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Vacation Rentals in Orleans, Massachusetts

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about Orleans

Search vacation deals on homes, villas, cabins, cottages, apartments and condos in destinations all over the world. Click the "rental results" tab to browse Orleans, Massachusetts vacation rentals and inquire about your favorites. If you cant find what youre looking for, consider nearby destinations, or come back for a visit - vacation home rentals in Orleans are added and updated every week!

Compared to hotels, Orleans vacation rentals are much more family-friendly and flexible, offering a lot more space, a lot more savings, and a lot more amenities - like private pools, gourmet kitchens, and pet-friendly accommodations! Tip: Save money by taking advantage of cheap weekly rates.

Orleans, Massachusetts Vacation Rentals and Tourism

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Weekly rate:

Min $0, Max $4000

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$2,000
$4,000+

Bedrooms: Min 0, Max 5

0
5+







Property Type:


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

Breathtaking Orleans Marshfront and Ocean View Estate
Orleans House Rental Picture
  • bedrooms 5
  • community Mallard Lane
  • rental type House
  • owner badgeowner badge
  • sleeps 12
  • baths
  • rates (USD) $600 - $700 /nt
    $4,200 - $4,900 /wk
 
 
 
 
 

6 reviews write a review

Town Cove Waterfront Home
Orleans House Rental Picture
  • bedrooms 4
  • community
  • rental type House
  • sleeps 12
  • baths
  • rates (USD) $5,495 /wk
 
 
 
 
 

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Water views and access! Gorgeous 3 BR home
Orleans House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 8
  • baths 1
  • rates (USD) $250 - $430 /nt
    $1,500 - $2,900 /wk
 
 
 
 
 

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New listing - view of Nauset Cove, near everything Orleans has to offer!
Orleans House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 8
  • baths
  • rates (USD) $150 - $433 /nt
    $2,500 /wk
 
 
 
 
 

1 reviews write a review

Charming Post & Beam Near State Park and Pond
Orleans House Rental Picture
  • bedrooms 1
  • rental type House
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $125 - $143 /nt
    $750 - $1,000 /wk
 
 
 
 
 

5 reviews write a review

Cape Cod Family Reunion - 4 homes on 2 private waterfront acres!
Orleans Estate Rental Picture
  • bedrooms 11
  • rental type Estate
  • owner badgeowner badge
  • sleeps 22
  • baths
  • rates (USD) $2,000 - $2,286 /nt
    $8,000 - $16,000 /wk
 
 
 
 
 

10 reviews write a review

House on Private Road, 2 min. to own secluded Bay Beach
Orleans House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths
  • rates (USD) $1,500 - $3,800 /wk
 
 
 
 
 

5 reviews write a review

Private, Spacious Home A Short Walk Down Private Path to Skaket Beach
Orleans House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths
  • rates (USD) $1,400 - $2,500 /wk
 
 
 
 
 

9 reviews write a review