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Best Vacation Rentals in Osterville - Holiday Lettings - Cabins

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76 Vacation rentals

Vacation home in Osterville

Osterville house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $1,031 / night

$8,588 / week

1 / 18

Osterville Vacation home rental

Osterville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $486 / night

$3,400 / week

1 / 15

Osterville Vacation home rental

Osterville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $402 / night

$2,814 - $13,412 / week

1 / 34

Apartment rental in Osterville

Osterville apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $523 / night

$3,655 / week

1 / 36

Osterville Vacation home rental

Osterville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $224 / night

$1,568 - $7,455 / week

1 / 35

Osterville Vacation home rental

Osterville house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from $220 / night

$1,600 - $2,300 / week

1 / 17

Cottage rental in Osterville

Osterville cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from $285 / night

$1,995 / week

1 / 14

Vacation home in Osterville

Osterville house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 11

from $1,261 / night

$8,827 / week

1 / 30

Osterville ski home to rent.

Osterville house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $165 / night

$1,155 / week

1 / 26

Osterville Vacation home rental

Osterville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $625 / night

$4,375 / week

1 / 23

Osterville Vacation home rental

Osterville house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from $1,477 / night

$10,339 / week

1 / 30

Home rental in Osterville

Osterville house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $525 / night

$3,675 / week

1 / 28

Osterville Vacation home rental

Osterville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $290 / night

$2,030 / week

1 / 19

Osterville Vacation home rental

Osterville house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from $343 / night

$2,401 / week

1 / 20

Vacation home in Osterville

Osterville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 4

from $250 / night

$1,750 / week

1 / 21

Osterville ski home to rent.

Osterville house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from $545 / night

$3,815 / week

1 / 24

Vacation home in Osterville

Osterville house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $663 / night

$4,641 / week

1 / 30

Osterville ski home to rent.

Osterville house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $567 / night

$3,969 / week

1 / 22

Osterville Vacation home rental

Osterville house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $275 / night

$1,925 / week

1 / 30

Ski home to rent in Osterville

Osterville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from $303 / night

$2,121 / week

1 / 30

Vacation home rental

Osterville house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $700 / night

$4,900 / week

1 / 30

Vacation home in Osterville

Osterville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $186 / night

$1,302 / week

1 / 25

Vacation home accommodation

Osterville house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

from $600 / night

$4,200 / week

1 / 30

Vacation cottage in Osterville

Osterville cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $275 / night

$1,925 / week

1 / 25

Osterville Vacation home rental

Osterville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $425 / night

$2,975 / week

1 / 29

Vacation home in Osterville

Osterville house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $650 / night

$4,550 / week

1 / 26

Osterville Vacation home rental

Osterville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $895 / night

$6,265 / week

1 / 22

Vacation home rental

Osterville house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from $572 / night

$4,004 / week

1 / 24

Home rental in Osterville

Osterville house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

from $1,211 / night

$8,477 / week

1 / 30

Home rental in Osterville

Osterville house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

from $250 / night

$1,750 / week

1 / 8

Vacation home in Osterville

Osterville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $273 / night

$1,911 / week

1 / 30

Vacation apartment rental

Osterville apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $147 / night

$1,029 / week

1 / 30

Vacation home in Osterville

Osterville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $281 / night

$1,967 / week

1 / 30

Vacation home in Osterville

Osterville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $475 / night

$3,325 / week

1 / 28

Vacation home rental

Osterville house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from $354 / night

$2,478 / week

1 / 30

Home rental in Osterville

Osterville house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $626 / night

$4,382 / week

1 / 30

Vacation home in Osterville

Osterville house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $483 / night

$3,381 / week

1 / 30

Vacation home rental

Osterville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $257 / night

$1,799 / week

1 / 19

Vacation home in Osterville

Osterville house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $562 / night

$3,934 / week

1 / 30

Home rental in Osterville

Osterville house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $550 / night

$3,850 / week

1 / 30