Osterville 3-bedroom Vacation Rentals, Homes & More - 39 Rentals Available.
39 Vacation rentals
Filters applied: 3+ Bedrooms
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
49 Sylvan Lane
Osterville House
- 3 bedrooms 3
- 1 bathroom
- Sleeps 5 5
- 7 nights min
- Ask about children
- Ask about pets
$358
from $358 / 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
77 Spice Lane
Osterville House
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- 7 nights min
- Ask about children
- Ask about pets
$400
from $400 / 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
92 Concord Lane
Osterville House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 8 8
- 7 nights min
- Ask about children
- Ask about pets
$143
from $143 / 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
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
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
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
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
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
48 Pine Lane
Osterville House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 8 8
- 7 nights min
- Ask about children
- Ask about pets
$415
from $415 / 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
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
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
STUNNING ESTATE LIKE PROPERTY NEAR VILLAGE/BEACH! 96974
Osterville House
- 3 bedrooms 3
- 4 bathrooms
- Sleeps 6 6
- 7 nights min
- Ask about children
- Air conditioning
$272
from $272 / night
Wonderful Wianno Location 98870
Osterville House
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 8 8
- 7 nights min
- Ask about children
- Air conditioning
$243
from $243 / night
225 Wianno Circle
Osterville House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 7 nights min
- Ask about children
- Ask about pets
$379
from $379 / 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
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
SOUTHSIDE OSTERVILLE NEAR VILLAGE & BEACH! 121868
Osterville House
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- 7 nights min
- Ask about children
- Air conditioning
$222
from $222 / 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
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
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
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
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
Osterville Home with Dowses Beach Pass!
Osterville House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 7 7
- 7 nights min
- Ask about children
- Air conditioning
$98
from $98 / night
Remodeled GEM in Osterville with BEACH PASS!! 134586
Osterville House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 8 8
- 7 nights min
- Ask about children
- Air conditioning
- Pet friendly
$186
from $186 / night
306 West Bay Road
Osterville House
- 3 bedrooms 3
- 5 bathrooms
- Sleeps 10 10
- 7 nights min
- Ask about children
- Ask about pets
$929
from $929 / 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
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
44 Sunset Lane
Osterville House
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- 7 nights min
- Ask about children
- Ask about pets
$458
from $458 / 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
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
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
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
236 Smoke Valley Road, #B
Osterville House
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 5 5
- 7 nights min
- Ask about children
- Ask about pets
$600
from $600 / 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
Your search has been expanded 3.2 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
52 Oakville Avenue
Barnstable House - 0.1 miles away
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 7 nights min
- Ask about children
- Ask about pets
$358
from $358 / 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
325 Baxters Neck Road
Marstons Mills House - 1.2 miles away
- 3 bedrooms 3
- 4 bathrooms
- Sleeps 6 6
- 7 nights min
- Ask about children
- Ask about pets
$786
from $786 / 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
819 Sea View Avenue
Barnstable House - 1.4 miles away
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 7 nights min
- Ask about children
- Ask about pets
$500
from $500 / night
118 Bay Lane
Centerville House - 1.7 miles away
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 8 8
- 7 nights min
- Ask about children
- Ask about pets
$408
from $408 / 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
CRAIGVILLE BEACH AREA! A GEM 95232
Centerville House - 2.5 miles away
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 7 nights min
- Ask about children
- Air conditioning
$243
from $243 / 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
925 Main Street
Barnstable House - 2.6 miles away
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- 7 nights min
- Ask about children
- Ask about pets
$429
from $429 / night
PRIME WEEKS STILL AVAILABLE /VILLAGE CHARMER! 120654
Centerville House - 2.6 miles away
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 7 nights min
- Ask about children
- Air conditioning
$358
from $358 / 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
- Ask about children
- Air conditioning
- Pet friendly
$211
from $211 / night
BEACH PASS to CRAIGVILLE BEACH & OTHER BEACHES! 80220
Centerville House - 2.8 miles away
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 7 nights min
- Ask about children
- Air conditioning
- Pet friendly
$143
from $143 / night
110 Ocean View Avenue
Cotuit House - 2.9 miles away
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 2 2
- 7 nights min
- Ask about children
- Ask about pets
$572
from $572 / night
65 Magnolia Avenue
Barnstable House - 2.9 miles away
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 8 8
- 7 nights min
- Ask about children
- Ask about pets
$772
from $772 / night
The Residences at TRADE WINDS 135324
West Hyannisport Apartment - 2.9 miles away
- 3 bedrooms 3
- 4 bathrooms
- Sleeps 7 7
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$572
from $572 / 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
16 Piney Point Drive
Centerville House - 3 miles away
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 5 5
- 7 nights min
- Ask about children
- Ask about pets
$400
from $400 / 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
- Ask about children
- 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
3 BED/2 BATH PET FRIENDLY VACATION RENTAL IN COTUIT WITH A/C AND LINENS!
Cotuit House - 3 miles away
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 7 7
- 7 nights min
- Ask about children
- Air conditioning
- Pet friendly
$200
from $200 / 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
BEAUTIFUL HOME IN CHARMING COTUIT VILLAGE 120847
Cotuit House - 3.1 miles away
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 7 7
- 7 nights min
- Ask about children
- Air conditioning
$358
from $358 / night
Centerville Home with Beach Pass !
Centerville House - 3.1 miles away
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 8 8
- 7 nights min
- Ask about children
- Air conditioning
$143
from $143 / night
Charming 3 bedroom cottage near sandy beach; private grass back yard
Centerville House - 3.1 miles away
- 3 bedrooms 3
- 1 bathroom
- Sleeps 6 6
- Min stay varies
- Nearest beach 1 mi
- Child friendly
- Air conditioning
$75
from $75 / 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
- Ask about children
- 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
1
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