Osterville Vacation Rentals & Homes - 1131 Rentals Available
1,131 Vacation rentals
271 Eel River Road
Osterville House
- 8 bedrooms 8
- 8 bathrooms
- sleeps 20 20
- 1 night min
- Ask about children
- Pet friendly
$2,001.00
from $2,001.00 / night
77 Robbins Street
Osterville House
- 5 bedrooms 5
- 3 bathrooms
- sleeps 12 12
- 1 night min
- Ask about children
- Ask about pets
$501.00
from $501.00 / night
44 Sunset Lane
Osterville House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 1 night min
- Ask about children
- Pet friendly
$457.00
from $457.00 / night
101 Carriage Road
Osterville House
- 6 bedrooms 6
- 5 bathrooms
- sleeps 12 12
- 1 night min
- Swimming pool
- Ask about children
- Pet friendly
$3,571.00
from $3,571.00 / night
FANTASTIC GET-A-WAY in OSTERVILLE W/BEACH PASS! 134586
Osterville House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
- Air conditioning
$172.00
from $172.00 / night
14 Indian Trail
Osterville House
- 5 bedrooms 5
- 5 bathrooms
- sleeps 8 8
- 1 night min
- Ask about children
- Pet friendly
$2,857.00
from $2,857.00 / night
146 Hollingsworth Road
Osterville House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 1 night min
- Ask about children
- Ask about pets
$357.00
from $357.00 / night
92 Concord Lane
Osterville House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- 1 night min
- Ask about children
- Pet friendly
$251.00
from $251.00 / night
71 Sand Point Road
Osterville House
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$2,857.00
from $2,857.00 / night
48 Pine Lane
Osterville House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- 1 night min
- Ask about children
- Pet friendly
$357.00
from $357.00 / night
77 Spice Lane
Osterville House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 1 night min
- Ask about children
- Ask about pets
$457.00
from $457.00 / 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
$1,072.00
from $1,072.00 / night
94 Waterfield Road
Osterville House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 1 night min
- Ask about children
- Pet friendly
$271.00
from $271.00 / night
206 East Bay Road
Osterville House
- 5 bedrooms 5
- 5 bathrooms
- sleeps 8 8
- 1 night min
- Ask about children
- Ask about pets
$2,142.00
from $2,142.00 / night
405 Sea View Avenue
Osterville House
- 10 bedrooms 10
- 12 bathrooms
- sleeps 22 22
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$2,714.00
from $2,714.00 / night
17 Indian Trail
Osterville House
- 9 bedrooms 9
- 9 bathrooms
- sleeps 1 1
- 1 night min
- Ask about children
- Pet friendly
$4,285.00
from $4,285.00 / night
12 Cockachoiset Lane
Osterville House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- 1 night min
- Ask about children
- Pet friendly
$714.00
from $714.00 / night
31 Parker Road
Osterville House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 10 10
- 1 night min
- Swimming pool
- Ask about children
- Pet friendly
$714.00
from $714.00 / night
44 Wianno Circle
Osterville House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 1 night min
- Ask about children
- Ask about pets
$714.00
from $714.00 / night
344 Bridge Street
Osterville House
- 4 bedrooms 4
- 5 bathrooms
- sleeps 9 9
- 1 night min
- Ask about children
- Ask about pets
$1,071.00
from $1,071.00 / night
271 Westwind Cir
Osterville House
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$140.00
from $140.00 / night
340 Grand Island Drive
Osterville House
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$2,142.00
from $2,142.00 / night
532 Wianno Avenue
Osterville House
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- 1 night min
- Ask about children
- Ask about pets
$929.00
from $929.00 / night
154 Scudder Road
Osterville House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 1 night min
- Ask about children
- Ask about pets
$786.00
from $786.00 / night
OSTERVILLE CHARMER IN THE VILLAGE! 142484
Osterville House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Child friendly
- Air conditioning
$300.00
from $300.00 / night
394 Old Mill Road
Osterville House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 1 night min
- Ask about children
- Ask about pets
$257.00
from $257.00 / night
236 Smoke Valley Road, #B
Osterville House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 5 5
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$357.00
from $357.00 / night
501 Eel River Road
Osterville House
- 6 bedrooms 6
- 9 bathrooms
- sleeps 14 14
- 1 night min
- Swimming pool
- Ask about children
- Pet friendly
$4,001.00
from $4,001.00 / night
154 Hollingsworth
Osterville House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 7 7
- 1 night min
- Ask about children
- Ask about pets
$714.00
from $714.00 / night
22 Sea View Avenue
Osterville House
- 4 bedrooms 4
- 5 bathrooms
- sleeps 10 10
- 1 night min
- Swimming pool
- Ask about children
- Pet friendly
$2,142.00
from $2,142.00 / night
166 North Bay Road
Osterville House
- 7 bedrooms 7
- 10 bathrooms
- sleeps 10 10
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$2,500.00
from $2,500.00 / night
30 Oakdale Path
Osterville House
- 5 bedrooms 5
- 7 bathrooms
- sleeps 10 10
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$2,642.00
from $2,642.00 / night
235 Bridge Street
Osterville House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 1 night min
- Ask about children
- Ask about pets
$786.00
from $786.00 / night
Your search has been expanded 16 miles to include more rentals
Cape Cod Fun & Sun WIFI Central A/C
Dennis Port Cottage - 13 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 7 nights min
- Child friendly
- Air conditioning
Responds fast! Avg. 3 hours 19 minutes
$221.00
from $221.00 / night
Private Home with 2 MBRs on Private Road and Beach
Barnstable House - 7.3 miles away
- 5 bedrooms 5
- 2 bathrooms
- sleeps 8 8
- 14 nights min
- Ask about children
- Air conditioning
- Pet friendly
$409.00
from $409.00 / night
Walk to Multiple Beaches and Downtown
Wareham House - 15.8 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 7 nights min
- Ask about children
- Air conditioning
- Private garden
$213.00
from $213.00 / night
Waterfront Cape Cod Home on John's Pond
Mashpee House - 6.6 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 7 7
- 7 nights min
- Beach/lakeside relaxation
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 37 minutes
$246.00
from $246.00 / night
WATERFRONT 3 Bedroom Beach Home
Onset House - 16 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 7 nights min
- Beach/lakeside relaxation
- Nearest beach 1 mi
- Child friendly
$360.00
from $360.00 / night
86 Falmouth Heights Road
Falmouth House - 12.3 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 14 14
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$929.00
from $929.00 / night
12 S. Cedar Lane
Centerville House - 1.9 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 1 night min
- Ask about children
- Ask about pets
$714.00
from $714.00 / night
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