Clusters of green grapes on vine leaves.

Waupoos Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Waupoos holiday rentals

1. Cribs On The Hill

Cribs On The Hill
4.0 star property
Prince Edward
9.2 out of 10, Wonderful, (282 reviews)
"excellent location with ample parking."
Canada
Edward
Cribs On The Hill

2. The Birch

The Birch
3.0 star property
Prince Edward
9.6 out of 10, Exceptional, (75 reviews)
"We had a lovely stay at The Birch. The cabin was very cute and clean and the property was close to restaurants and shopping."
Canada
Linda
The price is NZ$297
includes taxes & fees
2 Nov - 3 Nov
The Birch
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Waupoos Hotel Reviews

Find out more about Waupoos

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Waupoos holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Waupoos. 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 Waupoos. Seeing all the best attractions is bound to make you fall in love with Waupoos. Who knows, you may even be tempted to extend your 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 holiday 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 Waupoos short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Waupoos?

Yes, there are holiday rentals close to the most popular sights in Waupoos, or you can select a more secluded option if you're looking for a relaxing stay. Waupoos is known for its wineries and museums.

What are some of the best holiday rentals that Waupoos has to offer?

The Birch: This holiday home rental outside of Waupoos offers a private garden, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities such as a microwave and kitchenware can make your holiday run smoothly.

How many holiday rentals are there in Waupoos?

Choose from 7 Expedia holiday rentals in Waupoos for a memorable holiday.

What can I see and do in Waupoos?

Cultural attractions include Rose House Museum, whereas Lake Ontario is a spot to enjoy nature. While here, County Cider Company and Waupoos Winery are other places worth a visit.

What are holiday rentals like in Waupoos?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Waupoos. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a small group gathering.