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Best Healdsburg Vacation rentals on Holiday Lettings - Cottages

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188 Vacation rentals

Vacation home in Healdsburg

Healdsburg house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

from $3,321 / night

$19,465 / week

1 / 95

Vacation cottage in Healdsburg

Healdsburg cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $287 / night

$2,004 / week

1 / 6

Healdsburg Vacation home rental

Healdsburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $745 / night

$4,294 / week

1 / 36

Vacation home in Healdsburg

Healdsburg house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $1,698 / night

$11,888 / week

1 / 36

Healdsburg Vacation home accommodation

Healdsburg house

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 8

from $210 / night

$1,470 / week

1 / 44

Vacation home in Healdsburg

Healdsburg house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $1,031 / night

$5,725 / week

1 / 40

Healdsburg Vacation home rental

Healdsburg house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $1,603 / night

$9,618 / week

1 / 23

Vacation home in Healdsburg

Healdsburg house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $1,031 / night

$7,214 / week

1 / 20

Vacation home in Healdsburg

Healdsburg house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $350 / night

$2,450 / week

1 / 27

Healdsburg Vacation home rental

Healdsburg house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $250 / night

$1,750 / week

1 / 11

Vacation home in Healdsburg

Healdsburg house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $508 / night

$3,556 / week

1 / 24

Healdsburg Vacation home rental

Healdsburg house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $289 / night

$2,023 / week

1 / 26

Vacation home in Healdsburg

Healdsburg house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $538 / night

$3,766 / week

1 / 30

Vacation home in Healdsburg

Healdsburg house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $595 / night

$4,165 / week

1 / 30

Vacation home in Healdsburg

Healdsburg house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from $1,517 / night

$10,619 / week

1 / 30

Ski home to rent in Healdsburg

Healdsburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $333 / night

$2,331 / week

1 / 30

Vacation home in Healdsburg

Healdsburg house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $869 / night

$6,083 / week

1 / 24

Home rental in Healdsburg

Healdsburg house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $250 / night

$1,750 / week

1 / 30

Healdsburg ski home to rent.

Healdsburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $585 / night

$4,095 / week

1 / 16

Healdsburg Vacation home rental

Healdsburg house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $295 / night

$2,065 / week

1 / 12

Vacation home in Healdsburg

Healdsburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $745 / night

$5,215 / week

1 / 25

Vacation home in Healdsburg

Healdsburg house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $1,762 / night

$12,334 / week

1 / 30

Home rental in Healdsburg

Healdsburg house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $680 / night

$4,760 / week

1 / 17

Ski cottage to rent in Healdsburg

Healdsburg cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $293 / night

$2,051 / week

1 / 30

Ski cottage to rent in Healdsburg

Healdsburg cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $258 / night

$1,806 / week

1 / 30

Vacation home in Healdsburg

Healdsburg house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from $415 / night

$2,905 / week

1 / 26

Healdsburg ski cottage to rent.

Healdsburg cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $295 / night

$2,065 / week

1 / 7

Vacation home rental

Healdsburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $425 / night

$2,975 / week

1 / 30

Healdsburg Vacation home rental

Healdsburg house

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 12

from $1,879 / night

$13,153 / week

1 / 30

Healdsburg Vacation home rental

Healdsburg house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $293 / night

$2,051 / week

1 / 18

Healdsburg Vacation cottage rental

Healdsburg cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $186 / night

$1,302 / week

1 / 16

Healdsburg Vacation home rental

Healdsburg house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $1,595 / night

$11,165 / week

1 / 25

Healdsburg Vacation home rental

Healdsburg house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $773 / night

$5,411 / week

1 / 30

Healdsburg ski home to rent.

Healdsburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $959 / night

$6,713 / week

1 / 30

Home rental in Healdsburg

Healdsburg house

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 6

from $450 / night

$3,150 / week

1 / 30

Healdsburg Vacation home rental

Healdsburg house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $718 / night

$5,026 / week

1 / 28

Vacation home in Healdsburg

Healdsburg house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from $1,825 / night

$12,775 / week

1 / 30

Healdsburg ski home to rent.

Healdsburg house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from $1,620 / night

$11,340 / week

1 / 25

Cottage rental in Healdsburg

Healdsburg cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $325 / night

$2,275 / week

1 / 27

Vacation home in Healdsburg

Healdsburg house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $399 / night

$2,793 / week

1 / 30