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Boothbay Holiday Rentals

Hotels (2)

B&Bs / Inns (3)

Speciality Lodging (0)

Holiday Rentals (70)

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Holiday rentals you can trust

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Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 8
Bathrooms: 1
This stunning waterfront timber frame home is situated on a four acre natural paradise overlooking the beautiful waters of Pleasant Cove. Featuring more than ...
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The following rentals are within 10 kilometers of Boothbay, Maine.

Doc's Place, Southport
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 6
Bathrooms: 2
Feast your eyes on the majestic Atlantic from this contemporary cottage. Whether you are an ocean enthusiast with an unquenchable thirst to see, hear and ...
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A Walk to Town, Boothbay Harbor
Management: Professional
Property: Holiday Rental House
Bedrooms: 4, sleeps 8
Bathrooms: 2
New downtown Boothbay Harbor listing! This two story home is perched hillside within a minutes walk to downtown. Enjoy your vacation filled days with walks ...
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Captains Quarters, East Boothbay
Management: Professional
Property: Holiday Rental House
Bedrooms: 8, sleeps 16
Bathrooms: 2
Take a step back in time as you enter this three-story Victorian which began life as an Inn in service to the steamships traveling the coast of Maine and ...
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Our Cottage, Boothbay Harbor
Management: Professional
Property: Holiday Rental House
Bedrooms: 2, sleeps 4
Bathrooms: 1
This one-story, two-bedroom cottage is perfect for falling in love with the Maine coast. Picture windows provide spectacular southerly views of Linekin Bay ...
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Haven, The, East Boothbay
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 5
Bathrooms: 1
Facing Negro Island and perched on a hill facing southwest, this classic Maine cottage offers a spectacular view of the islands – as far as the eye can ...
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Bayberry Cottage, Boothbay Harbor
Management: Professional
Property: Holiday Rental House
Bedrooms: 1, sleeps 4
Bathrooms: 1
This cute-as-a-button, one-bedroom log cabin, is nestled in the woods of the Sprucewold Community. You are only a mile from the center of Harbor activities ...
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Dash Inn, East Boothbay
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 6
Bathrooms: 2
You won’t want to "dash" anywhere after you arrive at this incredible coveside retreat. The wall of windows draws the outside in. The main level of ...
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Bufflehead By the Sea, East Boothbay
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 7
Bathrooms: 2
Some things belong together--and this cottage needs you to complete its mission of creating a memorable Maine vacation. From this two story bungalow, ...
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Coastal Dreams, East Boothbay
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 6
Bathrooms: 1
Don't miss out on this vacation delight for both short and long term stays all year round. This special cottage has a cozy cabin feel accentuated by modern ...
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Ocean Spray, East Boothbay
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 6
Bathrooms: 2
Customed designed Maine shingled cottage with three levels of living. This wonderful cottage has all Southern Heart Pine floors made from beams out of an old ...
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Rockledge Cottage, East Boothbay
Management: Professional
Property: Holiday Rental House
Bedrooms: 2, sleeps 6
Bathrooms: 2
Contemporary style open floor plan cottage sits on the edge of the Damariscotta River with island and ocean views. This one-story, year round, cape style ...
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Little River Cottage, East Boothbay
Management: Professional
Property: Holiday Rental House
Bedrooms: 2, sleeps 4
Bathrooms: 1
Take a walk to the nearby lobster pound and pick out your dinner. Bring it back, cooked or to cook, and enjoy it out on the deck as you enjoy the beautiful ...
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Ocean Point of View, East Boothbay
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 7
Bathrooms: 1
Picture yourself relaxing in an old fashioned rocker on the covered porch of this wonderful Maine summer cottage. Read a book; listen to the ocean as it ...
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Starboard, Southport
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 8
Bathrooms: 3
We welcome this cottage back into our program! Situated on the east side of Southport Island on Pig Cove this upscale home offers amazing views of Capitol ...
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Professionally managed typically means…
  • Member of the FlipKey Verified Property Manager program
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified Plus property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Verified property owner typically means…
  • Verification of owner name and address via valid credit card
  • History of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns