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Holiday Cottages in Waldoboro

183 Holiday homes

Remodeled waterfront home with a wrap-around deck, water views & beach access!

Waldoboro house

  • Child friendly
  • •  Car not necessary
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £239 / night

£1,670 / week

Beautiful Maine Get Away

Waldoboro cottage

2

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

from £151 / night

£1,053 / week

NEW! 'Raspberry Cottage' w/ Rowboat on Back Cove!

Waldoboro cottage

  • Child friendly
  • •  Pet friendly
  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £69 / night

£481 / week

'Blueberry Cottage'-Dock on Scenic Back River Cove

Waldoboro cottage

  • Child friendly
  • •  Pet friendly
  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £69 / night

£481 / week

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £101 / night

£703 / week

Tentrr - Medomak River Farm

Waldoboro tented camp

  • Child friendly
  • •  Pet friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 8

from £88 / night

£617 - £801 / week

Great rentals within 20 miles that match your search

Delux Studio

Rockland apartment

  • Private garden
  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £101 / night

£705 / week

Laughton House & Cottages - Cabin - Ebb Tide

New Harbor cottage

7

  • Beach / lakeside relaxation
  • •  Nearest beach 0.04 km
  • •  Child friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £102 / night

£661 - £784 / week

Captains Quarters

Rockport apartment

  • Child friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £196 / night

£1,613 / week

Immaculate And Very Private Boothbay Region Waterfront Home

Edgecomb house

  • Nearest beach 25 km
  • •  Child friendly
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £289 / night

£2,018 - £2,757 / week

Buttercup Cottage

Camden house

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

from £198 / night

£1,383 / week

Working Lighthouse on Picturesque Island in Maine

Saint George lighthouse

1

  • Child friendly
  • •  Private garden
  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

from £1,231 / night

£6,067 / week

Bright Classic Victorian Home in Camden Maine

Camden house

8

  • Beach / lakeside relaxation
  • •  Ask owner if suitable for children
  • •  Private garden
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £226 / night

£1,583 - £2,075 / week

Samoset Oceanfront Resort 3/31/2018 - 4/7/2018

Rockport villa

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

from £88 / night

£483 / week

Charming Belmont House in the Village of Camden

Camden house

  • Child friendly
  • •  Ask about pets
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £219 / night

£1,532 / week

Pinetree Cottage - Antique Cape Sleeps 6 just 3 blocks from downtown

Camden house

  • Nearest beach 0.5 km
  • •  Child friendly
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £137 / night

£958 / week

Harbor Road Carriage House

Camden house

  • Ask owner if suitable for children
  • •  Ask about pets
  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £132 / night

£919 / week

Maple Street

Rockland apartment

5

  • Child friendly
  • •  Ask about pets
  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £151 / night

£1,053 / week

Midcoast Lakeside Getaway

Warren house

1

  • Child friendly
  • •  Pet friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £219 / night

£1,339 / week

A Writer's Home at the Edge of the Forest on the Boothbay Peninsula

Boothbay house

  • Child friendly
  • •  Air conditioning
  • •  Pet friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £132 / night

£921 / week

Affordable and Pet Friendly Camden Family Retreat

Camden house

1

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

from £107 / night

£746 / week

Laughton House & Cottages - Cabin - Low Tide

New Harbor cottage

27

  • Beach / lakeside relaxation
  • •  Nearest beach 0.04 km
  • •  Child friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £101 / night

£658 - £719 / week

Great Intown Camden Property

Camden house

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

from £219 / night

£1,532 / week

Sea Rose Cottage

Owls Head house

1

  • Child friendly
  • •  Private garden
  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

from £132 / night

£921 / week

Remarkable Four Gable House Overlooking Friendship Harbor

Friendship house

  • Child friendly
  • •  Pet friendly
  • •  Private garden
  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

from £307 / night

£2,014 / week

Downtown "Namastay"

Rockland house

1

  • Child friendly
  • •  Private garden
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from £329 / night

£2,193 / week

Schooner View

Owls Head house

  • Beach / lakeside relaxation
  • •  Child friendly
  • •  Private garden
  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £345 / night

£2,413 / week

Beautiful Private Oceanfront Home w/ Rare Beach and Deep Water Mooring

Port Clyde house

2

  • Beach / lakeside relaxation
  • •  Child friendly
  • •  Ask about pets
  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from £237 / night

£3,070 - £4,297 / week

"One of the prettiest houses in Rockland" STR19-56

Rockland house

  • Child friendly
  • •  Pet friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £157 / night

£1,228 / week

Damariscotta waterfront home

Damariscotta house

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

from £426 / night

£2,978 / week

Rocinante

Camden house

1

  • Child friendly
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from £148 / night

£1,034 / week

Two Maples

Camden house

  • Child friendly
  • •  Private garden
  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £132 / night

£919 / week

Classic Maine Cottage on Beautiful Harbor with Breathtaking Ocean Views!

Tenants Harbor house

  • Child friendly
  • •  Private garden
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from £364 / night

£2,543 / week

Mazu, the Bed&Boat, the most waterfront cottage

Damariscotta yacht

6

  • Beach / lakeside relaxation
  • •  Nearest beach 10 km
  • •  Child friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £198 / night

£1,317 - £2,194 / week

The Bunkhouse

Hope house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £114 / night

£799 / week

Rustic Lakeside Lodge and Four Cabins-13 bedrooms

Jefferson lodge

  • Child friendly
  • 10 bedrooms
  • 9 bathrooms
  • sleeps 26

from £878 / night

£6,143 / week

Pet Friendly Summer Home on Ocean Point

East Boothbay house

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

from £263 / night

£1,840 / week

Green Gables, magical home & garden near the sound

Wiscasset apartment

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

from £132 / night

£790 / week

Crows Nest

Rockport apartment

  • Child friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £196 / night

£1,610 / week

Herrick Lane Bungalow

Camden house

  • Ask owner if suitable for children
  • •  Ask about pets
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £107 / night

£748 / week

Viewing 40 of 183
rentals in Waldoboro