Portland Holiday Rentals
More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers
Flexibility matters
24/7 support, so you can book with confidence
Unlock member prices with Mates Rates
You could save 10% or more on over 100,000 hotels right now.
Discover these top cities with holiday rentals
Port Antonio
Top Holiday Rentals in Portland
Hope Bay-Peaceful getaway w/ pool and steps to natural beach
Cozy Cabin in the Sky-Wood Thorpe Villa-Ocean View
Heaven Villa - We are not on the water, we are above!
A place in paradise - family villa on a peninsula directly by the sea
The Anton Villas
Beautiful House, Sea and mountain View property less than 1 mile from shopping
Abacus Jamaica the Zana Suite
The Gardens
Affordable Way to Wake Up to a Magical Sunrise from our Beach Front Villa
Kingston Luxury Condo Apartment
Gated Luxury New Kingston 1 Bdrm Condo Pool & Gym
New Kingston's Deluxe Apartment
Casa Royale Guest Apartment
Cozy Cottage In Rural Jamaica. Rich In Sunshine, Colour, Flavour, And Warmth.
Cattleya's New Kingston Guest Apartment
Very cozy, clean, close to Bob Marley Beach, Cane River Falls & close to airport
Holiday Accommodation Portland
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Portland are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Portland itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Portland holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Portland, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Portland with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.