Waupoos Holiday Rentals

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Holiday Rentals in Waupoos

The Lazy Acre: Waterfront cottage with unparalleled views of Smith's Bay.
10.0 out of 10, Exceptional, (54)
"Clean, updated lakefront house on the water with easy access to Picton and Sandbanks. We had a great stay!"
Canada
Keno C.
The Lazy Acre: Waterfront cottage with unparalleled views of Smith's Bay.
Cribs On The Hill
4.0 star property
9.2 out of 10, Wonderful, (244)
"Excellent location. Great amenities and highly recommend! "
Canada
Suzanne
Cribs On The Hill
Spacious 3-bedroom Home in Downtown Wellington with in Ground Pool and parking!
9.4 out of 10, Exceptional, (8)
"You pay for what you get. The home was nice but it definitely got hot upstairs. I would recommend the host installing an ac for upstairs or purchasing some fans for the property "
United States
Christopher F.
Spacious 3-bedroom Home in Downtown Wellington with in Ground Pool and parking!
Historic Octagon House! Pet Friendly. Heart of Picton. 5 bedrooms/5.5 bathrooms
10.0 out of 10, Exceptional, (3)
"Very clran would recomenf for sure"
Canada
Judy T.
Historic Octagon House! Pet Friendly. Heart of Picton. 5 bedrooms/5.5 bathrooms
Lakecroft
2.0 star property
8.4 out of 10, Very good, (26)
"Peaceful and clean. Owners are pleasant and attentive. "
Canada
FRED
The price is AU$333
includes taxes & fees
3 Nov - 4 Nov
Lakecroft
Stunning House on the Water's Edge
9.6 out of 10, Exceptional, (25)
"Excellent location, right on the water, it’s a gem 👍"
Canada
Blaize M.
Stunning House on the Water's Edge
Modern 4BR Harbourfront Century Home
9.8 out of 10, Exceptional, (74)
"Great spot. Clean, roomy, heritage home. Close to Picton main street. The rental home was great but very disappointed with communications from VRBO. That was awful."
Canada
Christiaan
Modern 4BR Harbourfront Century Home
Feel the Country Vibe in this 4-bedroom Farmhouse Inn! Close to Kingston, PEC
9.6 out of 10, Exceptional, (5)
"We needed a place to stay on the way to Kingston, ON. We spent a night at the property. There were 6 of us and our dog; we were comfortable and enjoyed the charming living room. We had dinner and breakfast in the kitchen. Everything was clean and worked well. "
Canada
Philip D.
The price is AU$276
includes taxes & fees
3 Nov - 4 Nov
Feel the Country Vibe in this 4-bedroom Farmhouse Inn! Close to Kingston, PEC
Gorgeous renovated-5 min to Main St-BBQ-Firepit-Free Sandbanks pass-Pac Man game
9.4 out of 10, Exceptional, (14)
"Very charming and welcoming property. We loved our stay here. "
Canada
Marc L.
The price is AU$446
includes taxes & fees
3 Nov - 4 Nov
Gorgeous renovated-5 min to Main St-BBQ-Firepit-Free Sandbanks pass-Pac Man game
33 Vines Winery & Vineyard
8.0 out of 10, Very good, (16)
"My 8 friends and I had a blast at the Nest! The property was gorgeous, the process from check in to check out was smooth. Will be returning!"
Canada
Alex M.
The price is AU$1,096
includes taxes & fees
24 Nov - 25 Nov
33 Vines Winery & Vineyard
Cape Cod style home in the heart of the lakeside village of Wellington
10.0 out of 10, Exceptional, (133)
"Gorgeous property in the heart of the town"
Canada
Dawn D.
Cape Cod style home in the heart of the lakeside village of Wellington
Designer Comfort in a Country Home!
9.4 out of 10, Exceptional, (50)
"Cute little house, nice and clean. Great hot tub. Perfect for a weekend away with friends. "
Canada
NICOLE L.
Designer Comfort in a Country Home!
Luxurious farmhouse on Westlake Shore Sandbanks
10.0 out of 10, Exceptional, (43)
"Great communication, wonderful location, and an amazing place to call home (for a few days)."
United States
Carol & Andy L.
Luxurious farmhouse on Westlake Shore Sandbanks
Family Friendly in Picton, PEC!
10.0 out of 10, Exceptional, (2)
"We had a great time at Picton, PEC at this property. It was a total of 5 adults and 2 kids and we all fit comfortably. The house was nice layout, with all the required amenities. I loved it place had two washrooms! "
Canada
Maria
The price is AU$715
includes taxes & fees
3 Nov - 4 Nov
Family Friendly in Picton, PEC!
Glampanee (glamping in Napanee)
9.8 out of 10, Exceptional, (7)
"Wonderful spot for a camping getaway! The host is super friendly and accommodating. The yurt is comfortable and well stocked. Great spot, beautiful and private. We had a bbq, a nice campfire and a good nights sleep."
Canada
Roderick F S.
Glampanee (glamping in Napanee)
Cozy Couple`s Getaway in PEC
9.4 out of 10, Exceptional, (3)
"Went for a concert and found this cute little place to stay. Was very pleased with everything. "
Canada
Ian
The price is AU$235
includes taxes & fees
5 Nov - 6 Nov
Cozy Couple`s Getaway in PEC
PEC Waterview Getaway
9.8 out of 10, Exceptional, (6)
"We had a Lovely stay. Lovely view, close to every Little town around. Very quiet. Beds are very comfortable. We were a group of 4 âge range 70-80, so the steps to go to rooms were a bit of a problem for us. Overall we had a Beautiful Time."
Canada
Ginette R.
The price is AU$568
includes taxes & fees
3 Nov - 4 Nov
PEC Waterview Getaway
Gorgeous Waterfront Lake House near Sandbanks Beach with Kayaks and Beach Pass.
9.8 out of 10, Exceptional, (10)
"Gorgeous property, very close to the beach."
Canada
George
Gorgeous Waterfront Lake House near Sandbanks Beach with Kayaks and Beach Pass.
The Darcie House - cozy, pet-friendly home in PEC
10.0 out of 10, Exceptional, (11)
"Great location- sun poured in the days we were there- great sleeps in most comfortable beds"
Canada
Anne B.
The Darcie House - cozy, pet-friendly home in PEC
Central PEC gem - Sleeps up to 6
4.0 out of 10, (1)
"This place sleeps 6, there was only three plates, no fry pan or toaster, and no heat when we got there. We called and someone showed up, but it took awhile to warm up the house."
Canada
DAN H.
The price is AU$715
includes taxes & fees
3 Nov - 4 Nov
Central PEC gem - Sleeps up to 6
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 Waupoos Hotel Reviews

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, 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 favourite 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 depend 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 AU$235 per night. Entering your travel dates in the search wizard might find you 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. 

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?

Spacious 3-bedroom Home in Downtown Wellington with in Ground Pool and parking!: This holiday home rental outside of Waupoos offers an outdoor pool, a patio and a BBQ 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 that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

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.