Portland holiday lettings

We found 1 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in Portland that are perfect for your trip. Holiday homes offer the best amenities for your stay with friends, family or just your pet, such as air conditioning and cable TV. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's 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, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

The historical area of Portland awaits your stay

The area's history and churches are just some of the reasons to come on holiday to Portland. Travellers to this walkable city praise the horse riding, shopping and cycling. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Portland

Do you want to find attractions to see in the city? Venture out of your cosy holiday rental and experience everything that makes Portland a one-of-a-kind holiday spot. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Winchester Golf Club (19.2 mi / 30.9 km)
  • Eldora Speedway (19.6 mi / 31.6 km)
  • The Winery at Versailles (26.1 mi / 42 km)
  • Vineyard at Evergreen Farm (18 mi / 28.9 km)
  • Mercer County Elks Golf Club (21.6 mi / 34.8 km)
  • Cardinal Hills Golf Course (25.1 mi / 40.4 km)

Exploring the natural features in Portland

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Portland is a great place to spend some time outside. These are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Lehman Park (14.9 mi / 24 km)
  • Coldwater Nature Preserve (17.8 mi / 28.6 km)
  • Saint Henry North Park (17.9 mi / 28.9 km)
  • Saint Henry South Park (18.3 mi / 29.4 km)
  • Baker Woods (18.6 mi / 29.9 km)
  • West Bank Park (22.2 mi / 35.8 km)

How to get to and around Portland

The nearest airport is in Muncie, IN (MIE-Delaware County), located 25.5 mi (41.1 km) from the city centre.

Frequently asked questions

How much does it cost to rent a holiday rental in Portland?
Several factors can affect what you’ll pay for your holiday rental in Portland, such as the length of stay, type of property and season. Still, all Vrbo homes have one thing in common — incredible value. Simply add your travel dates to find your ideal fit.
How much does it cost to rent a beach house in Portland?
When you travel and the size and style of the property will help determine the cost of your beachside holiday rental. Click on your Portland travel dates to view your available options on Vrbo. Did someone just say “private pool”? Use the filters to pick the features and amenities you want in your holiday home.
How old do you have to be to rent a holiday rental in Portland?
We recommend checking with the Portland holiday home you’d like on Vrbo as age restrictions differ. However, normally it’s 16, 18 or 21.
How long can I rent a holiday rental in Portland for?
It really depends on the Portland property. To look at a list of options offering extended stays, simply type your travel dates and guest number into Vrbo’s search page. You can look forward to having the whole property to yourself, along with home comforts such as a fully-equipped kitchen, air conditioning and outdoor spaces where the kids can run around and play. Keep your eyes peeled for long-term stays that offer discounted weekly or monthly prices.