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Vacation rentals in Portland

Vacation rentals in Portland

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Portland

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Extraordinary Architectural Masterpiece Downtown
    SUPERHOSTEntire flat · 2 guests · 1 bed · 1 bathroom
    Extraordinary Architectural Masterpiece Downtown

    Dan's place is close to nightlife, public transport, the city center, and parks. You’ll love his place because of the ambiance, the outdoors space, the light, the neighborhood, and the comfy bed. The suite is perfect for couples, solo adventurers, and business travelers.

    What guests are saying:

    “Pictures do NOT do this space justice; we were absolutely blown away by how amazing everything was (e.g. the views, the cleanliness, etc). We were in Portland for a long weekend and had an amazing experience. We are eternally grateful and hope to be back for longer next time!”

  • A Sunny 19th-Century Apartment
    SUPERHOSTEntire flat · 4 guests · 3 beds · 1 bathroom
    A Sunny 19th-Century Apartment

    (City of Portland Registration 20 18 19 13-ST) PLEASE NOTE: Price above is base only; varies by season, day of week, and more than 2 guests. The famous clean air of Maine - fresh, clear, salty - is yours. Walk on our brick sidewalks, sit on the dock of the bay and watch the tide roll in, enjoy a lobster roll, and inhale deeply again and again. It's finally time to step out and release your pent-up need for exploration and adventure. This finally is the place for your delayed getaway!

    What guests are saying:

    “We are giving Ralph 5 stars even though we didn’t get to stay at his location due to unexpected maintenance issues with a furnace. However Ralph went above and beyond to make sure we got the trip we were looking forward to, he gave us number options to make sure we were able to find a suitable replacement. He gave us knowledge and places we need to see in the city. He was extremely hospitable and will for sure be booking another trip to Portland again soon to stay in Ralph’s air bnb!”

  • AIRY, LOFT-LIKE SPACE IN HISTORICAL BUILDING
    SUPERHOSTEntire loft · 2 guests · 2 beds · 1 bathroom
    AIRY, LOFT-LIKE SPACE IN HISTORICAL BUILDING

    The Walker House was built in the mid-1800s as a private home by Henry B. Walker who was wise enough to capitalize on all the clay in the soil in Maine and owned 3 brickyards. Now on The National Register of Historic Places, the house is located just over Portland townline so you’ll enjoy the space, quiet and safety of a family-oriented area with just minutes to the center of town.

    What guests are saying:

    “Such a nice place, my style for sure! I loved the chalk board Pete had with welcome Mandy! Right on the table, along with the anything I needed to know about the rental space. So thoughtful and I really was impressed with a little thought like that to remember my name and leave that mini chalk board set up so it was the first thing I saw a pin walking in. It was a perfact way to make me feel welcome in his home and put a smile on my face. Plus, he is very prompt on responding to any questions you have, or just responding period. It was one of the best experiences I have had renting anyplace. Quick,professional, laid back, thoughtful, very clean, and I love the look of the place, the wood beams and high ceilings. I wanted to move in. 😀.A++ Thanks Pete 🌸Mandy🌸”

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
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  • Unique stays

Popular amenities for Portland holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Portland

Crow's Nest
SUPERHOSTEntire flat
Crow's Nest
Price:€272 / night
Explore Portland from a Historic Downtown Home
SUPERHOSTEntire flat
Explore Portland from a Historic Downtown Home
Price:€222 / night
Spacious Studio in Arts District w/ Free Parking
SUPERHOSTEntire loft
Spacious Studio in Arts District w/ Free Parking
Price:€82 / night
Amazing Space, Unbelievable Value!!
Entire apartment
Amazing Space, Unbelievable Value!!
Price:€163 / night
Amazing views! Oceanfront with private entrance
SUPERHOSTPrivate room
Amazing views! Oceanfront with private entrance
Price:€160 / night
Port City Nest: Beautiful 2bd w/ Balcony & Parking
SUPERHOSTEntire flat
Port City Nest: Beautiful 2bd w/ Balcony & Parking
Price:€200 / night
The "No"tel - near Deering Center
SUPERHOSTEntire flat
The "No"tel - near Deering Center
Price:€43 / night
Studio, Walk to everything, Parking
SUPERHOSTEntire guest suite
Studio, Walk to everything, Parking
Price:€125 / night
Sophisticated Charm at an unbeatable price!
SUPERHOSTEntire flat
Sophisticated Charm at an unbeatable price!
Price:€107 / night
Port City Studio Loft (No Cleaning Fee)
SUPERHOSTEntire loft
Port City Studio Loft (No Cleaning Fee)
Price:€141 / night
Fabulous Studio w/ Free Parking & Great Location
SUPERHOSTEntire flat
Fabulous Studio w/ Free Parking & Great Location
Price:€129 / night
Glorious Getaway on the  Eastern Promenade
SUPERHOSTEntire flat
Glorious Getaway on the Eastern Promenade
Price:€131 / night
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