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
    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

  2. 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

  3. 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

  4. 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

  5. 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

    $140 to $390/night

  6. 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

  7. 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

  8. 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

  9. 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

  10. 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

  11. 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

  12. 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

  13. 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

    $202 to $317/night

  14. 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

  15. HOUSE
    Willow Cottage Prospect Harbor

    Willow Cottage Prospect Harbor

    Prospect Harbor, ME

    Enjoy the beauty of DownEast Maine in this charming home overlooking Prospect Harbor. Built in the 1800's this home has all the feel of 'yesterday' yet has been completely renovated. Just steps from the village of Prospect Harbor and minutes from...

    FREE CANCELLATION

    $13 to $392/night

  16. 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

  17. 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

  18. 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

  19. 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

  20. 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

  21. 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

    $138 to $497/night

  22. COTTAGE
    Bar Harbor Cottage

    Bar Harbor Cottage

    Bar Harbor, ME

    Escape to the woodlands at this 2BR cottage, a quintessential Maine getaway with charming interior detail including tall ceilings, plantation shutters, and antique furnishings sprinkled throughout. Take in views of the magical forested surroundings...

    FREE CANCELLATION

    $122 to $370/night

  23. 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

  24. CABIN
    Chic Boothbay Harbor Studio Cabin

    Chic Boothbay Harbor Studio Cabin

    Boothbay Harbor, ME

    Tucked among the pines with views towards the ocean, this chic 1BD cabin (sleeps 2) in Boothbay Harbor is newly renovated and includes access to the Sprucewold Beach. Relax on your woodland surrounded deck or take a walk to Boothbay Harbor. INSIDE...

    FREE CANCELLATION

    $77 to $309/night

  25. HOUSE
    46 Maquoit Drive Home

    46 Maquoit Drive Home

    Freeport, ME

    This 3BR/3BA, coastal-inspired waterfront home features an open-concept living area with a wood-burning fireplace and a modern kitchen with midcentury modern-inspired appliances. An upper-level patio offers views of the water, and the lower-level...

    FREE CANCELLATION

    $257 to $778/night

  26. 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

  27. HOUSE
    32B McKown Street Home

    32B McKown Street Home

    Boothbay Harbor, ME

    Tasteful coastal decor, dreamy harbor views, and a fabulous downtown location—this 3BR/2.5BA house in Boothbay Harbor has it all. Walk 5 minutes to arrange trips with Cap'n Fish's Whale Watch, or take a boat tour out to Monhegan Island on the...

    Pets OK
    FREE CANCELLATION

    $293 to $1,403/night

  28. 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

  29. HOUSE
    Picturesque Island Cottage

    Picturesque Island Cottage

    Milbridge, ME

    If you are looking to get away from it all, this island is the spot for you. The most remote cottage we have, our beautiful home on the shores of Pigeon Hill Bay is a great retreat for couples, families and friends. Close to the villages of...

    FREE CANCELLATION

    $13 to $457/night

  30. 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

    $167 to $622/night