Photo by Pat Long

Portland holiday rentals

We found 119 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Portland to find one that's perfect for your trip. Holiday rentals offer the best amenities for your family, friends or furry companion, such as parking and air conditioning. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

How much does it cost to rent a holiday rental in Portland?
Property type, length of stay and time of year are some things that can influence the price of a holiday home. Simply add your dates of travel to find the ultimate escape. From quaint country cottages to expansive luxury villas, all Vrbo holiday rentals provide amazing value.
How much does it cost to rent a beach house in Portland?
Prices for beach houses in Portland may vary depending on the style and size of the property and when you're travelling. Simply enter your dates of travel into Vrbo and the number of guests to view your rental options and prices. From there you can use our filter tool to narrow down your search by ratings, nearby activities and more.
What are the top attractions for families in Portland?
There are plenty of wonderful things to see and do with the family in Portland, such as:
  • Louisville Slugger Museum
  • Louisville Mega Cavern
  • Kentucky Kingdom
How old do you have to be to rent a holiday rental in Portland?
It's advisable to check with the Portland holiday property you're looking at on Vrbo as age restrictions differ. However, generally it's 16, 18 or 21.
How long can I rent a holiday rental in Portland for?
The amount of time you can stay in a Portland holiday home for differs depending on the property. Simply tap in your travel dates to view options offering extended stays. They have everything you need to make your extended trip more enjoyable like air conditioning and kitchens. Some holiday homes may also offer weekly or monthly discounted prices, so you can hang around longer for less.