Waupoos Holiday Rentals from €144: Search Short-Term Rentals

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

Modern 4BR Harbourfront Century Home : This holiday home rental outside of Waupoos offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

Check Waupoos holiday rental availability

Holiday Rentals in Waupoos

Condo, 1 Bedroom, Patio (Unit 5) | Living area

"Teresa was amazing. I reserved a room in the Crib on the Hill for my family that had just arrived from St. John’s NL. Teresa called me within minutes of my reservation and offered a beautiful room at Cribs on Main. The room was absolutely beautiful. My family said they were so comfortable that they slept like logs. I highly recommended this hotel. Stunning. "

includes taxes & fees

5 Jan - 6 Jan

"X"

"I've been staying in the county at least once a year for the past 15 years and this place is definitely one of my favorites. It is such a beautiful place and so tastefully decorated. It is also spotless. Communication with the owners was always very prompt and very helpful. And the location was fantastic - very short walk to main street in Picton. While we didn't get to use the decks and backyard (it was November), they looked great too. Oh, and did I mention, there's 3 bathrooms? I'd book here...

" Lovely spot, clean and refreshing colours! Four senior girlfriends had everything we needed…. Enjoyed every minute! Many TXS!! "

"Lovely property with all the amenities you’ll need to enjoy a wonderful getaway. The fire pit is where we spent most of our time - beautiful starry skies."

includes taxes & fees

6 Jan - 7 Jan

"it was neat, clean and has an abundance of dishes and utensils"

"This Lake house was recently renovated and is sitting on the banks of Picton bay. Cool breezes and lots of shade. Our Host was there to greet us. Then cottage was air conditioned and the beds were comfortable. The four of us had a very enjoyable week at this cottage/home. Lots of chairs were available as well as many outdoor games to entertain children. A+++"

"property area was beautiful cottage could use some updates 2 burners of stove didn't work toaster didn't work microwave didn't work mice has chewed cables area and view was awesome "

"Beautiful home. Very comfortable beds! Our girls weekend was great because of the comfort, location and all the supplies provided within the home. Thank you David for clear communication and kindness. "

"great for walking close to the town and eating. lots of good shopping"

includes taxes & fees

5 Jan - 6 Jan

"Our family greatly enjoyed our week staying in Watercombe. The waterfront is stunning and we frequently took out the kayaks to explore the bay. All amenities worked very well for us. One note for anyone staying longer (we stayed for a full week) would be that trash and recycling have to be driven out to the main road on collection day and there is not an outdoor bin to store a trash should you generate more than one bag."

"The house was beautiful, just as described in the photos. Great for a group, lots of sleeping options. Hosts were quick to communicate. "

"We celebrated a bachelorette and it was absolutely amazing. The wine is also delicious. We took the meditarrean supper and charcuterie board with our stay, which was the best! This place is a hidden gen. Would definately recommend."

includes taxes & fees

4 Jan - 5 Jan

"Five of us met at this VRBO property for a long weekend of wine and cider sampling, shopping, touring and walking. The spacious, clean and comfortable house allowed us to each have our own room and to gather easily in the large, well-equipped kitchen, dining room and TV room for a great visit. We were close to many of the attractions in the County , another benefit of the location. It was a very enjoyable weekend away. With thanks to Monica."

"We are 4 adults who had an excellent stay in this spacious home. The common areas are large, and the kitchen is well equipped. There are enough towels, paper towels, dishwasher pods and toilet paper provided for the duration of the stay, which is much appreciated. Our 2 favorite rooms were the large room on the first floor and the large room above upstairs with a toilet. We enjoyed eating outside, even though the bugs liked to tease us. We love animals, so we loved discovering the visitors on...

"We did like the location and the safe area. We also liked the cleanness and spacious place. We did not like the ladder up to the loft.(instead of stairs) It was never mentioned in the advertisement. and quite unsafe for seniors."

"Aggie was a very helpful host, and the property was gorgeous. We spent time swimming off the dock, watching the sun set from the muskoka chairs, and sharing laughs by the fire. The kitchen was well appointed, beds were comfy, and the space was clean and well-located for county exploration. Thanks for a great vacation!"

"All was great other than that we were charged for using Kayaks and paddle boat. When after the trip I aske the host, they said we should have been charged and they will pay our money back, but I have been still waiting to receive my money back for Kayaks etc. I will update my review and put comment in reviews as soon as the host pay our Kayaks and paddle boat money back."

"We had a great time at this property! Loved the dogs! And access to the garden was a great bonus!"

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Standard Room, 2 Queen Beds, Ground Floor

"Beautiful area, view, and close to downtown. Perfect stay! Unte was fantastic."

includes taxes & fees

13 Jan - 14 Jan

"Lack of a working elevator was not an issue for me but could have been for others. "

includes taxes & fees

9 Jan - 10 Jan

"Our room was good , but a constant hum from a fan or motor during the quiet part of the night was annoying. The include breakfast was great on presentation, but poor on quality and one person staff, not attentive. Food was cold by the time you brought it to your table."

includes taxes & fees

17 Jan - 18 Jan

Find out more about Waupoos

Everything you need to know about Waupoos holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Waupoos holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Waupoos holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Waupoos holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Waupoos. 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 Waupoos holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Waupoos holiday rentals we have selected for you start as low as €144 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Waupoos rentals

At Expedia, we put the best Waupoos holiday 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 Waupoos 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 Waupoos holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Waupoos. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Waupoos properties

5/5 Excellent

"Beautiful area, view, and close to downtown. Perfect stay! Unte was fantastic."

A verified traveller stayed at Picton Harbour Inn

Posted 2 days ago

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?

Modern 4BR Harbourfront Century Home: This holiday home rental outside of Waupoos offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Waupoos?

Choose from 11 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.

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Holiday Rentals in Waupoos

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Check Waupoos holiday rental availability

Holiday Rentals in Waupoos

Cribs On The Hill

Cribs On The Hill

Stunning House on the Water's Edge

Stunning House on the Water's Edge

Modern 4BR Harbourfront Century Home

Modern 4BR Harbourfront Century Home

Cape Cod style home in the heart of the lakeside village of Wellington

Cape Cod style home in the heart of the lakeside village of Wellington

Prince Edward County-Enjoy Picton WIne Country

Prince Edward County-Enjoy Picton WIne Country

Designer Comfort in a Lake VIEW Country Cottage!

Designer Comfort in a Lake VIEW Country Cottage!

Private Retreat Home in Picton Bay - Lake Ontario

Private Retreat Home in Picton Bay - Lake Ontario

West Lake Waterfront Swimming - Free Pontoon Boat!

West Lake Waterfront Swimming - Free Pontoon Boat!

Sandbanks Cottage Retreat

Sandbanks Cottage Retreat

Downtown Picton, 3 bedroom.

Downtown Picton, 3 bedroom.

West Lake Cottage

West Lake Cottage

Luxury Waterfront & Woodland!

Luxury Waterfront & Woodland!

Beautiful 7BR Country Farmhouse with Yoga Studio

Beautiful 7BR Country Farmhouse with Yoga Studio

33 Vines Winery & Vineyard

33 Vines Winery & Vineyard

Farmhouse w/ pool, wood fired oven, basketball court and centrally located

Farmhouse w/ pool, wood fired oven, basketball court and centrally located

Gorgeous Waterfront Lake House near Sandbanks Beach with Kayaks and Beach Pass.

Gorgeous Waterfront Lake House near Sandbanks Beach with Kayaks and Beach Pass.

Upscale Cottage - Sandbanks/Prince Edward County

Upscale Cottage - Sandbanks/Prince Edward County

Waterfront Vacation Rental 5 Min. From Sandbanks Beach

Waterfront Vacation Rental 5 Min. From Sandbanks Beach

Westlake Dunes View Beach-FREE Pontoon Boat Rental

Westlake Dunes View Beach-FREE Pontoon Boat Rental

Nature Lover's Cottage Retreat On The Black River With Private Dock.

Nature Lover's Cottage Retreat On The Black River With Private Dock.

Other types of properties in Waupoos you may be interested in

Picton Harbour Inn

Picton Harbour Inn

Hampton Inn By Hilton Napanee

Hampton Inn By Hilton Napanee

Comfort Inn & Suites

Comfort Inn & Suites

Find out more about Waupoos

Find out more about Waupoos

Recent reviews of Waupoos properties

Recent reviews of Waupoos properties

Picton Harbour Inn

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