Book Holiday Homes in Waupoos

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Featured Holiday Homes in Waupoos

Grays Lane - Minutes to Sandbanks

Grays Lane - Minutes to Sandbanks

Prince Edward
Stay at this vacation home in Prince Edward. Enjoy a garden, laundry facilities, and patios. Popular attractions Sandbanks Provincial Park and Caddy Shack Mini ...
Opens in a new windowGrays Lane - Minutes to Sandbanks
Historic Octagon House! Pet Friendly. Heart of Picton. 5 bedrooms/5.5 bathrooms

Historic Octagon House! Pet Friendly. Heart of Picton. 5 bedrooms/5.5 bathrooms

Prince Edward
Stay at this vacation home in Prince Edward. Enjoy a garden, laundry facilities, and concierge services. Popular attractions Regent Theatre and Mustang Picton ...
Opens in a new windowHistoric Octagon House! Pet Friendly. Heart of Picton. 5 bedrooms/5.5 bathrooms
Stunning House on the Water's Edge

Stunning House on the Water's Edge

Prince Edward
Stay at this vacation home in Prince Edward. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Sandbanks Provincial Park and Prince Edward ...
Opens in a new windowStunning House on the Water's Edge
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Old Milford - Modern Home 5 Minutes from Picton

Old Milford - Modern Home 5 Minutes from Picton

Prince Edward
Stay at this vacation home in Prince Edward. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions PRZ Paintball and Birdhouse City ...
Opens in a new windowOld Milford - Modern Home 5 Minutes from Picton
Spacious 3-bedroom Home in Downtown Wellington with in Ground Pool and parking!

Spacious 3-bedroom Home in Downtown Wellington with in Ground Pool and parking!

Prince Edward
Stay at this vacation home in Prince Edward. Enjoy free WiFi, private pools, and laundry facilities. Popular attractions Sandbanks Provincial Park and Prince ...
Opens in a new windowSpacious 3-bedroom Home in Downtown Wellington with in Ground Pool and parking!
Modern 4BR Harbourfront Century Home

Modern 4BR Harbourfront Century Home

Prince Edward
Stay at this vacation home in Prince Edward. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Picton Harbour and Regent Theatre are located ...
Opens in a new windowModern 4BR Harbourfront Century Home
Gorgeous renovated-5 min to Main St-BBQ-Firepit-Free Sandbanks pass-Pac Man game

Gorgeous renovated-5 min to Main St-BBQ-Firepit-Free Sandbanks pass-Pac Man game

Prince Edward
Stay at this vacation home in Prince Edward. Enjoy a garden, laundry facilities, and patios. Popular attractions Macaulay Mountain Conservation Area and Picton ...
Opens in a new windowGorgeous renovated-5 min to Main St-BBQ-Firepit-Free Sandbanks pass-Pac Man game
NEW Professionally Designed 8 Bed Home (w. 2 Sandbanks Passes)

NEW Professionally Designed 8 Bed Home (w. 2 Sandbanks Passes)

Prince Edward
Book a stay at this family-friendly vacation home in Prince Edward. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Picton ...
Opens in a new windowNEW Professionally Designed 8 Bed Home (w. 2 Sandbanks Passes)
The Demorestville: PEC Getaway

The Demorestville: PEC Getaway

Prince Edward
Stay at this vacation home in Prince Edward. Enjoy air conditioning. Popular attractions Sandbanks Provincial Park and Prince Edward County Lavender Farm are ...
Opens in a new windowThe Demorestville: PEC Getaway
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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.

Waupoos Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Waupoos vacation homes are the perfect way for you to wing it.

Holiday houses in Waupoos let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Waupoos in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Waupoos adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Waupoos with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Waupoos vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Waupoos Holiday Homes essential information

Accommodation
221 Holiday Homes
Lowest Price
NZ$203
Highest Price
NZ$344
Popular accommodation
Grays Lane - Minutes to Sandbanks, Historic Octagon House! Pet Friendly. Heart of Picton. 5 bedrooms/5.5 bathrooms, Stunning House on the Water's Edge, Old Milford - Modern Home 5 Minutes from Picton, Spacious 3-bedroom Home in Downtown Wellington with in Ground Pool and parking!, Modern 4BR Harbourfront Century Home, Gorgeous renovated-5 min to Main St-BBQ-Firepit-Free Sandbanks pass-Pac Man game, NEW Professionally Designed 8 Bed Home (w. 2 Sandbanks Passes), The Demorestville: PEC Getaway

Top trending hotels in Waupoos

 The Lazy Acre: Waterfront cottage with unparalleled views of Smith's Bay.

The Lazy Acre: Waterfront cottage with unparalleled views of Smith's Bay.

Prince Edward
Book a stay at this golf vacation home in Prince Edward. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Waupoos Winery and County Cider ...
Opens in a new window The Lazy Acre: Waterfront cottage with unparalleled views of Smith's Bay.
The Waring House

The Waring House

3 out of 5
395 Sandy Hook Road, Picton, Prince Edward, ON
Stay at this 3-star inn in Prince Edward. Enjoy free breakfast, daily housekeeping, and a garden. Our guests praise the breakfast and the helpful staff in our ...
Opens in a new windowThe Waring House
Picton Harbour Inn

Picton Harbour Inn

3 out of 5
33 Bridge Street, Picton, Prince Edward, ON
Fully refundableReserve now, pay when you stay
The price is NZ$203 per night from 12 Nov to 13 Nov
NZ$203
12 Nov - 13 Nov
includes taxes & fees
Stay at this 3-star hotel in Prince Edward. Enjoy free WiFi, breakfast (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the helpful ...
Opens in a new windowPicton Harbour Inn
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Huff Estates Inn & Winery

Huff Estates Inn & Winery

3 out of 5
2274 County Rd #1, Bloomfield, Prince Edward, ON
The price is NZ$344 per night from 9 Nov to 10 Nov
NZ$344
9 Nov - 10 Nov
includes taxes & fees
Stay at this 3-star inn in Prince Edward. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Opens in a new windowHuff Estates Inn & Winery
Don't see what you're looking for?
See all available properties in Waupoos
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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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^Subject to availability and chosen travel dates.