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Vacation 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.

Spacious Studio in Arts District w/ Free Parking
SUPERHOST
Entire loft · 2 guests · 1 bed · 1 bath
Spacious Studio in Arts District w/ Free ParkingEnjoy 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! Complementary parking for one vehicle is provided in a nearby lot. City of Portland 2021 registration STHR 000854
Explore Portland from a 18th-Century Victorian
PLUS
Entire residential home · 4 guests · 1 bed · 1 bath
Explore Portland from a 18th-Century Victorian*Covid-Clean* Cook breakfast in a bright kitchen with robust hardwood floors in this calm Victorian home. Sit down at a traditional dining table in an open-plan room featuring vivid wood-paneled walls, serene decor, and a geometric rug with pops of blue.
West End gem. Close to medical center.
Entire rental unit · 2 guests · 1 bed · 1 bath
West End gem. Close to medical center.This is a restored 1890’s home on the Prestigious West End in Portland . You are just a block from the Western Promenade which is a tourist attraction to watch the sunset over the White Mountains in NH; people often picnic here depending on the season. While on the Prom you will see rows of mansions that have been preserved, feel free to walk the neighborhoods on a house/ garden tour, or around the Western Cemetery.

Holiday rentals for every style

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Popular amenities for Portland holiday rentals

  • Kitchen
  • Wi-Fi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Portland

SUPERHOST
  1. Entire rental unit
  2. Portland
Sophisticated Charm at an unbeatable price!
$320 NZD per night
SUPERHOST
  1. Entire cottage
  2. Portland
Cozy & Quiet Modern Cottage
$198 NZD per night
SUPERHOST
  1. Entire rental unit
  2. Portland
Amazing Views! Perfect Location. Loft style feel.
$146 NZD per night
SUPERHOST
  1. Entire loft
  2. Portland
Sunny Arts Dist. Studio- Queen Bed & FREE Parking
$181 NZD per night
SUPERHOST
  1. Entire guest suite
  2. Portland
Deering Area Suite
$101 NZD per night
  1. Entire rental unit
  2. Portland
Fabulous Studio w/ Free Parking & Great Location
$224 NZD per night
SUPERHOST
  1. Entire rental unit
  2. Portland
Bright 1 bdrm in the Arts District w/free parking
$194 NZD per night
SUPERHOST
  1. Entire rental unit
  2. Portland
Spacious and Comfortable Private Apartment
$99 NZD per night
  1. Entire cottage
  2. Portland
"Heart's Content" Peaks' Pup Friendly Cottage
$489 NZD per night
  1. Entire rental unit
  2. Portland
Charming Portland 1 bdrm, close to everything
$212 NZD per night
SUPERHOST
  1. Entire rental unit
  2. Portland
Downtown Apartment w/ Parking - Come Work or Play!
$216 NZD per night
PLUS
  1. Entire guest suite
  2. Portland
Sunny West End Guest Suite with Harbor Views
$293 NZD per night