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 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

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
$130 nightly
The price is $149
Nov 8 - Nov 9
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
$144 nightly
The price is $166
Nov 9 - Nov 10
Total with taxes and fees
SUMMERSIDE GEM
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.

3. 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 cabin interior with a kitchen, dining area, and a sign on the wall.

4. 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
$148 nightly
The price is $170
Nov 6 - Nov 7
Total with taxes and fees
Cozy 2 BR Cottage close to Cavendish Inn The Woods Cottages PEI - Cottage 2
A two-story house with a large lawn and a tree with pink flowers.

5. 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.
$121 nightly
The price is $140
Nov 6 - Nov 7
Total with taxes and fees
Bridge View near Confederation Bridge and Beaches
A covered porch with a stone accent wall, a dining table with chairs, and a 'No Smoking' sign on the door.

6. 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, (23 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.
$160 nightly
The price is $184
Nov 11 - Nov 12
Total with taxes and fees
Hidden Gem 3 BR Cottage w/ Forest View Inn The Woods Cottages PEI - Cottage 3
A wooden deck with red chairs, a grill, and a cart with propane tanks.

7. Cottage #5 - 1 bedroom - pet friendly!

Cottage #5 - 1 bedroom - pet friendly!
French River
9.8 out of 10, Exceptional, (13 reviews)
"Cozy unit with a great outdoor seating area."
United States
Cindy L.
$161 nightly
The price is $186
Nov 11 - Nov 12
Total with taxes and fees
Cottage #5 - 1 bedroom - pet friendly!
A coastal landscape with rocky cliffs and a sandy beach.

8. 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.
$162 nightly
The price is $187
Nov 11 - Nov 12
Total with taxes and fees
Wavie Waters Cottage! - King bed, Kayaks, Centrally located, stunning views.
A two-story house with a red roof, surrounded by lush greenery and a well-maintained lawn.

9. 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.
$160 nightly
The price is $184
Nov 6 - Nov 7
Total with taxes and fees
Garden View near Confederation Bridge and beaches
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
$163 nightly
The price is $187
Nov 12 - Nov 13
Total with taxes and fees
Rest Ashored in Anne's land!- Hot tub, Kayaks Centrally located, stunning views.
A hot tub with a wooden interior and windows offering a view.

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

The Blue Buoy by MemoryMakerCottages with Hot-tub!
Kensington
$170 nightly
The price is $196
Nov 17 - Nov 18
Total with taxes and fees
The Blue Buoy by MemoryMakerCottages with Hot-tub!
A cozy cabin interior with a dining area, blue sofa, and a view of the outdoors.

12. 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.
$422 nightly
The price is $485
Nov 6 - Nov 7
Total with taxes and fees
Explore Anne's Land at Four Winds Cottage
A single-story house with a covered porch, a red exterior, and a Canadian flag.

13. 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.
$165 nightly
The price is $190
Nov 6 - Nov 7
Total with taxes and fees
Spacious 3 BR Cottage, Quiet and Peaceful Inn The Woods Cottages PEI - Cottage 1
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.
$270 nightly
The price is $310
Nov 17 - Nov 18
Total with taxes and fees
Bent Brook Beach House - Private, pet friendly, beach access, central location
A swimming pool with wooden deck and lounge chairs, a building with a red roof, and a fenced area with trees.

15. Near Cavendish Beach-2

Near Cavendish Beach-2
Stanley Bridge
9.0 out of 10, Wonderful, (2 reviews)
$329 nightly
The price is $377
Nov 5 - Nov 6
Total with taxes and fees
Near Cavendish Beach-2
A hot tub with a view of a house and trees.

16. 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.
$233 nightly
The price is $274
Nov 5 - Nov 6
Total with taxes and fees
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.

17. 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.
$329 nightly
The price is $377
Nov 5 - Nov 6
Total with taxes and fees
Near Cavendish Beach-1
Property grounds

18. The Cowie Cottage, Niseko Riverside by Zen Life 3Bedroom 2 Bath Modern Cottage

The Cowie Cottage, Niseko Riverside by Zen Life 3Bedroom 2 Bath Modern Cottage
New Glasgow
8.4 out of 10, Very good, (5 reviews)
"As always we had the best time, there is so much todo. Our kids really loved the pool table this year. The new side patio was a lovely addition. This was our third summer and are already looking forward to our visit next year. "
United States
Stephanie W.
$323 nightly
The price is $372
Dec 4 - Dec 5
Total with taxes and fees
The Cowie Cottage, Niseko Riverside by Zen Life 3Bedroom 2 Bath Modern Cottage
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
$398 nightly
The price is $458
Nov 6 - Nov 7
Total with taxes and fees
Forest Escape near Cavendish Beach & Green Gables
A wooden deck with outdoor furniture, a pergola, and a view of a lake and distant landscape.

20. Niseko Riverside by Zen Life : Greenie Cottage

Niseko Riverside by Zen Life : Greenie Cottage
New Glasgow
9.0 out of 10, Wonderful, (2 reviews)
"It was a great stay, clean and confortable. All we needed for our week-end in PEI"
Canada
Micheline B.
$409 nightly
The price is $471
Dec 4 - Dec 5
Total with taxes and fees
Niseko Riverside by Zen Life : Greenie Cottage
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

Microtel Inn & Suites by Wyndham Summerside

Microtel Inn & Suites by Wyndham Summerside

10/10 Excellent
"This place was awesome to stay The amenities pool and hottub out of this world I stay here again no problems"
Edmund 2-night trip
Posted 3 hours ago
Microtel Inn & Suites by Wyndham Summerside

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.