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. COTTAGE
    48 Maquoit Cottage at Freeport

    48 Maquoit Cottage at Freeport

    Freeport, ME

    Stunning water views await at this 1BR cottage situated mere minutes from downtown Freeport shopping and dining. Launch a kayak from your backyard, dine al fresco on the oceanfront deck, and spend quiet evenings by the wood-burning fireplace....

    FREE CANCELLATION

    $168 to $312/night

  2. 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

    $69 to $155/night

  3. 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

    $257 to $776/night

  4. HOUSE
    7 Spyglass Hill Rd Home

    7 Spyglass Hill Rd Home

    East Boothbay, ME

    Spread out between multiple sitting areas, a spacious kitchen, and three floors at this expansive 4BR/3.5BA East Boothbay home. Outdoors, a sprawling deck, gazebo, and gorgeous perennial garden offers an outdoor haven for al fresco dining and...

    Pets OK
    FREE CANCELLATION

    $178 to $782/night

  5. COTTAGE
    301 Adams Pond Rd Cottage

    301 Adams Pond Rd Cottage

    Boothbay, ME

    Property Overview  Built on the Boothbay Craft Brewery property, this 2BR brewer’s cottage is named “Ken Brown Ale” after one of the brewery’s craft beers. Wake up in the morning and enjoy coffee on the patio with covered seating, then take...

    Pets OK
    FREE CANCELLATION

    $83 to $253/night

  6. COTTAGE
    Hilltop Harbor Cottage

    Hilltop Harbor Cottage

    Edgecomb, ME

    Property Overview  Perched on a hilltop overlooking the Sheepscot River sits this 3BR Davis Island cottage. The two-story home features a gourmet kitchen, gas fireplace, radiant heat, as well as a balcony and large deck. Enjoy expansive bay views,...

    FREE CANCELLATION

    $148 to $497/night

  7. HOUSE
    Big Sandy Pond Home

    Big Sandy Pond Home

    West Yarmouth, MA

    Set down the road from the private neighborhood beach on Big Sandy Pond, this newly remodeled 3BR home promises a memorable stay for the whole family. The shoreline has a nice spot for the kids to play in the clear shallow water. And further out,...

    Pets OK
    FREE CANCELLATION

    $134 to $423/night

  8. HOUSE
    85 North Street Home

    85 North Street Home

    Kennebunkport, ME

    This newly renovated 4BR/3BA property is set amid beautifully landscaped grounds surrounded by a charming picket fence, flowers, and trees. Providing ample space and privacy, your rental includes two floors of living space in the main New England...

    Hot Tub
    FREE CANCELLATION

    $170 to $620/night

  9. 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

    $193 to $555/night

  10. COTTAGE
    48 Main Street Cottage

    48 Main Street Cottage

    Prospect Harbor, ME

    Property Overview  Set on the pristine Schoodic Peninsula, this restored 4BR/2BA cottage provides the ultimate New England retreat. Originally built in 1900, this two-story home boasts original charm paired with beautiful modern upgrades. Your...

    Pets OK
    FREE CANCELLATION

    $197 to $498/night

  11. HOUSE
    7 Apple Hill Lane Home

    7 Apple Hill Lane Home

    Boothbay, ME

    This airy, light-filled home is steps from the Back River. With 2,900 square feet of tastefully decorated living space, a sunroom, and a spacious patio with river views, you’ll have everything you need for a perfect stay in Boothbay Harbor. The...

    Pets OK
    FREE CANCELLATION

    $137 to $622/night

  12. COTTAGE
    17 Ranger Lane Cottage

    17 Ranger Lane Cottage

    Arundel, ME

    Escape to the beautiful Maine coast at this upscale 3BR/2BA cottage for six. Your Arundel rental is set within a gated community near beaches and Kennebunkport. Stroll the 200-acre nature preserve with scenic walking trails, and make use of the...

    Pool
    FREE CANCELLATION

    $148 to $413/night

  13. 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

    $134 to $448/night

  14. COTTAGE
    24 Meadow Point Rd Cottage

    24 Meadow Point Rd Cottage

    Lamoine, ME

    Just north of Mount Desert Island on the Maine Coast, this charming 3BR cottage is the perfect New England escape. Beautifully renovated and tastefully restored, details like a large double-sided stone fireplace, cathedral ceilings, and heaps of...

    FREE CANCELLATION

    $493 to $498/night

  15. HOUSE
    11 High Street House

    11 High Street House

    Bar Harbor, ME

    Property Overview  A classic period home in the historic village of Bar Harbor, this three-level 6BR/6BA home spans 3,691 square feet with hardwood floors, stained glass windows, and beautiful woodwork throughout. You’ll certainly appreciate the...

    FREE CANCELLATION

    $626 to $986/night

  16. 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

    $136 to $619/night

  17. COTTAGE
    American Pale Ale Cottage

    American Pale Ale Cottage

    Boothbay, ME

    Property Overview Experience the quintessential Maine vacation at this 2BR cottage on the grounds of the Boothbay Craft Brewery, less than 10 minutes from downtown Boothbay Harbor. Featuring beautiful hardwood floors, a well-equipped kitchen, and...

    Pets OK
    FREE CANCELLATION

    $83 to $253/night

  18. 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
  19. 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

    $256 to $775/night

  20. HOUSE
    Dory Haven Home

    Dory Haven Home

    Mount Desert, ME

    Affectionately known as Dory Haven, this newly renovated 2BR cove-front cottage features tasteful New England decor, high ceilings, a screened porch, and a sunroom boasting an abundance of windows and waterfront views. In a prime locale, you’ll...

    Pets OK
    FREE CANCELLATION

    $193 to $372/night

  21. HOUSE
    318 Eddy Road Home

    318 Eddy Road Home

    Edgecomb, ME

    Enjoy the peace and tranquility of coastal Maine at this spacious 4BR/4BA house in Edgecomb. The “Wiscasset” is located in the heart of MidCoast Maine on Davis Island - a sleepy haven for picturesque walks and bike rides. You’re also just a...

    Pool Hot Tub
    FREE CANCELLATION

    $137 to $633/night

  22. 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

    $137 to $500/night

  23. CABIN
    Sprucewold Log Cabin

    Sprucewold Log Cabin

    Boothbay Harbor, ME

    Located in the Sprucewold community in a quiet, wooded setting just 5 minutes from Boothbay Harbor, this 1BR, 1BA vacation rental (sleeps 2) blends true log cabin charm and modern luxuries, like high-end appliances in the renovated kitchen. Enjoy...

    FREE CANCELLATION

    $62 to $405/night

  24. COTTAGE
    301 Adams Pond Rd 10 Lewis, IPA Cottage

    301 Adams Pond Rd 10 Lewis, IPA Cottage

    Boothbay, ME

    Property Overview  This charming 2BR cottage named “10 Lewis Session IPA” is part of Boothbay Craft Brewery’s four-home compound that boasts exclusive access to Maine’s first microbrewery. Enjoy a unique brew tour, mingle with the founders...

    Pets OK
    FREE CANCELLATION

    $83 to $253/night

  25. 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

    $73 to $312/night