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. 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

  2. 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
  3. COTTAGE
    Pine Cliff Dweller Southport

    Pine Cliff Dweller Southport

    Southport, ME

    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...

  4. CABIN
    The Villa East Boothbay

    The Villa East Boothbay

    East Boothbay, ME

    The Villa Views, views and more views are what make this summer home so popular and memorable.  Everywhere you look you can see the ocean, islands and big blue sky.  This quintessential maine summer home is classic, timeless, and a vacationer's...

    Pets OK
  5. CABIN
    286 Back River Road Cabin

    286 Back River Road Cabin

    Boothbay, ME

    Six guests can have a quintessential lakefront vacation at this 3-bed, 1-bath cabin on two lush acres, including 350 ft. of private lake frontage (2 kayaks provided!). Newly renovated but with a classic Maine cabin vibe, you can tuck in here for...

    FREE CANCELLATION

    $150 to $326/night

  6. HOUSE
    Storybook New England's Sheepscot Village

    Storybook New England's Sheepscot Village

    Alna, ME

    A storybook stay in New England's Sheepscot Village awaits at our serene 3BR farmhouse. A quiet waterside retreat with rolling hills, you're less than 30 minutes to Boothbay Harbor and 7 minutes to Wiscasset. Newly remodeled and tastefully furnished...

    Pets OK
    FREE CANCELLATION

    $152 to $321/night

  7. COTTAGE
    180 King Phillips Cabin

    180 King Phillips Cabin

    East Boothbay, ME

    This classic 2BR cottage-On the Rocks- has been recently updated and offers a traditional American vacation. You will descend a set of wooded stairs to reach your rental, which sits on the rocky shoreline—so close you’ll hear the lapping of the...

    FREE CANCELLATION

    $111 to $337/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

    $227 to $766/night

  9. HOUSE
    49 Murray Hill House

    49 Murray Hill House

    East Boothbay, ME

    Plan a relaxing seaside escape to this 3BR/2BA waterfront home in East Boothbay. With three comfortable bedrooms plus a futon, there’s room for eight guests. Go swimming or kayaking right in your backyard, or launch a boat directly across the...

    Pets OK
    FREE CANCELLATION

    $158 to $399/night

  10. 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

    $190 to $799/night

  11. HOUSE
    Lobstermen’s Cottage

    Lobstermen’s Cottage

    Boothbay Harbor, ME

    Named Lobstermen’s Cottage in honor of the original inhabitants, this 3BR/2BA home sits off the road in tranquil East Boothbay Harbor and features a large back deck with a BBQ. Beautiful hardwood floors, an open-concept main living area, and a...

    FREE CANCELLATION

    $153 to $568/night

  12. 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 $806/night

  13. HOUSE
    Boothbay Harbor Home

    Boothbay Harbor Home

    East Boothbay, ME

    3BR, 2BA Boothbay Harbor Home w/Water Views—Near Dining & Whale Watching 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,...

    FREE CANCELLATION

    $155 to $434/night

  14. HOUSE
    19 Hill Home at South Bristol

    19 Hill Home at South Bristol

    South Bristol, ME

    Tucked in the fishing village of South Bristol, enjoy a quintessential Maine vacation at this quaint 1BR cottage and renovated 4BR farmhouse with charming wraparound porch. This property is perfect for multi-family getaways! Fire up the grill to...

    FREE CANCELLATION

    $219 to $556/night

  15. 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 $2,495/night

  16. 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 $509/night

  17. COTTAGE
    South Bristol Cottage

    South Bristol Cottage

    South Bristol, ME

    A charming 1BR + Loft cottage in the fishing village of South Bristol. Here you're steps to the water, an easy stroll to cafes and the boat launch, and a short drive from Christmas Cove. Sleeps 4, though you can also rent the main house for larger...

    Pets OK
    FREE CANCELLATION

    $84 to $225/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. 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
  20. COTTAGE
    Dash Inn East Boothbay

    Dash Inn East Boothbay

    East Boothbay, ME

    Dash Inn is a beautiful salt-water cove is fed by the tides and Little River. This is a magical spot that will steal your heart and keep you coming back year after year. You won`t want to "dash" anywhere after you arrive at this incredible cove-side...

    Pets OK
  21. COTTAGE
    Crooker Road Cottage

    Crooker Road Cottage

    East Boothbay, ME

    Quiet Spot Quiet spot is all about the views. Looking west across linekin bay to spruce point, the sunsets are simply spectacular. Osprey, loons, eider ducks, heron, eagles and seals are all frequent visitors to this beautiful stretch of water. The...

  22. COTTAGE
    Baxter Cottage Jefferson

    Baxter Cottage Jefferson

    Jefferson, ME

    The baxter cottage is where you can enjoy the refreshing waters of damariscotta lake. Canoe or kayak around this gorgeous body of water...And bring your camera for photo ops! A beautiful 2+ bedroom cabin in jefferson, maine, the baxter is a quaint...

    Pets OK
  23. HOUSE
    Duck Inn Wayne

    Duck Inn Wayne

    Wayne, ME

    Duck inn Wayne MaineListen to the Loons. Watch the lake smoke drift. Take in the colors of the sunset. Breathe. Relax. Renew. De-stress. That is what this beautiful lake house on tranquil Dexter Pond is all about! The perfect setting for a girl’s...

    Pets OK
  24. CABIN
    Linekin Breeze East Boothbay

    Linekin Breeze East Boothbay

    East Boothbay, ME

    Linekin Breeze Spectacular sunsets are yours for free as you relax outside on the main deck, the upstairs balcony or from inside as you relax in the sitting area facing the water.  This four bedroom, two bath cottage has been recently renovated in...

    Pets OK
  25. 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

  26. CABIN
    Sunny Brae, Modern Sprucewold Log Cabin With Beach Access

    Sunny Brae, Modern Sprucewold Log Cabin With Beach Acces...

    Boothbay Harbor, ME

    Located in the Sprucewold Community in a quiet, wooded setting just 5 minutes from Boothbay Harbor, this 2BR, 2BA vacation rental (sleeps 4) blends true log cabin charm and modern luxuries like high-end appliances in the renovated kitchen. Enjoy...

    FREE CANCELLATION

    $107 to $322/night

  27. HOUSE
    42 Van Horn Farmhouse

    42 Van Horn Farmhouse

    Boothbay, ME

    This 3BR, 2BA Boothbay farmhouse is walking distance to the ocean, kayaking, nature trails, and a short drive to dining. There’s a small meditation structure, perfect for yoga. Pet-friendly. About The House A wraparound porch with wicker seats...

    Pets OK
    FREE CANCELLATION

    $146 to $431/night

  28. HOUSE
    Living the Lake Dream

    Living the Lake Dream

    Gouldsboro, ME

    Escape to our cozy camp that has been completely renovated, located on Jones Pond, just two miles from the Schoodic Peninsula in Acadia National Park. This 467 acre lake is known for boating, kayaking, swimming and fishing. Located on a private...

    FREE CANCELLATION

    $13 to $457/night

  29. DUPLEX
    506 Preble St Duplex

    506 Preble St Duplex

    South Portland, ME

    Property Overview  Explore Maine’s breathtaking and dramatic coastline dotted with appealing villages, islands, and lighthouses from the cozy comfort of this sunny 2BR/1.5BA duplex. The convenient location is within walking distance of the beach,...

    Pets OK
    FREE CANCELLATION

    $111 to $381/night

  30. 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

    $178 to $649/night