Holiday Condos in Portland

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111 Holiday homes

Old Port Style & Luxury

Portland apartment

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 52 minutes

Match: Central heating

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from £140 / night

£975 - £9,109 / week

Portland, Maine - East End Rental

Portland apartment

3 bedrooms / 2 bathrooms / sleeps 6

30

Responds fast! avg. 3 hours 25 minutes

Match: Central heating

All filters match

from £253 / night

£1,349 - £1,775 / week

Responds fast! avg. 1 hour 16 minutes

Match: Central heating

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from £229 / night

£1,602 / 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 16 minutes

Match: Central heating

All filters match

from £62 / night

£433 / week

Portland, ME - East End Garden Suite

Portland apartment

1 bedroom / 1 bathroom / sleeps 4

2

Responds fast! avg. 3 hours 25 minutes

Match: Central heating

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from £201 / night

£1,219 - £1,646 / week

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

Portland apartment

1 bedroom / 1 bathroom / sleeps 4

Match: Central heating

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from £174 / night

£1,218 / week

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

Portland condo

6 bedrooms / 3 bathrooms / sleeps 14

Responds fast! avg. 56 minutes

Match: Central heating

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from £336 / night

£2,351 / week

Downtown Old Port Luxury Penthouse

Portland condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 52 minutes

Match: Central heating

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from £76 / night

£530 - £5,669 / week

Downtown Old Port Luxury

Portland apartment

3 bedrooms / 6 bathrooms / sleeps 9

Responds fast! avg. 1 hour 52 minutes

Match: Central heating

All filters match

from £128 / night

£895 - £8,427 / week

Responds fast! avg. 1 hour 16 minutes

Match: Central heating

All filters match

from £74 / night

£518 / week

Old Port Class, Style & Luxury.

Portland condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 52 minutes

Match: Central heating

All filters match

from £77 / night

£537 - £4,967 / week

Downtown Old Port Luxury Loft

Portland condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 52 minutes

Match: Central heating

All filters match

from £67 / night

£463 - £4,987 / week

380 Seashore Avenue - Portland

Peaks Island house

3 bedrooms / 3 bathrooms / sleeps 8

Match: Central heating

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from £995 / night

£6,960 / week

Responds fast! avg. 56 minutes

Match: Central heating

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from £47 / night

£329 / week

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

Portland house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 56 minutes

Match: Central heating

All filters match

from £62 / night

£433 / week

Great rentals within 20 miles that match your search

Located In The Heart Of Old Orchard Beach!

Old Orchard Beach apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 24 minutes

Match: Central heating

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from £240 / 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

Match: Central heating

All filters match

from £94 / night

£1,830 - £2,196 / week

Hills Beach, Biddeford ME

Biddeford house

2 bedrooms / 1 bathroom / sleeps 7

Match: Central heating

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from £262 / night

£1,656 / week

Perfect Location & Best Prices! 5th house to beach

Old Orchard Beach apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 59 minutes

Match: Central heating

All filters match

from £100 / night

£698 - £990 / week

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

Old Orchard Beach condo

1 bedroom / 1 bathroom / sleeps 4

Match: Central heating

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from £165 / night

£1,153 / 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. 1 hour 10 minutes

Match: Central heating

All filters match

from £136 / night

£951 / week

Pine Point Beach Studio condo

Scarborough condo

1 bedroom / 1 bathroom / sleeps 2

9

Match: Central heating

All filters match

from £96 / night

£610 / week

Gorgeous Farmhouse Reunions/Family Gatherings/Retreats

Standish farmhouse

6 bedrooms / 4 bathrooms / sleeps 22

Match: Central heating

All filters match

from £431 / night

£3,047 - £3,413 / week

16 Two Lights Terrace - Cape Elizabeth

Cape Elizabeth house

3 bedrooms / 2 bathrooms / sleeps 6

Match: Central heating

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from £622 / night

£4,351 / week

18 Angell Point Road - Cape Elizabeth

Cape Elizabeth house

5 bedrooms / 4 bathrooms / sleeps 10

Match: Central heating

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from £1,437 / night

£10,055 - £10,445 / week

New House, Walk to the Pier, Super-Host

Old Orchard Beach house

3 bedrooms / 3 bathrooms / sleeps 7

3

Responds fast! avg. 50 minutes

Match: Central heating

All filters match

from £105 / night

£871 - £2,830 / week

24 McKenney Point Road - Cape Elizabeth

Cape Elizabeth house

5 bedrooms / 5 bathrooms / sleeps 10

Match: Central heating

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from £2,488 / night

£17,416 / week

NEW! Updated Freeport House w/Porch Near Downtown!

Freeport house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 57 minutes

Match: Central heating

All filters match

from £131 / night

£914 / week

Steps to Beach, Pond View Ocean Park Meadows Condo + Gym, Tennis, Saltwater Pool

Old Orchard Beach townhouse

2 bedrooms / 2 bathrooms / sleeps 5

Match: Central heating

All filters match

from £247 / night

£1,725 / week

Sun, Sand and Sanddollars-Beach Retreat

Old Orchard Beach house

1 bedroom / 1 bathroom / sleeps 4

Match: Central heating

All filters match

from £175 / night

£1,219 / week

Summer House on Old Orchard Beach

Old Orchard Beach house

4 bedrooms / 1 bathroom / sleeps 6

1

Responds fast! avg. 1 hour 52 minutes

Match: Central heating

All filters match

from £151 / night

£1,055 - £2,999 / week

519 Preble Street - South Portland

South Portland house

4 bedrooms / 2 bathrooms / sleeps 6

Match: Central heating

All filters match

from £622 / night

£4,351 / week

Fox Crossing - Riverside, walk to restaurants, breweries

Westbrook house

5 bedrooms / 4 bathrooms / sleeps 20

Match: Central heating

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from £827 / night

£5,790 / 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

Match: Central heating

All filters match

from £849 / night

£4,331 - £7,465 / week

7 Point Road - Cape Elizabeth

Cape Elizabeth house

4 bedrooms / 3 bathrooms / sleeps 8

Match: Central heating

All filters match

from £1,244 / night

£8,708 / week

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

Old Orchard Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

Match: Central heating

All filters match

from £217 / night

£1,518 / week

Sand Dune Suite 11 (1 Bedroom) - ATLANTIC OCEAN SUITES

Old Orchard Beach condo

1 bedroom / 1 bathroom / sleeps 4

Match: Central heating

All filters match

from £165 / night

£1,152 / week

Located In The Heart Of Old Orchard Beach!

Old Orchard Beach apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 24 minutes

Match: Central heating

All filters match

from £240 / night

£1,741 / week

Palace / MerVeille

Biddeford cottage

2 bedrooms / 1 bathroom / sleeps 4

5

Match: Central heating

All filters match

from £188 / night

£1,306 / week

32 Hamilton Way - Yarmouth

Yarmouth house

3 bedrooms / 3 bathrooms / sleeps 8

Match: Central heating

All filters match

from £1,244 / night

£8,708 / week

Viewing 40 of 111
rentals in Portland