Woodstock Vacation Homes

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Featured Vacation Homes in Woodstock

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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 Woodstock

    Woodstock Way Hotel

    Woodstock Way Hotel

    10 Waterfall Way Woodstock NY
    $352 nightly
    The price is $390 total per night from Dec 1 to Dec 2
    $390 total
    Dec 1 - Dec 2
    Total with taxes and fees
    9.6/10 Exceptional! (326 reviews)
    Twin Gables of Woodstock

    Twin Gables of Woodstock

    73 Tinker St Woodstock NY
    $144 nightly
    The price is $161 total per night from Nov 16 to Nov 17
    $161 total
    Nov 16 - Nov 17
    Total with taxes and fees
    9.8/10 Exceptional! (232 reviews)
    The Herwood Inn

    The Herwood Inn

    148 Tinker St Woodstock NY
    9.6/10 Exceptional! (148 reviews)

Woodstock Vacation Homes

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

Homes for every Woodstock 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 Woodstock; 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 Woodstock 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 Woodstock is sure to be a winner.

Woodstock Vacation Homes essential information

Accommodation
788 Vacation Homes
Lowest Price
$161
Highest Price
$390
Popular accommodation
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!, Modern Luxurious Cabin, Catskills - The Tiny Nook, Catskill Mountain Retreat -- private, beautiful views, hot tub, game rm, firepit, Catskill Cottage Walk to Downtown & River Views, The Chicken Coop, Private Getaway 10 Mins From Hunter & Windham Mountain, New Paltz Modern Zen Cabin, The Catskills Red Barn-near Belleayre, Cozy year round retreat! Close to skiing, hiking and swimming.