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
    1 Tupper House at Boothbay Harbor

    1 Tupper House at Boothbay Harbor

    Boothbay Harbor, ME

    There's room for up to 10 guests at this lovingly restored historic Boothbay Harbor home. Your 3BR/2BA abode is a 1-minute walk from downtown, but you're still far enough away from the bustle for peace and quiet. Enjoy water views and a tasteful...

    FREE CANCELLATION

    $188 to $859/night

  2. 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

  3. 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

    $595 to $986/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
    121B Portland Ave Cabin

    121B Portland Ave Cabin

    Old Orchard Beach, ME

    Enjoy quiet seaside living at this newly renovated 1BR, 1 BA cottage just a quarter mile from the heart of Old Orchard Beach. Relax (or sleep) on the enclosed front porch, cycle the Eastern Trail, or head into town to discover the historic pier and...

    FREE CANCELLATION

    $130 to $284/night

  6. 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

  7. CONDOMINIUM
    14 Maddocks Rd Condo

    14 Maddocks Rd Condo

    Boothbay Harbor, ME

    Property Overview  Gordon’s Waterfront Retreat is an expansive 4BR/4BA lakefront getaway. This romantic and spacious haven is perfect for a couple seeking extra room, three couples traveling together, or a family of up to eight. Perched on a...

    FREE CANCELLATION

    $169 to $551/night

  8. HOUSE
    15 Sea Street Home at Boothbay Harbor

    15 Sea Street Home at Boothbay Harbor

    Boothbay Harbor, ME

    This renovated 3 Bedroom / 2 Bathroom house is in the middle of downtown, near shops, restaurants, and attractions. Sit on the water’s edge at Mill Cove watching boats glide in and out of the marina. An outside hangout space makes the most of the...

    FREE CANCELLATION

    $141 to $616/night

  9. HOUSE
    15 Shipyard Road Home

    15 Shipyard Road Home

    South Bristol, ME

    Built in 1879 by Captain Elliot Gamage, this 4BR, 2BA South Bristol Anodyne House  (sleeps 9) offers harbor views in a sleepy village setting. Wander your flower-filled garden, stroll 150 ft. to the shore, and walk minutes to the village center....

    FREE CANCELLATION

    $165 to $593/night

  10. CONDOMINIUM
    15C Atlantic Ave Condo

    15C Atlantic Ave Condo

    Boothbay Harbor, ME

    Property Overview  Set on the idyllic shores of Boothbay Harbor, this brand-new, all-suite 2BR condo promises a quintessential Coastal Maine getaway. Perched above Maine’s prettiest harbor, this third-floor penthouse offers a unique bird’s-eye...

    FREE CANCELLATION

    $162 to $325/night

  11. 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

  12. HOUSE
    176 Samoset Drive Home

    176 Samoset Drive Home

    Boothbay Harbor, ME

    Savor gorgeous views of Boothbay Harbor from your 1BR/1.5BA waterside retreat. Custom woodwork and a charming post-and-beam structure give this home its unique character. You’ll feel like a true Mainer as you spend mornings sipping coffee down by...

    Hot Tub Pets OK
    FREE CANCELLATION

    $166 to $310/night

  13. 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

  14. 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

  15. 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

    $93 to $329/night

  16. 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

    $111 to $478/night

  17. 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

    $203 to $544/night

  18. 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

  19. 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

    $150 to $536/night

  20. 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

    $167 to $1,168/night

  21. 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 $2,451/night

  22. CABIN
    226 Shore Cabin at East Boothbay

    226 Shore Cabin at East Boothbay

    East Boothbay, ME

    A haven of serenity, this historic 1BR Ocean Point log cabin sits right on the water’s edge. This two-story getaway features vaulted wood ceilings, an A-frame loft, sunroom, and wood-burning fireplace. Dine al fresco at the picnic table...

    Pets OK
    FREE CANCELLATION

    $158 to $434/night

  23. 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

  24. COTTAGE
    27 Ranger Lane Cottage

    27 Ranger Lane Cottage

    Arundel, ME

    This brand-new 2B/ 2BA cottage in Arundel is located in a quiet, gated community set inside of a 200-acre nature preserve. In this nature-surrounded setting, you can head out on a winding trail for long strolls amid pastoral scenes and woodlands. If...

    FREE CANCELLATION

    $206 to $460/night

  25. 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

    $139 to $320/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. 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

  28. 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

    $77 to $188/night

  29. 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

  30. 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