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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.

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

The house was built in the mid-1800s as a private home by Henry Walker who was wise enough to capitalize on the clay in the soil and had 3 brickyards. 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 minutes to the center of town. Yes, we are pet friendly BUT we need to know at the time of your booking. Please do not just show up with a pet. Your reservation may not be honored.

What guests are saying:

“We loved our stay at Pete’s studio. The decor is fun and stylish, a mix of antique finds. Pete and David are super thoughtful - they label literally everything, leave detailed instructions, have accessories just for the dogs (bed, dog bowls, dog toys even), have all the amenities a studio without a full kitchen can and offer steaming services like Netflix (from their account). They are also amazing hosts - we had fresh flowers waiting for us and milk bones for the dogs, plus a cute welcome sign, and they offered us a late check out without us asking because we’d gotten in kind of late. All in all, we had a great time at their place and we definitely recommend it if you want a sweet, quiet spot to stay outside of Portland.”

Port City Studio Loft (No Cleaning Fee)
SUPERHOSTEntire loft · 2 guests · 1 bed · 1 bathroom
Port City Studio Loft (No Cleaning Fee)

Live like a local in Portland’s historic West End. Lodging includes all the comforts of home in a very small yet elegant 495 sq ft space. *Note- spiral stairs are very narrow (18" wide") Registration #STHR'0'0'0'9'8'8'2'0'1'8'

What guests are saying:

“What a unique and cool space! The location was perfect to explore Portland. Angela provided parking information and great recommendations for food/drink. A cozy spot that was perfect for our stay.”

Stunning West End Apartment!!
Entire apartment · 4 guests · 3 beds · 1 bathroom
Stunning West End Apartment!!

Our most popular and highly rated luxury unit, this penthouse apartment is ideal for 1-4 guests, but can accommodate as many as six. Couples have loved the comfort and privacy afforded by this unique and beautiful space, and you will too!

What guests are saying:

“This is a nice apartment and well situated for walking to downtown Portland and for watching the beautiful houses in the streets. There is some traffic noise in the morning and in the evening. Check-in and check-out is easy. Ken is a nice host and was very helpful.”

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

Private Hill Top Apartment/w One Car Driveway
SUPERHOSTEntire flat
Private Hill Top Apartment/w One Car Driveway
Price:$ 178 SGD / night
Loft Apartment on Tree-Lined Street in Falmouth
SUPERHOSTEntire loft
Loft Apartment on Tree-Lined Street in Falmouth
Price:$ 311 SGD / night
Explore Portland from a Historic Downtown Home
SUPERHOSTEntire flat
Explore Portland from a Historic Downtown Home
Price:$ 531 SGD / night
Tranquil Waterfront In-Law Apartment
SUPERHOSTEntire flat
Tranquil Waterfront In-Law Apartment
Price:$ 234 SGD / night
Extraordinary Architectural Masterpiece Downtown
SUPERHOSTEntire flat
Extraordinary Architectural Masterpiece Downtown
Price:$ 344 SGD / night
Spacious Apartment Walkable to Downtown Portland
SUPERHOSTEntire flat
Spacious Apartment Walkable to Downtown Portland
Price:$ 173 SGD / night
Amazing Space, Unbelievable Value!!
Entire apartment
Amazing Space, Unbelievable Value!!
Price:$ 335 SGD / night
Sunny, Stylish & Spacious Apt on Back Cove
SUPERHOSTEntire flat
Sunny, Stylish & Spacious Apt on Back Cove
Price:$ 267 SGD / night
Oceanfront with amazing views and private entrance
SUPERHOSTPrivate room
Oceanfront with amazing views and private entrance
Price:$ 285 SGD / night
Port City Nest: Beautiful 2bd w/ Balcony & Parking
SUPERHOSTEntire flat
Port City Nest: Beautiful 2bd w/ Balcony & Parking
Price:$ 348 SGD / night
BEST location! HUGE 1 bedroom  downtown Portland
SUPERHOSTEntire flat
BEST location! HUGE 1 bedroom downtown Portland
Price:$ 120 SGD / night
Barn-Board Abode (private studio) prof. cleaning
SUPERHOSTEntire guest suite
Barn-Board Abode (private studio) prof. cleaning
Price:$ 131 SGD / night
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