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. 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

    $216 to $516/night

  2. 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

  3. HOUSE
    74 Harbor Road House

    74 Harbor Road House

    Hyannis, MA

    This stunning Cape Cod colonial with beach access and ocean views can be all yours! Located in the Waterfront District, it’s less than a mile to downtown Hyannis for dining, shopping, and sightseeing. About The House Situated in a quiet...

    FREE CANCELLATION

    $350 to $559/night

  4. 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 $2,130/night

  5. HOUSE
    85 Cynthia Lane Home

    85 Cynthia Lane Home

    Dennis Port, MA

    Property Overview  Within walking distance of the local beaches and downtown Dennis Port, this 3BR/2BA home provides the ultimate coastal getaway. Freshly updated, your inviting retreat includes all-new furniture, new LED TVs with cable, and...

    FREE CANCELLATION

    $132 to $485/night

  6. HOUSE
    29 Shore Road Ext Home

    29 Shore Road Ext Home

    West Harwich, MA

    Property Overview  Nestled on a peaceful oceanside road, this single-story 4BR/3BA home features vaulted beam ceilings, a gourmet kitchen, and brick fireplace. Dine al fresco on the private patio or relax in the sunroom with a good book. Enjoy a...

    Pets OK
    FREE CANCELLATION

    $448 to $874/night

  7. 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

    $211 to $559/night

  8. 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

    $95 to $618/night

  9. 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

    $158 to $658/night

  10. HOUSE
    34 Salt Spray Home

    34 Salt Spray Home

    South Chatham, MA

    With two levels of living space, this completely remodeled 3BR/2BA home features radiant heating, high-end appliances, and custom cabinetry. Abundant natural light abounds with large windows, French glass doors, and a multitude of skylights....

    FREE CANCELLATION

    $264 to $459/night

  11. DUPLEX
    Beach-Central Cape Cod Duplex

    Beach-Central Cape Cod Duplex

    Dennis Port, MA

    A short walk from Dennisport’s Sea Street Beach, this 4BR, 2BA duplex (sleeps 10) is perfect for extended families or large groups. Have your own space, then gather together on the deck. Walk or drive to ice cream, dining, and more! Have a larger...

    Pets OK
    FREE CANCELLATION

    $132 to $425/night

  12. APARTMENT
    Roseclair at Upham's Corner

    Roseclair at Upham's Corner

    Boston, MA

    Property Description Fully furnished luxury apartment centrally located in Boston near the historic South End 3 Bedrooms/1 Bathroom Bedrooms have queen beds Full Kitchen Free Wifi Designer furnishings create an elegant coziness throughout The...

    Pets OK
    FREE CANCELLATION

    $215 to $494/night

  13. 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

    $132 to $564/night

  14. HOUSE
    Scenic Bourns Pond House

    Scenic Bourns Pond House

    East Falmouth, MA

    This classic Cape-style 4BR/2BA is perched on the shore of the saltwater Bourns Pond, offering 180-degree water views from your own backyard. With west-facing windows, you can end every evening with a view of the sunset over the water. On lazy...

    FREE CANCELLATION

    $528 to $633/night

  15. HOUSE
    5 Redgate Lane Home

    5 Redgate Lane Home

    Falmouth, MA

    Inside the House Park up to 4 cars in the roomy driveway, then make your way up the stone walk to the front entrance. Step onto beautifully tiled floors and into the kitchen and sitting area. The sitting area has a sofa and 2 wicker armchairs, a...

    FREE CANCELLATION

    $137 to $628/night

  16. 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

    $1,160 to $1,972/night

  17. 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

    $95 to $534/night

  18. 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

    $216 to $579/night

  19. HOUSE
    C386 Dispoto

    C386 Dispoto

    Charlestown, RI

    Located just 1/2 mile from beautiful Charlestown Town Beach. This spacious Raised Ranch offers comfortable sleeping for 8 to 10 people. The main living level has two large bedrooms, one with Queen and the master bedroom with a King bed, There is a...

  20. 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

  21. HOUSE
    C409 Tricarico

    C409 Tricarico

    Charlestown, RI

    Bright and cheerful well maintained beach cottage with partial ocean and Ninigret pond views! Nice open kitchen,dining ,living room area with two sliders that take you out onto the wrap around deck for summer enjoyment on those sunny days and...

  22. HOUSE
    C289 Boullianne

    C289 Boullianne

    Charlestown, RI

    Walk, bike or drive ¾ 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

  23. HOUSE
    C390 Hall (2-Bedroom Home)

    C390 Hall (2-Bedroom Home)

    Charlestown, RI

    Start making those summer vacation memories in this very sweet cottage. This charmer was tastefully redone to include hardwood floors, stainless steel appliances and large outside shower. Home offers a private backyard for enjoying grilling and al...

    $110 to $214/night

  24. 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...

  25. 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

  26. HOUSE
    C037 Pape (2-Bedroom Home)

    C037 Pape (2-Bedroom Home)

    Charlestown, RI

    Great location to have a relaxing summer vacation where memories are made. The kitchen is fully equipped. Lounge in Living room or grill on deck. This two bedroom with loft sleeps eight people. One bedroom has a queen bed and the other bedroom has 2...

  27. HOUSE
    5 Third Home in Harwich

    5 Third Home in Harwich

    Harwich, MA

    Your 3BR/2BA is just a block away from Long Pond—swim, float, splash, paddle, and sail on Cape Cod’s largest lake, named one of the best swimming spots by Boston Magazine. Hop on your bikes and ride the 25-mile Rail Trail that runs from Dennis...

    FREE CANCELLATION

    $211 to $557/night

  28. 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

    $216 to $535/night

  29. 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

  30. HOUSE
    C382 Linehan

    C382 Linehan

    Charlestown, RI

    Enjoy plenty of open living space in this reverse living beach home with pretty views of Ninigret Pond. This 4 bedroom, 2 bath home will comfortably sleep 7 people. The upper floor living area offers an open living room, kitchen and dining area with...