When it comes to lobster rolls and New England clam chowder, nobody can touch Massachusetts. Shrouded in history, the Bay state is well known as the birthplace of the American revolution, the Freedom Trail, and the Boston Tea Party. Seafood, history, the Red Sox- Massachusetts has it all. RedAwning will help you find the perfect vacation rental to complete your East Coast experience. Browse your favorite Massachusetts region using the blue location links below, or filter your preferences using the panel on the side. With our simplified booking process, you'll have the most important part of your trip buttoned in no time.

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  1. HOUSE
    Colbyco Morton Park- Plymouth

    Colbyco Morton Park- Plymouth

    Plymouth, MA

    Charming lake front property in historic Plymouth Massachusetts. 4 Bedrooms, 2 full bathroom, sleeps 8 Charming four bedroom lake front vacation rental in historic Plymouth Massachusetts. Close to Cape Code and Boston, MA. Plymouth holds a place of...

  2. HOUSE
    17 Finway House in New Seabury

    17 Finway House in New Seabury

    Mashpee, MA

    This newly renovated 3BR, 3BA New Seabury home offers classic New England charm with its beachy decor and cathedral ceilings. The ideal place from which to adventure into the outdoors, it’s just a stroll away from Jim Pond and 5 minutes from South...

    FREE CANCELLATION

    $212 to $607/night

  3. HOUSE
    Colbyco Sand Hills Beach- Scituate

    Colbyco Sand Hills Beach- Scituate

    Scituate, MA

    Gorgeous new home on the ocean near Boston and Cape Cod. The Lions’ Den is a 4800 square foot gorgeous new home located in Scituate, MA – close to both Boston and Cape Cod. It features incredible views of the ocean with 6 decks and a widow's...

    Hot Tub

    $1,740 to $1,972/night

  4. HOUSE
    Colbyco Dana Park- Cambridge

    Colbyco Dana Park- Cambridge

    Cambridge, MA

    Three story residential Townhouse. The structure was built in 1977, and the home is made up of approximately 1,360 square feet of livable space, and sits on about 1,632 square foot lot.While close to the MBTA Redline train station (Central Square),...

  5. HOUSE
    Eastham Gem Home 190

    Eastham Gem Home 190

    Eastham, MA

    Property Overview  This welcoming 4BR/1.5BA cottage in Eastham offers the ultimate coastal getaway. Supremely located between the tranquil bay-side beaches and invigorating dunes and ocean waves of Nauset Light Beach, this home has it all,...

    FREE CANCELLATION

    $268 to $550/night

  6. HOUSE
    803 Commercial St Home

    803 Commercial St Home

    Provincetown, MA

    Plan a beachfront getaway for twelve guests at this 5BR/3BA home, where generous picture windows afford water views from almost every room. Spend leisurely vacation days on the two-story patio overlooking Cape Cod Bay. With lounge seating, a gas...

    Pool Pets OK
    FREE CANCELLATION

    $1,168 to $2,108/night

  7. HOUSE
    56 S Yarmouth Rd Home

    56 S Yarmouth Rd Home

    Dennis, MA

    Property Overview  Soak up the sun on nearby beaches, play games in the backyard, and gather around a fire pit in the evening at this welcoming two-level 3BR/2BA home. Crafted with hardwood floors and a gorgeous kitchen, you’ll find lots of...

    FREE CANCELLATION

    $152 to $464/night

  8. HOUSE
    25 Doane Home at Harwich Port

    25 Doane Home at Harwich Port

    Harwich Port, MA

    Enjoy a peaceful Cape Cod country setting at this newly remodeled 3BR/2BA home, featuring hardwood floors and vibrant interior design elements. Entertain on the private deck in the fenced yard, equipped with a fire pit and a grill as well as an...

    Pets OK
    FREE CANCELLATION

    $167 to $428/night

  9. HOUSE
    216 Pimlico Pond Road Home

    216 Pimlico Pond Road Home

    Mashpee, MA

    Property Overview Mashpee Heaven provides rare access to one of Cape Cod's largest freshwater lakes. Enjoy swimming from a private pier and exploring the lake’s three islands, two beaches, and miles of trails. Centrally located, the 3BR/2BA...

    FREE CANCELLATION

    $148 to $510/night

  10. HOUSE
    87 West Pond Rd Home

    87 West Pond Rd Home

    Chatham, MA

    Property Overview Nestled in a quaint Cape Cod enclave, this 3BR/2BA home is less than one mile to pristine Goose Pond, a local favorite for swimming, canoeing, and kayaking. Enjoy bike paths, hiking trails, and Volunteer Park - all within walking...

    FREE CANCELLATION

    $166 to $524/night

  11. HOUSE
    West Harwich House #10

    West Harwich House #10

    West Harwich, MA

    This charming 3-bedroom, 2-bath (sleeps 8) West Harwich House is less than a mile from Pleasant Road Beach and its gentle waves and wide, sandy shoreline. Recently remodeled with cathedral ceilings, an open-concept design, and big bright windows...

    FREE CANCELLATION

    $360 to $464/night

  12. HOUSE
    35 Timberlane Drive Home

    35 Timberlane Drive Home

    Mashpee, MA

    Nestled right on Santuit Pond, this charming 3BR/3BA home is the perfect Cape Cod getaway for a family or group of friends. Stairs lead down to a private floating dock where you can launch the provided kayaks. Rent jet skis or sailboats for even...

    FREE CANCELLATION

    $204 to $545/night

  13. CONDOMINIUM
    Coastline Cheer in Provincetown

    Coastline Cheer in Provincetown

    Provincetown, MA

    Teeming with coastal cheer, this bright 3BR/2.5BA condo is the quintessential Cape Cod vacation rental. Sweeping ocean vistas, seashore hues, and a location in the heart of the historic west end allow you to truly experience the charm and beauty of...

    FREE CANCELLATION

    $228 to $760/night

  14. HOUSE
    356 Deer Meadow Lane Home

    356 Deer Meadow Lane Home

    Chatham, MA

    Six beaches are within a 10-minute drive of this recently renovated 3BR/2.5BA Chatham home, tucked in a quiet neighborhood ideal for morning walks and bike rides. The light-filled interior includes a peaceful master suite and a sunroom, and the...

    FREE CANCELLATION

    $189 to $494/night

  15. HOUSE
    Cape Cod Bay Home

    Cape Cod Bay Home

    Eastham, MA

    With 2,785 square feet of living space, this two-story Eastham home offers abundant social space with two living areas and a large deck. A huge, open kitchen makes it easy to prep meals for your entire group. In a prime location, you’ll be within...

    FREE CANCELLATION

    $211 to $647/night

  16. HOUSE
    Woodsy Haven Home

    Woodsy Haven Home

    East Sandwich, MA

    Just 3 miles from Sandy Neck and 6 miles to stunning Boardwalk Beach, this lovely 4BR/2.5BA home is tucked away on a private, wooded lot. From the open-concept main floor to the spacious deck and master balcony, there's plenty of space indoor and...

    Pets OK
    FREE CANCELLATION

    $191 to $537/night

  17. HOUSE
    C371 Garro (3-Bedroom Home)

    C371 Garro (3-Bedroom Home)

    Charlestown, RI

    Walk to ocean beach from this ranch cottage located in charming Sea Lea Colony. Also, for a change of pace, you can sit on the viewing deck located on the roof & enjoy the view along with your summer cocktail and watch the beautiful sunsets. In...

    $183 to $306/night

  18. HOUSE
    C347 Wilson (2-Bedroom Home)

    C347 Wilson (2-Bedroom Home)

    Charlestown, RI

    Oceanfront in Charlestown - walk directly out into the warm sand and enjoy swimming, sun bathing, surf fishing, building a sandcastle; or, a stroll on the beautiful beach. For those that want to reserve their energy, there's "people watching" from a...

  19. HOUSE
    C307 Flanagan

    C307 Flanagan

    Charlestown, RI

    Enjoy your family vacation at this Green Hill Pond waterfront home. The home is in the process of being completely remodeled and new photos will be submitted by May. The renovations are all of high quality and will transform this already charming...

    $355 to $526/night

  20. HOUSE
    C289 Boullianne

    C289 Boullianne

    Charlestown, RI

    Walk, bike or drive ? miles to Charlestown Beach from this 1800 sq ft spacious, light filled 5 bedroom, 2 bath Colonial situated on an acre of land. With a beach house such as this, you will never lack for space sitting around the kitchen table and...

    $263 to $336/night

  21. HOUSE
    C392 Charlestown on the Beach

    C392 Charlestown on the Beach

    Charlestown, RI

    Feel the ocean breezes and hear the waves from this wonderful three bedroom home on Charlestown Beach. Watch the sun rise and set from the large comfortable deck that has multiple tables with umbrellas and seating all around. A few steps down the...

    $734 to $874/night

  22. HOUSE
    C394 Rocheleau

    C394 Rocheleau

    Charlestown, RI

    A delightful quintessential New England cottage. Views to Green Hill Pond. Launch a canoe across the street. 1/2 mile walk or cycle to beach. Quiet cul-de-sac lane. Charlestown is a town of beaches, marinas and salt ponds and offers many options for...

    $183 to $275/night

  23. HOUSE
    C354 Munier (2-Bedroom Home)

    C354 Munier (2-Bedroom Home)

    Charlestown, RI

    Close to the beach - less than a mile - with an association beach parking pass and plenty of room. This house has window air conditioners and internet access. There is an amazing and very private back yard with deck and large, enclosed outdoor...

    $202 to $293/night

  24. APARTMENT
    306 on Washington Apartment

    306 on Washington Apartment

    Jamaica Plain, Boston, MA

    All New for 2017! Wonderfully built brand new 820sq foot 1 bedroom/1 bath apartment in Jamaica Plain with patio! Minutes walk to gorgeous Jamaica Pond and the night life on Centre Street, 5 min walk to Subway! Dedicated parking, central air, gas...

    Pets OK
    FREE CANCELLATION

    $289 to $452/night

  25. APARTMENT
    3399 Washington Unit 2

    3399 Washington Unit 2

    Jamaica Plain, Boston, MA

    All New for March 2018! Wonderfully built brand new 3 bed / 2 bath apartment in Jamaica Plain with patio! Minutes walk to gorgeous Jamaica Pond and the night life on Centre Street, 5 min walk to Subway! Dedicated parking, central air, gas heat, in...

    FREE CANCELLATION

    $287 to $467/night

  26. CONDOMINIUM
    Grand View on Jones Hill

    Grand View on Jones Hill

    Boston, MA

    Property Description4 Queen Beds, 1 Single Bed 2 Bathrooms Fully furnished Free WIFI through a secure, password-protected router. Laundry room on the bedroom level with full washer/dryer Kitchen equipped with refrigerator, dishwasher, stove,...

    Pets OK
    FREE CANCELLATION

    $357 to $607/night

  27. APARTMENT
    206 on Washington Apartment

    206 on Washington Apartment

    Jamaica Plain, Boston, MA

    The 206 at 3389 Washington St. is a recent addition to the Jamaica Plain neighborhood where the original Sam Adams Brewery is located. Each unit is brand new and features a washer/dryer, private patio access, full kitchen including dishwasher,...

    Pets OK
    FREE CANCELLATION

    $281 to $437/night

  28. APARTMENT
    Mayhew at Upham's Corner

    Mayhew at Upham's Corner

    Boston, MA

    The Mayhew is a third floor, fully furnished 1200sf luxury apartment centrally located in Boston near the historic South End. Part of a meticulous building restoration, the Mayhew combines characteristic turn-of-the-century Boston area architecture...

    Pets OK
    FREE CANCELLATION

    $281 to $449/night

  29. APARTMENT
    404 on Parker Hill Apartment

    404 on Parker Hill Apartment

    Boston, MA

    540 Sq Ft. Mission Hill Apartment, 1 bedroom, 1 bathroom, in unit washer dryer, central air/heating on Parker Hill in the Mission Hill Neighborhood. Full kitchen including dishwasher, disposal, coffee maker and pots and pans, Unit is brand new for...

    Pets OK
    FREE CANCELLATION

    $264 to $400/night

  30. CONDOMINIUM
    Penthouse at Upham's Corner

    Penthouse at Upham's Corner

    Boston, MA

    The Penthouse is a fourth floor, fully furnished 1200sf luxury apartment centrally located in Boston near the historic South End. Part of a meticulous building restoration, the Penthouse combines characteristic turn-of-the-century Boston area...

    Pets OK
    FREE CANCELLATION

    $294 to $467/night