Wellington Vacation 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
Jun 12 - Jun 14
In two months
Jul 24 - Jul 26
In three months
Aug 21 - Aug 23
In four months
Sep 18 - Sep 20

Our top choices for Wellington vacation rentals

Terrace/patio

Cribs On The Hill

Cribs On The Hill
4.0 star property
Prince Edward
9.2 out of 10, Wonderful, (252 reviews)
"Great place to stay, very clean, quiet and lots of parking out back. We will be back."
Canada
Thomas
The price is CA $249
CA $293 total
includes taxes & fees
May 28 - May 29
Cribs On The Hill
Luxury Suite | Living area

Lakecroft

Lakecroft
2.0 star property
Prince Edward
8.4 out of 10, Very good, (26 reviews)
"Lovely suite, perfect for a couples getaway in the county. Bloomfield, Picton, Sandbanks are short drive away."
Canada
Rod
The price is CA $293
CA $344 total
includes taxes & fees
May 28 - May 29
Lakecroft
Standard Cottage, Multiple Bedrooms | Living area

Great Blue Resorts - Cherry Beach Resort

Great Blue Resorts - Cherry Beach Resort
2.5 star property
Prince Edward
2.0 out of 10, (1 review)
"Our family of four (2 year old; 8 year old) drove 2.5 hours one way to get there and when i got there they told me that they were closed! I then drove 2.5 hours back home. Very dosapointed that they did not have the reservation through expedia. I understand that it was during the province was re-opening for Covid19, but why was the property advertising through expedia? I feel that a complimentary re-invite would be fitting for all the frustration that we went through. I work in hotels and...
Canada
Eric
The price is CA $328
CA $419 total
includes taxes & fees
May 28 - May 29
Great Blue Resorts - Cherry Beach Resort
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 Wellington Hotel Reviews

Villa di Casa - Boutique Hotel

Villa di Casa - Boutique Hotel

10/10 Excellent
"This was one of the nicest places I've ever stayed in. The property and rooms are beautiful. The attention to small details is appreciated!"
Mark 2-night trip
Posted 2 days ago
Villa di Casa - Boutique Hotel

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Wellington?

Yes, you can find vacation rentals in Wellington close to Prince Edward County Lavender Farm, or you can choose a more secluded option if you're looking for extra privacy while you relax. Wellington is known for its wineries and golf courses. Make sure you have time to check out the parks and restaurants during your trip.

What are some of the best vacation home rentals in Wellington?

Spacious 3-bedroom Home in Downtown Wellington with in Ground Pool and parking!: This highly rated vacation home rental in Wellington offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind. Other favorite homes for rent in Wellington are Main house 30m to Sandbanks - 2 minutes to the lake Consecon with playground and Wine Country, 4 bedrooms!.

How many vacation rentals will I find in Wellington?

Choose from 55 Expedia vacation rentals in Wellington for a memorable vacation.

What’s there to see and do in Wellington?

Cultural attractions include Wellington Heritage Museum and Armstron Glassworks, whereas Sandbanks Provincial Park and Wellington Main Street Park are a couple of picturesque spots to enjoy the outdoors. Wellington Rotary Beach and Wellington on the Lake Golf Course are other places to visit while you're in town.

What’s a vacation rental in Wellington like?

Vacation rentals are private properties where you can stay for a couple of days or more in Wellington. Vacation rentals feature extras like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a family getaway.