Osterville Vacation Rentals, Homes, & More

1-50 of 59 Osterville Rentals

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Osterville Massachusetts Vacation Rentals - Home
1 / 10

Osterville Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$286

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 34

Osterville Home
11 Bedrooms / 6 Bathrooms / Sleeps 12

Osterville Massachusetts Vacation Rentals - Home
1 / 22

Osterville Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

from

$258

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 17

Osterville Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$429

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 15

Osterville Home
2 Bedrooms / 1 Bathroom / Sleeps 4

from

$215

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 21

Osterville Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$179

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 21

Osterville Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

from

$258

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 16

Osterville Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$200

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 16

Osterville Home
3 Bedrooms / 4 Bathrooms / Sleeps 6

from

$315

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 20

Osterville Home
3 Bedrooms / 1 Bathroom / Sleeps 6

from

$143

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 33

Osterville Home
4 Bedrooms / 3 Bathrooms / Sleeps 7

from

$965

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 11

Osterville Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$472

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 16

Osterville Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$472

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 29

Osterville Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$543

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 31

Osterville Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$715

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 17

Osterville Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$429

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 13

Osterville Home
3 Bedrooms / 3 Bathrooms / Sleeps 5

from

$543

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 14

Osterville Home
4 Bedrooms / 2 Bathrooms / Sleeps 10

from

$458

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 16

Osterville Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$458

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 16

Osterville Home
4 Bedrooms / 6 Bathrooms / Sleeps 8

from

$715

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 22

Osterville Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

from

$643

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 6

Osterville Home
4 Bedrooms / 4 Bathrooms / Sleeps 8

Osterville Massachusetts Vacation Rentals - Home
1 / 22

Osterville Home
3 Bedrooms / 2 Bathrooms / Sleeps 7

from

$379

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 17

Osterville Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$400

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 20

Osterville Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$372

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 20

Osterville Home
3 Bedrooms / 4 Bathrooms / Sleeps 6

from

$715

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 16

Osterville Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$358

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 18

Osterville Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$358

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 10

Osterville Home
2 Bedrooms / 1 Bathroom / Sleeps 4

from

$372

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 34

Osterville Home
7 Bedrooms / 7 Bathrooms / Sleeps 12

Osterville Massachusetts Vacation Rentals - Home
1 / 33

Osterville Home
11 Bedrooms / 8 Bathrooms / Sleeps 20

Osterville Massachusetts Vacation Rentals - Home
1 / 22

Osterville Home
5 Bedrooms / 7 Bathrooms / Sleeps 12

Osterville Massachusetts Vacation Rentals - Home
1 / 25

Osterville Home
5 Bedrooms / 5 Bathrooms / Sleeps 12

Osterville Massachusetts Vacation Rentals - Home
1 / 22

Osterville Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$465

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 24

Osterville Home
5 Bedrooms / 4 Bathrooms / Sleeps 8

Osterville Massachusetts Vacation Rentals - Home
1 / 16

Osterville Home
5 Bedrooms / 5 Bathrooms / Sleeps 10

from

$672

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 19

Osterville Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

from

$643

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 20

Osterville Home
6 Bedrooms / 5 Bathrooms / Sleeps 11

from

$715

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 32

Osterville Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$643

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 16

Osterville Home
6 Bedrooms / 4 Bathrooms / Sleeps 8

from

$429

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 27

Osterville Home
7 Bedrooms / 7 Bathrooms / Sleeps 14

Osterville Massachusetts Vacation Rentals - Home
1 / 36

Osterville Home
6 Bedrooms / 6 Bathrooms / Sleeps 12

Osterville Massachusetts Vacation Rentals - Home
1 / 33

Osterville Home
12 Bedrooms / 8 Bathrooms / Sleeps 15

Osterville Massachusetts Vacation Rentals - Home
1 / 13
Osterville Massachusetts Vacation Rentals - Home
1 / 16

Osterville Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

Osterville Massachusetts Vacation Rentals - Home
1 / 2

Osterville Home
6 Bedrooms / 5 Bathrooms / Sleeps 10

Osterville Massachusetts Vacation Rentals - Home
1 / 13
Osterville Massachusetts Vacation Rentals - Home
1 / 18

Osterville Home
5 Bedrooms / 6 Bathrooms / Sleeps 10

Osterville Massachusetts Vacation Rentals - Home
1 / 17

Osterville Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

from

$358

/ night

Email Owner
Osterville Massachusetts Vacation Rentals - Home
1 / 12

Osterville Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$358

/ night

Email Owner
1  2 
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