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21 Best Airbnb Vacation Rentals In Portland, Maine

Portland is a port city, which stands on a peninsula in Casco Bay, Maine. Visitors can enjoy the fresh sea air at the Old Port waterfront, where old warehouses have been turned into restaurants and shops, close to the working fishing harbor. Enjoy a stroll on the Western Promenade, which is set on a bluff overlooking mountains and the river. Explore West End, with streets lined with beautiful Victorian homes, and head into the Victoria Mansion Museum close by to learn the history of the city. When visiting this historic and beautiful place, explore its top hiking spots if you're an outdoorsy person. That's not all, for you can also check out the non-touristy things to do in the city, and stay like a local in one of the many rentals available here. So, scroll below to view the best Airbnb vacation rentals in Portland, Maine.
Cabins
15 Best Cabins For Rent In Portland, Maine - Updated 2025

The largest city in the northeastern American state of Maine, Portland is home to many historic places and buildings. Established in the early 17th century, it is one of the oldest cities in the state. And, the city center still has remnants of its past seen through the old port area, cobblestone streets, and landmark buildings. Portland Farmers Market, which has been going strong since 1768, is a lingering proof of its thriving fishing and food industry. The city is now a huge tourist destination, especially in the summer when you can hang out at the beach and explore the hiking and trekking spots in Portland. If you're planning a visit to this "Forest City," you can take refuge in one of its best vacation rentals. But if you want to slow down in the woods and lakeside, check out our list of the best cabins in Portland, Maine.
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10 Best Vrbo Vacation Rentals In Portland, Maine

Portland, Maine, is a US city that has a vast and captivating landscape extending from its pristine beachfront to the majestic, mountainous region seated on its outskirts. Home to attractions such as Victoria Mansion, Portland Museum of Art, Portland Head Light, and more, this beautiful city promises its visitors an itinerary full of interesting tours. From lush green parks to ultramodern buildings, experience Portland like a local by opting for a vacation rental rather than a hotel. Keep reading to find out about some of the best Vrbo vacation rentals in Portland, Maine, that will make you feel right at home.
Short Term Rentals
Top 10 Short-Term Rentals In Portland, Maine

Portland is known as Maines' largest city. Called 'Machigonne' by the indigenous tribes, the region has seen many conflicts over the years. From the first settlers to today's residents, the district of Old Port has always been this city's lifeline. Visitors flock to the vibrant Commercial Street, where historic sites, leisure establishments, and shopping centers can be found. Bring your family and enjoy a day filled with art and excitement as you visit Portland Museum of Art and Children's Museum & Theatre of Maine. Of course, traveling here wouldn't be complete without exploring Casco Bay's Calendar Islands and Great Diamond Island. Now that you have got a glimpse of what to expect in Portland, it's time to find the best accommodation for your week-long trip to the city. Scroll down to read our list of top short-term rentals in Portland, Maine.

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Portland - South Coast (10) Ogunquit (9) Kennebunkport (8) Wells (4) York (4)

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