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Holiday Apartments in Portland

215 Holiday homes

Old Port Style & Luxury

Portland apartment

  • Child friendly
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £122 / night

£851 - £10,249 / week

Quanit 1 bedroom on Portland's Munjoy HIll

Portland apartment

  • Ask owner if suitable for children
  • •  Air conditioning
  • •  Private garden
  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £137 / night

£953 / week

Open, airy condo w/ private deck - steps to the Old Port, restaurants & ferries!

Portland house

  • Child friendly
  • •  Car not necessary
  • •  Air conditioning
  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £234 / night

£1,634 / week

Portland, Maine - East End Rental

Portland apartment

30

  • Nearest beach 1 km
  • •  Ask owner if suitable for children
  • •  Car not necessary
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £258 / night

£1,377 - £1,813 / week

Also Close to Everything

Portland apartment

  • Child friendly
  • •  Air conditioning
  • •  Pet friendly
  • 5 bedrooms
  • 1 bathroom
  • sleeps 10

from £223 / night

£1,559 / week

Polished, modern condo w/ balcony - walk to Eastern Promenade & Casco Bay!

Portland house

  • Child friendly
  • •  Car not necessary
  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £63 / night

£441 / week

Portland, ME - East End Garden Suite

Portland apartment

2

  • Beach / lakeside relaxation
  • •  Ask owner if suitable for children
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £204 / night

£1,243 - £1,677 / week

WILLARD BEACH: Stunning newly RENOVATED HOUSE! 4 Mins to DT Portland.

Portland house

  • Nearest beach 0 km
  • •  Child friendly
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

from £840 / night

£3,976 - £6,197 / week

Old Port Class, Style & Luxury.

Portland condo

  • Ski
  • •  Child friendly
  • •  Air conditioning
  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £88 / night

£616 - £5,690 / week

East End 3BR, Portland, - Great neighborhood - 2 blocks from ocean yet near town

Portland apartment

  • Nearest beach 0.4 km
  • •  Child friendly
  • •  Air conditioning
  • 3 bedrooms
  • 1 bathroom
  • sleeps 9

from £316 / night

£2,044 - £3,039 / week

Downtown Old Port Luxury

Portland apartment

  • Child friendly
  • •  Air conditioning
  • 3 bedrooms
  • 6 bathrooms
  • sleeps 9

from £126 / night

£882 - £9,367 / week

Downtown Old Port Luxury Loft

Portland condo

  • Child friendly
  • •  Air conditioning
  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £82 / night

£572 - £5,125 / week

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £178 / night

£1,244 / week

380 Seashore Avenue - Portland

Peaks Island house

  • Child friendly
  • •  Air conditioning
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £1,016 / night

£7,108 / week

Elegant condo w/ gas fireplace - walk to Portland's best restaurants & Old Port!

Portland condo

  • Child friendly
  • •  Car not necessary
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £73 / night

£510 / week

Comfort | Location | Charm

Portland house

1

  • Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £158 / night

£1,101 / week

Downtown Old Port Luxury Penthouse

Portland condo

  • Ski
  • •  Child friendly
  • •  Air conditioning
  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £95 / night

£665 - £6,467 / week

Sleek condo w/ private patio - less than 2 blocks to beach/park, small dogs OK!

Portland condo

  • Child friendly
  • •  Car not necessary
  • •  Air conditioning
  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £71 / night

£497 / week

Sleek condo w/unbelievable water views-newly renovated, walk to bay

Portland house

  • Child friendly
  • •  Car not necessary
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £63 / night

£441 / week

Great rentals within 20 miles that match your search

Relaxing Private Hillsbeach ...steps to bech

Biddeford Pool house

  • Child friendly
  • •  Private garden
  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

from £180 / night

£1,255 / week

Lake View Lodge

Windham condo

  • Child friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £385 / night

£2,691 / week

Great Location! 5 min Walk to Beach/Pier-Quaint Cottage Sleeps 6;12 w/front unit

Old Orchard Beach cottage

1

  • Child friendly
  • •  Air conditioning
  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £240 / night

£1,681 / week

Walk to The Pier, steps to Cascade Plaza, Super-Host

Old Orchard Beach condo

  • Nearest beach 0.5 km
  • •  Car not necessary
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £99 / night

£688 / week

Very Private Oceanfront ** KENEBUNKPORT AREA**

Biddeford guest house

  • Child friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £580 / night

£4,061 / week

Spectacular BEACHFRONT

Old Orchard Beach apartment

  • Child friendly
  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £383 / night

£2,678 / week

BEACH HOUSE..OLD ORCHARD BEACH..AUGUST 19-23RD...DISCOUNTED RATE...

Old Orchard Beach house

3

  • Beach / lakeside relaxation
  • •  Nearest beach 0.804 km
  • •  Child friendly
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from £352 / night

£2,464 / week

Portland Area Cottage w/OCEAN VIEWS ~ pet friendly

Falmouth house

  • Beach / lakeside relaxation
  • •  Child friendly
  • •  Car not necessary
  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £441 / night

£2,384 / week

The Point, Where the Land Meets the Sea

Harpswell house

  • Swimming pool
  • •  Child friendly
  • •  Pet friendly
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from £484 / night

£3,385 / week

WILLARD BEACH with OCEAN VIEWS ~ 100 yds to beach!

South Portland house

3

  • Child friendly
  • •  Air conditioning
  • •  Pet friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

from £530 / night

£2,650 - £4,342 / week

24 McKenney Point Road - Cape Elizabeth

Cape Elizabeth house

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £2,546 / night

£17,819 / week

The Daniel

Old Orchard Beach condo

  • Child friendly
  • •  Air conditioning
  • •  Private garden
  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £272 / night

£1,782 / week

SAND DOLLAR SUITE 2 - ATLANTIC OCEAN SUITES

Old Orchard Beach condo

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £160 / night

£1,116 / week

Relaxing Maine Likeside Cottage Vacation

Windham cottage

  • Child friendly
  • •  Pet friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £223 / night

£1,336 / week

Beautiful Beachfront Property - Just Listed

Saco house

  • Child friendly
  • •  Pet friendly
  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £675 / night

£4,721 / week

Perfect Location & Best Prices! 5th house to beach

Old Orchard Beach apartment

  • Beach / lakeside relaxation
  • •  Child friendly
  • •  Air conditioning
  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £102 / night

£713 - £1,011 / week

Palace / MerVeille

Biddeford cottage

5

  • Beach / lakeside relaxation
  • •  Nearest beach 0 km
  • •  Child friendly
  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £192 / night

£1,336 / week

Luxurious, Fully Renovated house with Private Beach rights.

Cape Elizabeth house

  • Child friendly
  • •  Pet friendly
  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £691 / night

£3,541 - £7,451 / week

OLD ORCHARD PRIVATE HOME

Old Orchard Beach house

  • Child friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £217 / night

£1,515 / week

Camp Forever

Harpswell studio

6

  • Beach / lakeside relaxation
  • •  Child friendly
  • •  Pet friendly
  • Studio
  • 1 bathroom
  • sleeps 3

from £156 / night

£668 / week

The Bliss St Beach House in Pine Point, Maine

Scarborough house

1

  • Child friendly
  • 6 bedrooms
  • 3 bathrooms
  • sleeps 19

from £1,400 / night

£9,798 / week

Viewing 40 of 215
rentals in Portland