Holiday rentals near Portland Harbour
We found 1,095 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals within easy reach of Portland Harbour that provide the perfect home base for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the amenities that you expect for your stay, which might include parking and a washer and dryer. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Portland Harbour
Showing deals for:6 Feb - 13 Feb
Image gallery for Bay View Luxury Stays- Southdown, 4 bed with hot tub and views
8.8 out of 10, Excellent, (5 reviews)
Excellent
(5 reviews)
Bay View Luxury Stays- Southdown, 4 bed with hot tub and views
Weymouth, England
9% off
Price is AU$4,337
for 7 nights, 1 home
AU$620 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Find the best place to stay - Portland Harbour
Showing deals for: 4 Feb - 7 Feb
BEAR'S APARTMENT, country holiday cottage in Castletown, Portland
Sleeps 4 · 3 bedrooms · 2 bathrooms
10 out of 10
exceptional
(1 review)
The current price is AU$1,221
for 3 nights, 1 cottage
AU$407 per night
includes taxes & fees
Top rated rentals - Portland Harbour
Quiet paradise
10 out of 10
exceptional
(220 reviews)
A perfect quiet location with cows and birds at your door sort of.Everything you could need is available as is communication with the owners, very approachable.Hard not to give this property 12 out of 10 EXCELLENT
david O.
Stayed July 2025
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value