Waupoos Holiday Rentals

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Holiday Rentals in Waupoos

Cozy Waterfront Place living
10.0 out of 10, Exceptional, 1 review
"What a great property. Super clean and everything worked as its should. Ben was super communicative and checked in to make sure there was nothing wrong. Highly recommended."
Cozy Waterfront Place living
Designer Comfort in a Lake VIEW Country Cottage!
9.4 out of 10, Exceptional, 27 reviews
"This home was perfect for our long weekend getaway. Just minutes to the ferry to spend time in Prince Edward County, but quiet and entertaining to return home to. The hut tub was a nice bonus. We walked the neighbourhood often and enjoyed the rustic beach."
Designer Comfort in a Lake VIEW Country Cottage!
Cribs On The Hill
4.0 star property
9.2 out of 10, Wonderful, 201 reviews
"Loved my stay here. Great place, and excellent communication from Theresa! Felt cared for!"
The price is NZ$747
includes taxes & fees
19 Jun - 20 Jun
Cribs On The Hill
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Cape Cod style home in the heart of the lakeside village of Wellington
10.0 out of 10, Exceptional, 104 reviews
"Our third stay at the lovely Main Street Cottage. It has everything we needed and we all enjoyed it immensely. The hosts are excellent. All communications were timely and informative. Everything in the home is well marked and clear instructions are readily available where needed. It is cozy and comfortable, and a perfect location from which to visit the County’s many wineries and shops, with several restaurants within a few minutes walk (as is the beach) We definitely hope to stay at the Cottage...
Cape Cod style home in the heart of the lakeside village of Wellington
Stunning House on the Water's Edge
9.2 out of 10, Wonderful, 9 reviews
"We had a delightful week by the water and, with summer like temps and sunshine in late Sept, also managed to swim daily! We’ll definitely be back."
Stunning House on the Water's Edge
Grays Lane - Minutes to Sandbanks
10.0 out of 10, Exceptional, 1 review
"Great spot tucked away in Prince Edward County. We’ll definitely be back! "
Grays Lane - Minutes to Sandbanks
Waterfront Vacation Rental 5 Min. From Sandbanks Beach
10.0 out of 10, Exceptional, 83 reviews
"Very spacious accommodation inside with access to outdoor comfort and waterfront. Views of East Lake are stunning as are the gardens on the property. The host is lovely and a pleasure to deal with."
Waterfront Vacation Rental 5 Min. From Sandbanks Beach
LAZY DAYZ Sunset Views and No Cleaning Fees!
10.0 out of 10, Exceptional, 32 reviews
"We thoroughly enjoyed our long weekend at Lazy Dayz. The listing is perfectly accurate, check-in was smooth and we had no issues at all. Joanne and Michael were fantastic hosts and the delicious ginger cake was a thoughtful bonus! We would happily recommend this listing to any couple going to Picton."
LAZY DAYZ Sunset Views and No Cleaning Fees!
West Lake Waterfront Swimming - Free Pontoon Boat!
7.4 out of 10, Good, 73 reviews
"Exactly what we wre looking for. Advertizes 3 bedrooms and there are only 2 sofa doesnt even turn into a bed. Bit of a dissappointment but did not affect our sta"
The price is NZ$729
includes taxes & fees
20 Jun - 21 Jun
West Lake Waterfront Swimming - Free Pontoon Boat!
Steps to Main Street, Picton w Sandbanks Pass, Bbq and Large Private Back Yard
10.0 out of 10, Exceptional, 26 reviews
"House was very clean and well equipped. Great location steps from shops and restaurants, yet very quiet and relaxing. Nice backyard area as well. Would definitely recommend."
Steps to Main Street, Picton w Sandbanks Pass, Bbq and Large Private Back Yard
Comfortable loft for 6 max in Prince Edward County Wine Country
9.0 out of 10, Wonderful, 6 reviews
"Very pleasant place and not far from regional attractions. Peaceful and relaxing retreat. Note: one of the bedrooms was not private. Walk along path at back of property was nice bonus. Host was very lovely to deal with."
Comfortable loft for 6 max in Prince Edward County Wine Country
Prime Wellington Location with Water Views and Sandbanks Provincial Park Pass
10.0 out of 10, Exceptional, 6 reviews
"Thank you. Your place was lovely."
The price is NZ$584
includes taxes & fees
13 Jun - 14 Jun
Prime Wellington Location with Water Views and Sandbanks Provincial Park Pass
Private Retreat Home in Picton Bay - Lake Ontario
Private Retreat Home in Picton Bay - Lake Ontario
Sandbanks Cottage Retreat
10.0 out of 10, Exceptional, 34 reviews
"A beautiful home that is a great oasis while exploring PEC!"
Sandbanks Cottage Retreat
Prince Edward County-Enjoy Picton WIne Country
9.8 out of 10, Exceptional, 6 reviews
"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."
The price is NZ$656
includes taxes & fees
9 Jun - 10 Jun
Prince Edward County-Enjoy Picton WIne Country
The Flats Hotel: South Suite in Wellington - Steps
10.0 out of 10, Exceptional, 2 reviews
"The Flats Hotel is situated in the heart of Wellington. A few restaurants are within walking distance with wineries, breweries and a golf course are all close by. "
The Flats Hotel: South Suite in Wellington - Steps
Harbour Main playful century home w/ private patio
9.8 out of 10, Exceptional, 10 reviews
"Super cute place. It was so nice to have both indoor and outdoor space. The back patio was lovely for a morning tea and a pre-dinner cocktail. The sun room is great for a quick cat nap! Picton is definitely the best of all 3 towns in PEC. It has the biggest Main Street and the most shops and restaurants that were open late. Harbour Main is a very short walk to Main Street and really close to the start of the Millennium Trail too. Rent some bikes and hit this trail. It is flat and easy and goes...
Harbour Main playful century home w/ private patio
Loyalist Bird House (park pass & close to horse ranch)
10.0 out of 10, Exceptional, 3 reviews
"We really enjoyed our stay at the Loyalist Bird House. The apartment was warm and cozy, and we felt at home from the moment we walked in the door. Beds and furniture were comfortable, the kitchen was amazing, with everything you could want to prepare a meal. We liked the thoughtful touches, like the mints, snacks, bottles of water and the K-cup choices. Location was great for us, outside of town for peace and quiet but close enough to see all that the County has to offer. We would definitely...
Loyalist Bird House (park pass & close to horse ranch)
Luxury Waterfront & Woodland!
9.6 out of 10, Exceptional, 5 reviews
"We are a family visiting from the UK. We were delighted with this beautiful cottage overlooking the river. The owners have thought of everything to make this extremely spacious and luxurious property a very special holiday for visitors. The hosts were very quick to respond and very accommodating. We shall never forget our amazing visit."
Luxury Waterfront & Woodland!
Beautiful 7BR Country Farmhouse with Yoga Studio
10.0 out of 10, Exceptional, 10 reviews
"Since 2011 we have been coming to the Prince Edward county for our Thanksgiving getting together. According to our family, this year was one of the best Thanksgiving celebration and we should come back to this place for our Thanksgiving getting together in 2024."
Beautiful 7BR Country Farmhouse with Yoga Studio
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See all available properties in Waupoos
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.

Other types of properties in Waupoos you may be interested in

The Waring House
3.0 star property
8.4 out of 10, Very good, 944 reviews
"I didn't find the bed very comfortable and woke with a sore back but my wife was fine. The grounds are beautiful as are the buildings and restaurants and the room and bathroom are spacious and well appointed but our breakfast (included, no charge and from the regular menu) was not so good. Sausages which seemed to have been cooked ahead and were so dry and hard as to be inedible and they had no bacon! Same goes for the potatoes, hard and dry. Eggs were good though. Good reasonable rates for...
The price is NZ$353
includes taxes & fees
11 Jun - 12 Jun
The Waring House
Picton Harbour Inn
3.0 star property
9.0 out of 10, Wonderful, 1,007 reviews
"Enjoyed. Clean and comfortable."
The price is NZ$244
includes taxes & fees
9 Jun - 10 Jun
Picton Harbour Inn
Masterson's Motel
2.5 star property
8.4 out of 10, Very good, 1,001 reviews
"So close to the highway "
The price is NZ$119
includes taxes & fees
11 Jun - 12 Jun
Masterson's Motel
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.

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?

Stunning House on the Water's Edge: This holiday home rental outside of Waupoos is located on a lake, and has a patio, an arcade/games room and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Waupoos?

Choose from 8 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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