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Wellington Vacation Rentals

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Our top choices for Wellington vacation rentals

1. Cottages on PEI

Cottages on PEI
2.5 star property
Chelton
9.6 out of 10, Exceptional, (146 reviews)
"Super spot to stay. Loved the walks on the beach and sun set"
Canada
Clarence
The price is CA $179
CA $206 total
includes taxes & fees
Oct 2 - Oct 3
Cottages on PEI

2. Downtown Summerside Jewel

Downtown Summerside Jewel
Summerside, PE
9.4 out of 10, Exceptional, (33 reviews)
"Very clean. Well located. Super host."
Canada
Bruce
The price is CA $165
CA $222 total
includes taxes & fees
Oct 3 - Oct 4
Downtown Summerside Jewel

3. 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, (43 reviews)
"The cottage was beautiful my family really enjoyed the cleanliness and location "
Canada
samantha d.
The price is CA $171
CA $389 total
includes taxes & fees
Oct 4 - Oct 5
Family Friendly Cottage with Waterfront Access in beautiful Tyne Valley

4. SUMMERSIDE GEM

SUMMERSIDE GEM
Summerside
9.6 out of 10, Exceptional, (87 reviews)
"Great spot, well equipped and comfortable."
United States
Julie R.
The price is CA $185
CA $245 total
includes taxes & fees
Oct 4 - Oct 5
SUMMERSIDE GEM

5. 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 $149
CA $255 total
includes taxes & fees
Sep 27 - Sep 28
Little Cape 2 bedroom cottage (Petit-cap) year round availability, 5min beach

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)
"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 CA $220
CA $285 total
includes taxes & fees
Oct 3 - Oct 4
Rest Ashored in Anne's land!- Hot tub, Kayaks Centrally located, stunning views.

7. 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 $208
CA $271 total
includes taxes & fees
Sep 30 - Oct 1
Wavie Waters Cottage! - King bed, Kayaks, Centrally located, stunning views.

8. Suite 2 - Older/Simple/Rustic/No Frills/Budget 2BR - Near Cabot Beach Park

Suite 2 - Older/Simple/Rustic/No Frills/Budget 2BR - Near Cabot Beach Park
Kensington
6.0 out of 10, (2 reviews)
"Bathroom was very dirty wasn’t fit to use and bed sheets weren’t clean. Thought about sleeping in the car very terrible."
United States
Ben W.
The price is CA $113
CA $213 total
includes taxes & fees
Sep 27 - Sep 28
Suite 2 - Older/Simple/Rustic/No Frills/Budget 2BR - Near Cabot Beach Park

9. 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 $424 total
includes taxes & fees
Sep 27 - Sep 28
Sunset View

10. 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 $165
CA $245 total
includes taxes & fees
Oct 1 - Oct 2
Bridge View near Confederation Bridge and Beaches

11. The Sea Drift by MemoryMakerCottages by the Beach!

The Sea Drift by MemoryMakerCottages by the Beach!
Kensington
The price is CA $183
CA $243 total
includes taxes & fees
Oct 15 - Oct 16
The Sea Drift by MemoryMakerCottages by the Beach!

12. 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 $215
CA $320 total
includes taxes & fees
Oct 1 - Oct 2
Garden View near Confederation Bridge and beaches

13. 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 $228
CA $465 total
includes taxes & fees
Oct 22 - Oct 23
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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Top Wellington Hotel Reviews

Find out more about Wellington

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Wellington. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.