Osterville 4+ bedroom Vacation Rentals, Homes & More - 27 Rentals Available.
27 Vacation rentals
Filters applied: 4+ Bedrooms
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
60 Meadowlark Lane
Osterville House
- 6 bedrooms 6
- 4 bathrooms
- Sleeps 12 12
- 7 nights min
- Ask about children
- Ask about pets
$858
from $858 / 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
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
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
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
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
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
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
Your search has been expanded 5.1 miles to include more rentals
71 Tower Hill Road
Barnstable House - 0.1 miles away
- 4 bedrooms 4
- 2 bathrooms
- Sleeps 9 9
- 7 nights min
- Ask about children
- Ask about pets
$400
from $400 / night
30 Cockachoisett Lane
Barnstable House - 0.1 miles away
- 4 bedrooms 4
- 5 bathrooms
- Sleeps 8 8
- 7 nights min
- Ask about children
- Ask about pets
$858
from $858 / night
256 Parker Avenue
Barnstable House - 0.1 miles away
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 8 8
- 7 nights min
- Ask about children
- Ask about pets
$500
from $500 / night
105 Ice Valley Road
Barnstable House - 0.1 miles away
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 12 12
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$1215
from $1215 / night
38 Washington Avenue
Barnstable House - 1.1 miles away
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 8 8
- 7 nights min
- Ask about children
- Ask about pets
$858
from $858 / night
285 Baxters Neck Road
Marstons Mills House - 1.3 miles away
- 6 bedrooms 6
- 10 bathrooms
- Sleeps 15 15
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$3572
from $3572 / night
199 Cedar Tree Neck Road
Marstons Mills House - 1.7 miles away
- 5 bedrooms 5
- 4 bathrooms
- Sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$715
from $715 / night
283 Long Beach Road
Centerville House - 1.9 miles away
- 6 bedrooms 6
- 7 bathrooms
- Sleeps 8 8
- 7 nights min
- Ask about children
- Ask about pets
$2286
from $2286 / night
285 Windswept Way
Barnstable House - 1.9 miles away
- 4 bedrooms 4
- 5 bathrooms
- Sleeps 8 8
- 7 nights min
- Ask about children
- Ask about pets
$1429
from $1429 / night
136 Whitmar Road
Cotuit House - 2.1 miles away
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 10 10
- 7 nights min
- Ask about children
- Ask about pets
$572
from $572 / night
756 Main Street
Cotuit House - 2.5 miles away
- 7 bedrooms 7
- 9 bathrooms
- Sleeps 14 14
- 7 nights min
- Ask about children
- Ask about pets
$1643
from $1643 / night
746 Main Street
Cotuit House - 2.5 miles away
- 5 bedrooms 5
- 2 bathrooms
- Sleeps 11 11
- 7 nights min
- Ask about children
- Ask about pets
$535
from $535 / night
724 Mistic Drive
Marstons Mills House - 2.6 miles away
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 8 8
- 7 nights min
- Ask about children
- Ask about pets
$458
from $458 / night
1036 Main Street
Cotuit House - 2.7 miles away
- 7 bedrooms 7
- 7 bathrooms
- Sleeps 8 8
- 7 nights min
- Ask about children
- Ask about pets
$2143
from $2143 / night
DOG FRIENDLY POND FRONT~ BEACH PASS INCLUDED! 114502
Marstons Mills House - 2.8 miles away
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 8 8
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$211
from $211 / night
779 Craigville Beach Road
Barnstable House - 2.9 miles away
- 6 bedrooms 6
- 8 bathrooms
- Sleeps 12 12
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$1858
from $1858 / night
19 Magnolia Avenue
West Hyannisport House - 2.9 miles away
- 6 bedrooms 6
- 6 bathrooms
- Sleeps 12 12
- 7 nights min
- Ask about children
- Ask about pets
$1858
from $1858 / night
95 Kearsarge Avenue
West Hyannisport House - 3 miles away
- 8 bedrooms 8
- 6 bathrooms
- Sleeps 11 11
- 7 nights min
- Ask about children
- Ask about pets
$2143
from $2143 / night
33 Kearsarge Avenue
West Hyannisport House - 3 miles away
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 8 8
- 7 nights min
- Ask about children
- Ask about pets
$658
from $658 / night
DEEDED RIGHTS TO PRIVATE BEACH on NANTUCKET SOUND 99891
West Hyannisport House - 3 miles away
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 8 8
- 7 nights min
- Child friendly
- Air conditioning
$329
from $329 / night
10 Kearsarge Avenue
West Hyannisport House - 3 miles away
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 10 10
- 7 nights min
- Ask about children
- Ask about pets
$672
from $672 / night
Immaculate Vac home 1/4 mile to Craigville Beach in Centerville sleeps 14
Barnstable House - 3.1 miles away
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 14 14
- Min stay varies
- Child friendly
- Air conditioning
- Pet friendly
$400
from $400 / night
Indian Lakes BEAUTY with POND RIGHTS & TENNIS! 133669
Marstons Mills House - 3.2 miles away
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 6 6
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$265
from $265 / night
Family-Friendly Waterfront Home on Beautiful Pond
Barnstable House - 3.2 miles away
- 4 bedrooms 4
- 2 bathrooms
- Sleeps 8 8
- 7 nights min
- Beach/lakeside relaxation
- Ask about children
- Air conditioning
$300
from $300 / night
142 Fifth Avenue
West Hyannisport House - 3.5 miles away
- 4 bedrooms 4
- 2 bathrooms
- Sleeps 8 8
- 7 nights min
- Ask about children
- Ask about pets
$458
from $458 / night
39 Island Avenue
Hyannis Port House - 3.8 miles away
- 6 bedrooms 6
- 5 bathrooms
- Sleeps 12 12
- 7 nights min
- Ask about children
- Ask about pets
$1572
from $1572 / night
602 Shootflying Hill Road
Centerville House - 3.8 miles away
- 4 bedrooms 4
- 2 bathrooms
- Sleeps 8 8
- 7 nights min
- Ask about children
- Ask about pets
$929
from $929 / night
PRIME SUMMER WEEKS STILL AVAILABLE! BY THE LAKE!! 134110
Centerville House - 3.9 miles away
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 10 10
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$429
from $429 / night
48 Overlea Road
Hyannis Port House - 4.2 miles away
- 5 bedrooms 5
- 3 bathrooms
- Sleeps 10 10
- 7 nights min
- Ask about children
- Ask about pets
$858
from $858 / night
14 Grayton Avenue
Hyannis Port House - 4.3 miles away
- 6 bedrooms 6
- 6 bathrooms
- Sleeps 14 14
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$1958
from $1958 / night
98 Irving Avenue
Hyannis Port House - 4.3 miles away
- 8 bedrooms 8
- 5 bathrooms
- Sleeps 13 13
- 7 nights min
- Ask about children
- Ask about pets
$1000
from $1000 / night
114 Long Pond Rd
Marstons Mills House - 4.3 miles away
- 4 bedrooms 4
- 2 bathrooms
- Sleeps 8 8
- 7 nights min
- Ask about children
- Air conditioning
- Pet friendly
$129
from $129 / night
110 Irving Avenue
Hyannis Port House - 4.3 miles away
- 6 bedrooms 6
- 4 bathrooms
- Sleeps 7 7
- 7 nights min
- Ask about children
- Ask about pets
$686
from $686 / night
172 Irving Avenue
Hyannis Port House - 4.4 miles away
- 9 bedrooms 9
- 5 bathrooms
- Sleeps 12 12
- 7 nights min
- Ask about children
- Ask about pets
$1572
from $1572 / night
70 Ocean Avenue
Hyannis Port House - 4.8 miles away
- 7 bedrooms 7
- 5 bathrooms
- Sleeps 12 12
- 7 nights min
- Ask about children
- Ask about pets
$1429
from $1429 / night
84 Punkhorn Point Road
Mashpee House - 4.8 miles away
- 5 bedrooms 5
- 6 bathrooms
- Sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$1715
from $1715 / night
New Luxury Villa (A) Steps Away from the Beach
Barnstable Villa - 5 miles away
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 10 10
- Min stay varies
- Child friendly
- Air conditioning
- Pet friendly
$300
from $300 / night
New Luxury Villa (B) Steps Away from the Beach
Barnstable Villa - 5 miles away
- 5 bedrooms 5
- 4 bathrooms
- Sleeps 10 10
- Min stay varies
- Child friendly
- Air conditioning
- Pet friendly
$250
from $250 / night
Vacation in Luxury!BRAND NEW HOME in NEW SEABURY! 131755
Mashpee House - 5.1 miles away
- 4 bedrooms 4
- 5 bathrooms
- Sleeps 8 8
- 7 nights min
- Child friendly
- Air conditioning
$1072
from $1072 / night
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