Where to stay around Portland?

Our 2018 accommodation listings offer a large selection of 689 holiday lettings near Portland. From 283 Houses to 248 Flats, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends. The best place to stay near Portland for a long holiday or a weekend break is on HomeAway.

What is the best area to stay when travelling to Portland?

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday accommodations for a long holiday or just a weekend break in Portland:

  • Peaks Island: 56 holiday homes
  • Oakdale: 67 holiday homes
  • West End: 39 holiday homes
  • Downtown: 82 holiday homes
  • East Bayside: 71 holiday homes

For other neighbourhoods, please use our search bar to access the selection of holiday rentals available.

What are the most popular points of interest and landmarks to stay near when travelling to Portland?

HomeAway offers a large selection of holiday accommodations near great places in Portland. From HomeAway travellers, the most popular points of interest to stay near are:

  • Neal S. Dow House: 1,264 holiday lettings
  • Eastern Promenade: 1,220 holiday lettings
  • Merrill Auditorium: 1,229 holiday lettings
  • Space Gallery: 1,248 holiday lettings
  • Portland Transportation Center: 1,263 holiday lettings

But there are many other points of interest around Portland listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of holiday rentals available near the point of interest of your choice.

Can I rent Houses in Portland?

Yes, of course. HomeAway offers 283 Houses in Portland. Our other popular types of Portland holiday rentals include:

  • Flats: 248 self catering accommodations
  • Studios: 139 self catering accommodations
  • Bungalows: 120 self catering accommodations

But you can also enjoy a great stay in one of our other holiday rentals including Cabins and more.

Can I find a holiday accommodation with pool in Portland?

Yes, you can select your preferred holiday accommodation with pool among our 76 holiday homes with pool available in Portland. Please use our search bar to access the selection of holiday rentals available.

    Travel to lively Portland

    Enjoy the area's museums, live music and theatre scene with a rental holiday home in Portland. This cosmopolitan city attracts visitors thanks to its restaurants and shopping. For a bit of culture, visit Wadsworth-Longfellow House, Children's Museum of Maine or Portland Museum of Art. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

    Sightseeing in and around Portland

    Do you want to find top things to see and do while you're in town? Venture out of your holiday home and check out everything that makes Portland a one-of-a-kind holiday spot. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

    • Southworth Planetarium (1 mi / 1.5 km)
    • Joker's Family Fun and Games (3.7 mi / 5.9 km)
    • Sable Oaks Golf Course (4.3 mi / 6.9 km)
    • Riverside Municipal Golf Course (4.6 mi / 7.4 km)
    • Twin Falls Golf Club (5 mi / 8 km)
    • Nonesuch River Golf Club (5.7 mi / 9.2 km)

    Exploring the natural landscape of Portland

    Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Portland. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city centre:

    • Deering Oaks Park (0.8 mi / 1.2 km)
    • Eastern Promenade (1.1 mi / 1.8 km)
    • East End Beach (1.3 mi / 2 km)
    • Willard Beach (1.9 mi / 3 km)
    • Sand Beach (2.5 mi / 4 km)
    • Mackworth Island (2.6 mi / 4.2 km)