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Vacation Rentals In Southport, ME

Showing 20 Of 43 Vacation Rentals

We Have 43 Vacation Rental Offers Available In Southport. Average Price Per Night Is $650.08. Find Your Vacation Home Today.

  • Property-1 Image 1
    Private Vacation Home
    A SLICE OF HEAVEN | 4 Bed, 3 Bath
    Southport, Maine, United States

    THIS PROPERTY RENTS WEEKLY, FRIDAY - FRIDAY, JUNE, JULY, AND SEPTEMBER ONLYbr______________________________________________________________brCome spend your vacation at the water's edge!  A Slice Of Heaven provides you with spectacular views of the Atlantic Ocean, Fisherman's Island, Ram Island, Squirrel Island and the entrance to Boothbay Harbor.  Enjoy watching the boats come and go from the harbor. Walk down on the rocks to see what the ocean left behind as it comes and goes with each tidal change.  Relax on several decks, porches and outdoor terraces overlooking open ocean. Wake up each morning to the sights, sounds and smells of the ocean, especially magnificent sunrises.br___________________________________________________brTHE HOUSE: Original cottage was built in the early 1900's and has been lovingly renovated by the present owner with high end finishes throughout. It has been the sight for many family gatherings.brbrFirst Floor: Main floor houses the living room and dining area with windows to the ocean, gourmet kitchen, screened porch, first floor bedroom and a shower bath. Enjoy dining or cocktails on the screened porch just off the living room. Or walk down to the covered patio for dining.brSecond Floor: Two spacious bedrooms, one with King,one with Queen and a day bed in the hallway, 2 full (one with shower, one with tub and shower) baths and laundry room are on the upper level. The luxurious master bath with marble vanity, custom tile shower and soaking tub also offers private access to a small private outside balcony with chairs for morning coffee or afternoon cocktails.____________________________________________________________________brBEDROOMS: (1) Queen, (1) Queen, (1) Twin and (1) KingbrBATHROOMS: (2) 3/4 bathroom with shower, (1) Full bathroom with shower and separate soaking tubbrbrDOGS ALLOWED? Sorry, no pets are allowed at this homebrLINENS INCLUDED? Yes, linens and towels are included in your reservation____________________________________________________________ Read More

    4 Bed
    3 Baths
    Sleeps 7
    Select Dates for Price
  • Property-2 Image 1
    Cabin
    PIFFI BIFF ON SOUTHPORT ISLAND | 5 Bed, 3 Bath
    Southport, Maine, United States

    THIS PROPERTY RENTS WEEKLY, SATURDAY - SATURDAY, JUNE - SEPTEMBERbrbr4 NIGHT STAYS AVAILABLE IN THE SHOULDER SEASON.br______________________________________________________________brbrWelcome to Piffi Biff, 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 shorebirds, sailboats, yachts and lobster boats! The endless parade of nature- made and man-made oceanic wildlife and vessels will provide endless entertainment!brbr_____________________________________________brbrTHE HOUSE: Gorgeous views of the ocean are the hallmark of this classic Maine summer cottage. It also offers a large living room with a field-stone fireplace to be enjoyed by all along with the incredible views! A dining room and breakfast room offer even more visual delights. A covered open deck offers another dining area, as well as a place to just sit and take it all in, sights, smells and sounds.brbrFirst Floor: Houses the living room, dining room and kitchen. As well as one bedroom with a single bed, a half bath, and a master bedroom with a Queen Bed and en-suite bathroom with shower on this level.brSecond Floor: Here you will find two bedrooms, each with a king bed and the third bedroom with three single beds – each with beautiful ocean views! There is also a full bathroom with a stand-up shower and a separate soaking tub.brbr_________________________________________________brbrNeed more room? Right next door is Pine Cliff Dweller, a 2 bedroom, 2 bathroom cottage with a private dock and float. Both cottages can be rented together in the fall, making a perfect setting for a reunion, girls get-a-way, or extended family vacation!brbr_____________________________________________________brbrBEDROOMS: (1) twin, (1) queen, (1) king, (1) king, (3) twinsbrBATHROOMS: (1) half bath, (1) full en suite bath with shower, (1) full bath with tub and separate showerbrbrDOGS PERMITTED? Dogs are negotiable, just give us a call!brLINENS & TOWELS INCLUDED? Yes, linens and towels are included in your reservationbrbr____________________________________brbr2 coffeemakers, one Keurig and one Mr. Coffee.br3 Burner gas grillbrThe dining room table can be expanded, the leaf is in the dining room against the wall. Read More

    5 Bed
    3 Baths
    Sleeps 10
    $1,074 / Nightly
  • Property-3 Image 1
    Cottage
    Charming Southport Island Cottage on Cozy Harbor with Sunny Deck - Sleeps 6!
    Southport, Maine, United States

    Enjoy the spectacular natural beauty of Cozy Harbor and delight in watching all the harbor activity from the privacy of your own sunny deck. This is a newly painted, very clean, comfortable, cozy, and classic cottage that is well appointed for your vacation needs. New mattresses and bedding on all five beds plus room darkening shades on all windows will ensure a good night's sleep not to mention that fresh salty air! A new loveseat allows for indoor reading. Please bring your own linens, bath towels, and beach towels. NOTE: The upstairs bedroom is accessed by a ship’s ladder. This sleeping area is not appropriate for very young children. brbrWalk to nearby and scenic Hendrick's Head Beach, a beautiful sandy beach with a small climbable outcrop called Kitten Island, in 5 minutes where you can swim, build sandcastles and explore tide pools at low tide. The Southport General Store, a local gathering spot with outdoor picnic tables, is also a 5 minute walk and offers not only breakfast pizzas, deli sandwiches and baked goods, but a carefully curated stock of hand-picked wines, beers, and ciders and more. For a leisurely wooded landscape walk, explore Hendrick's Head Preserve with an easy 1/2 mile loop for bird watching and nature photography. Shopping, restaurants, boat tours and more summer activities abound in Boothbay Harbor, a 12 minute scenic drive across the historic Southport Swing Bridge. A visit to the Coastal Maine Botanical Garden, the largest botanical garden in New England, is a must see as you will experience the exquisite beauty of Northern coastal horticulture and see the giant trolls! brbrImportant Details:brCheck in 5:00PM. Strict check out at10:00AM. brPlease bring your own linens including bedding, bath, beach, and kitchen towels.brNo pets.brNOTE: The upstairs sleeping area is accessed by a ship’s ladder and is not appropriate for very young children.brbrThis property on Southport Island is exceptionally beautiful and is only 90 minutes from Portland. Come create memories at this spectacular harbor setting. This is Maine at its best! Read More

    1 Bed
    1 Baths
    Sleeps 6
    Select Dates for Price
  • Property-4 Image 1
    Exceptional
    (10)
    Private Vacation Home
    Solitude abounds at this idyllic Southport OCEANFRONT home-5 mins from the beach
    Southport, Maine, United States

    Let it all go! Come here for peace and respite. Welcome to quintessential Maine summer living! Enjoy stunning ocean views and cool summer breezes at this very private and quaint seasonal home! This is a very comfortable, cozy, and classic retreat that is newly painted with new furnishings and is well appointed for your vacation needs. All bedrooms have new mattresses and bedding that will ensure a good night's sleep. Living room has a new large sectional. Linens and bath towels provided. Bring your own beach towels. Sip your morning coffee or have a picnic lunch in Adirondack chairs on the accessible rocky ledge. A covered deck offers shade without losing the sights and sounds of the coastal magic. Two chaise lounge chairs as well as two tables for outdoor eating are additional options for outdoor enjoyment. Four bicycles are available to be shared amongst guests at Cedarbush Stuga and our other vacation rental, Cozy Harbor Stuga. Please bring your own helmets. Beach chairs are available for guest use that are stored in garden shed.brbrWalk or bike to scenic Hendrick's Head Beach, a beautiful sandy beach with a small climbable outcrop called Kitten Island, in 5 minutes where you can swim, build sandcastles and explore tide pools at low tide. The Southport General Store, a local gathering spot with outdoor picnic tables, is also a 5 minute walk and offers not only breakfast pizzas, deli sandwiches and baked goods, but a carefully curated stock of hand-picked wines, beers, and ciders and more. For a leisurely wooded landscape walk, explore Hendrick's Head Preserve with an easy 1/2 mile loop for bird watching and nature photography. Shopping, restaurants, boat tours and more summer activities are a 12 minute scenic drive to Boothbay Harbor across the historic Southport Swing Bridge. A visit to the Coastal Maine Botanical Garden, the largest botanical garden in New England, is a must see as you will experience the exquisite beauty of Northern coastal horticulture and the giant trolls! brbrImportant Details:brCheck in 5:00PM. Strict check out at 10:00AM.brLinens and bath towels provided. brPlease bring your own beach towels. brbrOur property on Southport Island is exceptionally beautiful and is only 90 minutes from Portland. Come create memories at this spectacular setting. This is Maine at its best! Read More

    4 Bed
    2 Baths
    Sleeps 8
    $644 / Nightly
  • Property-5 Image 1
    Exceptional
    (7)
    Private Vacation Home
    Oceanfront home
    Southport, Maine, United States

    Beautiful oceanfront home with large outdoor deck facing the water for dining and relaxing, Great sunsets. Private sandy beach close.brDock and kayaks available. brNear Boothbay Harbor for dining, shopping and boat excursion. Hop a ride to Monhegan Island for the day. Boothbay Gardens 10 minutes away. Read More

    5 Bed
    2 Baths
    Sleeps 9
    $561 / Nightly
  • Property-6 Image 1
    Private Vacation Home
    Waterfront cottage
    Southport, Maine, United States

    Beautiful Cottage on Southport Island with access to dock and kayaks. Cozy, the perfect getaway. Gorgeous sunsets. Private. Beach. br15 minutes to Boothbay Harbor with plenty of options for Restaurants, shopping, and boat rentals, sightseeing boats and even ferries to Monhegan Island. Read More

    2 Bed
    2 Baths
    Sleeps 5
    $491 / Nightly
  • Property-7 Image 1
    Exceptional
    (9)
    Private Vacation Home
    Boothbay area -- Newly renovated, near ocean, short drive to Botanical Gardens
    Southport, Maine, United States

    Welcome to this modern architectural gem tucked among the spruces on Southport Island, serenely peaceful and yet just a few minutes from Boothbay Harbor and the Coastal Maine Botanical Gardens. The house is full of fun angles and expansive windows and is cantilevered over a granite ledge; think Frank Lloyd Wright meets Dr. Seuss.brbrThe house boasts two master suites (one 1st floor, one 2nd floor), a bunk room with five twin beds and a fourth Queen bedroom. There are three and a half luxurious baths.brbrIn June 2023 we completed a 18-month, down-to-the-studs renovation. Every surface is new for you to enjoy.brbrThe first floor -- kitchen, great room, a master bedroom with en-suite bathroom and a wrap-around deck with distant water views -- is accessible for anyone with mobility issues; there is just one small step to get in the house.brbrUpstairs there is laundry, a second master bedroom with an en-suite bathroom + its own private deck, a bunk room with five twin beds, a delightful bedroom for two and a shared bath off the hallway.brbrThe kitchen is fully equipped for cooking a feast and the dining table can seat 12.brbrThe house is fully air conditioned. Gas grill on the deck, lawn games including corn hole and a smokeless fire pit. Lots of outdoor seating on the various decks and around the fire. The property also has a lovely moss-covered forest that is the perfect spot for children to build fairy houses.brbrThe ocean is a short walk away, and you will have access to a delightful pebble beach.brbrSouthport is known for its peace and quiet, its bold oceanfront and proximity to the many restaurants, shops and galleries five minutes away in Boothbay Harbor. brbrSouthport also has its own sandy beach, three waterside restaurants, a lobster pound with seating right on the dock and a charming general store known for its wine selection and pizza.brbrHave kids? Sign them up for a week of the youth Sailing Program at the Southport Yacht Club. Our kids do this and we can't recommend it enough!brbrWe are located 7 minutes from Boothbay Harbor, 10 minutes from the Coastal Maine Botanical Gardens and 5 minutes from Hendrick's Head Beach. Read More

    4 Bed
    4 Baths
    Sleeps 13
    $802 / Nightly
  • Property-8 Image 1
    Private Vacation Home
    Tranquil Ocean view home with a washer & dryer and a relaxing Deck
    Southport, Maine, United States

    Peaceful Waters RetreatbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrEscape to this enchanting coastal retreat in Southport, ME, where tranquility meets panoramic ocean views overlooking Christmas Cove. Perfect for a rejuvenating getaway with loved ones.brbrInside, discover a well-appointed kitchen featuring all the essentials for preparing delightful meals. The inviting living room provides an ideal space to unwind, equipped with a TV, books, and board games for entertainment.brbrOutside, a sprawling deck and comfortable patio furniture offer the perfect setting to savor serene ocean vistas, refreshing sea breezes, and bird-watching opportunities. Whether enjoying your morning coffee or stargazing at night, this outdoor sanctuary promises to be a cherished retreat.brbrConveniently located near Boothbay Harbor, this home provides easy access to outdoor activities and local attractions. Explore nearby shops, restaurants, or simply immerse yourself in the natural splendor surrounding you.brbrReserve your stay today and create unforgettable memories in this peaceful oasis with stunning ocean views.brbrThings to KnowbrbrParking notes: There is free parking available for 3 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the "Rental Agreement" on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation. Read More

    2 Bed
    3 Baths
    Sleeps 6
    $331 / Nightly
  • Property-9 Image 1
    Exceptional
    (10)
    Private Vacation Home
    Cedar Cove: a tranquil retreat on the water just minutes from Boothbay Harbor
    Southport, Maine, United States

    Cedar Cove was completed in 2023 and designed for tranquility: find yourself surrounded by woods and water, in a beautiful section of Southport Island, not far from beaches or marinas. Wood floors and siding allows the home to blend in, in its location, and you'll find all the necessary modern amenities (new washer, dryer, stove, fridge, work space and smart TVs) inside. brbrThe home is just minutes from multiple restaurants on Southport, and is just 10 minutes from Boothbay Harbor, a lively town with great restaurants, shops, activities, live music and much more. brbrPlease note that because the house is new, the landscaping is very simple - woods, stone and gravel. brbrbrbrbrbrbrbr Read More

    3 Bed
    3 Baths
    Sleeps 10
    $409 / Nightly
  • Property-10 Image 1
    Exceptional
    (4)
    Cottage
    3 one-bedroom fully equipped cottages with free WIFI \/weekly rental
    Southport, Maine, United States

    The White Cottage is located on Decker's Cove overlooking a busy waterway with lots of boat traffic. Lobster wharf + restaurant across the street with 20 local lobstermen bringing in their catch. Small yard with picnic table & umbrella and out door chairs. Kitchen fully equipped, Free WIFI, cable TV, linens. Two miles from downtown Boothbay Harbor, shopping, boat rides, restaurants, & best Botanical Garden in the Northeast. Read More

    1 Bed
    1 Baths
    Sleeps 2
    $164 / Nightly
  • Property-11 Image 1
    Exceptional
    (4)
    Cottage
    3 one-bedroom fully equipped cottages with free WIFI \/weekly rental
    Southport, Maine, United States

    The Tan Cottage is located on Decker's Cove overlooking a busy waterway with lots of boat traffic. Lobster wharf + restaurant across the street with 20 local lobstermen bringing in their catch. Small yard with picnic table & umbrella and out door chairs. Kitchen fully equipped, Free WIFI, cable TV, linens. Two miles from downtown Boothbay Harbor, shopping, boat rides, restaurants, & best Botanical Garden in the Northeast. Read More

    1 Bed
    1 Baths
    Sleeps 2
    $164 / Nightly
  • Property-12 Image 1
    Exceptional
    (8)
    Cottage
    3 one-bedroom fully equipped cottages with free WIFI \/weekly rental
    Southport, Maine, United States

    The Dockside Cottage is located on Decker's Cove overlooking a busy waterway with lots of boat traffic. Lobster wharf + restaurant across the street with 20 local lobstermen bringing in their catch. Deck with picnic table & umbrella and out door chairs. Kitchen fully equipped, Free WIFI, cable TV, linens. Two miles from downtown Boothbay Harbor, shopping, boat rides, restaurants, & best Botanical Garden in the Northeast. Read More

    1 Bed
    1 Baths
    Sleeps 2
    $164 / Nightly
  • Property-13 Image 1
    Private Vacation Home
    Birdsong Landing: Luxurious Coastal Farmhouse with Stunning Views and Dock!
    Southport, Maine, United States

    This stunning, spacious coastal farmhouse has just completed a gut renovation. With only the finest fixtures and finishes, this beautiful home offers incredible historic details and all of the comforts of home. With details like heated bathroom floors, marble tile, a chef’s oven, you will enjoy only the finest. brbrBirdsong also offers beautiful water views, and an incredible deep water dock. Make sure to bring your boat!brbrLocated in Southport, only 2 miles from downtown Boothbay Harbor, this beautiful peaceful area is a perfect spot for your Maine vacation. Read More

    4 Bed
    4 Baths
    Sleeps 8
    $591 / Nightly
  • Property-14 Image 1
    Exceptional
    (7)
    Private Vacation Home
    Beachfront Delight with detached guesthouse, sunset views & private beach access
    Southport, Maine, United States

    Deep Cove CabinbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrNestled on the Sheepscot River, this house and detached guest home boast a stunning waterfront location! A private beach makes it easy to enjoy tide pools and sunsets. Enjoy water views from nearly every room. Gather on the riverside deck to share alfresco meals or admire breathtaking sunset views over the water. The desirable location is just a short walk away from the Hendricks Head Lighthouse and Preserve.brbrA wood-burning fireplace creates inviting allure in the main house's living area. Relax on down-filled sofas and cast your favorite apps. On quiet afternoons, select a book from the well-stocked shelves. Whip up delicious dishes in the kitchen, appointed with an array of helpful gadgets. You'll find two tables in the dining area.brbrThe primary bedroom holds an L-shaped desk for a convenient workspace.brbrThe guesthouse has large windows that provide excellent views of the river in the living area. Handy highlights of the kitchenette include a mini-fridge, a two-burner electric stove, and an instant kettle. Sip coffee at the small table. There is a sleeping area and a bathroom with a walk-in shower.brbrKick back with crisp drinks on the guesthouse deck. Follow the stone pathway to the water's edge.brbrTHINGS TO KNOWbrAccess to the front door is via three exterior steps and an unlevel stone pathway through the yard. brThis property does not have air-conditioning.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.brParking notes: There is free parking available for 3 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the "Rental Agreement" on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation. Read More

    2 Bed
    2 Baths
    Sleeps 8
    $374 / Nightly
  • Property-15 Image 1
    Exceptional
    (27)
    Private Vacation Home
    Secluded Dog-Friendly Getaway w\/ Free WiFi, Private Washer\/Dryer, Furnished Deck
    Southport, Maine, United States

    Island PinesbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrTucked away in a private setting and surrounded by two acres of Maine forest, this charming, two-story vacation rental is the perfect home-away-from-home for your next getaway to Southport Island. Bright, pristine, and newly-built, this four-bedroom home features vaulted ceilings, comfortable furnishings, and more than a few nods to the great state of Maine with its decor and artwork. The open floor plan includes a well-equipped, island kitchen with stainless steel appliances, a large dining table with seating for eight, and a cozy living area with a Netflix-ready flatscreen TV. Outside, enjoy the sights and sounds of the woods from the furnished deck where you can socialize or fire up the grill and dine in the open air. And when it's time to call it a night, you'll find four comfortable bedrooms here including one king suite, two rooms with queen-size beds, and a kids' room with two twin bunks.brbrWhat's nearby:brThis home is within walking distance of Cozy Harbor and only a mile from Hendricks Head Lighthouse and the adjacent beach area offering terrific views and opportunities to swim in the cool waters and catch tiny crabs in the seaweed. Just a few miles northeast, check out bustling Boothbay Harbor with its many attractions and water activities. Grab a bite to eat from Robinson's Wharf offering terrific seafood, an oyster bar, and wonderful views of the cove. And if you need to stock up on essentials during your stay, the eclectic Southport General Store is less than a half-mile north of this home.brbrThings to know:brFree high-speed WiFibrUp to two family dogs (20 lbs. max.) are welcomebrBooster seat, Pack-N-Play, and baby gates are providedbrIncludes a selection of yard gamesbrA 4x4 is recommended in winterbrbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us. The pet fee is per stay and ranges between $150 and $200, depending on the bedroom count, and will apply for each additional dog.brbrParking notes: There is free parking available for 4 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the "Rental Agreement" on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation. Read More

    4 Bed
    3 Baths
    Sleeps 8
    $374 / Nightly
  • Property-16 Image 1
    Exceptional
    (1)
    Cottage
    The Ticket Office - Just the ticket for a Private & Romantic Getaway!
    Southport, Maine, United States

    Why pay more per night for a noisy hotel room, when you can enjoy the privacy and charm of this one room cottage? Located on a quiet street and situated on a large, tree lined lot, this cottage is a perfect escape. Queen size bed, kitchenette, dining table for 2 and full bath. All kitchen essentials and bed and bath linens provided. Outside seating with stunning views of rock formations and Beal's Pond. Barbecue grill, spacious yard!. On site parking for one car. When you're ready to take on the world, it's just three minutes to Robinson's Wharf, offering a great bar and amazing seafood. It's five minutes to downtown Boothbay Harbor and the world class Botanical Gardens. One mile to Southport General Store, and close to Hendrick's Hill Beach and hiking trails. Great restaurants, bars and shops within a stone's throw. Ocean everywhere! Smart TV. WI-FI. Wow!brbrThe Ticket Office can be rented separately or with VRBO #3841744, The Landing, which sleeps 8. br Each property has private outside areas, seating and grills. Read More

    1 Bed
    1 Baths
    Sleeps 2
    $202 / Nightly
  • Property-17 Image 1
    Exceptional
    (44)
    Private Vacation Home
    Stunning oceanfront cottage w\/ private deck and Atlantic views
    Southport, Maine, United States

    Serene Newagen HousebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrMarvel at breathtaking oceanfront views of Cape Harbor, Cape Island, and the Atlantic Ocean at this stunningly situated Southport home. This property sits at the end of Gray Road (which is shared with only a handful of other homes), ensuring that your stay will be quiet and serene. Spend your afternoons upstairs on the private deck overlooking the water, reading and relaxing downstairs with a wall of windows to frame the view, and entertaining friends and loved ones in the open kitchen and living area.brbrWhat's nearby: brThis oceanfront home sits on the edge of Cape Harbor, six miles south of bustling Boothbay Harbor. When you're in town, you can sample tasty lobster rolls from Shannon’s Unshelled and stroll across the longest wooden footbridge in the United States. Back at the house, when you're not walking to the local library, you'll be just over two miles from a delicious lunch at Oliver's on Cozy Harbor Wharf and three miles south of Hendricks Head Lighthouse.brbrThings to know:brFree WiFibrFull kitchenbrOne of the listed twin beds is a trundlebrThe owner sometimes uses the apartment over the garage but does not interact with guestsbrbrParking notes: There is free parking available for 2 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the "Rental Agreement" on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation. Read More

    3 Bed
    2 Baths
    Sleeps 6
    $339 / Nightly
  • Property-18 Image 1
    Private Vacation Home
    LEDGEMERE ON SOUTHPORT ISLAND | 3 Bed, 2 Bath
    Southport, Maine, United States

    THIS PROPERTY RENTS WEEKLY, SATURDAY - SATURDAY, JUNE - SEPTEMBERbrbr4 NIGHT STAYS AVAILABLE IN THE SHOULDER SEASON.br______________________________________________________________brbrCome spend your vacation at the edge of the sea. Ledgemere Cottage provides you with spectacular 180-degree views of the Atlantic Ocean, Fisherman's Island, Ram Island, Squirrel Island, the entrance to Boothbay Harbor, and Cuckolds Lighthouse - not to mention the boats you will enjoy watching. Walk down on the rocks to see what the ocean left behind as it comes and goes with each tidal change. Enjoy the majesty of a storm from the comfort of your living room. There is even a section of rock which creates a small salt water pool when the tide comes in and disappears as the tide recedes. Walk down the path to a small beach (shared with a neighbor), collect sea glass, or driftwood. Sun yourself on the sandy beach or on the large open deck overlooking the sea. Sit and enjoy the bird life - Heron frequent this cove. Eagles, Osprey and other birds are frequently seen from this cottage. Small, landscaped lot with the whole focus on the Ocean. Wake up each morning to the sights, sounds and smells of the ocean. Have a front row seat to enjoy the Fourth of July fireworks from one of the lovely screened porches (no worrying about parking or the mosquito's that way).br___________________________________________________brbrTHE HOUSE: Original cottage which burned was built by the current owners' grandfather in the early 1900's and replaced after the fire by his son and enjoyed today by grandchildren and great grandchildren who are inviting you to share this treasure and make your own life-long Maine memories. A cottage to truly come "home" to each summer. This cottage has been in the family for five generations now.brbrFirst Floor: Main floor houses the great room with its walls of windows to the ocean, a shower bath, kitchen and den (TV hides in here). Enjoy your meals on the screened dining porch just off the living room or open the wooden dining table in the great room to dine inside in style.brSecond Floor: Three generous size bedrooms, full bath and laundry room on the upper level. Two bedrooms share a small screened porch.brbr____________________________________________________________________brbrBEDROOMS: (1) Queen, (1) Queen, and (1) KingbrBATHROOMS: (1) 3/4 bathroom with shower, (1) Full bathroom with showerbrbrDOGS ALLOWED? Up to 2 small dogs are negotiable, just give us a call!brLINENS INCLUDED? Yes, linens and towels are included in your reservationbrbr____________________________________________________________ Read More

    3 Bed
    2 Baths
    Sleeps 6
    $1,463 / Nightly
  • Property-19 Image 1
    Private Vacation Home
    TERRAPIN COTTAGE | 2 Bed, 1 Bath
    Southport, Maine, United States

    THIS HOME RENTS WEEKLY, SATURDAY-SATURDAY, JUNE-SEPTEMBERbr4 NIGHT MINIMUM IN THE FALLbrbrTHE HOUSE (pictures are after the cottage has been partially closed for the winter): Picture yourself relaxing in comfortable chairs, enjoying breakfast or cocktails on a large open deck with gentle saltwater breezes blowing through your hair and your four-legged friend by your side as you watch the boating activity with an unobstructed view of the water.  You are cool when it's really hot elsewhere.  Terrapin (a.k.a. turtle) Cottage is on the southwest end of Southport Island. It faces west looking out at the mouth of the Sheepscot River and ocean waters.  The cottage is a one-story, 2-bedroom, 1 full-bath cottage with access to a private (shared with owner) beach. The fireplace in the photos is non-working but there is a propane heater for chilly nights.  Perhaps you would like to launch your small rowboat or kayak from the beach and do some exploring on the water.  Southport Island is part of the Boothbay Harbor region.  This cottage is 15 minutes from Boothbay Harbor.brIf you don't feel like cooking, we suggest you head over to the Newagen Inn's bar and restaurant just 5 - 10 minutes away.  The Southport General Store is about 10 minutes away and offers great take-out prepared foods and a great wine selection as well as staple food items with local brands of meats, cheeses, etc.brPLEASE NOTE: A word about the photos of the living room. We apologize but we were unable to get a photo of the deck furniture on the deck. The furniture had been put away for winter and the table and chairs (minus their cushions) are being stored in the living room. We will do our best to replace these photos as soon as the weather permits. Thanks for understanding!  CCM TeambrbrBEDROOMS: (1) Queen, (1) DoublebrBATHROOMS: (1) Full bathroombrDOGS ALLOWED? Dogs are negotiable, just give us a call!brLINENS INCLUDED? Yes, linens and towels are included in your reservation Read More

    2 Bed
    1 Baths
    Sleeps 4
    Select Dates for Price
  • Property-20 Image 1
    Exceptional
    (2)
    Cottage
    A Picturesque Cottage on Capitol Island, Maine
    Southport, Maine, United States

    Capitol Island is the epitome of quintessential Maine!  Capitol with a Sea cottage is situated just above the docks at the island marina and community house.  It's a short walk from a sandy beach.  A little bit further down the small island is the tennis court, a half-court for basketball and swing sets.  Continue on to the end to find "Back Beach" and another dock.  This island backdrop not only makes for picture-perfect views but for memories that will stay with you for a lifetime.brbrThe cottage is a typical Maine island-style cottage. Upstairs bedrooms have traditional open ceilings. Water on both sides of the cottage with a sunny large deck and a covered front porch.brCourtesy quiet hours start at 10 p.m. per local ordinance.brSmoking is NOT permitted anywhere on the property. Read More

    4 Bed
    2 Baths
    Sleeps 6
    $492 / Nightly
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