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
    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

    $244 to $776/night

  2. HOUSE
    8 Roberts Avenue Home

    8 Roberts Avenue Home

    Bar Harbor, ME

    This dreamy 2BR/2BA Victorian duplex offers charming decor, elegant gardens, and views of downtown. Rooms brightened by skylights put you in vacation mode the moment you arrive. Enjoy a movie night curled up in front of the wood-burning fireplace,...

    Pets OK
    FREE CANCELLATION

    $183 to $555/night

  3. COTTAGE
    18 Spring St Cottage

    18 Spring St Cottage

    East Boothbay, ME

    Property Overview  Located in the majestic Ocean Point Colony, this two-story 4BR/2BA home boasts incredible ocean views. Detailed with original patina pumpkin pine, natural hardwood floors, and a beach-stone fireplace, this inviting home affords...

    Pets OK
    FREE CANCELLATION

    $165 to $619/night

  4. HOUSE
    116 East Boothbay Home

    116 East Boothbay Home

    East Boothbay, ME

    Private Oceanfront 4BR on 10 Acres w/ 2 Fireplaces, 4 Decks & Grill Enjoy magnificent ocean views at this 4BR/4BA home in East Boothbay. Architecturally stunning, the home features open living spaces, high ceilings, and four decks overlooking 10...

    Pets OK
    FREE CANCELLATION

    $206 to $686/night

  5. CABIN
    Mavooshen Retreat at Sprucewold

    Mavooshen Retreat at Sprucewold

    Boothbay Harbor, ME

    This newly renovated 2-bedroom log cabin has exclusive access to a private beach club and dock and is minutes to downtown Boothbay Harbor, by car or by foot. Find peace in this secluded, historic location. Vintage meets sophistication in the...

    FREE CANCELLATION

    $88 to $376/night

  6. HOUSE
    79 Middle Home at East Boothbay

    79 Middle Home at East Boothbay

    East Boothbay, ME

    Property Overview  This 3BR/2.5BA Cape Cod style getaway embodies quintessential midcoast Maine with incredible indoor/outdoor entertaining space. Affectionately named the Owl House, your two-story home features a screened porch, a deck with a...

    Pets OK
    FREE CANCELLATION

    $126 to $448/night

  7. CABIN
    Calypso Cabin 403 Herring Drive

    Calypso Cabin 403 Herring Drive

    Southport, NC

    2BR/1BA: BR1: 1Q, BR2: 1F, Living Room Sleeper sofa. Relax and enjoy the quiet of this sweet little house located in the heart of Southport. Calypso is an ideal getaway located near the Cape Fear River. Walk or bicycle to the downtown shopping and...

    Pets OK

    $294 to $374/night

  8. CABIN
    Clearview East Boothbay

    Clearview East Boothbay

    East Boothbay, ME

    Clearview Cottage is designed to take full advantage of the spectacular westerly views of open ocean and Fisherman's Island. Clearview is located just an easy walk along the Shore Road to Grimes Cove Beach for swimming, sunning on the large rocks or...

    Pets OK
  9. COTTAGE
    Edge Of The Sea East Boothbay

    Edge Of The Sea East Boothbay

    East Boothbay, ME

    Edge Of The Sea As the name implies this three bedroom cottage sits at the edge of sea and provides spectacular views of the Atlantic Ocean, Ram Island Lighthouse and islands. Enjoy swimming at Grimes Cove Beach, just a brief walk around the corner....

    Pets OK
  10. 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

    $166 to $500/night

  11. 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

    $92 to $312/night

  12. 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

    $139 to $433/night

  13. 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

    $100 to $345/night

  14. 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

    $242 to $775/night

  15. COTTAGE
    10 Ocean Street Cottage

    10 Ocean Street Cottage

    South Portland, ME

    This new 1BR South Portland cottage is perfect for a couple but offers plenty of space for entertaining. You’re just 10 minutes from all of the historical buildings and restaurants of downtown Portland. Take a boat cruise or stroll through town....

    Pool
    FREE CANCELLATION

    $166 to $483/night