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Holiday rentals in Portland

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Top-rated holiday rentals in Portland

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

Superhost
Flat in Portland
Bright & Spacious Apartment with Amazing Shower
Spend your vacation, work-trip, or weekend getaway in our lovely, downtown apartment. Apartment 3 is located on the third floor where you have access to all our modern appliances: refrigerator, microwave, dishwasher, washer and dryer combo unit. We have a luxurious shower, a queen bed in the bedroom, and a pull-out couch with a queen mattress in the living room. Both the bedroom and living room have large, flat-screen TVs and in the living room you will find a luxurious leather loveseat.
Individual Host
Guest favourite
Flat in West End
Cozy West End apartment minutes from the Old Port
This spacious one-bedroom apartment is located in a restored house built in 1845. A colorful, cozy space that boasts tons of character with original honey-colored hardwood floors. With plenty of on-street parking and a 10-15 minute walk to downtown and the historic Old Port, you can park your car and forget about it for a while. My partner Jennifer, a fellow Superhost in Portland, manages the Airbnb for me and handles all messaging and coordinating for the space.
Individual Host
Superhost
Flat in Arts District
Cityscape Loft. Prime Location. Walk Everywhere!
Beautiful, spacious, 1 bedroom heart of the city urban apartment featuring 12 foot ceilings, high end kitchen and bath, refinished hardwood floors in a location that is absolutely terrific. Amazing City Scape Views! This is a second floor apartment. Expect stairs. Sleeps 3 : 1 Bedroom with queen bed and there is a Futon in small auxiliary room.
Individual Host

Popular amenities for Portland holiday rentals

Stay near Portland's top sights

Peaks Island176 locals recommend
The Maine Mall86 locals recommend
Portland International Jetport50 locals recommend
Fort Williams Park229 locals recommend
Allagash Brewing Company156 locals recommend
Thompson Point28 locals recommend

Other great holiday rentals in Portland

Guest favourite
Flat in Portland
Modern Cozy Vibe in East End w Parking
Individual Host
Guest favourite
Flat in West End
Huge Dreamy urban Artist-designed loft
Individual Host
Guest favourite
Flat in Downtown Portland
*Serene* West End 2BR w/ Balcony: The Mermaid Cove
Individual Host
Guest favourite
Guest suite in West End
Sunny West End Guest Suite with Harbor Views
Individual Host
Guest favourite
Flat in Arts District
Charming West End Hideaway. Private Parking
Individual Host
Guest favourite
Flat in Portland
Hip & Cozy, high end Modern Design
Individual Host
Guest favourite
Guest suite in Portland
Garden Suite @ A Peaceful Oasis on Munjoy Hill
Individual Host
Guest favourite
Flat in Portland
The East Den! Easy parking, next to breweries!
Individual Host
Guest favourite
Flat in West End
Historic + Modern, Sun Filled West End 1BR Apt.
Professional Host
Superhost
Flat in Arts District
All for you! Perfect Location!
Individual Host
Guest favourite
Flat in Downtown Portland
Beautiful West End studio, hot tub, free parking
Individual Host
Guest favourite
Flat in Portland
Beautiful Bright Oasis - *Balcony & Parking*
Individual Host

Quick stats about holiday rentals in Portland

Total rentals

1.5K properties

Rentals with dedicated workspaces

770 properties have a dedicated workspace

Rentals with a pool

50 properties have a pool

Pet-friendly rentals

390 properties allow pets

Family-friendly rentals

780 properties are a good fit for families

Total number of reviews

151K reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Cumberland County
  5. Portland