Home Vacation Home Rentals By Owner In Osterville, MA

Showing 60 Of 70 Vacation Rentals
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Exceptional(12)

$455.51

/ Nightly
Private Vacation Home

Osterville- Spacious, family friendly renovated 3BR, Outdoor shower & Beach Pass

Osterville, Massachusetts, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(3)

$451.8

/ Nightly
Private Vacation Home

Charming home with open layout, deck, grill, AC, W/D, & yard

Osterville, Massachusetts, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(1)

$435.89

/ Nightly
Private Vacation Home

Enchanting 2 Bedroom Cottage - 1 block to Village Center-BEACH PASS-Weekly only

Osterville, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(24)

$411.79

/ Nightly
Private Vacation Home

Osterville Escape to our Spacious Family Getaway. Barnstable Beach pass included

Ostervillle, Massachusetts, United States

Bed 3

Bed

Bath 1

Bath

Sleep 7

Sleeps
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Exceptional(14)

$503.58

/ Nightly
Private Vacation Home

Pristine Osterville Cottage

Barnstable, Massachusetts, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(15)

$326.76

/ Nightly
Private Vacation Home

THREE BEDROOM CAPE NEAR PRIVATE SWIMMING POND

Osterville, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 9

Sleeps
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Exceptional(7)

$301.01

/ Nightly
Private Vacation Home

Perfect Vacation Getaway!

Osterville, Massachusetts, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$231.2

/ Nightly
Private Vacation Home

2 Mi to Dowses Beach! Couples Haven in Osterville

Osterville, Massachusetts, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(1)

Select Dates for Price
Private Vacation Home

Elevated Osterville Escape with Heated Pool RPAM128

Osterville, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Private Vacation Home

Relaxing Cape Cod Stay in a Charming Osterville Setting RPAM121

Osterville, Massachusetts, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Private Vacation Home

Osterville, Private Yard, Close to Osterville Village, Sleeps 8

Osterville, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(7)

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Private Vacation Home

Waterfront/golf Sleep 8 /public beach Pass & private beach

Barnstable, Massachusetts, United States

Bed 5

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Private Vacation Home

Little Gem walking distance to Osterville Village

Osterville, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(5)

$710.54

/ Nightly
Private Vacation Home

Cozy Cottage: 135-HYP Quintessential Hyannis Port Cottage: Renovated, Putting Green, Walk to Beach

West Hyannisport, Massachusetts, United States

Bed 5

Bed

Bath 2

Bath

Sleep 11

Sleeps
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$851.05

/ Nightly
Private Vacation Home

Perfect Combination of Peace & Privacy - Close to Vibrant Village and Beach

Osterville, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 9

Sleeps
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Exceptional(2)

$829.6

/ Nightly
Private Vacation Home

Private, dead-end on National Seashore, 3 bed/1.5 bath

Truro, Massachusetts, United States

Bed 3

Bed

Bath 1

Bath

Sleep 8

Sleeps
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Exceptional(18)

$783.41

/ Nightly
Private Vacation Home

Fun & Sun in Osterville MA - Sleeps 10, Beach Pass

Barnstable, Massachusetts, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(2)

$750.11

/ Nightly
Private Vacation Home

Osterville Retreat – A/C, WiFi & Pet-Friendly

Osterville, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(3)

$732.86

/ Nightly
Private Vacation Home

Osterville - close to town & beach, AC, beach pass

Barnstable, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 9

Sleeps
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$725.61

/ Nightly
Private Vacation Home

On Cape Time – Family Friendly Relaxing Escape

Osterviliie, Massachusetts, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Home Most popular vacation rentals in Osterville

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$587.87

/ Nightly
Private vacation home

Private Pool, Central AC, Dog Friendly!

Barnstable, Massachusetts, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$938.50

/ Nightly
Private vacation home

5 minutes to beach, newly redone house w hot tub/screening room in osterville

Barnstable, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 11

Sleeps
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$928.19

/ Nightly
Private vacation home

Osterville 4BD on Wianno 2nd Fairway! Walk to village/marina or bike to beach.

Osterville, Massachusetts, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$915.60

/ Nightly
Private vacation home

Beach pass included • Modern 3BR Osterville retreat, walkable to village center

Osterville, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$913.89

/ Nightly
Private vacation home

Osterville Village - New Pool Large Yard + Outdoor Entertaining Area

Osterville, Massachusetts, United States

Bed 3

Bed

Bath 1

Bath

Sleep 9

Sleeps
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$829.60

/ Nightly
Private vacation home

Private, dead-end on National Seashore, 3 bed/1.5 bath

Truro, Massachusetts, United States

Bed 3

Bed

Bath 1

Bath

Sleep 8

Sleeps
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$740.72

/ Nightly
Private vacation home

Osterville Retreat – A/C, WiFi & Pet-Friendly

Osterville, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 6

Sleeps
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$686.70

/ Nightly
Private vacation home

Osterville - close to town & beach, AC, beach pass

Barnstable, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 9

Sleeps
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$435.89

/ Nightly
Private vacation home

Enchanting 2 Bedroom Cottage - 1 block to Village Center-BEACH PASS-Weekly only

Osterville, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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$451.80

/ Nightly
Private vacation home

Charming home with open layout, deck, grill, AC, W/D, & yard

Osterville, Massachusetts, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps

Most Popular Cities in Massachusetts