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Osterville Rentals

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Price range

Per night

$10 - $500

Rental types

Osterville Rentals

2,610 Houses

439 Sea View Avenue

Osterville house

6 bedrooms / 6 bathrooms / sleeps 10

Price per night from

$2,857

1 / 43

26 Cedar Lane

Osterville house

2 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$571

1 / 25

246 Wianno Circle

Osterville house

4 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$428

1 / 28

21 Cockachoisett Lane

Osterville house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$457

1 / 25

146 Hollingsworth Road

Osterville house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$357

1 / 35

71 Sand Point Road

Osterville house

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$2,857

1 / 37

31 Eel River Road

Osterville house

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$357

1 / 22

48 Pine Lane

Osterville house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$414

1 / 22

466 Parker Road

Osterville house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$257

1 / 19

12 Cockachoiset Lane

Osterville house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$614

1 / 25

Osterville House for 6 Near Village & Beach!

Osterville house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$300

1 / 20

PRIME SUMMER WEEK IN JULY STILL OPEN!! 121868

Osterville house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$221

1 / 28

260 Wianno Avenue

Osterville house

6 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$642

1 / 16

225 Wianno Circle

Osterville house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$385

1 / 13

94 Waterfield Road

Osterville house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$271

1 / 19

933 Main Street, #E

Osterville house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$185

1 / 14

271 Eel River Road

Osterville house

8 bedrooms / 8 bathrooms / sleeps 20

Price per night from

$2,428

1 / 21

24 South Street

Osterville house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$400

1 / 31

92 Concord Lane

Osterville house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$250

1 / 24

17 Indian Trail

Osterville house

9 bedrooms / 9 bathrooms / sleeps 1

Price per night from

$3,571

1 / 46

154 Scudder Road

Osterville house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$642

1 / 35

405 Sea View Avenue

Osterville house

10 bedrooms / 12 bathrooms / sleeps 22

Price per night from

$2,142

1 / 64

49 Sylvan Lane

Osterville house

3 bedrooms / 1 bathroom / sleeps 5

Price per night from

$357

1 / 12

44 Sunset Lane

Osterville house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$357

1 / 14

STUNNING ESTATE LIKE PROPERTY NEAR VILLAGE/BEACH! 96974

Osterville house

3 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$414

1 / 27

344 Bridge Street

Osterville house

4 bedrooms / 5 bathrooms / sleeps 9

Price per night from

$985

1 / 45

31 Parker Road

Osterville house

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$500

1 / 30

14 Indian Trail

Osterville house

5 bedrooms / 5 bathrooms / sleeps 8

Price per night from

$1,428

1 / 19

77 Spice Lane

Osterville house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$428

1 / 24

77 Robbins Street

Osterville house

5 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$357

1 / 26

Private Beachfront Estate in Oyster Harbors

Osterville house

6 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$3,566

1 / 12

87 Seapuit Road

Osterville house

7 bedrooms / 7 bathrooms / sleeps 14

Price per night from

$857

1 / 29

Seaside Osterville Colonial

Osterville house

3 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$400

1 / 24

Spacious Cape Cottage with English-Style Garden

Osterville house

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$206

1 / 23

101 Carriage Road

Osterville house

6 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$3,571

1 / 28

Remodeled GEM in Osterville with BEACH PASS!! 134586

Osterville house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$1,495

1 / 29

206 East Bay Road

Osterville house

5 bedrooms / 5 bathrooms / sleeps 8

Price per night from

$1,714

1 / 41

979 Sea View Avenue

Osterville house

11 bedrooms / 8 bathrooms / sleeps 20

Price per night from

$1,785

1 / 49
Viewing 38 of 2,610
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