Book Holiday Homes in Wellington
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Featured Holiday Homes in Wellington

One Main Guesthouse-2 King Suites, 2 Bathrooms, 2 Floors, EV Charging

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

Cozy Autumn Escape in PEC - Fall Foliage, Wineries, Pumpkinfest!

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

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

Downtown Picton, 3 bedroom.

✨️ Spacious Lakeview Retreat in Scenic Wine Country ✨️

Old Milford - Modern Home 5 Minutes from Picton

Freshly Renovated 2 bedroom house with big patio and backyard
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 | 375 Holiday Homes |
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Lowest Price | NZ$327 |
Highest Price | NZ$1,024 |
Popular accommodation | One Main Guesthouse-2 King Suites, 2 Bathrooms, 2 Floors, EV Charging, Historic Octagon House! Pet Friendly. Heart of Picton. 5 bedrooms/5.5 bathrooms, Cozy Autumn Escape in PEC - Fall Foliage, Wineries, Pumpkinfest!, Spacious 3-bedroom Home in Downtown Wellington with in Ground Pool and parking!, Main house #- 2 minutes to the lake with pool & playground -close to Sandbanks, Downtown Picton, 3 bedroom., ✨️ Spacious Lakeview Retreat in Scenic Wine Country ✨️, Old Milford - Modern Home 5 Minutes from Picton, Freshly Renovated 2 bedroom house with big patio and backyard |
Top trending hotels in Wellington

Lakeside Motel

The Birch

Villa di Casa - Boutique Hotel

Drake Devonshire and Motor Inn
More ways to explore Wellington
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^Subject to availability and chosen travel dates.