Bailey Island Vacation Homes

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Featured Vacation Homes in Bailey Island

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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 Bailey Island

    Clarion Pointe South Portland

    Clarion Pointe South Portland

    675 Main Street I-95 South Portland ME
    $93 nightly
    The price is $101 total per night from Sep 1 to Sep 2
    $101 total
    Sep 1 - Sep 2
    Total with taxes and fees
    Clarion Hotel Portland Airport ME

    Clarion Hotel Portland Airport ME

    1230 Congress St Portland ME
    $131 nightly
    The price is $145 total per night from Sep 1 to Sep 2
    $145 total
    Sep 1 - Sep 2
    Total with taxes and fees
    8.2/10 Very Good! (1,598 reviews)
    Portland Regency Hotel & Spa

    Portland Regency Hotel & Spa

    20 Milk Street Portland ME
    $296 nightly
    The price is $328 total per night from Aug 30 to Aug 31
    $328 total
    Aug 30 - Aug 31
    Total with taxes and fees
    9.4/10 Exceptional! (1,711 reviews)

Bailey Island Vacation Homes

Book vacation homes in Bailey Island
Next time you take a group getaway top Bailey Island, 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 Bailey Island vacation homes for rent that are ideal for you. Your perfect pad is only a few clicks away.

Homes for every Bailey Island 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 Bailey Island; 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 Bailey Island 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 Bailey Island is sure to be a winner.

Bailey Island Vacation Homes essential information

Accommodation
592 Vacation Homes
Lowest Price
$101
Highest Price
$961
Popular accommodation
Three bedroom in United States of America, Freeport, Captain's 2BR Suite. Best value, near everything, big yard, treehouse. No fees. , Camp Forever cottage, Charming 110-year former Inn 10' from the Ocean!, Clean, Cozy, and Professional Waterfront Home- minutes to Portland, Spacious Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach, Full sized home, Nature with in-town living that feels a world away. May-June-July special!!!, Rare West End Home • Walk to Old Port, Harbor View