Southeast Massachusetts Vacation Homes

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Featured Vacation Homes in Southeast Massachusetts

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Southeast Massachusetts

    Iris Hotel Cape Cod

    Iris Hotel Cape Cod

    291 Jones Rd Falmouth MA
    $160 nightly
    The price is $183 total per night from Jun 17 to Jun 18
    $183 total
    Jun 17 - Jun 18
    Total with taxes and fees
    8.6/10 Excellent! (247 reviews)
    Bayside Resort Hotel

    Bayside Resort Hotel

    225 Route 28 West Yarmouth MA
    $226 nightly
    The price is $259 total per night from Jun 30 to Jul 1
    $259 total
    Jun 30 - Jul 1
    Total with taxes and fees
    8.8/10 Excellent! (1,538 reviews)
    Margaritaville Resort Cape Cod

    Margaritaville Resort Cape Cod

    1225 Iyannough Rd Hyannis MA
    $251 nightly
    The price is $287 total per night from Jun 11 to Jun 12
    $287 total
    Jun 11 - Jun 12
    Total with taxes and fees

Southeast Massachusetts Vacation Homes

Book vacation homes in Southeast Massachusetts
Next time you take a group getaway top Southeast Massachusetts, don’t confine your friends and family to one or two hotel rooms. Instead, snag a deal on a full-sized house and get the best of both worlds. Vacation home rentals are perfect for families and large groups that want to live like locals on vacation. Whether you are searching for a villa that pulls out all the stops or a four-bedroom house to host the best summer vacation ever, Orbitz has a variety of Southeast Massachusetts vacation homes for rent that are ideal for you. Your perfect pad is only a few clicks away.

Homes for every Southeast Massachusetts vacation
If you’re planning a vacation with a lot of people, you’ll want room to stretch out, and a rental home has plenty of space. Many vacation homes also come with everything you’ll need for a proper getaway, like kitchens with every gadget you can think of, along with updated furnishings, fancy spa tubs and balconies. You may even wind up in a rental home that has a sprawling backyard for barbecues, games and general relaxation. These rentals offer the added bonus of putting you right in the thick of things in Southeast Massachusetts; instead of going to a small hotel room at the end of a busy day, you’re going home.

Vacations are all about creating lasting memories, and a Southeast Massachusetts rental home makes it easy to create good ones. Whether you’re getting the college crowd back together or bringing along your folks and your kids, a trip to Southeast Massachusetts is sure to be a winner.

Southeast Massachusetts Vacation Homes essential information

Accommodation
726 Vacation Homes
Lowest Price
$183
Highest Price
$1,732
Popular accommodation
Newly renovated house in Brandt Point, right near town and Children's Beach, 3 bedroom 2 1/2 bath house 1 1/2 Blocks From Main Street, one block from harbor., FREE 3rd Night!* (See description) Nantucket in Town 3 Bedroom 1 Bath Cute House, LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches, Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay, Eazy Breezy Beach Home, Ocean-View Oasis: Privacy - Close to Beaches & Sconset! Vehicle ferry available, Family - friendly home 1.5 miles to Craigville Beach (Beach pass Inc.), New for 2026! 3-BR house with AC. Walk to town, beach, pool access available.

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