Vacation Rentals & Apartments in Portland

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Bay Sunrise Vista Helmet

Portland condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$327

Great rentals within 20 miles that match your search

Beachfront Condo with Great Views

Old Orchard Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$253

"DISCOUNTED PRICE FOR ANY WEEK IN JUNE" Townhouse in Ocean Park Meadows, OOB

Old Orchard Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$292

Condo on Grand Beach(OOB)-Steps to Beach, Pool

Old Orchard Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$295

Ocean View Condo steps to the Beach

Old Orchard Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$148

Oceanfront Condo with Awesome Views

Old Orchard Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$138

Lake View Lodge

Windham condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$492

Lake View Lodge Unit #2 Can be rented w/ Unit # 1

Windham condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$279

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

Old Orchard Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 53 minutes

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Price per night from

$138

Ocean view condo in heart of OOB

Old Orchard Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$115

1st floor - Easy Access. Great location. Only 1/4 Mile from Beach & Pier.

Old Orchard Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 27 minutes

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Price per night from

$415

Only 1/4 Mile from 7 mile stretch of sandy beach

Old Orchard Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 27 minutes

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Price per night from

$416

New to market and completely renovated. Less than 1/4 mile from the sand!

Old Orchard Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 27 minutes

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Price per night from

$478

All inclusive price + VRBO - AirBnB booking fee & Tax. EASY booking

Old Orchard Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 27 minutes

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Price per night from

$404

Summer Vacation Rental Old Orchard Beach

Old Orchard Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$360

Single Family Home minutes from the beach

Old Orchard Beach house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Pleasant stay at Old Orchard Beach” Great place to stay with kids, nice yard and deck. I like that it's away from the noise and congestion but still has nearby restaurants to walk to . Had a very pleasant stay.

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Price per night from

$161

Waterfront villa, Coastal Southern Maine

Scarborough house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 10

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Price per night from

$1,147

Updated BEACH HOUSE at Island View Ave in Saco. Mike Wiley

Saco house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 44 minutes

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Price per night from

$983

Beautiful, sunny Hills Beach cottage

Biddeford house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$254

Beautiful Cottage on Crystal Lake

Gray house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

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Price per night from

$230

Kellie Ann's Breakwater, Oceanfront living

Saco house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

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Price per night from

$459

The Point, Where the Land Meets the Sea

Harpswell house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$918

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Price per night from

$746

Beautiful Seaside Island Home

Long Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$459

Comfy A/C Cottage in the OCEAN PARK AREA just 75 yards from the OOB sandy beach!

Old Orchard Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$413

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Price per night from

$401

The Bliss St Beach House in Pine Point, Maine

Scarborough house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 19

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Price per night from

$2,621

The Coast of Maine House - 1856 ships captains mansion

Saco house

  • 10 bedrooms
  • 4 bathrooms
  • sleeps 28

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Price per night from

$1,376

New House, Walk to the Pier, Super-Host

Old Orchard Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 1 hour 53 minutes

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Price per night from

$184

A Commanding View of Old Orchard Beach

Old Orchard Beach house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 53 minutes

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Price per night from

$373

Andy's Retreat - Heated outdoor pool, Hot Spring jacuzzi, central AC, BBQ

Falmouth house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$687

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Price per night from

$773

Highland House

Westbrook house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 23

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Price per night from

$1,718

Grace Cottage

Long Island house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$413

White Pines 4

Old Orchard Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$275

Fox Crossing - Riverside, walk to restaurants, breweries

Westbrook house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 20

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Price per night from

$1,718

Beach and City Escape! Updated Getaway - Near Beach & Dining & ALL THE FUN

Old Orchard Beach house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 27 minutes

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Price per night from

$763

Everybody's idea of the best family beach house. This house has it all!

Old Orchard Beach house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 27 minutes

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Price per night from

$1,197

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