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Destination guide

Travel to lively Portland

Enjoy the area's museums, live music and theater scene and make a vacation rental your home during your stay in Portland. This cosmopolitan city allures visitors with 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 vacation 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 vacation home and check out everything that makes Portland a one-of-a-kind vacation spot. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • 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)
Natural features

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 vacation in Portland. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city center:

  • 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)
How to get there

Transportation options to and around Portland

Fly into Portland, ME (PWM-Portland Intl. Jetport), the closest airport, located 2.6 mi (4.2 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to Brunswick, ME (NHZ-Brunswick Executive), which is 23.2 mi (37.3 km) away.

If you'd rather travel by train, the main station serving the city is Portland Transportation Center.

How many vacation rentals are available around Portland?

Our 2020 vacation rental listings offer a large selection of 691 house rentals around Portland. From 102 Cottages to 284 Houses, find unique vacation rental for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Portland is on HomeAway.

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

Whether you're travelling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Portland:

  • Munjoy Hill: 62 vacation rentals
  • Peaks Island: 64 vacation rentals
  • West End: 60 vacation rentals
  • Downtown Portland: 91 vacation rentals
  • East Bayside: 73 vacation rentals

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

What are the popular points of interest near where I can stay when travelling to Portland?

HomeAway offers a large selection of lodging choices near lovely places in Portland. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • University of Southern Maine: 1,310 home rentals
  • Charles Q. Clapp House: 1,319 home rentals
  • Portland Museum of Art: 1,319 home rentals
  • Children's Museum and Theatre of Maine: 1,316 home rentals
  • McLellan-Sweat Mansion: 1,318 home rentals

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 vacation rentals available near the point of interest of your choice.

Can I rent Cottages in Portland?

Yes, of course. HomeAway has 102 Cottages in Portland. Our other popular types of vacation rentals in Portland include:

  • Houses: 284 lodging choices
  • Cabins: 102 lodging choices
  • Bungalows: 102 lodging choices

But you can also enjoy a great stay in one of our other vacation homes including Farmhouses and more.

Can I find a vacation rental with pool in Portland?

Yes, you can select your preferred vacation rental with pool among our 97 vacation homes with pool available in Portland.

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