Osterville 4+ bedroom Vacation Rentals, Homes & More - 425 Rentals Available.
425 Vacation rentals
Filters applied: 4+ Bedrooms
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
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
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
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
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
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
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
$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
$785.00
from $785.00 / 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
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
$785.00
from $785.00 / night
Your search has been expanded 19.5 miles to include more rentals
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
Minutes to Menauhant Beach - Newly Furnished
Falmouth House - 9.1 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
- Air conditioning
- Pet friendly
Responds fast! Avg. 3 hours 38 minutes
$430.00
from $430.00 / night
Remodeled Stone Barn & panoramic salt marsh view
Falmouth House - 13.1 miles away
- 5 bedrooms 5
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Ask about children
- Private garden
$250.00
from $250.00 / night
In-Ground Pool, Large home, Perfect for Multi Family Vacations & Family Reunions
Sandwich House - 6 miles away
- 6 bedrooms 6
- 3 bathrooms
- sleeps 22 22
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,200.00
from $1,200.00 / night
5 Bedroom Beauty on Shining Sea Bike Way!!! Frederick William House
Falmouth House - 12.6 miles away
- 5 bedrooms 5
- 6 bathrooms
- sleeps 15 15
- 4 nights min
- Nearest beach 0.5 mi
- Child friendly
- Air conditioning
Responds fast! Avg. 14 minutes
$1,488.00
from $1,488.00 / night
Ocean, lake, harbor and parkview Vineyard cottage
Oak Bluffs Cottage - 14.9 miles away
- 6 bedrooms 6
- 2 bathrooms
- sleeps 10 10
- min stay varies
- Nearest beach 0.2 mi
- Child friendly
- Car not necessary
Responds fast! Avg. 17 minutes
$573.00
from $573.00 / night
OCEANFRONT HOME Completely Rebuilt Brand New
West Yarmouth House - 8.1 miles away
- 4 bedrooms 4
- 5 bathrooms
- sleeps 10 10
- 3 nights min
- Beach/lakeside relaxation
- Nearest beach 0 mi
- Swimming pool
$1,031.00
from $1,031.00 / night
Immaculate SeaView Beach House in S.Yarmouth
South Yarmouth House - 8.9 miles away
- 5 bedrooms 5
- 2 bathrooms
- sleeps 10 10
- min stay varies
- Beach/lakeside relaxation
- Nearest beach 0 mi
- Child friendly
Responds fast! Avg. 1 hour 8 minutes
$355.00
from $355.00 / night
Keyes Beach Retreat
Barnstable Villa - 5 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Nearest beach 0.1 mi
- Child friendly
- Air conditioning
Responds fast! Avg. 1 hour 8 minutes
$401.00
from $401.00 / night
Spacious Home, Walk to Town, Linens Included-053-B
Brewster House - 19.5 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 12 12
- min stay varies
- Child friendly
- Pet friendly
$514.00
from $514.00 / night
89-1 Salt Marsh Rd
East Sandwich House - 9.3 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
- Pet friendly
$238.00
from $238.00 / night
68 Town Neck Rd
Sandwich House - 11.2 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$152.00
from $152.00 / night
Waterfront-Martha's Vineyard
Oak Bluffs House - 17.4 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Beach/lakeside relaxation
- Child friendly
- Private garden
$328.00
from $328.00 / night
133 Dillingham Ave
Sandwich House - 11 miles away
- 5 bedrooms 5
- 3 bathrooms
- sleeps 10 10
- 7 nights min
- Child friendly
$281.00
from $281.00 / night
93 Phillips Rd
Sagamore Beach House - 12.7 miles away
- 7 bedrooms 7
- 3 bathrooms
- sleeps 15 15
- 7 nights min
- Child friendly
- Air conditioning
$267.00
from $267.00 / night
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