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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!”

  • Spacious Studio in Arts District w/ Free Parking
    SUPERHOSTEntire loft · 2 guests · 1 bed · 1 bathroom
    Spacious Studio in Arts District w/ Free Parking

    *To all guests EXCEPT residents of ME, NH, VT, NJ, CT, NY: Per Gov. Mills, you must have either quarantined for 14 days in the state of Maine or you must obtain a negative Covid test within 72 hours of traveling to the state.* Enjoy the quieter end of Oak Street in the heart of Portland’s Arts District. This newly furnished spacious studio is great for couples, solo adventurers and business travelers. Walk to just about everything! City of Portland 2020 registration STHR 000854

    What guests are saying:

    “I would definitely love to stay in the beautiful cozy little loft again. This spacious GORGEOUS loft is prime location downtown, plenty around to walk to! And if we weren’t adventuring around Portland we had no problem staying snuggled up watching shows and enjoying the most comfortable bed. Nice touches included a variety of tea and fresh flowers upon arrival. Plenty of amenities including cookware, dish ware, soaps, and linens. Host was very quick and helpful when responding. We were also very grateful that they were flexible on us checking out a half hour late(the clocks moved back!) We have been gushing to friends about our perfect little Portland getaway and can’t wait to come back, thanks again!💜”

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Portland holiday rentals

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

Other great holiday rentals in Portland

AIRY, LOFT-LIKE SPACE IN HISTORICAL BUILDING
SUPERHOSTEntire loft
AIRY, LOFT-LIKE SPACE IN HISTORICAL BUILDING
Price:£100 / night
Stunning West End Apartment!!
Entire apartment
Stunning West End Apartment!!
Price:£217 / night
The "No"tel - near Deering Center
SUPERHOSTEntire flat
The "No"tel - near Deering Center
Price:£39 / night
Amazing views! Oceanfront with private entrance
SUPERHOSTPrivate room
Amazing views! Oceanfront with private entrance
Price:£164 / night
Explore Portland from a Historic Downtown Home
SUPERHOSTEntire flat
Explore Portland from a Historic Downtown Home
Price:£197 / night
Crow's Nest
SUPERHOSTEntire flat
Crow's Nest
Price:£268 / night
Fabulous Studio w/ Free Parking & Great Location
SUPERHOSTEntire flat
Fabulous Studio w/ Free Parking & Great Location
Price:£79 / night
Art Studio in the Last Church on the Left
SUPERHOSTEntire flat
Art Studio in the Last Church on the Left
Price:£88 / night
Cozy Cape
SUPERHOSTEntire house
Cozy Cape
Price:£92 / night
Port City Nest: Beautiful 2bd w/ Balcony & Parking
SUPERHOSTEntire flat
Port City Nest: Beautiful 2bd w/ Balcony & Parking
Price:£180 / night
Adorable getaway on the Eastern Promenade
SUPERHOSTEntire flat
Adorable getaway on the Eastern Promenade
Price:£72 / night
Port City Studio Loft (No Cleaning Fee)
SUPERHOSTEntire loft
Port City Studio Loft (No Cleaning Fee)
Price:£132 / night
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