Book Holiday Homes in Wellington

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Featured Holiday Homes in Wellington

Grays Lane - Minutes to Sandbanks

Grays Lane - Minutes to Sandbanks

Prince Edward
Located in Prince Edward, this vacation home is in a rural location, within a 10-minute drive of Caddy Shack Mini Golf and Sandbanks Provincial Park.
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
With a stay at this vacation home in Prince Edward, you'll be within a 15-minute drive of Sandbanks Provincial Park and Lake Ontario.
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
With a stay at this vacation home, you'll be centrally located in Prince Edward, a 1-minute drive from Lake Ontario and 12 minutes from Prince Edward County ...
Opens in a new windowStunning House on the Water's Edge
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✨️ Spacious Lakeview Retreat in Scenic Wine Country ✨️

✨️ Spacious Lakeview Retreat in Scenic Wine Country ✨️

Carrying Place
The price is AU$575 per night from 18 Nov to 19 Nov
AU$575
18 Nov - 19 Nov
includes taxes & fees
With a stay at this vacation home in Quinte West, you'll be a 1-minute drive from Lake Ontario and 7 minutes from Barcovan Golf Club.
Opens in a new window✨️ Spacious Lakeview Retreat in Scenic Wine Country ✨️
Old Milford - Modern Home 5 Minutes from Picton

Old Milford - Modern Home 5 Minutes from Picton

Prince Edward
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
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
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!
Modern 4BR Harbourfront Century Home

Modern 4BR Harbourfront Century Home

Prince Edward
With a stay at this vacation home in Prince Edward, you'll be a 1-minute walk from Picton Harbour and 6 minutes by foot from Regent Theatre.
Opens in a new windowModern 4BR Harbourfront Century Home
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
With a stay at this vacation home in Prince Edward, you'll be within a 10-minute drive of Lake Ontario and Prince Edward County Lavender Farm.
Opens in a new windowMain house #- 2 minutes to the lake with pool & playground -close to Sandbanks
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
The price is AU$443 per night from 13 Nov to 14 Nov
AU$443
13 Nov - 14 Nov
includes taxes & fees
With a stay at this vacation home in Prince Edward, you'll be within a 5-minute drive of Lake Ontario and Picton Harbour.
Opens in a new windowGorgeous renovated-5 min to Main St-BBQ-Firepit-Free Sandbanks pass-Pac Man game
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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.

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

Holiday houses in Wellington 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 Wellington 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 Wellington adventures, obvs.

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

Wellington Holiday Homes essential information

Accommodation
367 Holiday Homes
Lowest Price
AU$259
Highest Price
AU$664
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, ✨️ Spacious Lakeview Retreat in Scenic Wine Country ✨️, 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, Main house #- 2 minutes to the lake with pool & playground -close to Sandbanks, Gorgeous renovated-5 min to Main St-BBQ-Firepit-Free Sandbanks pass-Pac Man game

Top trending hotels in Wellington

Drake Devonshire and Motor Inn

Drake Devonshire and Motor Inn

4 out of 5
43 Wharf St, Wellington, Prince Edward, ON
The price is AU$402 per night from 10 Dec to 11 Dec
AU$402
10 Dec - 11 Dec
includes taxes & fees
When you stay at Drake Devonshire and Motor Inn in Prince Edward, you'll be near the beach, within a 15-minute drive of Lake Ontario and Prince Edward County ...
Opens in a new windowDrake Devonshire and Motor Inn
Lakeside Motel

Lakeside Motel

3.5 out of 5
349 Wellington Main St, Prince Edward, ON
The price is AU$664 per night from 15 Nov to 16 Nov
AU$664
15 Nov - 16 Nov
includes taxes & fees
Lakeside Motel is centrally located in Prince Edward, a 5-minute walk from Lake Ontario and 13 minutes by foot from Wellington Rotary Beach.
Opens in a new windowLakeside Motel
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
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!
Save an average of 15% on thousands of hotels when you're signed in
The Birch

The Birch

2 out of 5
137 Main St, Prince Edward, ON
The price is AU$259 per night from 13 Nov to 14 Nov
AU$259
13 Nov - 14 Nov
includes taxes & fees
Located in Prince Edward, The Birch is within a 15-minute walk of Wellington Rotary Beach and Wellington Main Street Park.
Opens in a new windowThe Birch
Don't see what you're looking for?
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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.