Vacation Rentals & Apartments in Old Orchard Beach

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The Pickering House - an 1854 Harbor View Home

Deer Isle farmhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Walking trips Pets allowed

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Price per night from

$458

Maine. Lovely Cottage on Penobscot Bay

Penobscot cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

“Amazingly well equipped and idylically located.” Everything you could want in a vacation cottage except a beach. Great for a poet or a painter. Not a lot of action in the immediate neighborhood, but not far away.Quiet, well maintained and comfortable.

Match: Walking trips Pets allowed

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Price per night from

$243

The Farm at Worthley Pond, Private Beach & Wedding Barn

Peru house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 25

Match: Walking trips Pets allowed

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Price per night from

$1,002

Tidewater Popham Beach House

Phippsburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Walking trips Pets allowed

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Price per night from

$457

“A perfect home for our family getaway!” Tranquility on Penobscot Bay was truly a wonderful experience for my entire family! Everything we needed was supplied and the house was very spacious and comfy! All of the beds had great mattresses which was so nice. The kitchen was well stocked. We loved the big yard surrounding the house and the blueberry bushes right off the side porch was an added plus! Every morning my grandchildren went out and picked their own berries for breakfast! We were in the area to attend a wedding at French's Point which was located just a few miles down the road! It was so convenient to participate in wedding events throughout the week! On our one rainy day there, we made a fire and just relaxed in the spacious living area! Loved having a gas grill out on the large deck that wrapped around the house and we used it almost every night! Rocking chairs on the deck for early morning coffee, too! The ages in our family went from 60's down to 1 year old and everyone had the best time ever! Would return to this special home in a heartbeat!

Match: Walking trips Pets allowed

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Price per night from

$287

Camp Forever

Harpswell studio

  • Studio
  • 1 bathroom
  • sleeps 3

Match: Walking trips Pets allowed

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Price per night from

$315

Scenic White Rocks Cottage on the Maine Coast

Georgetown cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Beautiful setting on Kennebeck River” Husband and I stayed short of a week, enjoyed the screened porch watching the activity on the Kennecbeck, especially the tour boat loaded with fellow vacationers.Cottage was very pleasant and had everything we needed. But we did find the upstairs stairs a little hard for us to maneuver being rather steep and narrow, so we utilized the sleeper sofa that was very comfortable located downstairs all in all we managed fine and enjoyed our time ar White Rocks, owner lives within view of cottage at end of road we frequented the Georgetown store for their huge dinner plate size blueberry pancakes which my husband enjoyed frequently.

Responds fast! avg. 3 hours 29 minutes

Match: Walking trips Pets allowed

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Price per night from

$201

Private Sandy Beach, Sleeps 24+ large family's, Retreats and Weddings 5 star

Sandy Point house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 21

Responds fast! avg. 3 hours 12 minutes

Match: Walking trips Pets allowed

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Price per night from

$802

Match: Walking trips Pets allowed

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Price per night from

$400

Coastal Mountains Stunning Mountain & Ocean View

Rockport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Walking trips Pets allowed

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Price per night from

$516

Star Point on Snow Pond in the Belgrade Lakes

Belgrade cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

Match: Walking trips Pets allowed

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Price per night from

$378

Quintessential Rustic Maine Oceanfront Cottage with Sunset Views

Tremont cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

Match: Walking trips Pets allowed

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Price per night from

$344

Bay Sunrise Vista Helmet

Portland condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Walking trips Pets allowed

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Price per night from

$327

The Point, Where the Land Meets the Sea

Harpswell house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Walking trips Pets allowed

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Price per night from

$916

Reunion Grove Farm - Relax with us!

Warren farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Walking trips Pets allowed

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Price per night from

$218

Waterfront vacation home--fully equipped

Liberty house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Walking trips Pets allowed

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Price per night from

$376

Minutes from Popham Beach - Cozy Maine Coast Cottage

Phippsburg cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Walking trips Pets allowed

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Price per night from

$258

Tranquility on Penobscot Bay Private Retreat: Perfect Midcoast/DownEast Location

Stockton Springs house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 42 minutes

Match: Walking trips Pets allowed

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Price per night from

$344

Midcoast Waterfront Maine Home- Direct Waterfront, secluded site.

Cushing house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 9

Match: Walking trips Pets allowed

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Price per night from

$311

Charming ocean front cottage in Harpswell

Harpswell cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 55 minutes

Match: Walking trips Pets allowed

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Price per night from

$177

Salt Water Farm,The Studio, Waterfront Organic

Brooksville apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Walking trips Pets allowed

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Price per night from

$170

Little Landing Cottage

East Winthrop cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Walking trips Pets allowed

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Price per night from

$519

Match: Walking trips Pets allowed

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Price per night from

$206

Unique Yurts Minutes from Acadia National Park

Tremont lodge

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Walking trips Pets allowed

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Price per night from

$453

Cozy Keyes Cottage

East Winthrop house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Walking trips Pets allowed

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Price per night from

$485

MoonLight Treehouse

Belgrade tree house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Walking trips Pets allowed

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Price per night from

$807

Beachfront Cottage on Indian Point

Georgetown cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Walking trips Pets allowed

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Price per night from

$315

Waterfront Home on Scenic Cove

Harpswell house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Walking trips Pets allowed

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Price per night from

$184

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Welcome to Pleasant Cove in Beautiful Boothbay Maine

Boothbay house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 of 2 match: Pets allowed, Walking trips

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Price per night from

$328

Unique, Secluded Home with Pool: Acadia High Tower

Mount Desert house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Walking trips

1 of 2 filters match

Price per night from

$870

Ocean Front Cottage on Penobscot Bay

Belfast cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pets allowed, Walking trips

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Price per night from

$321

Working Lighthouse on Picturesque Island in Maine

Saint George lighthouse

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

1 of 2 match: Pets allowed, Walking trips

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Price per night from

$1,718

Classic Oceanfront Cottage on Orr's Island

Orrs Island cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

1 of 2 match: Pets allowed, Walking trips

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Price per night from

$320

Pleasant Street Village Home

Vinalhaven house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Pets allowed, Walking trips

1 of 2 filters match

Price per night from

$282

Idyllic Suite, Ocean and Island Views near Acadia

Southwest Harbor apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Pets allowed, Walking trips

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Price per night from

$162

CAMDEN / SPRUCE HEAD SHORE FRONT COTTAGE/HOUSE

Camden house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 of 2 match: Pets allowed, Walking trips

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Price per night from

$211

1 of 2 match: Pets allowed, Walking trips

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Price per night from

$776

Cozy 1 bedroom house in Rockport Village

Rockport house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Pets allowed, Walking trips

1 of 2 filters match

Price per night from

$144

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rentals in Old Orchard Beach

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