Book Holiday Homes in Wellington

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Featured Holiday Homes in Wellington

Charming cottage in the heart of Wellington

Charming cottage in the heart of Wellington

Prince Edward
The price is NZ$347 per night from 24 Nov to 25 Nov
NZ$347
includes taxes & fees
24 Nov - 25 Nov
Stay at this vacation home in Prince Edward. Enjoy a garden, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Sandbanks Provincial ...
Charming cottage in the heart of Wellington
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
Prime Wellington Location with Water Views and Sandbanks Provincial Park Pass

Prime Wellington Location with Water Views and Sandbanks Provincial Park Pass

Prince Edward
Stay at this vacation home in Prince Edward. Enjoy free WiFi, a garden, and balconies. Popular attractions Sandbanks Provincial Park and Wellington Rotary Beach ...
Prime Wellington Location with Water Views and Sandbanks Provincial Park Pass
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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 air conditioning. Popular attractions H. J. McFarland Conservation Area and Picton ...
Private Retreat Home in Picton Bay - Lake Ontario
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
Sunlit + Tranquil 2 Bedroom Home | Rewild House

Sunlit + Tranquil 2 Bedroom Home | Rewild House

Picton
Stay at this vacation home in Prince Edward. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Regent Theatre and Prince Eddy's Brewing ...
Sunlit + Tranquil 2 Bedroom Home | Rewild House
The County Cabin: Comfy stay near Sandbanks

The County Cabin: Comfy stay near Sandbanks

Prince Edward
Stay at this vacation home in Prince Edward. Enjoy a garden, an in-room coffeemaker, and in-room fireplaces. Popular attractions County Youth Park and Prince ...
The County Cabin: Comfy stay near Sandbanks
River Runs Through It

River Runs Through It

Belleville
Book a stay at this family-friendly vacation home in Belleville. Enjoy free WiFi, a fitness center, and an in-room coffeemaker. Popular attractions Church of ...
River Runs Through It
Sandbanks Cottage Retreat

Sandbanks Cottage Retreat

Prince Edward
Book a stay at this family-friendly vacation home in Prince Edward. Enjoy free WiFi, a water park, and a fitness center. Popular attractions Sandbanks Provincial ...
Sandbanks Cottage Retreat
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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
249 Holiday Homes
Lowest Price
NZ$236
Highest Price
NZ$511
Popular accommodation
Charming cottage in the heart of Wellington, Modern 4BR Harbourfront Century Home, Prime Wellington Location with Water Views and Sandbanks Provincial Park Pass , Private Retreat Home in Picton Bay - Lake Ontario, Farmhouse w/ pool, wood fired oven, basketball court and centrally located, Sunlit + Tranquil 2 Bedroom Home | Rewild House, The County Cabin: Comfy stay near Sandbanks, River Runs Through It, Sandbanks Cottage Retreat

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$414 per night from 23 Nov to 24 Nov
NZ$414
includes taxes & fees
23 Nov - 24 Nov
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$511 per night from 26 Nov to 27 Nov
NZ$511
includes taxes & fees
26 Nov - 27 Nov
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$236 per night from 24 Nov to 25 Nov
NZ$236
includes taxes & fees
24 Nov - 25 Nov
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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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, patios, and an in-room coffeemaker. Popular attractions Sandbanks Provincial Park and Wellington ...
Stunning House on the Water's Edge
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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.