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Holiday Apartments in Portland

164 Holiday homes

Old Port Style & Luxury

Portland apartment

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

from £137 / night

£958 - £10,112 / 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 £135 / night

£945 / 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 £231 / night

£1,615 / 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 £255 / night

£1,360 - £1,790 / 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 £202 / night

£1,228 - £1,658 / week

Beautiful tri-unit building with water views - close to town and bay

Portland condo

  • Child friendly
  • •  Car not necessary
  • •  Air conditioning
  • 6 bedrooms
  • 3 bathrooms
  • sleeps 14

from £339 / night

£2,370 / week

Downtown Old Port Luxury

Portland apartment

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

from £126 / night

£878 - £9,621 / week

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £176 / night

£1,228 / week

380 Seashore Avenue - Portland

Peaks Island house

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

from £1,003 / night

£7,018 / week

Downtown Old Port Luxury Loft

Portland condo

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

from £70 / night

£485 - £5,624 / 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 £312 / night

£2,018 - £3,000 / week

Old Port Class, Style & Luxury.

Portland condo

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

from £78 / night

£541 - £5,833 / week

Downtown Old Port Luxury Penthouse

Portland condo

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

from £79 / night

£553 - £6,551 / 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

Great rentals within 20 miles that match your search

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

£709 - £1,006 / week

Beachfront Condo with Great Views

Old Orchard Beach condo

1

  • Nearest beach 0 km
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £177 / night

£1,640 / week

1175 Shore Road - Cape Elizabeth

Cape Elizabeth house

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £823 / night

£5,761 / week

The Daniel

Old Orchard Beach condo

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

from £271 / night

£1,772 / week

NEW LISTING: Stunningly Renovated Beach House with OCEAN VIEWS-150 yds to beach

South Portland house

  • Child friendly
  • •  Air conditioning
  • •  Private garden
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 13

from £864 / night

£4,408 - £7,597 / week

Old Orchard Beach Get-away

Old Orchard Beach house

4

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

from £221 / night

£1,236 / week

Spacious, dog-friendly home w/ access to lake, two beaches - close to town

Raymond house

  • Car not necessary
  • •  Pet friendly
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

from £138 / night

£964 / week

Adorable 2 Bdr Cottage Apartment _ Casino Beach

Cape Elizabeth apartment

3

  • Beach / lakeside relaxation
  • •  Nearest beach 0.2 km
  • •  Child friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £168 / night

£1,236 - £2,471 / week

Quiet Lake Serenity Just 10 Miles from Portland

Windham house

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

from £240 / night

£1,677 / week

Oceanfront Cottage on Middle Bay

Harpswell house

  • Child friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from £253 / night

£1,765 / week

Enjoy a Secluded Location on Mount Desert

Mount Desert house

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

from £253 / night

£1,765 / week

Kellie Ann's Breakwater, Oceanfront living

Saco house

1

  • Beach / lakeside relaxation
  • •  Child friendly
  • •  Private garden
  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

from £309 / night

£2,118 / week

Steps away from the beach

Ocean Park house

  • Child friendly
  • •  Private garden
  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

from £208 / night

£1,495 / 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 £437 / night

£2,361 / week

402 Pulpit Rock Road - Cape Elizabeth

Cape Elizabeth house

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

from £2,206 / night

£15,443 / week

Hills Beach, Biddeford ME

Biddeford house

  • Beach / lakeside relaxation
  • •  Child friendly
  • •  Ask about pets
  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

from £265 / night

£1,677 / week

24 McKenney Point Road - Cape Elizabeth

Cape Elizabeth house

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

from £2,522 / night

£17,654 / week

EXCEPTIONAL! LUXURY BEACHFRONT CONDO Best Location! Pier & Palace Playland

Old Orchard Beach condo

  • Swimming pool
  • •  Child friendly
  • •  Car not necessary
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £220 / night

£1,538 / 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 £349 / night

£2,440 / week

The Bliss St Beach House in Pine Point, Maine

Scarborough house

1

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

from £1,387 / night

£9,707 / week

Coast of Maine House - 1856 brick ships captains mansion ideally located

Saco house

3

  • Nearest beach 4 km
  • •  Swimming pool
  • •  Child friendly
  • 10 bedrooms
  • 5 bathrooms
  • sleeps 30

from £618 / night

£3,530 - £7,060 / week

Ocean Front Cottage, Harpswell, ME

Harpswell cottage

5

  • Beach / lakeside relaxation
  • •  Child friendly
  • •  Pet friendly
  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £196 / night

£1,368 - £3,221 / week

Very Private Oceanfront ** KENEBUNKPORT AREA**

Biddeford guest house

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

from £574 / night

£4,015 / week

Sand Dune Suite 12 (1 Bedroom) - ATLANTIC OCEAN SUITES

Old Orchard Beach condo

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £167 / night

£1,168 / week

3 Sea Cove Ln - Falmouth

Falmouth house

  • Child friendly
  • 4 bedrooms
  • 4 bathrooms
  • sleeps 7

from £630 / night

£4,411 / week

Located In The Heart Of Old Orchard Beach!

Old Orchard Beach apartment

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

from £243 / night

£1,765 / week

Viewing 40 of 164
rentals in Portland