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Best Vacation Rentals in Waldoboro - Holiday Lettings - Cabins

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37 Vacation rentals

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Waldoboro ski home to rent.

Waldoboro house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $187 / night

$1,309 / week

1 / 30

Waldoboro Vacation home rental

Waldoboro house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $224 / night

$1,568 / week

1 / 30

Vacation home in Waldoboro

Waldoboro house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $424 / night

$2,968 / week

1 / 22

Waldoboro ski home to rent.

Waldoboro house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $213 / night

$1,491 / week

1 / 30

Vacation home in Waldoboro

Waldoboro house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $240 / night

$1,680 / week

1 / 16

Vacation home in Waldoboro

Waldoboro house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $225 / night

$1,575 / week

1 / 17

Vacation home rental

Waldoboro house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $307 / night

$2,149 / week

1 / 27

Ski home to rent in Waldoboro

Waldoboro house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 6

from $338 / night

$2,366 / week

1 / 30

Vacation home in Waldoboro

Waldoboro house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $299 / night

$2,093 / week

1 / 28

Vacation home in Waldoboro

Waldoboro house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from $224 / night

$1,568 / week

1 / 29

Ski apartment to rent in Waldoboro

Waldoboro apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $453 / night

$3,171 / week

1 / 16

Vacation home rental

Waldoboro house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 4

from $381 / night

$2,667 / week

1 / 30

Ski home to rent in Waldoboro

Waldoboro house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $338 / night

$2,366 / week

1 / 20

Waldoboro Vacation apartment rental

Waldoboro apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $346 / night

$2,422 / week

1 / 28

Ski cottage to rent in Waldoboro

Waldoboro cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

from $173 / night

$1,211 / week

1 / 30

Vacation home in Waldoboro

Waldoboro house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $595 / night

$4,165 / week

1 / 30

Ski home to rent in Waldoboro

Waldoboro house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 9

from $409 / night

$2,863 / week

1 / 30

Vacation home in Waldoboro

Waldoboro house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $458 / night

$3,206 / week

1 / 25

Waldoboro Vacation home rental

Waldoboro house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $339 / night

$2,373 / week

1 / 26

Vacation home in Waldoboro

Waldoboro house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $607 / night

$4,249 / week

1 / 15

Waldoboro Vacation home rental

Waldoboro house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $420 / night

$2,940 / week

1 / 30

Waldoboro Vacation home rental

Waldoboro house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $327 / night

$2,289 / week

1 / 27

Home rental in Waldoboro

Waldoboro house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $327 / night

$2,289 / week

1 / 23

Vacation home in Waldoboro

Waldoboro house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $354 / night

$2,478 / week

1 / 30

Waldoboro Vacation home rental

Waldoboro house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from $614 / night

$4,298 / week

1 / 30

Vacation apartment in Waldoboro

Waldoboro apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $615 / night

$4,305 / week

1 / 30

Waldoboro ski home to rent.

Waldoboro house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

from $825 / night

$5,775 / week

1 / 30

Waldoboro Vacation apartment rental

Waldoboro apartment

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 13

from $772 / night

$5,404 / week

1 / 30

Waldoboro Vacation apartment rental

Waldoboro apartment

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 19

from $1,382 / night

$9,674 / week

1 / 30

Vacation home in Waldoboro

Waldoboro house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from $891 / night

$6,237 / week

1 / 29

Vacation apartment in Waldoboro

Waldoboro apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $261 / night

$1,827 / week

1 / 30

Vacation apartment in Waldoboro

Waldoboro apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $293 / night

$2,051 / week

1 / 27

Vacation cottage in Waldoboro

Waldoboro cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 7

from $293 / night

$2,051 / week

1 / 30

Waldoboro Vacation cottage rental

Waldoboro cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $512 / night

$3,584 / week

1 / 30

Vacation cottage in Waldoboro

Waldoboro cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $258 / night

$1,806 / week

1 / 30

Apartment rental in Waldoboro

Waldoboro apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $172 / night

$1,204 / week

1 / 14

Home rental in Waldoboro

Waldoboro house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $401 / night

$2,807 / week

1 / 18

Great rentals within 20 miles that match your search

Ski apartment to rent in South Thomaston

South Thomaston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $237 / night

$1,659 / week

1 / 26

Vacation home in Warren

Warren house

  • 8 bedrooms
  • 4 bathrooms
  • sleeps 16

from $1,043 / night

$7,301 / week

1 / 30

Newcastle Vacation cottage rental

Newcastle cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $270 / night

$1,890 / week

1 / 27