Portland holiday rentals

We found 0 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in Portland that are perfect for your trip. Whether you’re staying in a holiday home with family or friends, you'll have the best amenities for spending time at your home away from home, which might include a hot tub and a washer and dryer. Whatever you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

  • 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

Book a holiday rental for your Portland getaway

Learn about the unique charm of Portland with a stay in a holiday home rental. This city has something for everyone. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Exploring the natural features in Portland

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Portland is a great place to get out in nature. Here are some of the area’s most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Lake Chicot State Park (20.4 mi / 32.8 km)
  • Lake Ferguson (27.1 mi / 43.6 km)
  • Lake Washington (29.4 mi / 47.3 km)
  • Stuart Island (18.8 mi / 30.2 km)
  • Warfield Point Park (23.5 mi / 37.9 km)

Transport to and around Portland

Fly into Greenville, MS (GLH-Mid Delta Regional), the closest airport, located 34.4 mi (55.4 km) from the city centre.

Frequently asked questions

How much does it cost to rent a holiday home in Portland?
Season, property type and length of stay are some of the things that can determine the price of a holiday home. Simply add your travel dates to find your perfect match. From comfy cottages to expansive villas, all Stayz holiday homes 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 size and type of the property and time of year you're travelling. Simply enter your travel dates into Stayz and the number of guests to view your home options and prices. From there you can use our filters to narrow your search by nearby activities, amenities, ratings and more.
How old do you have to be to rent a holiday home in Portland?
The minimum age can differ between properties on Stayz, so be sure to look at the rules of the holiday home in Portland you want to book. But in general, it's 16, 18 or 21.
How long can I rent a holiday home in Portland for?
The amount of time you can book a Portland holiday home for is up to each property. Just put in your travel dates to find options that offer extended stays. They include the things you need to make your extended holiday more convenient and enjoyable, such as laundries and air conditioning. Some holiday homes may also offer weekly or monthly discounted prices, so you can stick around for longer for less.