Holiday Condos in Portland

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108 Holiday homes

Quanit 1 bedroom on Portland's Munjoy HIll

Portland apartment

1 bedroom / 1 bathroom / sleeps 3

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from £134 / night

£933 / week

Old Port Style & Luxury

Portland apartment

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 52 minutes

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from £133 / night

£928 - £9,279 / week

Responds fast! avg. 1 hour 10 minutes

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from £230 / night

£1,605 / week

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

Portland house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 10 minutes

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from £62 / night

£434 / week

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

Portland apartment

3 bedrooms / 1 bathroom / sleeps 9

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from £310 / night

£2,005 - £2,981 / week

Old Port Class, Style & Luxury.

Portland condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 52 minutes

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from £77 / night

£537 - £4,966 / week

Responds fast! avg. 1 hour 10 minutes

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from £74 / night

£519 / week

Charming Downtown 1BR w/ Parking, Short Walk to Old Port

Portland apartment

1 bedroom / 1 bathroom / sleeps 4

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from £175 / night

£1,220 / week

Downtown Old Port Luxury

Portland apartment

3 bedrooms / 6 bathrooms / sleeps 9

Responds fast! avg. 1 hour 52 minutes

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from £122 / night

£854 - £8,431 / week

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

Portland condo

6 bedrooms / 3 bathrooms / sleeps 14

Responds fast! avg. 1 hour 10 minutes

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from £337 / night

£2,355 / week

Downtown Old Port Luxury Loft

Portland condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 52 minutes

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from £71 / night

£495 - £5,539 / week

Downtown Old Port Luxury Penthouse

Portland condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 52 minutes

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from £77 / night

£537 - £5,765 / week

Responds fast! avg. 1 hour 10 minutes

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from £47 / night

£330 / week

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

Portland house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 10 minutes

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from £62 / night

£434 / week

Great rentals within 20 miles that match your search

Historic Captain York House: 7 Bed, 6.5 Bath

Bailey Island house

7 bedrooms / 6 bathrooms / sleeps 14

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from £432 / night

£3,020 / week

True St Freeport

Freeport apartment

2 bedrooms / 2 bathrooms / sleeps 5

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from £142 / night

£989 / week

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

Saco house

10 bedrooms / 5 bathrooms / sleeps 30

3

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from £610 / night

£3,486 - £6,971 / week

LARGE 3 BEDROOM W/AIR COND. & FREE BEACH PARKING

Old Orchard Beach apartment

3 bedrooms / 1 bathroom / sleeps 10

1

Responds fast! avg. 35 minutes

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from £237 / night

£1,656 / week

Adorable 2 Bdr Cottage Apartment _ Casino Beach

Cape Elizabeth apartment

2 bedrooms / 2 bathrooms / sleeps 6

3

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from £166 / night

£1,220 - £2,440 / week

Beautiful 4 bedroom house, 1/4 mile from beach

Old Orchard Beach house

4 bedrooms / 1 bathroom / sleeps 8

1

Responds fast! avg. 25 minutes

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from £212 / night

£1,482 / week

Enjoy a Secluded Location on Mount Desert

Mount Desert house

3 bedrooms / 2 bathrooms / sleeps 8

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from £249 / night

£1,743 / week

Between The Marsh and Old Orchard Beach,Super-Host

Old Orchard Beach house

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 50 minutes

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from £94 / night

£1,830 - £2,196 / week

awesome beach house

Scarborough house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 5 minutes

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from £424 / night

£2,963 / week

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

South Portland house

4 bedrooms / 3 bathrooms / sleeps 13

Responds fast! avg. 3 hours 40 minutes

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from £850 / night

£4,336 - £7,473 / week

Very Private Oceanfront ** KENEBUNKPORT AREA**

Biddeford guest house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 25 minutes

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from £567 / night

£3,966 / week

The Bliss St Beach House in Pine Point, Maine

Scarborough house

6 bedrooms / 3 bathrooms / sleeps 19

1

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from £1,370 / night

£9,586 / week

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

Raymond house

4 bedrooms / 3 bathrooms / sleeps 7

Responds fast! avg. 27 minutes

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from £136 / night

£952 / week

Pine Point Beach Studio condo

Scarborough condo

1 bedroom / 1 bathroom / sleeps 2

9

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from £96 / night

£610 / week

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

Old Orchard Beach house

4 bedrooms / 2 bathrooms / sleeps 10

3

Responds fast! avg. 1 hour 27 minutes

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from £345 / night

£2,410 / week

Old Orchard Beach Get-away

Old Orchard Beach house

2 bedrooms / 1 bathroom / sleeps 6

4

Responds fast! avg. 1 hour 3 minutes

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from £218 / night

£1,220 / week

Harbor View Cottage in Pine Point

Scarborough house

3 bedrooms / 1 bathroom / sleeps 6

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from £187 / night

£1,308 / week

Beachfront Condo with Great Views

Old Orchard Beach condo

1 bedroom / 1 bathroom / sleeps 4

1

Responds fast! avg. 19 minutes

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from £174 / night

£1,613 / week

Coastal Biddeford Home w/ Deck and Ocean Views!

Biddeford house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 26 minutes

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from £131 / night

£915 / week

Old Orchard Beach Cottage

Old Orchard Beach house

4 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 52 minutes

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from £119 / night

£830 - £1,678 / week

Quiet Lake Serenity Just 10 Miles from Portland

Windham house

3 bedrooms / 2 bathrooms / sleeps 8

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from £237 / night

£1,656 / week

Spacious Home w/View - 2 Mi. to Goose Rocks Beach!

Kennebunkport house

6 bedrooms / 3 bathrooms / sleeps 14

Responds fast! avg. 1 hour 26 minutes

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from £257 / night

£1,800 / week

Spacious Freeport Home w/ 2 Decks & Water View!

Freeport house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 26 minutes

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from £149 / night

£1,037 / week

BEACH RENTAL WITH 3 BEDROOMS,A/C & FREE BEACHFRONT PARKING

Old Orchard Beach apartment

3 bedrooms / 1 bathroom / sleeps 10

Responds fast! avg. 35 minutes

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from £237 / night

£1,656 / week

Waterfront villa, Coastal Southern Maine

Scarborough house

4 bedrooms / 6 bathrooms / sleeps 10

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from £872 / night

£6,101 / week

Beautiful Seaside Island Home

Long Island house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 51 minutes

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from £262 / night

£1,482 / week

Viewing 40 of 108
rentals in Portland