Osterville 4+ bedroom Vacation Rentals, Homes & More - 315 Rentals Available.
315 Vacation rentals
Filters applied: 4+ Bedrooms
Your search has been expanded 19.4 miles to include more rentals

Ocean, lake, harbor & parkview Vineyard cottage w/AC
Oak Bluffs Cottage - 14.9 miles away
- 6 bedrooms 6
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Beach/lakeside relaxation
- Nearest beach 0.2 mi
- Child friendly
Responds fast! Avg. 20 minutes
$573.00
from $573.00 / night

Minutes to Menauhant Beach - Newly Furnished
Falmouth House - 9.1 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Beach/lakeside relaxation
- Ask about children
- Air conditioning
$430.00
from $430.00 / night

HEATED In-Ground Pool, Large home, Single or Multi Family Vacations, Golf Groups
Sandwich House - 6 miles away
- 6 bedrooms 6
- 3 bathrooms
- sleeps 22 22
- 7 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$1,285.00
from $1,285.00 / night

OCEANFRONT HOME Completely Rebuilt Brand New
West Yarmouth House - 8.1 miles away
- 4 bedrooms 4
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Beach/lakeside relaxation
- Nearest beach 0 mi
- Swimming pool
Responds fast! Avg. 1 hour 48 minutes
$1,064.00
from $1,064.00 / 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
- 6 nights min
- Beach/lakeside relaxation
- Ask about children
- Air conditioning
$573.00
from $573.00 / night
Private sandy beach - Ocean view 4 BR house
Sandwich House - 14.6 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- 3 nights min
- Beach/lakeside relaxation
- Nearest beach 1 mi
- Ask about children
Responds fast! Avg. 2 hours 2 minutes
$367.00
from $367.00 / 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 5 minutes
$572.00
from $572.00 / 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
$401.00
from $401.00 / night
40 Ploughed Neck Rd
East Sandwich House - 8.4 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$458.00
from $458.00 / night
Keyes Beach Retreat
Barnstable Villa - 5 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Beach/lakeside relaxation
- Nearest beach 0.1 mi
- Child friendly
Responds fast! Avg. 1 hour 5 minutes
$516.00
from $516.00 / night
16636: Newly Renovated Pond Front Home, Dog Friendly w/ Fenced Yard, Game Room!
South Chatham House - 19.4 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Child friendly
- Air conditioning
- Pet friendly
$248.00
from $248.00 / night
10 Weathervane Ln
Sandwich House - 7.6 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$215.00
from $215.00 / 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
- Pet friendly
$358.00
from $358.00 / night
41 Cranberry Trail
East Sandwich House - 7.2 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- 7 nights min
- Child friendly
- Air conditioning
- Private garden
$229.00
from $229.00 / night
114 Long Pond Rd
Marstons Mills House - 4.3 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$215.00
from $215.00 / night
23 Nauset Rd.
Sagamore Beach House - 13.7 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 10 10
- 7 nights min
- Child friendly
- Air conditioning
$215.00
from $215.00 / night
58 Carman Ave
Sandwich House - 11 miles away
- 4 bedrooms 4
- 1 bathroom
- sleeps 8 8
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$172.00
from $172.00 / night
89-1 Salt Marsh Rd
East Sandwich House - 9.3 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Beach/lakeside relaxation
- Child friendly
- Pet friendly
$429.00
from $429.00 / night
133 Dillingham Ave
Sandwich House - 11 miles away
- 5 bedrooms 5
- 3 bathrooms
- sleeps 10 10
- 7 nights min
- Child friendly
$429.00
from $429.00 / night
2828 Main St.
Barnstable House - 6.4 miles away
- 5 bedrooms 5
- 3 bathrooms
- sleeps 11 11
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$315.00
from $315.00 / night
44 Dillingham Ave
Sandwich House - 11 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 9 9
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$258.00
from $258.00 / night
9 Turtle Cove Rd
East Sandwich Cottage - 6.9 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
- Air conditioning
$201.00
from $201.00 / night
69 Knott Ave - New Listing!
Sandwich House - 11.2 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
- Pet friendly
$534.00
from $534.00 / night
207A Great Neck Rd
Wareham House - 16.5 miles away
- 7 bedrooms 7
- 4 bathrooms
- sleeps 20 20
- 7 nights min
- Child friendly
- Pet friendly
$1,072.00
from $1,072.00 / night
32 Tupper ave
Sandwich House - 11.1 miles away
- 5 bedrooms 5
- 3 bathrooms
- sleeps 12 12
- 7 nights min
- Beach/lakeside relaxation
- Child friendly
$343.00
from $343.00 / night
68 Town Neck Rd
Sandwich House - 11.2 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- 7 nights min
- Beach/lakeside relaxation
- Child friendly
- Air conditioning
$172.00
from $172.00 / night
111 Popple Bottom
East Sandwich House - 6.1 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- 7 nights min
- Child friendly
- Air conditioning
- Private garden
$343.00
from $343.00 / night
Sea & Keyes Beaches Paradise
Barnstable Villa - 5 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- min stay varies
- Beach/lakeside relaxation
- Nearest beach 0.2 mi
- Child friendly
Responds fast! Avg. 1 hour 5 minutes
$572.00
from $572.00 / night
204 North Shore Blvd
East Sandwich House - 8.6 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 7 7
- 7 nights min
- Beach/lakeside relaxation
- Child friendly
$486.00
from $486.00 / night
611 Route 6A - New Listing!
East Sandwich House - 7.3 miles away
- 5 bedrooms 5
- 2 bathrooms
- sleeps 9 9
- 7 nights min
- Beach/lakeside relaxation
- Child friendly
- Pet friendly
$258.00
from $258.00 / night
Four bedroom with central air- Just 1 mile from the beach
Dennis Port House - 12.8 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
- Air conditioning
$129.00
from $129.00 / night
Steps to popular South Village Beach!! 5 Bedroom home sleeping 10!
West Dennis House - 11.9 miles away
- 5 bedrooms 5
- 2 bathrooms
- sleeps 10 10
- 7 nights min
- Child friendly
- Air conditioning
$285.00
from $285.00 / night
NEW to our 2022 Inventory! Beautiful waterfront home on Bass River
South Yarmouth House - 11.6 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Child friendly
- Air conditioning
$350.00
from $350.00 / night
Four bedroom home sleeping 12 just .3 miles to South Village Beach
West Dennis House - 11.9 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 12 12
- 7 nights min
- Child friendly
- Air conditioning
$258.00
from $258.00 / night
Four bedroom home less than 200 ft to shared/private beach
Dennis Port House - 13.1 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
- Air conditioning
$358.00
from $358.00 / night
Four bedroom home located less than 3 miles to Bayside beaches
Dennis House - 12.9 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Child friendly
- Air conditioning
$143.00
from $143.00 / night
Five bedroom home sleeping 10 just 1/10 mile to Glendon Beach
Dennis Port House - 12.7 miles away
- 5 bedrooms 5
- 3 bathrooms
- sleeps 10 10
- 7 nights min
- Child friendly
- Air conditioning
$458.00
from $458.00 / night
Four bedroom whole duplex home sleeping 8. Steps from South Village Beach!
West Dennis Apartment - 11.9 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
- Air conditioning
$315.00
from $315.00 / night
Four bedroom home-Only 500 feet walk to shared/private beach with central ac.
Dennis Port House - 12.3 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
- Air conditioning
$229.00
from $229.00 / night
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