Portland Holiday Homes

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

Relax with our Price Promise
Find a lower price on a hotel or package online, before your stay, and we'll refund the difference^

Featured Holiday Homes in Portland

Don't see what you're looking for?
See all available properties in Portland
View all properties
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.

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.

Portland Holiday Homes essential information

Accommodation
167 Holiday Homes
Lowest Price
NZ$130
Highest Price
NZ$264
Popular accommodation
Edwardian House in the Heart of Weymouth 200m from Sandy Beach by the Sea, Historical, Characterful, Converted Old School House, Host & Stay | Clearmount Cottage, Ideal quiet beach location for walking/cycling/watersports & Jurassic Coast , Luxury Detached House and Grounds, also benefits from full disabled facilities., Beautiful, family friendly Cottage with sea views of Chesil Beach , Purbeck cottage near Swanage & Studland - views of Corfe and I of Wight, Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach, Spacious Coastal House with Stunning Sea Views N Near Sea & Sandy Beaches, Self-Catering Farmhouse Cottage set in the Dorset Countryside (Pet Friendly), Barn conversion, quiet location and heated swimming pool ( from mid May) , Private detached cottage to rent on Chesil Beach

Top trending hotels in Portland

^Eligibility requirements and conditions apply