Wellington Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Wellington 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
The price is CA $165
CA $209 total
includes taxes & fees
Nov 12 - Nov 13
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
The price is CA $185
CA $232 total
includes taxes & fees
Nov 15 - Nov 16
SUMMERSIDE GEM
A spacious kitchen with white cabinets, a microwave, and a coffee maker.

3. Little Cape 2 bedroom cottage (Petit-cap) year round availability, 5min beach

Little Cape 2 bedroom cottage (Petit-cap) year round availability, 5min beach
Petit-Cap
9.2 out of 10, Wonderful, (5 reviews)
"The house was very family friendly with lots of indoor and outdoor games for the whole family. Also a lovely outside area to relax and cook."
Canada
Christine
The price is CA $122
CA $211 total
includes taxes & fees
Nov 12 - Nov 13
Little Cape 2 bedroom cottage (Petit-cap) year round availability, 5min beach
A two-story house with a large lawn and a tree with pink flowers.

4. 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 CA $133
CA $196 total
includes taxes & fees
Nov 12 - Nov 13
Bridge View near Confederation Bridge and Beaches
A coastal landscape with rocky cliffs and a sandy beach.

5. 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 CA $209
CA $261 total
includes taxes & fees
Nov 12 - Nov 13
Wavie Waters Cottage! - King bed, Kayaks, Centrally located, stunning views.
A wooden cabin with a hot tub, large windows, and a welcome sign.

6. 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 CA $209
CA $261 total
includes taxes & fees
Nov 12 - Nov 13
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.

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

The Blue Buoy by MemoryMakerCottages with Hot-tub!
Kensington
The price is CA $219
CA $272 total
includes taxes & fees
Nov 15 - Nov 16
The Blue Buoy by MemoryMakerCottages with Hot-tub!
A beach with clear skies and sunlight reflecting on the water.

8. Sunset View

Sunset View
Coleman
9.0 out of 10, Wonderful, (7 reviews)
"We were there to fish, so our location was great."
Canada
George M.
The price is CA $225
CA $406 total
includes taxes & fees
Nov 13 - Nov 14
Sunset View
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.
The price is CA $176
CA $257 total
includes taxes & fees
Nov 12 - Nov 13
Garden View near Confederation Bridge and beaches
A bedroom with a sloped ceiling, a bed with a patterned bedspread, wooden headboard, bedside tables with lamps, and a view through large windows.

10. East Coastal- Waterfront Cottage

East Coastal- Waterfront Cottage
Beaubassin-est
8.0 out of 10, Very good, (2 reviews)
"We selected this cottage for its beautiful location and awesome photos depicting a very amiable and comfortable look. Photos however never tell the true story. I will start with the PROS: Location and vista are absolutely amazing. Kitchen is well equipped and as a chef I was pleased with all equipment and variety as well. All appliances worked well. CONS: Great room has a wall of windows in front. 4 can be opened to let in the beautiful sea air however 3 of the 4 were broken and could not be...
Canada
John D.
The price is CA $197
CA $408 total
includes taxes & fees
Nov 23 - Nov 24
East Coastal- Waterfront 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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Find vacation rentals that suit your style

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Top Wellington Hotel Reviews

An indoor swimming pool with a water slide, a changing room area, and a bar.
Microtel Inn & Suites by Wyndham Summerside

Microtel Inn & Suites by Wyndham Summerside

Microtel Inn & Suites by Wyndham Summerside
Summerside

10/10 Excellent

Perfect location for my trade show.
Canada
Sandy
Reviewed April 16, 2025
Microtel Inn & Suites by Wyndham Summerside

Find out more about Wellington

Everything you need to know about Wellington 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 Wellington vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... 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 Wellington vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wellington vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wellington. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Wellington vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wellington vacation rentals we have selected for you start as low as CA $121 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Wellington rentals

At Expedia, we put the best Wellington 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 Wellington 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 Wellington 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 Wellington. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find a vacation rental in Wellington?

Yes, we have vacation rentals close to the most popular points of interest in Wellington, or you can choose a more secluded option if you're looking for a relaxing stay.

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

Beachfront, sandbar, 8p sauna, pickleball court, 6BR, outdoor kitchen and more: This vacation home rental outside of Wellington offers a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

What’s there to see and do in Wellington?

While exploring the area, visit family-friendly sights like Prince Edward Island Sports Hall of Fame and Museum, or get outside and enjoy nature at Linkletter Provincial Park. In the larger area, you’ll find Red Shores Racetrack and Casino and Credit Union Place.

What’s a vacation rental in Wellington like?

Vacation rentals are privately owned properties you can stay in for short or long periods in Wellington. Vacation rentals feature extras such as hot tubs, fire pits, and patios so your stay will be comfortable. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a family trip.