50 Best Vacation Rentals in Osterville - Holiday Lettings - Cabins

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57 Vacation rentals

25

Cape Cod / Osterville

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $1572 / night

$11001 / week

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from $1572 / night

26

Cape Cod / Osterville

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $643 / night

$4501 / week

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from $643 / night

14

Cape Cod / Osterville

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
  • Ask about pets

 …see more

from $229 / night

$1600 / week

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from $229 / night

26

Cape Cod / Osterville

6 10 7 nights min

  • 6 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $2215 / night

$15500 / week

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from $2215 / night

24

Cape Cod / Osterville

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Ask about pets

 …see more

from $322 / night

$2250 / week

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from $322 / night

20

Cape Cod / Osterville

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Ask about children
  • Ask about pets

 …see more

from $715 / night

$5001 / week

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from $715 / night

12

Cape Cod / Osterville

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Ask about children
  • Ask about pets

 …see more

from $358 / night

$2501 / week

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from $358 / night

43

Cape Cod / Osterville

5 15 7 nights min

  • 5 bedrooms
  • Sleeps 15
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $2143 / night

$15001 / week

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from $2143 / night

32

Cape Cod / Osterville

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $1215 / night

$8501 / week

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from $1215 / night

17

Cape Cod / Osterville

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Ask about pets

 …see more

from $400 / night

$2800 / week

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from $400 / night

15

Cape Cod / Osterville

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $1643 / night

$11500 / week

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from $1643 / night

32

Cape Cod / Osterville

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Ask about pets

 …see more

from $1215 / night

$8501 / week

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from $1215 / night

12

Cape Cod / Osterville

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
  • Ask about pets

 …see more

from $400 / night

$2800 / week

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from $400 / night

21

Cape Cod / Osterville

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Ask about pets

 …see more

from $715 / night

$5001 / week

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from $715 / night

19

Cape Cod / Osterville

5 8 7 nights min

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Ask about pets

 …see more

from $1215 / night

$8501 - $12001 / week

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from $1215 / night

37

Cape Cod / Osterville

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $2858 / night

$20001 / week

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from $2858 / night

(1) Excellent 

22

Cape Cod / Osterville

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly

 …see more

from $415 / night

$2900 / week

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from $415 / night

38

Cape Cod / Osterville

7 12 7 nights min

  • 7 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $3572 / night

$25001 / week

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from $3572 / night

53

Cape Cod / Osterville

6 13 7 nights min

  • 6 bedrooms
  • Sleeps 13
  • 7 nights min
  • Ask about children
  • Ask about pets

 …see more

from $643 / night

$4501 / week

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from $643 / night

52

Cape Cod / Osterville

10 20 7 nights min

  • 10 bedrooms
  • Sleeps 20
  • 7 nights min
  • Ask about children
  • Ask about pets

 …see more

from $2786 / night

$19500 / week

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from $2786 / night

13

Cape Cod / Osterville

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Ask about pets

 …see more

from $379 / night

$2651 / week

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from $379 / night

13

Cape Cod / Osterville

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Ask about pets

 …see more

from $258 / night

$1800 / week

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from $258 / night

48

Cape Cod / Osterville

11 20 7 nights min

  • 11 bedrooms
  • Sleeps 20
  • 7 nights min
  • Ask about children
  • Ask about pets

 …see more

from $1786 / night

$12501 / week

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from $1786 / night

25

Cape Cod / Osterville

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Ask about pets

 …see more

from $572 / night

$4000 / week

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from $572 / night

21

Cape Cod / Osterville

8 20 7 nights min

  • 8 bedrooms
  • Sleeps 20
  • 7 nights min
  • Ask about children
  • Ask about pets

 …see more

from $2358 / night

$16500 / week

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from $2358 / night

22

Cape Cod / Osterville

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Ask about pets

 …see more

from $400 / night

$2800 / week

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from $400 / night

18

Cape Cod / Osterville

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Air conditioning

 …see more

from $415 / night

$2900 / week

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from $415 / night

18

Cape Cod / Osterville

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning

 …see more

from $243 / night

$1700 - $1901 / week

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from $243 / night

(1) Excellent 

28

Cape Cod / Osterville

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning

 …see more

from $214 / night

$1496 - $1700 / week

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from $214 / night

11

Cape Cod / Osterville

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

 …see more

from $1072 / night

$7501 / week

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from $1072 / night

31

Cape Cod / Osterville

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Ask about pets

 …see more

from $929 / night

$6500 / week

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from $929 / night

20

Cape Cod / Osterville

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Ask about pets

 …see more

from $429 / night

$3000 / week

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from $429 / night

21

Cape Cod / Osterville

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Ask about pets

 …see more

from $715 / night

$5001 / week

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from $715 / night

21

Cape Cod / Osterville

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Ask about children
  • Ask about pets

 …see more

from $572 / night

$4000 / week

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from $572 / night

28

Cape Cod / Osterville

12 15 7 nights min

  • 12 bedrooms
  • Sleeps 15
  • 7 nights min
  • Ask about children
  • Ask about pets

 …see more

from $1786 / night

$12501 / week

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from $1786 / night

35

Cape Cod / Osterville

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Ask about pets

 …see more

from $758 / night

$5300 / week

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from $758 / night

23

Cape Cod / Osterville

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 0.32 mi
  • Child friendly
  • Air conditioning

 …see more

from $200 / night

$1400 / week

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from $200 / night

24

Cape Cod / Osterville

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Ask about children
  • Ask about pets

 …see more

from $429 / night

$3000 - $5001 / week

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from $429 / night

14

Cape Cod / Osterville

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Ask about pets

 …see more

from $429 / night

$3000 / week

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from $429 / night

38

Cape Cod / Osterville

9 15 7 nights min

  • 9 bedrooms
  • Sleeps 15
  • 7 nights min
  • Ask about children
  • Ask about pets

 …see more

from $3572 / night

$25001 / week

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from $3572 / night