Skip to content
Sign up
Log in
Vacation rentals in Portland

Vacation rentals in Portland

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Portland

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

  • Weather's Edge, Freeport
    SUPERHOSTEntire guest suite · 2 guests · 1 bed · 1 bath
    Weather's Edge, Freeport

    Come enjoy the historic charm of South Freeport. This antique home and cozy accommodation await you, featuring a private entrance, private room, private full bath, t.v. with cable, and wi-fi. This is a second-floor room, accessed from a dramatic original (steep) staircase, and is conveniently located in an area of lovely homes, with Freeport Village just five minutes away.

    What guests are saying:

    “I loved my stay at Sandy and Jerry’s. This was my first time using air bnb and it was a great experience. I am used to staying at hotels and this was better! They provided so many nice touches, like coffee creamer and breakfast bars, that made it extra convenient. I was on a solo get away so I really appreciate how their setup allows 100% privacy. I did not hear them once! The location is great - a very quite and seemingly safe neighborhood with people out walking and enjoying their day. Sandy and Jerry offered to let me check-in early to avoid driving in a snow storm and also shoveled out my entrance walkway and put salt to melt the ice. Very thoughtful and kind. Very comfortable bed and awesome pillows. 10/10 and will be staying again!”

  • Black Elephant Hostel: Bed in 8 bed MIXED dorm
    SUPERHOSTHotel room · 1 guest · 1 bed · 3 baths
    Black Elephant Hostel: Bed in 8 bed MIXED dorm

    Go Boutique on a Budget! The Black Elephant Hostel is a very vibrant and comfortable space with unique decor. We pride ourselves on being super clean, affordable and friendly. Our LOCATION CANNOT BE BEAT! We are one block outside of Old Port and nestled among some of the finest eateries, shopping, and entertainment in Portland. This is a Shared 8 Bed Dorm Room. Each Bed has an outlet and locker to store your valuables. You must be 18 years or older to stay in the dorm.

    What guests are saying:

    “This is the nicest hostel that I've ever stayed in and will probably ever stay in! Heather just rehabbed this space, there is a picture book in the lobby showing the full process, and she did a wonderful job. The decorations are unique, warm and inviting. The common area is clean and well organized. Plenty of full bathrooms to each dormitory. Staff working there are very friendly and helpful. I was worried about the bedrooms being warm in the cold New England winter, but there are individual heating and cooling units in each room that kept the room sufficiently toasty! Not to mention the LOCATION! easy walking to the entire peninsula, but all the best stuff is within several blocks. Would recommend anyone stay here.”

  • Black Elephant Hostel: bed in 8 bed FEMALE DORM
    SUPERHOSTHotel room · 1 guest · 1 bed · 2.5 baths
    Black Elephant Hostel: bed in 8 bed FEMALE DORM

    Go Boutique on a Budget! *Please read up on travel restrictions in Maine for summer 2020 before booking* The Black Elephant Hostel is a very vibrant and comfortable space with unique decor. We pride ourselves on being super clean, affordable and friendly. We are one block outside of Old Port and nestled among some of the finest eateries, shopping, and entertainment in Portland. Hey Ladies is a FEMALE ONLY dorm and consists of a 4 twin bunk beds. It has an en suite bath and sleeps up to 8.

    What guests are saying:

    “This is my second time staying here. I was thrilled because I had the whole room to myself. It was a peaceful and wonderful time. My only gripe is the 10:30 check out. On the AirBnB app it’s listed as 11:00. I’m not a morning person so I think they need to correct that!! But overall, the place is located in a good area. It is beautifully maintained.”

Vacation rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Portland vacation rentals

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

Other great vacation rentals in Portland

Small, sunny and simple near MMC and West Prom
SUPERHOSTEntire condominium
Small, sunny and simple near MMC and West Prom
Price:R2,436 ZAR / night
Artist's home, with private urban garden
SUPERHOSTPrivate room
Artist's home, with private urban garden
Price:R2,016 ZAR / night
6.  Small, but cozy, and Affordable!
Hotel room
6. Small, but cozy, and Affordable!
Price:R1,663 ZAR / night
Best of South Portland
SUPERHOSTEntire apartment
Best of South Portland
Price:R1,680 ZAR / night
Upscale Apt.- Steps to Congress St. & Art District
Entire apartment
Upscale Apt.- Steps to Congress St. & Art District
Price:R1,663 ZAR / night
Arts district ( George’s)contemporary place
Entire apartment
Arts district ( George’s)contemporary place
Price:R2,109 ZAR / night
Charming Victorian, Perfect location
Entire apartment
Charming Victorian, Perfect location
Price:R4,619 ZAR / night
Unofficial “Flynn’s Inn” ~ The Meadow Room
SUPERHOSTPrivate room
Unofficial “Flynn’s Inn” ~ The Meadow Room
Price:R773 ZAR / night
Panda Panda!
Entire house
Panda Panda!
Price:R2,520 ZAR / night
Elegant, Stunning Condo with Sunny Patio
SUPERHOSTEntire condominium
Elegant, Stunning Condo with Sunny Patio
Price:R6,702 ZAR / night
Artist travel studio
Camper/RV
Artist travel studio
Price:R1,092 ZAR / night
Bingo you are steps to the arts district
Entire apartment
Bingo you are steps to the arts district
Price:R2,094 ZAR / night
Show all