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 Oceanside- Scituate

    Colbyco Oceanside- Scituate

    Scituate, MA

    Spectacular Colonial where you wake up to the sound of the waves and unobstructed ocean views! Wake up to the sound of the waves as you take in the unobstructed ocean views! This spectacular newer (2013) colonial features the best in craftsmanship,...

    $696 to $986/night

  2. HOUSE
    Spacious 5BR Long Pond Home- Private Beach & Dock

    Spacious 5BR Long Pond Home- Private Beach & Dock

    Harwich, MA

    From an abundance of outdoor space to a welcoming interior with breathtaking lake views and fireplaces, this three-story 5BR/4BA home is a sure bet for your Cape Cod getaway. Overlooking Long Pond, this stunning home features a private beach and...

    Pets OK
    FREE CANCELLATION

    $521 to $1,400/night

  3. HOUSE
    Big 4BR Gem w/ Fenced Yard & Private Beach Access

    Big 4BR Gem w/ Fenced Yard & Private Beach Access

    Hyannis, MA

    This spacious 4BR/2.5BA classic Cape Cod abode is located just a 3-minute walk from a private beach. Enjoy quality time with friends and family in three inviting living spaces, or savor alfresco meals on the patio in the big fenced yard. Spend...

    FREE CANCELLATION

    $261 to $653/night

  4. HOUSE
    New Seaside 3BR w/ Water Views & Deck

    New Seaside 3BR w/ Water Views & Deck

    West Hyannis Port, MA

    Climb to the roof deck on the third floor of your 3BR/3.5BA classic Cape retreat for a peek at idyllic water views. Decorated in classic Cape Cod style, this newly constructed rental provides the comfort and nostalgia of a traditional beachside...

    FREE CANCELLATION

    $446 to $788/night

  5. HOUSE
    Orleans Home On 7 Waterfront Acres

    Orleans Home On 7 Waterfront Acres

    Orleans, MA

    Kayakers and nature lovers take note! This 4BR, 2BA (sleeps 8) house sits on 7+ waterfront acres in Orleans, offering extraordinary privacy with exquisite water views of historic Arey's Pond, part of Pleasant Bay. Note: this is a salt water pond....

    FREE CANCELLATION

    $241 to $454/night

  6. HOUSE
    Beachfront 5BR w/ Cape Cod Bay View, Near Downtown

    Beachfront 5BR w/ Cape Cod Bay View, Near Downtown

    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 $2,145/night

  7. HOUSE
    Waterfront 3BR w/ Deck & Dock

    Waterfront 3BR w/ Deck & Dock

    Chatham, MA

    Overlooking the saltwater inlet of Bucks Creek Marsh, this stunning 3BR/3BA waterfront home affords the quintessential Cape Cod experience. Vaulted ceilings with exposed beams and intriguing artwork create a sophisticated style, while large windows...

    FREE CANCELLATION

    $536 to $921/night