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35 Best Vacation Rentals in Osterville - Holiday Lettings - Cabins

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1,782 Vacation rentals

Osterville Vacation home rental

Osterville house

3 bedrooms / 3 bathrooms / sleeps 6

from $457 / night

$3,200 / week

Vacation home in Osterville

Osterville house

8 bedrooms / 8 bathrooms / sleeps 20

from $2,000 / night

$14,000 - $17,500 / week

Vacation home in Osterville

Osterville house

4 bedrooms / 3 bathrooms / sleeps 8

1

from $357 / night

$2,500 / week

Vacation home in Osterville

Osterville house

3 bedrooms / 2 bathrooms / sleeps 8

from $172 / night

$1,200 / week

Osterville Vacation home rental

Osterville house

5 bedrooms / 5 bathrooms / sleeps 8

from $2,857 / night

$20,000 / week

Home rental in Osterville with swimming pool

Osterville house

6 bedrooms / 5 bathrooms / sleeps 12

from $3,571 / night

$25,000 / week

Vacation home in Osterville

Osterville house

5 bedrooms / 3 bathrooms / sleeps 12

1

from $500 / night

$3,500 - $4,200 / week

Vacation home in Osterville

Osterville house

3 bedrooms / 3 bathrooms / sleeps 6

1

from $457 / night

$3,200 / week

Vacation home with swimming pool in Osterville

Osterville house

5 bedrooms / 5 bathrooms / sleeps 10

from $2,857 / night

$20,000 / week

Vacation home in Osterville

Osterville house

3 bedrooms / 2 bathrooms / sleeps 8

from $250 / night

$1,750 / week

Vacation home in Osterville

Osterville house

3 bedrooms / 2 bathrooms / sleeps 9

from $458 / night

$3,206 / week

Osterville Vacation home rental

Osterville house

4 bedrooms / 5 bathrooms / sleeps 8

from $1,072 / night

$7,500 / week

Osterville Vacation home rental

Osterville house

3 bedrooms / 2 bathrooms / sleeps 8

from $357 / night

$2,500 - $3,200 / week

Osterville Vacation home rental

Osterville house

10 bedrooms / 12 bathrooms / sleeps 22

3

from $2,714 / night

$19,000 - $25,000 / week

Vacation home in Osterville

Osterville house

4 bedrooms / 2 bathrooms / sleeps 8

2

from $271 / night

$1,900 / week

Osterville Vacation home accommodation

Osterville house

5 bedrooms / 5 bathrooms / sleeps 8

1

from $2,142 / night

$15,000 / week

Vacation home in Osterville

Osterville house

3 bedrooms / 3 bathrooms / sleeps 8

from $714 / night

$5,000 / week

Vacation home in Osterville

Osterville house

9 bedrooms / 9 bathrooms / sleeps 1

1

from $4,285 / night

$30,000 / week

Vacation home with swimming pool in Osterville

Osterville house

4 bedrooms / 4 bathrooms / sleeps 10

from $714 / night

$5,000 - $7,500 / week

Home accommodation in Osterville

Osterville house

4 bedrooms / 2 bathrooms / sleeps 8

from $714 / night

$5,000 / week

Vacation home in Osterville

Osterville house

4 bedrooms / 5 bathrooms / sleeps 9

1

from $1,071 / night

$7,500 / week

Osterville Vacation home rental

Osterville house

3 bedrooms / 4 bathrooms / sleeps 6

2

from $140 / night

$1,000 - $1,800 / week

Vacation home rental

Osterville house

6 bedrooms / 6 bathrooms / sleeps 12

from $2,142 / night

$15,000 / week

Osterville Vacation home rental

Osterville house

4 bedrooms / 3 bathrooms / sleeps 8

from $1,140 / night

$7,975 / week

Vacation home in Osterville

Osterville house

4 bedrooms / 4 bathrooms / sleeps 8

1

from $785 / night

$5,500 - $6,200 / week

Vacation home in Osterville

Osterville house

3 bedrooms / 2 bathrooms / sleeps 8

from $373 / night

$2,605 / week

Home accommodation in Osterville

Osterville house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 20 minutes

from $243 / night

$1,700 / week

Vacation home rental

Osterville house

5 bedrooms / 4 bathrooms / sleeps 10

1

from $928 / night

$6,500 - $8,500 / week

Vacation home in Osterville

Osterville house

3 bedrooms / 2 bathrooms / sleeps 6

from $257 / night

$1,800 - $2,200 / week

Vacation home in Osterville

Osterville house

3 bedrooms / 3 bathrooms / sleeps 6

from $300 / night

$2,100 / week

Osterville Vacation home rental

Osterville house

3 bedrooms / 3 bathrooms / sleeps 5

from $357 / night

$2,500 - $5,000 / week

Home accommodation in Osterville with swimming pool

Osterville house

6 bedrooms / 9 bathrooms / sleeps 14

from $4,000 / night

$28,000 / week

Vacation home in Osterville

Osterville house

4 bedrooms / 2 bathrooms / sleeps 8

from $487 / night

$3,407 / week

Osterville Vacation home rental

Osterville house

4 bedrooms / 4 bathrooms / sleeps 7

from $714 / night

$5,000 / week

Vacation home with swimming pool in Osterville

Osterville house

4 bedrooms / 5 bathrooms / sleeps 10

from $2,142 / night

$15,000 - $17,000 / week

Osterville Vacation home rental

Osterville house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 32 minutes

from $275 / night

$1,924 / week

Vacation home with swimming pool in Osterville

Osterville house

7 bedrooms / 10 bathrooms / sleeps 10

from $2,500 / night

$17,500 / week

Osterville Vacation home rental

Osterville house

5 bedrooms / 7 bathrooms / sleeps 10

from $2,642 / night

$18,500 / week

Vacation home in Osterville

Osterville house

4 bedrooms / 4 bathrooms / sleeps 8

from $785 / night

$5,500 / week

Great rentals within 20 miles that match your search

Home rental in Edgartown

Edgartown house

3 bedrooms / 3 bathrooms / sleeps 8

from $344 / night

$2,405 / week