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browse all 15 osterville vacation rentals

House Rentals in Osterville, Massachusetts

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* Nightly rates and average rates per bedroom are based on actual rates in this area. Learn More .

Guest House on Ocean and Beach Front Property
Osterville House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $2,000 - $12,000 /mth
 
 
 
 
 

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5 Bed/3 BA Renovated Wianno Home W/ NEW Private Heated Pool, Walk to Village
Osterville House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 13
  • baths 3
  • rates (USD) $1,750 - $6,500 /wk
 
 
 
 
 

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Beautiful new home, Craigville Beach, Centerville, four seas ice cream
Osterville House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $1,600 - $2,500 /wk
 
 
 
 
 

2 reviews write a review

New Listing! Gorgeous, 2b/2b Home In Picturesque Osterville.
Osterville House Rental Picture
  • bedrooms 2
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $150 - $228 /nt
    $805 - $1,596 /wk
    $1,950 - $2,550 /mth
 
 
 
 
 

3 reviews write a review

InteriorDesigner's Lux-Comfy NearBeach FamilyFriendly Beautiful Home
Osterville House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 10
  • baths
  • rates (USD) $575 - $850 /nt
    $3,000 - $5,500 /wk
 
 
 
 
 

13 reviews write a review

Pleasant Cape Cod-Style Home - One Block from North Bay!
Osterville House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 12
  • baths 5
  • rates (USD) $500 - $786 /nt
    $2,000 - $3,000 /wk
    $4,000 - $20,000 /mth
 
 
 
 
 

1 reviews write a review

Private Spacious Lakefront 4 Bdrm with Dock, Steps Away from Ocean Beaches
Osterville House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 10
  • baths
  • rates (USD) $5,000 /wk
 
 
 
 
 

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Traditional Classic Cape Cod Home Wianno Section of Osterville
Osterville House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 8
  • baths
  • rates (USD) $3,500 /wk
 
 
 
 
 

1 reviews write a review

PRIVATE OSTERVILLE ESTATE
Osterville House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths
  • rates (USD) $2,900 - $3,900 /wk
 
 
 
 
 

4 reviews write a review

Renovated Wianno Home w/Private Pool, Walk to Dowses Beach & Village
Osterville House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 11
  • baths 2
  • rates (USD) $1,750 - $5,250 /wk
 
 
 
 
 

3 reviews write a review

Secluded Cape House W/ Dock Close To Craigville Beach And Osterville
Osterville House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 10
  • baths 4
  • rates (USD) $350 - $714 /nt
    $2,200 - $5,000 /wk
 
 
 
 
 

1 reviews write a review

Osterville Village Estate - New Home by award-winning architect
Osterville House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 10
  • baths 4
  • rates (USD)
 
 
 
 
 

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