What is Maine famous for besides lobster? If you have to ask, then you have obviously never been graced by this majestic state littered with unique lighthouses and boasting more coastline than California itself! The natural parks of Maine can only be outdone by their delectable wild blueberries and of course, the stunning RedAwning properties available year-round.

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  1. HOUSE
    Atlantic Sunset Boothbay Harbor

    Atlantic Sunset Boothbay Harbor

    Boothbay Harbor, ME

    A classic seaside family home on the Atlantic Ocean is ready for you to settle in for a memorable Maine Vacation. This four bedroom, three bath cottage is well equipped and comfortably furnished throughout. Its spacious floor plan and large windows...

    Pets OK

    $1,216/night

  2. CABIN
    Oh What A View Westport Island Maine

    Oh What A View Westport Island Maine

    Wiscasset, ME

    A beautiful, contemporary waterfront property sitting among the salty pines is ready for you to settle in for a memorable Maine Vacation. This three bedroom, three bath home is equipped with all modern amenities and is comfortably furnished...

    $634 to $668/night

  3. CABIN
    Thankfulnest East Boothbay

    Thankfulnest East Boothbay

    East Boothbay, ME

    A treasured family home nestled at the end of Grimes Cove is waiting for you to settle in for a Memorable Maine Vacation! This Ocean Point Cottage is ideal for sunset watchers and communing with nature. Begin your day with the sunrise out on the...

    Pets OK

    $396/night

  4. HOUSE
    The Coal Shack: Harborfront Studio

    The Coal Shack: Harborfront Studio

    Boothbay Harbor, ME

    Situated in the heart downtown of Boothbay Harbor, our 1-bed studio harborfront apartment - The Coal Shack - is walking distance to independent shops, restaurants and boat cruise tours. Stroll outside your front door to Pier 1 and Pier 8 to book...

    Pets OK
    FREE CANCELLATION

    $145 to $373/night

  5. HOUSE
    Boothbay Harbor Home w/Water Views

    Boothbay Harbor Home w/Water Views

    East Boothbay, ME

    Set back on a grassy knoll overlooking the water, this 3BR, 2BA Boothbay Harbor home offers a truly tranquil vacation retreat. Drive minutes to restaurants, hiking trails, whale watching, and the quaint fishing village of Boothbay Harbor. Sleeps 10....

    FREE CANCELLATION

    $174 to $386/night

  6. CONDOMINIUM
    306 Eddy Rd Condo #D

    306 Eddy Rd Condo #D

    Edgecomb, ME

    Newly built and lovingly furnished, your 1BR condo has coastal touches and a relaxing vibe. Located in a quiet spot overlooking the river, the place is perfect for a couple or small family. The Resort is across the bridge from Wiscasset and within...

    FREE CANCELLATION

    $88 to $191/night

  7. CONDOMINIUM
    Willard Beach Condo #2

    Willard Beach Condo #2

    South Portland, ME

    Life is better with an ocean view! There are wonderful OCEAN VIEWS! VERY close to the beach! Right here in the quiet beachfront community of Willard Beach in South Portland, there are lots of things to do and see VERY CLOSE BY, and many are within...

    FREE CANCELLATION

    $52 to $88/night

  8. HOUSE
    18 Bens Landing Rd Home

    18 Bens Landing Rd Home

    Boothbay, ME

    Tranquility and relaxation await at this brand-new 5BR/2.5BA home. Surrounded by trees on a private lot, spend leisurely afternoons on the wraparound porch with seating for six and views of a small pond on the property. This spacious home offers...

    FREE CANCELLATION

    $233 to $621/night

  9. APARTMENT
    4 Commercial St Admirals Quarters Apts

    4 Commercial St Admirals Quarters Apts

    Boothbay Harbor, ME

    Introducing "Admiral Quarters"- Located in the heart of downtown Boothbay Harbor, this sunlit top-floor 2BR/2BA penthouse (sleeps 6) is walking distance to everything, including restaurants, nightlife, and whale watching tours. Inside the House...

    FREE CANCELLATION

    $375 to $391/night

  10. HOUSE
    Maine Waterfront Cottage

    Maine Waterfront Cottage

    Boothbay, ME

    A new deepwater dock, shared only with owner's other home next door, was recently installed and has been a highlight for guests of Little Dipper Cottage. A mooring is also available. Explore the stunning islands and wildlife that inhabit the tidal...

    FREE CANCELLATION

    $463 to $767/night

  11. HOUSE
    22 Cottage Lane Home

    22 Cottage Lane Home

    Cape Elizabeth, ME

    Luxury amenities abound at this exquisite 6BR/4.5BA home in Cape Elizabeth, offering an idyllic oceanside setting and direct beach access. Spread across three spacious levels, this home boasts a private hot tub and multiple outdoor sitting areas. A...

    Hot Tub
    FREE CANCELLATION

    $760 to $2,551/night

  12. HOUSE
    1800s South Bristol Farmhouse

    1800s South Bristol Farmhouse

    South Bristol, ME

    This is a gorgeously renovated 4BR 1800s Victorian (sleeps 7) in the fishing village of South Bristol. Located on a quiet street by the harbor, you can spend the morning on a blissful wraparound porch or stroll to town for coffee and the paper. A...

    Pets OK
    FREE CANCELLATION

    $169 to $383/night

  13. HOUSE
    7 Barter Home at Boothbay Harbor

    7 Barter Home at Boothbay Harbor

    Boothbay Harbor, ME

    This charming and immaculate 4BR/2.5BA Cape home has been redesigned with an addition to make it the perfect family spot for groups of six. Sleeping accommodations include a luxurious master suite on the first floor and three bedrooms on the second...

    FREE CANCELLATION

    $230 to $405/night

  14. HOUSE
    60 Middle House at South Bristol

    60 Middle House at South Bristol

    South Bristol, ME

    Tall pines, perennial gardens, and the Damariscotta River make up the scenery around this picturesque Christmas Cove retreat. Located on Rutherford Island’s highest hill, Middlepoint is the ideal setting for a private multigenerational gathering....

    Pets OK
    FREE CANCELLATION

    $279 to $560/night

  15. HOUSE
    200 South Sea Ave House

    200 South Sea Ave House

    West Yarmouth, MA

    A beach-centric stay is yours at this historic 4BR/2.5BA West Yarmouth home. A large, private backyard is ideal for the kids to explore, and a large swimming pool invites you to cool off June through Labor Day. Mealtime is a family affair in the...

    Pool
    FREE CANCELLATION

    $366 to $1,110/night

  16. HOUSE
    Surfside Casa Bonita

    Surfside Casa Bonita

    Freeport, TX

    Surfside-Casa Bonita is just as described a beautiful home located on the beachfront in Surfside Beach, Texas. Casa Bonita is located on 1.5 acres and has smashing views of the Gulf of Mexico. The beach walk over is located on this property - only...

    $307 to $1,011/night

  17. CABIN
    Captains Quarters East Boothbay

    Captains Quarters East Boothbay

    East Boothbay, ME

    Sailing, swimming, kayaking, fishing, boating –right from your own dock & float. Captain’s Quarters is for anyone who loves the ocean! Located on the east side of Linekin Bay, just across from Cabbage Island, this comfortable three-story home in...

    Pets OK

    $1,607/night

  18. COTTAGE
    Fairview Boothbay

    Fairview Boothbay

    Trevett, ME

    A fairview is all about its amazing location. Close to the water with a gorgeous, unobstructed westerly view, this cottage is in a peaceful out-of-town spot on Barter’s Island. Only 2.5 miles from the Coastal Maine Botanical Garden, closer still...

    Pets OK

    $539/night

  19. COTTAGE
    Piffi Biff Southport

    Piffi Biff Southport

    Southport, ME

    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,...

    Pets OK

    $669/night

  20. HOUSE
    Oceanfront Home w/crashing surf in Schoodic/Acadia

    Oceanfront Home w/crashing surf in Schoodic/Acadia

    Gouldsboro, ME

    Just minutes from the spectacular Schoodic Peninsula and within the boundaries of Acadia National Park, this beautiful three bedroom, two bath home with gorgeous views of the ocean is located in Lighthouse Point, an exclusive community of high end...

    FREE CANCELLATION

    $392 to $914/night

  21. COTTAGE
    122 Crest Ave Cottage

    122 Crest Ave Cottage

    Boothbay Harbor, ME

    This immaculate 3BR/1BA log cabin is located in the famed Sprucewold community. Near Boothbay Harbor restaurants and shops, and a short drive from Maine Botanical Gardens. Private beach deeded access, game room, deck. Sleeps 5. ABOUT THE HOUSE...

    FREE CANCELLATION

    $157 to $346/night

  22. HOUSE
    East Boothbay House with Bay Views

    East Boothbay House with Bay Views

    East Boothbay, ME

    An amazing view of Linekin Bay, this 4BR + Bonus Room, 3.5BA East Boothbay house (sleeps 10) shows the best of Maine. Relax in an elegant home with spacious top-floor master suite. Close to boat launch and restaurants at Ocean Point! Inside the...

    FREE CANCELLATION

    $326 to $687/night

  23. HOUSE
    306 Eddy Road House Unit 615

    306 Eddy Road House Unit 615

    Edgecomb, ME

    Take in river views day and night from your 3BR/3.5BA home, located within the Sheepscot Harbour Resort. You are a short drive from Boothbay Harbor, Damariscotta, Bath, Brunswick, and Camden. Charming Wiscasset Village is just across the water, and...

    FREE CANCELLATION

    $211 to $423/night

  24. HOUSE
    Salt Water Maine Cottage

    Salt Water Maine Cottage

    Boothbay, ME

    Morning Star Cottage is the perfect year-round Maine vacation rental! This Victorian custom-built home is situated on a narrow peninsula, affording sunrise and sunset water views from the porches and the third-floor balcony. A small cobble beach can...

    FREE CANCELLATION

    $462 to $765/night

  25. HOUSE
    Coastal Ocean Point House

    Coastal Ocean Point House

    East Boothbay, ME

    Kick your shoes off and let your vacation begin at this spacious 5BR, 2.5BA (sleeps 10) known as Sage Cottage. Part of the famed Ocean Point colony, the house affords guests incredible views of the Atlantic, Ram Island Lighthouse and Fisherman’s...

    FREE CANCELLATION

    $411 to $855/night

  26. COTTAGE
    Green Gables Cottage

    Green Gables Cottage

    Friendship, ME

    Overlooking Hatchet Cove, this classic coastal Maine 4BR home boasts beautiful ocean views and quick access to a quaint private beach, a mere hundred yards away. A large lawn surrounded by towering spruce trees adds an extra layer of privacy and...

    Pets OK
    FREE CANCELLATION

    $245 to $540/night

  27. COTTAGE
    31 Rand Road Cottage

    31 Rand Road Cottage

    Southport, ME

    Nestled in the woods on pristine Southport Island, this charming 2BR/2BA cottage – affectionately known as Romley House – offers a welcoming respite with picturesque Maine scenery. Interior features include post and beam ceilings, rustic...

    FREE CANCELLATION

    $143 to $293/night

  28. COTTAGE
    Timber Cottage on Spacious Woodland Retreat

    Timber Cottage on Spacious Woodland Retreat

    Boothbay, ME

    Artists, writers, and nature lovers will adore this 2BR forest cottage; it’s ideal for anyone craving peace and quiet. Newly built, the timber frame home was made from wood milled right from the property. The open floor plan includes a cozy master...

    Pets OK
    FREE CANCELLATION

    $139 to $294/night

  29. HOUSE
    75 McKown Point Road Home

    75 McKown Point Road Home

    West Boothbay Harbor, ME

    Situated in the leafy Juniper Point colony, this renovated 3BR hideaway is a short drive from downtown Boothbay Harbor. The open floor plan is filled with natural light, and a huge wraparound deck offers outdoor dining and peaceful views of the...

    FREE CANCELLATION

    $187 to $442/night

  30. HOUSE
    2 Woodlawn Ave House

    2 Woodlawn Ave House

    Kennebunkport, ME

    This newly constructed, beautifully designed 3BR/2BA Kennebunkport home is bursting with natural light. Relax beneath high ceilings in the open-concept living room. Quartz, marble, and hardwood details adorn every room. Located in the coveted Lower...

    Pets OK
    FREE CANCELLATION

    $249 to $512/night