Where to stay around Portland?

Our 2018 accommodation listings offer a large selection of 656 holiday lettings near Portland. From 278 Houses to 108 Condos/Apartments, find unique self catering accommodation for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay near Portland 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: 55 holiday homes
  • West End: 47 holiday homes
  • Downtown: 73 holiday homes
  • East Bayside: 60 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: 1,259 holiday lettings
  • Eastern Promenade: 1,214 holiday lettings
  • Merrill Auditorium: 1,221 holiday lettings
  • Space Gallery: 1,241 holiday lettings
  • Portland Transportation Center: 1,260 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 278 Houses in Portland. Our other popular types of Portland holiday rentals include:

  • Condos/Apartments: 108 self catering accommodations
  • Cottages: 102 self catering accommodations
  • Cabins: 8 self catering accommodations

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

Can I rent beach rentals in Portland?

Absolutely, HomeAway has 183 beach rentals in Portland. You have also many other possibilities in Portland area, including:

  • Waterfront rentals: 147 holiday rentals
  • Downtown rentals: 101 holiday rentals
  • Mountain rentals: 5 holiday rentals

Please use our search bar to access the selection of holiday lettings.

Can I find a holiday accommodation with pool in Portland?

Yes, you can select your preferred holiday accommodation with pool among our 64 holiday homes with pool available in Portland. Please use our search bar to access the selection of holiday rentals available.

    A holiday rental home in Portland, Maine is a lovely choice for your next breakaway to New England

    Portland is a wonderful spot for a holiday. Surrounded by beautiful scenery, you will have access to all manner of outdoor activities and many interesting attractions. A holiday rental home in Portland will feel like your home away from home.

    Things to Do on Holiday to Portland, Maine

    Summer and winter offer their share of exciting activities in the out of doors. During the warmer months enjoy boat rides to nearby islands, swimming, fishing, hiking and cycling. The countryside is beautiful and there are many nearby trails. Whether you want a leisurely hike or something more challenging you will find it here. During the winter, nearby ski resorts provide the opportunity for skiing, snowmobile excursions and snowboarding. Visitors who are lucky enough to be in Portland during the fall will be treated to a vibrant colour display as the foliage turns from green to many shades of red, yellow, orange and gold.

    Places to Visit on Holiday to Portland, Maine

    Museums and historic sites are some of the most popular places to visit whilst in Portland. The Portland Museum of Art boasts works from many well-known artists. The Children’s Museum and Theatre of Maine is a great place to spend an afternoon with the kids. Even if you come for the outdoor activities, keep this spot in mind in case it rains during your stay. The Victoria Mansion is a beautiful example of a house from the pre-Civil War era. You will feel as though you stepped back in time when you see this lovely home. The Wadsworth Longfellow House was built in 1786, and once was home to the famous writer.

    Weather in Portland, Maine

    Cold winters and warm summers are what you will find whilst on holiday to Portland. During the winter the average low temperatures are between -11° and -1° C and the average highs are -1° to 9° C. In the spring the average lows are 2° to 7° C and the average highs are 12° to 18° C. During the summer, the average lows are 12° to 15° C and the highs are 23° to 26° C. There is between 80 and 125 mm of rain or snow per month. Maine is quite well-known for its heavy snow fall, but don’t let that scare you away. The snow-covered countryside is beautiful and there are many snow-related activities to enjoy.

    Travel to Portland, Maine

    The nearest airport to Portland is Portland International Jetport (PWM) which is about 5 km away. Logan International Airport (BOS) is located 156 km from Portland. You will need a car for use during your stay.

    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)