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Vacation Rentals in Bailey Island, Maine

$100 $70
about Bailey Island

Search vacation deals on homes, villas, cabins, cottages, apartments and condos in destinations all over the world. Click the "rental results" tab to browse Bailey Island, Maine 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 Bailey Island are added and updated every week!

Compared to hotels, Bailey Island 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.

Bailey Island, Maine Vacation Rentals and Tourism

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Weekly rate:

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$2,000
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Bedrooms: Min 0, Max 5

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

DEAL!! Herricks Ocean Cottage #3
Bailey Island Cottage Rental Picture
  • Cottage Rental Deals and Specials Welcome Basket ($25)
  • bedrooms 2
  • community
  • rental type Cottage
  • sleeps 4
  • baths 1
  • rates (USD) $700 - $900 /wk
 
 
 
 
 

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Herricks Ocean Cottages
Bailey Island Cottage Rental Picture
  • bedrooms 2
  • community
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 5
  • baths 1
  • rates (USD) $700 - $1,000 /wk
 
 
 
 
 

2 reviews write a review

Herricks Ocean View Cottages
Bailey Island Cottage Rental Picture
  • bedrooms 3
  • community
  • rental type Cottage
  • sleeps 5
  • baths 1
  • rates (USD) $800 - $900 /wk
 
 
 
 
 

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Little Harbor
Bailey Island Cottage Rental Picture
  • bedrooms 2
  • community
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $1,300 - $1,500 /wk
 
 
 
 
 

2 reviews write a review

Waterfront Rental with Private Sandy Beach and Dock
Bailey Island Apartment Rental Picture
  • bedrooms 2
  • rental type Apartment
  • owner badgeowner badge
  • sleeps 6
  • baths 1
  • rates (USD) $160 - $243 /nt
    $1,000 - $1,700 /wk
 
 
 
 
 

14 reviews write a review

Harpswell Vacation Oceanfront Rental Home
Bailey Island House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 3
  • rates (USD) $1,750 - $2,600 /wk
 
 
 
 
 

6 reviews write a review

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
Bailey Island House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $264 - $455 /nt
    $1,850 - $2,450 /wk
 
 
 
 
 

9 reviews write a review

WATERFRONT HOME WITH FANTASTIC BAY AND SUNSET VIEWS
Bailey Island House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 9
  • baths 2
  • rates (USD) $2,400 - $3,000 /wk
 
 
 
 
 

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1890 Summer Cottage on an Ocean Bluff
Bailey Island Cottage Rental Picture
  • bedrooms 5
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $2,100 /wk
 
 
 
 
 

9 reviews write a review

Watch the Sunset from the Large Front Deck
Bailey Island House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $250 /nt
    $1,200 /wk
 
 
 
 
 

3 reviews write a review