Osterville Vacation Rentals & Homes - 998 Rentals Available
998 Vacation rentals
271 Eel River Road
Osterville House
- 8 bedrooms 8
- 8 bathrooms
- sleeps 20 20
- 1 night min
- Ask about children
- Pet friendly
$2,000.00
from $2,000.00 / night
77 Robbins Street
Osterville House
- 5 bedrooms 5
- 3 bathrooms
- sleeps 12 12
- 1 night min
- Ask about children
- Ask about pets
$500.00
from $500.00 / 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
FABULOUS HOME 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
$250.00
from $250.00 / 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
$2,142.00
from $2,142.00 / 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
$122.00
from $122.00 / 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
169 Scudder Road
Osterville House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 1 night min
- Ask about children
- Ask about pets
$300.00
from $300.00 / night
532 Wianno Avenue
Osterville House
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- 1 night min
- Ask about children
- Ask about pets
$642.00
from $642.00 / 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
38A Blossom Avenue
Osterville House
- 2 bedrooms 2
- 3 bathrooms
- sleeps 4 4
- 1 night min
- Ask about children
- Ask about pets
$557.00
from $557.00 / 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
20 Scallop Path
Osterville House
- 9 bedrooms 9
- 9 bathrooms
- sleeps 12 12
- 1 night min
- Ask about children
- Pet friendly
$2,571.00
from $2,571.00 / 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
$4,000.00
from $4,000.00 / 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 16.5 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
Vacation and Celebrate Plymouth's 400th Year Anniversary
Plymouth House - 16.5 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 5 nights min
- Nearest beach 6 mi
- Child friendly
- Air conditioning
Responds fast! Avg. 1 hour 30 minutes
$344.00
from $344.00 / 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
Spacious Air-Conditioned 3-Bedroom Close to Beach
South Yarmouth House - 9.2 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 7 nights min
- Ask about children
- Air conditioning
Responds fast! Avg. 1 hour 13 minutes
$221.00
from $221.00 / night
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