Osterville Vacation Rentals & Homes - 42 Rentals Available
42 Vacation rentals
260 Wianno Avenue
Osterville House
- 6 bedrooms 6
- 4 bathrooms
- Sleeps 10 10
- 7 nights min
- Ask about children
- Ask about pets
$643
from $643 / night
Wonderful Wianno Location 98870
Osterville House
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 8 8
- 7 nights min
- Child friendly
- Air conditioning
$243
from $243 / night
STUNNING ESTATE LIKE PROPERTY NEAR VILLAGE/BEACH! 96974
Osterville House
- 3 bedrooms 3
- 4 bathrooms
- Sleeps 6 6
- 7 nights min
- Child friendly
- Air conditioning
$272
from $272 / night
77 Robbins Street
Osterville House
- 5 bedrooms 5
- 3 bathrooms
- Sleeps 12 12
- 7 nights min
- Ask about children
- Ask about pets
$643
from $643 / night
24 South Street
Osterville House
- 4 bedrooms 4
- 2 bathrooms
- Sleeps 8 8
- 7 nights min
- Ask about children
- Ask about pets
$400
from $400 / night
92 Concord Lane
Osterville House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 8 8
- 7 nights min
- Ask about children
- Ask about pets
$143
from $143 / night
376 Parker Road
Osterville House
- 6 bedrooms 6
- 4 bathrooms
- Sleeps 13 13
- 7 nights min
- Ask about children
- Ask about pets
$643
from $643 / night
86 Leonard Road
Osterville House
- 4 bedrooms 4
- 5 bathrooms
- Sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$1072
from $1072 / night
49 Sylvan Lane
Osterville House
- 3 bedrooms 3
- 1 bathroom
- Sleeps 5 5
- 7 nights min
- Ask about children
- Ask about pets
$358
from $358 / night
77 Spice Lane
Osterville House
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- 7 nights min
- Ask about children
- Ask about pets
$400
from $400 / night
48 Pine Lane
Osterville House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 8 8
- 7 nights min
- Ask about children
- Ask about pets
$415
from $415 / night
26 Cedar Lane
Osterville House
- 2 bedrooms 2
- 3 bathrooms
- Sleeps 6 6
- 7 nights min
- Ask about children
- Ask about pets
$572
from $572 / night
71 Sand Point Road
Osterville House
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$2858
from $2858 / night
271 Eel River Road
Osterville House
- 8 bedrooms 8
- 8 bathrooms
- Sleeps 20 20
- 7 nights min
- Ask about children
- Ask about pets
$2358
from $2358 / night
14 Indian Trail
Osterville House
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 8 8
- 7 nights min
- Ask about children
- Ask about pets
$1215
from $1215 / night
101 Carriage Road
Osterville House
- 6 bedrooms 6
- 5 bathrooms
- Sleeps 12 12
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$3572
from $3572 / night
439 Sea View Avenue
Osterville House
- 6 bedrooms 6
- 5 bathrooms
- Sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$2572
from $2572 / night
SOUTHSIDE OSTERVILLE NEAR VILLAGE & BEACH! 121868
Osterville House
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- 7 nights min
- Child friendly
- Air conditioning
$222
from $222 / night
83 Bunker Hill Road
Osterville House
- 5 bedrooms 5
- 7 bathrooms
- Sleeps 12 12
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$1643
from $1643 / night
31 Eel River Road
Osterville House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 10 10
- 7 nights min
- Ask about children
- Ask about pets
$643
from $643 / night
165 Wianno Circle
Osterville House
- 2 bedrooms 2
- 1 bathroom
- Sleeps 4 4
- 7 nights min
- Ask about children
- Ask about pets
$415
from $415 / night
206 East Bay Road
Osterville House
- 5 bedrooms 5
- 3 bathrooms
- Sleeps 10 10
- 7 nights min
- Ask about children
- Ask about pets
$1215
from $1215 / night
225 Wianno Circle
Osterville House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 7 nights min
- Ask about children
- Ask about pets
$379
from $379 / night
979 Sea View Avenue
Osterville House
- 11 bedrooms 11
- 8 bathrooms
- Sleeps 20 20
- 7 nights min
- Ask about children
- Ask about pets
$1786
from $1786 / night
87 Seapuit Road
Osterville House
- 7 bedrooms 7
- 7 bathrooms
- Sleeps 14 14
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$1643
from $1643 / night
17 Indian Trail
Osterville House
- 9 bedrooms 9
- 9 bathrooms
- Sleeps 15 15
- 7 nights min
- Ask about children
- Ask about pets
$3572
from $3572 / night
22 Third Avenue
Osterville House
- 4 bedrooms 4
- 5 bathrooms
- Sleeps 7 7
- 7 nights min
- Ask about children
- Ask about pets
$429
from $429 / night
933 Main Street, #E
Osterville House
- 2 bedrooms 2
- 1 bathroom
- Sleeps 4 4
- 7 nights min
- Ask about children
- Ask about pets
$229
from $229 / night
94 Waterfield Road
Osterville House
- 4 bedrooms 4
- 2 bathrooms
- Sleeps 8 8
- 7 nights min
- Ask about children
- Ask about pets
$258
from $258 / night
43 Oakdale Path
Osterville House
- 5 bedrooms 5
- 6 bathrooms
- Sleeps 10 10
- 7 nights min
- Ask about children
- Ask about pets
$1429
from $1429 / night
344 Bridge Street
Osterville House
- 4 bedrooms 4
- 5 bathrooms
- Sleeps 9 9
- 7 nights min
- Ask about children
- Ask about pets
$986
from $986 / night
306 West Bay Road
Osterville House
- 3 bedrooms 3
- 5 bathrooms
- Sleeps 10 10
- 7 nights min
- Ask about children
- Ask about pets
$929
from $929 / night
123 Bay Street
Osterville House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- 7 nights min
- Ask about children
- Ask about pets
$715
from $715 / night
Remodeled GEM in Osterville with BEACH PASS!! 134586
Osterville House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 8 8
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$186
from $186 / night
Osterville Home with Dowses Beach Pass!
Osterville House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 7 7
- 7 nights min
- Ask about children
- Air conditioning
$98
from $98 / night
44 Sunset Lane
Osterville House
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- 7 nights min
- Ask about children
- Ask about pets
$458
from $458 / night
146 Hollingsworth Road
Osterville House
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 8 8
- 7 nights min
- Ask about children
- Ask about pets
$715
from $715 / night
154 Scudder Road
Osterville House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- 7 nights min
- Ask about children
- Ask about pets
$758
from $758 / night
51 Bunker Hill Road
Osterville House
- 4 bedrooms 4
- 5 bathrooms
- Sleeps 8 8
- 7 nights min
- Ask about children
- Ask about pets
$272
from $272 / night
554 Wianno Avenue
Osterville House
- 12 bedrooms 12
- 8 bathrooms
- Sleeps 15 15
- 7 nights min
- Ask about children
- Ask about pets
$1786
from $1786 / night
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