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

Summerside Vacation Rentals

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Summerside vacation 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
$138 nightly
The price is $159
Oct 26 - Oct 27
Total with taxes and fees
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, (93 reviews)
"Clean, quiet, good location."
Canada
Daniel
$152 nightly
The price is $175
Oct 27 - Oct 28
Total with taxes and fees
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
$115 nightly
The price is $132
Oct 28 - Oct 29
Total with taxes and fees
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, (63 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
$64 nightly
The price is $73
Nov 25 - Nov 26
Total with taxes and fees
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
$156 nightly
The price is $179
Oct 26 - Oct 27
Total with taxes and fees
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, (224 reviews)
"Comfortable stay"
Canada
Dennis
$101 nightly
The price is $116
Oct 27 - Oct 28
Total with taxes and fees
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.
$168 nightly
The price is $193
Nov 12 - Nov 13
Total with taxes and fees
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.
$134 nightly
The price is $154
Nov 1 - Nov 2
Total with taxes and fees
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.
$166 nightly
The price is $191
Oct 26 - Oct 27
Total with taxes and fees
Wavie Waters Cottage! - King bed, Kayaks, Centrally located, stunning views.
A two-story house with a deck, a fire pit, and outdoor seating.

10. 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.
$234 nightly
The price is $269
Oct 26 - Oct 27
Total with taxes and fees
Family Friendly Cottage with Waterfront Access in beautiful Tyne Valley
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)
"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
$214 nightly
The price is $246
Oct 31 - Nov 1
Total with taxes and fees
Rest Ashored in Anne's land!- Hot tub, Kayaks Centrally located, stunning views.
A small, light blue wooden structure with a porch and a door leading inside.

12. The Blue Buoy by MemoryMakerCottages with Hot-tub!

The Blue Buoy by MemoryMakerCottages with Hot-tub!
Kensington
$187 nightly
The price is $216
Nov 4 - Nov 5
Total with taxes and fees
The Blue Buoy by MemoryMakerCottages with Hot-tub!
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.
$176 nightly
The price is $202
Nov 1 - Nov 2
Total with taxes and fees
Garden View near Confederation Bridge and beaches
A wooden interior with a sofa, dining table, chairs, and a staircase.

14. 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.
$401 nightly
The price is $461
Oct 27 - Oct 28
Total with taxes and fees
Explore Anne's Land at Four Winds Cottage
An aerial view of a coastal area with sandbanks and a narrow strip of land with a rocky shoreline.

15. 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.
$305 nightly
The price is $351
Oct 26 - Oct 27
Total with taxes and fees
Bent Brook Beach House - Private, pet friendly, beach access, central location
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.
$174 nightly
The price is $200
Oct 29 - Oct 30
Total with taxes and fees
Spacious 3 BR Cottage, Quiet and Peaceful Inn The Woods Cottages PEI - Cottage 1
A hot tub with a view of a house and trees.

17. 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.
$245 nightly
The price is $288
Nov 1 - Nov 2
Total with taxes and fees
Valley Pearl Suite | 2 BDRM sleeps 6, full kitchen
A swimming pool with wooden deck and lounge chairs, a building with a red roof, and a fenced area with trees.

18. Near Cavendish Beach-2

Near Cavendish Beach-2
Stanley Bridge
9.0 out of 10, Wonderful, (2 reviews)
$346 nightly
The price is $395
Oct 26 - Oct 27
Total with taxes and fees
Near Cavendish Beach-2
A kitchen with white cabinets, a central island with stools, a stainless steel refrigerator, and a tiled floor.

19. 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
$375 nightly
The price is $431
Oct 26 - Oct 27
Total with taxes and fees
Forest Escape near Cavendish Beach & Green Gables
A yellow house with a covered porch, a sliding glass door, and a number '108' on the side.

20. 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.
$345 nightly
The price is $394
Oct 26 - Oct 27
Total with taxes and fees
Near Cavendish Beach-1
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

Cairns Motel

Cairns Motel

10/10 Excellent
"The facility is immaculate and well maintained. The owners are very nice and take pride in their property. The room was nicely decorated, squeaky clean and the bed was comfortable. The microwave in the room was handy. I highly recommend this motel."
ANTONY 1-night trip
Posted 11 hours ago
Cairns Motel

Find out more about Summerside

Everything you need to know about Summerside vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Summerside vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Summerside vacation 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 low season months. For more hustle and bustle, you may prefer to visit Summerside in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $73 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Summerside rentals

At Expedia, we put the best Summerside vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Summerside?

Yes, you can find vacation rentals in Summerside close to Prince Edward Island Sports Hall of Fame and Museum, or you can choose a more remote option if you're looking for extra privacy while you relax. Tourists appreciate the top-notch restaurants in Summerside. Make sure you have time to check out the museums and waterfront during your trip.

What's the top vacation rental that Summerside has to offer?

SUMMERSIDE GEM: This Summerside vacation home rental is located in the city center 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 vacation rentals will I find in Summerside?

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

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 vacation rentals like in Summerside?

Vacation rentals are private accommodations you can book for a short or long stay in Summerside. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for family gatherings.