buddies Cottage Resort
A covered porch with a stone accent wall, a dining table with chairs, and a 'No Smoking' sign on the door.

7. 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, (22 reviews)
"The place was great and clean. the host was very responsive in our communication. I highly recommend this property for a great stay in PEI."
United States
Isabelle T.
The price is HK$834
HK$1,502 total
includes taxes & fees
12 Nov - 13 Nov
Hidden Gem 3 BR Cottage w/ Forest View Inn The Woods Cottages PEI - Cottage 3
A two-story house with a large lawn and a tree with pink flowers.

8. Bridge View near Confederation Bridge and Beaches

Bridge View near Confederation Bridge and Beaches
Borden-Carleton
9.8 out of 10, Exceptional, (6 reviews)
"Clean and convenient. The host was so kind."
United States
Sarah E.
The price is HK$777
HK$1,200 total
includes taxes & fees
1 Nov - 2 Nov
Bridge View near Confederation Bridge and Beaches
A coastal landscape with rocky cliffs and a sandy beach.

9. Wavie Waters Cottage! - King bed, Kayaks, Centrally located, stunning views.

Wavie Waters Cottage! - King bed, Kayaks, Centrally located, stunning views.
Kensington
10.0 out of 10, Exceptional, (47 reviews)
"way through Waters is a little piece of paradise 360 water views! really close to food and gas but out on its own in a pristine beautiful environment!"
United States
Rosanne R.
The price is HK$1,127
HK$1,481 total
includes taxes & fees
26 Oct - 27 Oct
Wavie Waters Cottage! - King bed, Kayaks, Centrally located, stunning views.
A wooden cabin with a hot tub, large windows, and a welcome sign.

10. 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)
"Beautifully decorated cottage, very comfortable and clean and had all that we needed and more! Very much enjoyed the hot tub after a day of activities"
Canada
Karen
The price is HK$1,454
HK$1,915 total
includes taxes & fees
31 Oct - 1 Nov
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.

11. Avonlea Forest Hill Cottages

Avonlea Forest Hill Cottages
3.0 star property
Cavendish
9.0 out of 10, Wonderful, (34 reviews)
"Great stay!"
Canada
Steven
The price is HK$1,059
HK$1,218 total
includes taxes & fees
19 Oct - 20 Oct
Avonlea Forest Hill Cottages
A two-story house with a deck, a fire pit, and outdoor seating.

12. Family Friendly Cottage with Waterfront Access in beautiful Tyne Valley

Family Friendly Cottage with Waterfront Access in beautiful Tyne Valley
Tyne Valley
9.8 out of 10, Exceptional, (45 reviews)
"Loved being on the waterfront. Had a wonderful stay!"
United States
Heather R.
The price is HK$949
HK$2,164 total
includes taxes & fees
20 Oct - 21 Oct
Family Friendly Cottage with Waterfront Access in beautiful Tyne Valley
A two-story house with a red roof, surrounded by lush greenery and a well-maintained lawn.

13. Garden View near Confederation Bridge and beaches

Garden View near Confederation Bridge and beaches
Borden-Carleton
8.4 out of 10, Very good, (6 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$1,027
HK$1,570 total
includes taxes & fees
1 Nov - 2 Nov
Garden View near Confederation Bridge and beaches
An aerial view of a coastal area with sandbanks and a narrow strip of land with a rocky shoreline.

14. Bent Brook Beach House - Private, pet friendly, beach access, central location

Bent Brook Beach House - Private, pet friendly, beach access, central location
Murray Corner
10.0 out of 10, Exceptional, (11 reviews)
"Quiet and peaceful location. Has everything you need for a get away. Very clean and organized, the hosts had great communication with us. It was exactly as described. We were able to do day trips to both Parlee Beach and PEI from the cabin. I wish we would have booked a couple of more nights here! Definitely recommend."
United States
Dianne K.
The price is HK$1,244
HK$2,726 total
includes taxes & fees
19 Oct - 20 Oct
Bent Brook Beach House - Private, pet friendly, beach access, central location
A large house with a lawn and a body of water in the background.

15. Explore Anne's Land at Four Winds Cottage

Explore Anne's Land at Four Winds Cottage
Park Corner
10.0 out of 10, Exceptional, (1 review)
"My y family stayed here for almost a week. 4 adults and a 2 year young grandson. It is mind boggling that they(owner and trusted contractor/property manager)were able to transform a former woodshed and utility shed into a fully functional tiny home. There is likely going to be an updated picture in the dictionary for the words “cozy” and “inviting”!!!! The superhost’s attention to detail was brought to the forefront with phenomenal firsthand interaction with the property manager, any and all...
United States
Mike F.
The price is HK$1,099
HK$3,827 total
includes taxes & fees
2 Nov - 3 Nov
Explore Anne's Land at Four Winds Cottage
A single-story house with a covered porch, a red exterior, and a Canadian flag.

16. Spacious 3 BR Cottage, Quiet and Peaceful Inn The Woods Cottages PEI - Cottage 1

Spacious 3 BR Cottage, Quiet and Peaceful Inn The Woods Cottages PEI - Cottage 1
Kensington
10.0 out of 10, Exceptional, (21 reviews)
"Had a great stay. Place was quaint and clean. Easy check in and out. "
United States
Natalie S.
The price is HK$874
HK$1,554 total
includes taxes & fees
25 Oct - 26 Oct
Spacious 3 BR Cottage, Quiet and Peaceful Inn The Woods Cottages PEI - Cottage 1
A swimming pool with wooden deck and lounge chairs, a building with a red roof, and a fenced area with trees.

17. Near Cavendish Beach-2

Near Cavendish Beach-2
Stanley Bridge
9.0 out of 10, Wonderful, (2 reviews)
The price is HK$1,793
HK$3,062 total
includes taxes & fees
19 Oct - 20 Oct
Near Cavendish Beach-2
A hot tub with a view of a house and trees.

18. Valley Pearl Suite | 2 BDRM sleeps 6, full kitchen

Valley Pearl Suite | 2 BDRM sleeps 6, full kitchen
Victoria
9.4 out of 10, Exceptional, (3 reviews)
"Great spot in a beautiful village. Easy walk anywhere you want to go."
United States
Thomas J.
The price is HK$1,665
HK$2,239 total
includes taxes & fees
1 Nov - 2 Nov
Valley Pearl Suite | 2 BDRM sleeps 6, full kitchen
A yellow house with a covered porch, a sliding glass door, and a number '108' on the side.

19. Near Cavendish Beach-1

Near Cavendish Beach-1
Stanley Bridge
6.0 out of 10, (2 reviews)
"Great area, could some updating but clean and has everything you need. "
Canada
Tony A.
The price is HK$1,793
HK$3,067 total
includes taxes & fees
19 Oct - 20 Oct
Near Cavendish Beach-1
A kitchen with white cabinets, a central island with stools, a stainless steel refrigerator, and a tiled floor.

20. Forest Escape near Cavendish Beach & Green Gables

Forest Escape near Cavendish Beach & Green Gables
Granville
6.0 out of 10, (2 reviews)
"Very clean, staff friendly,comfortable."
Canada
Timothy
The price is HK$1,993
HK$3,351 total
includes taxes & fees
19 Oct - 20 Oct
Forest Escape near Cavendish Beach & Green Gables
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

Loyalist Country Inn & Conference Centre

Loyalist Country Inn & Conference Centre

10/10 Excellent
"Close to downtown core. Clean rooms"
Bradley 1-night trip
Posted 5 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?

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 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.