Book Holiday Homes in Prince Edward

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Featured Holiday Homes in Prince Edward

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 ON
With a stay at this vacation home in Prince Edward, you'll be within a 15-minute drive of Sandbanks Provincial Park and Regent Theatre.
Opens in a new windowHistoric Octagon House! Pet Friendly. Heart of Picton. 5 bedrooms/5.5 bathrooms
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 ON
With a stay at this vacation home in Prince Edward, you'll be just steps from Wellington Heritage Museum and Lake Ontario.
Opens in a new windowSpacious 3-bedroom Home in Downtown Wellington with in Ground Pool and parking!
Old Milford - Modern Home 5 Minutes from Picton

Old Milford - Modern Home 5 Minutes from Picton

Prince Edward Ontario
Located in Prince Edward, this vacation home is within a 5-minute drive of Birdhouse City and PRZ Paintball.
Opens in a new windowOld Milford - Modern Home 5 Minutes from Picton
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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 ON
The price is AU$463 per night from 27 Jan to 28 Jan
AU$463
27 Jan - 28 Jan 2026
includes taxes & fees
With a stay at this vacation home in Prince Edward, you'll be a 4-minute walk from Picton Harbour and 6 minutes by foot from Macaulay Mountain Conservation ...
Opens in a new windowGorgeous renovated-5 min to Main St-BBQ-Firepit-Free Sandbanks pass-Pac Man game
Main house #- 2 minutes to the lake with pool & playground -close to Sandbanks

Main house #- 2 minutes to the lake with pool & playground -close to Sandbanks

Prince Edward ON
With a stay at this vacation home in Prince Edward, you'll be within a 5-minute drive of Harwood Estate Vineyards and Hillier Creek Estates.
Opens in a new windowMain house #- 2 minutes to the lake with pool & playground -close to Sandbanks
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

Wellington ON
A stay at this vacation home places you in the heart of Prince Edward, steps from Wellington Main Street Park and Lake Ontario.
Opens in a new windowCape Cod style home in the heart of the lakeside village of Wellington
Charming House in Wellington

Charming House in Wellington

Prince Edward ON
With a stay at this vacation home in Prince Edward, you'll be a 2-minute walk from Armstron Glassworks and 5 minutes by foot from Lake Ontario.
Opens in a new windowCharming House in Wellington
Relax in Style & Comfort in South Bay, PEC

Relax in Style & Comfort in South Bay, PEC

Prince Edward ON
With a stay at this vacation home in Prince Edward, you'll be steps from Lake Ontario and a 3-minute drive from Little Bluff Conservation Area.
Opens in a new windowRelax in Style & Comfort in South Bay, PEC
The Stanley | Bloomfield | 3 Bedrooms | Hot Tub

The Stanley | Bloomfield | 3 Bedrooms | Hot Tub

Prince Edward ON
With a stay at this vacation home in Prince Edward, you'll be within a 15-minute drive of Sandbanks Provincial Park and Bloomfield Visitor's Centre.
Opens in a new windowThe Stanley | Bloomfield | 3 Bedrooms | Hot Tub
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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.

Prince Edward 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 Prince Edward vacation homes are the perfect way for you to wing it.

Holiday houses in Prince Edward 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 Prince Edward 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 Prince Edward adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Prince Edward 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 Prince Edward 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.

Prince Edward Holiday Homes essential information

Accommodation
218 Holiday Homes
Lowest Price
AU$162
Highest Price
AU$463
Popular accommodation
Historic Octagon House! Pet Friendly. Heart of Picton. 5 bedrooms/5.5 bathrooms, Spacious 3-bedroom Home in Downtown Wellington with in Ground Pool and parking!, Old Milford - Modern Home 5 Minutes from Picton, Gorgeous renovated-5 min to Main St-BBQ-Firepit-Free Sandbanks pass-Pac Man game, Main house #- 2 minutes to the lake with pool & playground -close to Sandbanks, Cape Cod style home in the heart of the lakeside village of Wellington, Charming House in Wellington, Relax in Style & Comfort in South Bay, PEC, The Stanley | Bloomfield | 3 Bedrooms | Hot Tub

Top trending hotels in Prince Edward

Picton Harbour Inn

Picton Harbour Inn

3 out of 5
33 Bridge Street Prince Edward ON
Fully refundableReserve now, pay when you stay
The price is AU$162 per night from 30 Dec to 31 Dec
AU$162
30 Dec - 31 Dec
includes taxes & fees
With a stay at Picton Harbour Inn in Prince Edward, you'll be within a 5-minute walk of Picton Harbour and Regent Theatre.
Opens in a new windowPicton Harbour Inn
The Waring House

The Waring House

3 out of 5
395 Sandy Hook Road Prince Edward ON
When you stay at The Waring House in Prince Edward, you'll be in the historical district, within a 5-minute drive of Mustang Picton Drive-In Theatre and Regent ...
Opens in a new windowThe Waring House
Huff Estates Inn & Winery

Huff Estates Inn & Winery

3 out of 5
2274 County Rd #1 Prince Edward ON
The price is AU$287 per night from 28 Dec to 29 Dec
AU$287
28 Dec - 29 Dec
includes taxes & fees
Located in Prince Edward, Huff Estates Inn & Winery is in a provincial park, a 1-minute drive from Huff Estates Winery and 7 minutes from Lake Ontario.
Opens in a new windowHuff Estates Inn & Winery
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Cribs on Main

Cribs on Main

3 out of 5
289 Main Street Prince Edward ON
Fully refundableReserve now, pay when you stay
The price is AU$238 per night from 4 Jan to 5 Jan
AU$238
4 Jan - 5 Jan 2026
includes taxes & fees
When you stay at Cribs on Main in Prince Edward, you'll be in a shopping district, just steps from Regent Theatre and 11 minutes by foot from Lake Ontario.
Opens in a new windowCribs on Main
Don't see what you're looking for?
See all available properties in Prince Edward
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.