Book Holiday Homes in Wellington

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Featured Holiday Homes in Wellington

Beautiful bungalow by the water

Beautiful bungalow by the water

Quinte West
The price is NZ$1,043 per night from 30 Dec to 31 Dec
NZ$1,043
includes taxes & fees
30 Dec - 31 Dec
Stay at this vacation home in Quinte West. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Roundel Glen Golf Course and National Air Force ...
Beautiful bungalow by the water
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 patios. Popular attractions Regent Theatre and County Youth Park are located ...
Modern 4BR Harbourfront Century Home
Private Retreat Home in Picton Bay - Lake Ontario

Private Retreat Home in Picton Bay - Lake Ontario

Prince Edward
Stay at this vacation home in Prince Edward. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions H. J. McFarland Conservation Area and Picton ...
Private Retreat Home in Picton Bay - Lake Ontario
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Make The County Cottage your luxe home base to explore beautiful PEC!

Make The County Cottage your luxe home base to explore beautiful PEC!

Prince Edward
Stay at this vacation home in Prince Edward. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Kinsip House Of Fine Spirits and Oeno ...
Make The County Cottage your luxe home base to explore beautiful PEC!
All Season Beautiful Luxury Country Home

All Season Beautiful Luxury Country Home

Carrying Place
Stay at this vacation home in Prince Edward. Enjoy free WiFi, a garden, and patios. Popular attractions Barcovan Golf Club and Brighton Speedway Park are located ...
All Season Beautiful Luxury Country Home
Downtown Picton, 3 bedroom.

Downtown Picton, 3 bedroom.

Prince Edward
The price is NZ$644 per night from 23 Dec to 24 Dec
NZ$644
includes taxes & fees
23 Dec - 24 Dec
Stay at this vacation home in Prince Edward. Enjoy a garden, balconies, and an in-room coffeemaker. Popular attractions Regent Theatre and Prince Eddy's Brewing ...
Downtown Picton, 3 bedroom.
Farmhouse w/ pool, wood fired oven, basketball court and centrally located

Farmhouse w/ pool, wood fired oven, basketball court and centrally located

Prince Edward
Book a stay at this family-friendly vacation home in Prince Edward. Enjoy free WiFi, private pools, and a water park. Popular attractions PRZ Paintball and Macaulay ...
Farmhouse w/ pool, wood fired oven, basketball court and centrally located
Waterfront Vacation Rental 5 Min. From Sandbanks Beach

Waterfront Vacation Rental 5 Min. From Sandbanks Beach

Cherry Valley
Stay at this vacation home in Prince Edward. Enjoy free WiFi, a garden, and a pool table. Popular attractions Sandbanks Provincial Park and Caddy Shack Mini ...
Waterfront Vacation Rental 5 Min. From Sandbanks Beach
Gorgeous All Season Water Front Cabin

Gorgeous All Season Water Front Cabin

Belleville
Stay at this vacation home in Belleville. Enjoy free WiFi, a garden, and patios. Popular attractions Black Bear Ridge Golf Club and Trillium Wood Golf Club are ...
Gorgeous All Season Water Front Cabin
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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
232 Holiday Homes
Lowest Price
NZ$176
Highest Price
NZ$1,043
Popular accommodation
Beautiful bungalow by the water, Modern 4BR Harbourfront Century Home, Private Retreat Home in Picton Bay - Lake Ontario, Make The County Cottage your luxe home base to explore beautiful PEC!, All Season Beautiful Luxury Country Home , Downtown Picton, 3 bedroom., Farmhouse w/ pool, wood fired oven, basketball court and centrally located, Waterfront Vacation Rental 5 Min. From Sandbanks Beach, Gorgeous All Season Water Front Cabin

Top trending hotels in Wellington

Lakeside Motel

Lakeside Motel

3.5 out of 5
349 Wellington Main St, Prince Edward, ON
The price is NZ$427 per night from 23 Dec to 24 Dec
NZ$427
includes taxes & fees
23 Dec - 24 Dec
Stay at this 3.5-star inn in Prince Edward. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
Lakeside Motel
Drake Devonshire and Motor Inn

Drake Devonshire and Motor Inn

4 out of 5
43 Wharf St, Wellington, Prince Edward, ON
The price is NZ$373 per night from 14 Jan to 15 Jan
NZ$373
includes taxes & fees
14 Jan - 15 Jan 2025
Stay at this 4-star hotel in Prince Edward. Enjoy free WiFi, free parking, and free beach cabanas. Popular attractions Sandbanks Provincial Park and Wellington ...
Drake Devonshire and Motor Inn
Newsroom Suites

Newsroom Suites

3.5 out of 5
269 Main Street, Wellington, Prince Edward, ON
The price is NZ$239 per night from 30 Dec to 31 Dec
NZ$239
includes taxes & fees
30 Dec - 31 Dec
Stay at this 3.5-star guesthouse in Prince Edward. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...
Newsroom Suites
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Villa di Casa - Boutique Hotel

Villa di Casa - Boutique Hotel

3 out of 5
598 Swamp College Road, Prince Edward, ON
The price is NZ$176 per night from 5 Jan to 6 Jan
NZ$176
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this 3-star hotel in Prince Edward. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Karlo Estates Winery and Wellington on the ...
Villa di Casa - Boutique Hotel
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See all available properties in Wellington
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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.