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
    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

    $147 to $423/night

  2. 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

    $469 to $498/night

  3. 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

  4. 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

    $100 to $253/night

  5. 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

  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. 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

  8. CONDOMINIUM
    8 Mcfarland Point Dr Condo Unit 31

    8 Mcfarland Point Dr Condo Unit 31

    Boothbay Harbor, ME

    Spread across three spacious floors, this 3BR/1.5BA condo in the Signal Point community offers a fantastic location just a few minutes' walk from downtown. With an idyllic spot between the harbor and Mill Cove, you’ll find all Boothbay Harbor has...

    FREE CANCELLATION

    $146 to $491/night

  9. HOUSE
    4 Briarwood Drive Home

    4 Briarwood Drive Home

    Kennebunkport, ME

    Located just one mile from Kennebunkport's Dock Square, this 3BR home offers storybook gambrel charm near a hub of activity. Walk or bike to nearby restaurants and shops. Fitted with beautiful hardwood floors throughout, this spacious home has a...

    FREE CANCELLATION

    $230 to $755/night

  10. 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

  11. 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

    $108 to $376/night

  12. 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

    $159 to $620/night

  13. 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

    $166 to $782/night

  14. 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

    $214 to $498/night

  15. 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

  16. 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

    $100 to $253/night

  17. 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

    $255 to $647/night

  18. CONDOMINIUM
    Resort Condominium Unit C

    Resort Condominium Unit C

    Edgecomb, ME

    Your 2BR chic condo offers stunning views of the Sheepscot River. The woodsy setting offers the perfect place to relax in peace and quiet. The culinary-minded guests in your party will love the open-concept kitchen with new stainless steel...

    FREE CANCELLATION

    $91 to $250/night

  19. CONDOMINIUM
    306 Eddy Rd Condo Unit 702B

    306 Eddy Rd Condo Unit 702B

    Edgecomb, ME

    This newly constructed 1BR condo in Sheepscot Harbour Resort is a perfect home away from home on the Edgecomb waterfront. With a well-stocked kitchen, a water-view deck, and an open-concept living and dining area, there’s plenty of space for four...

    FREE CANCELLATION

    $77 to $212/night

  20. COTTAGE
    1976 Portland Road Cottage Unit 3 Porpus Place

    1976 Portland Road Cottage Unit 3 Porpus Place

    Kennebunkport, ME

    Your group of up to eight will love this brand-new 2BR/2BA cottage in a gated community near Kennebunkport. Here, you’ll find a pastoral setting and resort amenities, including a clubhouse with an outdoor pool, foosball and pool tables, tennis and...

    FREE CANCELLATION

    $102 to $302/night

  21. 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

    $207 to $751/night

  22. 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

    $183 to $372/night

  23. 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

  24. 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

  25. 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

  26. 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

    $100 to $253/night

  27. 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

  28. CONDOMINIUM
    306 Eddy Rd Condominium

    306 Eddy Rd Condominium

    Edgecomb, ME

    Nestled on the bank of the river in Sheepscot Harbour Resort, this newly constructed 1BR/1BA condo sleeps four comfortably. Your family will feel right at home with a fully stocked kitchen, waterview deck, and open-concept living and dining area....

    FREE CANCELLATION

    $77 to $212/night