Book Holiday Homes in Portland
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Featured Holiday Homes in Portland

constructed fully furnished two bed bedroom house with one and half bathroom

Very cozy, clean, close to Bob Marley Beach, Cane River Falls & close to airport

Cute and Cozy Ez Home

Charming 1-bedroom hotel with WiFi and AC in vibrant Kingston

El Paraíso @ The Westbury •Cozy 2BR Apt in New Kingston

Brand new luxury apartment located in New Kingston.

Beautiful Townhouse in Gated Kingstons Haven

Home Sweet Home. 7 minutes from Kingston Airport, 20 mins to Bob Marley Museum!

Sleepover 3BR Cottage in Kingston
Portland 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 Portland vacation homes are the perfect way for you to wing it.
Holiday houses in Portland 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 Portland 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 Portland adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Portland 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 Portland 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.
Portland Holiday Homes essential information
Accommodation | 499 Holiday Homes |
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Lowest Price | NZ$136 |
Highest Price | NZ$814 |
Popular accommodation | constructed fully furnished two bed bedroom house with one and half bathroom, Very cozy, clean, close to Bob Marley Beach, Cane River Falls & close to airport, Cute and Cozy Ez Home, Charming 1-bedroom hotel with WiFi and AC in vibrant Kingston, El Paraíso @ The Westbury •Cozy 2BR Apt in New Kingston, Brand new luxury apartment located in New Kingston., Beautiful Townhouse in Gated Kingstons Haven, Home Sweet Home. 7 minutes from Kingston Airport, 20 mins to Bob Marley Museum!, Sleepover 3BR Cottage in Kingston |
Top trending hotels in Portland

Jamaica Palace Hotel

Sea Cliff Resort

Geejam

Match Resort Hotel
More ways to explore Portland
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^Subject to availability and chosen travel dates.