Waupoos holiday rentals

We found 307 holiday rentals — enter your dates for availability
Discover a selection of 7 homes and other holiday rentals in Waupoos that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the amenities that you need and want, such as parking and air conditioning. At the end of the day, you're sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Waupoos

Showing deals for:25 Dec - 1 Jan

Interior
Interior
Dining
Private kitchen
Exceptional
(29 reviews)

Prince Edward County-A Ferry Ride Away, 2 Bedroom Waterfront Cottage Rental.

Greater Napanee

8% off
AU$2,005
for 7 nights, 1 cottage
AU$286 per night
includes taxes & fees
Prince Edward County-A Ferry Ride Away, 2 Bedroom Waterfront Cottage Rental.
Dining
Terrace/patio
Interior
Private kitchen
Exceptional
(34 reviews)

Cozy urban cottage in the heart of Picton

Prince Edward

7% off
AU$1,965
for 7 nights, 1 home
AU$281 per night
includes taxes & fees
Cozy urban cottage in the heart of Picton
Living area
Outdoor dining
Private kitchen
Room
Exceptional
(6 reviews)

Charming Picton Bungalow! Dog friendly! Walk to the Millenium Trail and Main St!

Prince Edward

6% off
AU$2,562
for 7 nights, 1 home
AU$366 per night
includes taxes & fees
Charming Picton Bungalow! Dog friendly! Walk to the Millenium Trail and Main St!
Interior
Terrace/patio
Private kitchen
Living area
Wonderful
(5 reviews)

10-Acre BOQ/PEC Estate, Waterfront, 3BR Ensuite & Walk-in, +1BR, Gourmet Kitchen

Greater Napanee

8% off
AU$6,632
for 7 nights, 1 home
AU$947 per night
includes taxes & fees
10-Acre BOQ/PEC Estate, Waterfront, 3BR Ensuite & Walk-in, +1BR, Gourmet Kitchen
Your deck from the kitchen w/access to the backyard.
The entrance to the beach from the Sandbanks Cafe
View of the kitchen from the living room
View of the living room from the kitchen
Exceptional
(50 reviews)

Peaceful, quiet & spacious retreat right in the heart of quaint downtown Picton!

Prince Edward

9% off
AU$1,289
for 7 nights, 1 apartment
AU$184 per night
includes taxes & fees
Peaceful, quiet & spacious retreat right in the heart of quaint downtown Picton!
Interior
Room
Private kitchen
Private kitchen
Wonderful
(14 reviews)

Large 2BR, new beautiful modern fully renovated apt just off Main St. Picton

Prince Edward

7% off
AU$2,449
for 7 nights, 1 apartment
AU$350 per night
includes taxes & fees
Large 2BR, new beautiful modern fully renovated apt just off Main St. Picton

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    Enjoy full kitchens, laundry, pools, gardens and more

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    More space, more privacy, more amenities — more value

The waterfront setting of Waupoos is ready to explore

The area's wineries and museums are just some of the reasons to come on holiday to Waupoos. One of the city's many top draws is its island views. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Sightseeing in and around Waupoos

Are you hoping to find things to do during your stay? Venture out of your cosy holiday rental and experience everything that makes Waupoos a fun place to get away to. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • County Cider Company (0.1 mi / 0.2 km)
  • Waupoos Winery (0.7 mi / 1.1 km)
  • Picton Golf and Country Club (8.8 mi / 14.2 km)
  • Napanee Golf and Country Club (15.1 mi / 24.3 km)
  • Huff Estates Winery (16.3 mi / 26.3 km)
  • 33 Vines Winery (5.7 mi / 9.1 km)

Exploring the natural landscape of Waupoos

Whether you're looking for adventure or just want to appreciate the scenery, Waupoos is a great place to get outside. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Sandbanks Provincial Park (17.3 mi / 27.9 km)
  • Lake on the Mountain Provincial Park (4.9 mi / 7.9 km)
  • Prince Edward Point National Wildlife Area (6.5 mi / 10.5 km)
  • Prince Edward County Skateboard Park (8.8 mi / 14.1 km)
  • Bay of Quinte (15.3 mi / 24.6 km)
  • Timber Island Provincial Park (7.5 mi / 12.1 km)

Travelling to and around Waupoos

The nearest airport is in Kingston, ON (YGK-Norman Rogers), located 22.6 mi (36.4 km) from the city centre.

Frequently asked questions

What is the best area to stay in Waupoos when booking a holiday rental?
When considering a holiday rental in Waupoos, Ontario, the area surrounding Waupoos itself is highly recommended. This picturesque neighbourhood is renowned for its beautiful countryside and proximity to the stunning shores of Prince Edward County. Here, you can immerse yourself in the tranquil atmosphere that Waupoos offers while being close to a variety of attractions.One of the highlights of this area is the Waupoos Winery, where visitors can enjoy tastings of locally produced wines amidst scenic vineyard views. Another must-visit is the nearby Waupoos Island, which provides opportunities for outdoor activities such as kayaking and birdwatching, making it superb for nature enthusiasts.The selection of properties in Waupoos ranges from charming cottages to more luxurious waterfront homes, allowing for a variety of options depending on your preferences.
What are the top attractions in Waupoos?
In Waupoos, Ontario, visitors can enjoy a charming blend of nature and local culture. The Waupoos Winery is a popular attraction, offering tastings and tours where guests can savour local wines while taking in picturesque views of the vineyard and Lake Ontario. The area is also known for its scenic waterfront, where visitors can relax and appreciate the tranquil surroundings.For those who enjoy outdoor activities, the nearby Sandbanks Provincial Park is a must-visit, renowned for its stunning sand dunes and beautiful beaches, superb for swimming, hiking, and picnicking. In the village itself, the local shops and eateries provide a taste of the community's hospitality and artisanal offerings, creating a lovely atmosphere for leisurely exploration.
Are all fees included in the Waupoos holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Waupoos holiday homes with parking?
Stayz offers a wide selection of holiday homes in Waupoos with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Waupoos holiday homes?
You can find great discounts on holiday homes in Waupoos on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Waupoos holiday home booking on Stayz?
To find Waupoos holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Waupoos?
A long-stay holiday home in Waupoos is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Waupoos holiday home?
Book your Waupoos holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Waupoos?
Prices for holiday homes in Waupoos vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Waupoos to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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