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Vacation Rentals in Southport Island, ME

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    All 15 Rentals in Southport Island
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    $1,095
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    1 / 12
    Southport
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    $556
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    1 / 22
    Southport
    6 Bedrooms / 6 Bathrooms / Sleeps 12
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    $3,206
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    1 / 31
    5 of 5 stars (1) Excellent
    Southport
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    $334
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    1 / 24
    4.5 of 5 stars (2) Very good
    Southport
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    Amenities & Details
    • Balcony
    • Dryer
    • Grill
    • Internet Access
    • Ocean Views
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Elder access
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    About this property
    Imagine sunrise breakfast, sunset dinners, and in between, life on the edge...the oceans edge! Our quaint Captains Cottage has all the warmth and comforts of home with an everchanging view! The first level includes, livingroom, 2 bedrooms, fully equipped kitchen, diningroom and bathroom. Off the... View all property information
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    $208
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    1 / 34
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Dishwasher
    • Fireplace
    • Grill
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Elder access
    • ?
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    About this property
    LOCATION: Southport Island, Boothbay Harbor, Great Views of Boothbay Harbor and Dock Access ROOM LAYOUT 1st Floor- Kitchen, Dining Room, Living Room, Front Covered Deck, Side Open Deck 1st Floor- (half-way up)- Queen Bedroom with en suite tub-shower bathroom 2nd Floor- Full Bedroom, Bedroom with 2... View all property information
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    $2,423
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    1 / 28
    Southport
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Grill
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    PINE CLIFF DWELLER Pine Cliff Dweller is perched on the edge of a cliff overlooking Burnt and Squirrel Islands and the entrance to Boothbay Harbor and the open Atlantic! The owners of this magnificent property have maximized the view with tons of windows, covered and uncovered decks and indoor... View all property information
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    $1,460
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    1 / 24
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    • Pets allowed
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    • Suitable for children
    • x
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    • Wheelchair access
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    About this property
    LOCATION: Southport Island, Boothbay Harbor - Traditional Maine Cottage with Fantastic Ocean Views ROOM LAYOUT: 1st Floor: Kitchen, Dining Room, Living Room, Stall shower bathroom, Laundry, Enclosed Sunporch, Deck 2nd Floor: Queen bedroom, Full bedroom, Bedroom with 2 twins, Half bathroom DOGS... View all property information
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    $260
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    1 / 35
    5 Bedrooms / 3 Bathrooms / Sleeps 12
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    Amenities & Details
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    LOCATION: Southport Island, Boothbay Harbor - Great Views On Boothbay Harbor ROOM LAYOUT: Main Cottage: Kitchen, Dining Area that can accommodate 12, Living Room, Sitting Room with TV, Master King Bedroom with NEW en suite shower bathroom, King Bedroom, Bedroom with 2 Twins, Shared NEW Bathroom... View all property information
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    From
    $2,666
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    1 / 35
    Southport
    5 Bedrooms / 3 Bathrooms / Sleeps 10
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    Amenities & Details
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    PIFFI BIFF Piffi Biff is a beautiful cottage located on the historic Southport Island on the Boothbay peninsula. With incredible views of the Atlantic Ocean, Squirrel Island, Boothbay Harbor, Burnt Island, you will also see porpoises, whales, migratory shore birds, sailboats, yachts and lobster... View all property information
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    From
    $2,395
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    1 / 18
    Southport
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    A dream that has been repeating but now seems to be coming true has often been used to characterize past guests experiences after staying at Barnacles. What one will often describe when asked what they envision their Maine vacation on the rocky coast of Maine would look like. This classic Maine... View all property information
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    $2,810
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    1 / 35
    Southport
    4 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Grill
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    TIDEWATER FARM This is Island Living the way we do it in Maine! Tidewater Farm is a beautiful little cottage located on Southport Island, about three miles from Boothbay Harbor. Once you come across the swing bridge, notice the second hand on your watch slow right down. Stunning views, cove and... View all property information
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    From
    $2,564
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    1 / 19
    Southport
    3 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Spectacular Ocean Views from almost every room of this Island Cottage! Ocean, islands, boats of all kinds and a sandy beach, make it the perfect spot for a Maine Oceanfront Vacation. Enjoy your meals outside on the terraced area using the gas grill. There is an outdoor dining set and outdoor chairs... View all property information
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    From
    $2,255
    / Week
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    1 / 17
    Southport
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    MOLLY’S CAPE Molly’s Cape is perfect for an active family wanting to swim and kayak as well as anyone looking for a quiet, beautiful place to soak up the sunshine and listen to the ocean! Located on the west side of Southport Island Molly’s Cape provides the perfect out-of-the-way location with... View all property information
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    From
    $2,746
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    1 / 19
    Southport
    3 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    THE LEDGE Listen to the gulls keen. Watch the Cormorants and osprey dive. Smell the salty tang in the air. Feel the pounding of the surf come up through the ledge on which you stand taking it all. Imagine the taste of the yummy lobster dinner planned for tonight! The Ledge will excite your senses... View all property information
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    1 / 16
    Southport
    4 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Early 1800's Maine home on Cosy Harbor with a shared dock and float. You are welcome to share our 2 kayaks when available. The dock is tidal, but has water around it most of the tide(8'at high tide). Walk to the Southport Yacht Club, Beaches, or the General Store for ice cream. The yacht club... View all property information
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