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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.

West End gem. Close to medical center.
Entire rental unit · 2 guests · 1 bed · 1 bathroom

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.

Modern East End studio, perfect Portland home base
SUPERHOST
Entire rental unit · 4 guests · 1 bed · 1 bathroom

Modern East End studio, perfect Portland home baseEnjoy all that Portland has to offer from this clean, modern, and spacious studio in the city's hippest neighborhood. Walk one block to enjoy Duckfat frites at the Oxbow beer garden or head down Washington Ave to sample the best restaurants in Portland including Drifter's Wife, Cong Tu Bot, and Izakaya Minato, among others. Walk 5 mins up Munjoy Hill to picnic on the Eastern Promenade overlooking Casco Bay or 10 mins down into the Old Port. Do it all from this beautiful and private new apt!

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

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

Holiday rentals for every style

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Popular amenities for Portland holiday rentals

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

Other great holiday rentals in Portland

SUPERHOST
  1. Entire rental unit
  2. Portland
Bright and cozy Munjoy Hill neighborhood apartment
$239 SGD per night
PLUS
  1. Entire residential home
  2. Portland
Explore Portland from a 18th-Century Victorian
$221 SGD per night
SUPERHOST
  1. Entire rental unit
  2. Portland
Bright 1 bdrm in the Arts District w/free parking
$196 SGD per night
SUPERHOST
  1. Entire rental unit
  2. Portland
Private Garden Retreat on Munjoy Hill
$222 SGD per night
SUPERHOST
  1. Entire loft
  2. Portland
Sunny Arts Dist. Studio- Queen Bed & FREE Parking
$169 SGD per night
SUPERHOST
  1. Entire rental unit
  2. Portland
DOWNTOWN APARTMENT
$249 SGD per night
SUPERHOST
  1. Entire guest house
  2. Portland
The Carriage House at Libbytown
$175 SGD per night
SUPERHOST
  1. Private room
  2. South Portland
Oceanfront with amazing views and private entrance
$380 SGD per night
SUPERHOST
  1. Entire rental unit
  2. Portland
Spacious and Comfortable Private Apartment
$110 SGD per night
  1. Entire residential home
  2. Portland
Spacious home in Deering neighborhood
$178 SGD per night
SUPERHOST
  1. Entire guest suite
  2. Cape Elizabeth
The BumbleBee Suite
$133 SGD per night
  1. Entire rental unit
  2. Portland
Fabulous Studio w/ Free Parking & Great Location
$219 SGD per night

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