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 Inn & Resort

    Woodstock Inn & Resort

    Fourteen The Green Woodstock VT
    $369 nightly
    The price is $406 total per night from Nov 30 to Dec 1
    $406 total
    Nov 30 - Dec 1
    Total with taxes and fees
    On The River Inn

    On The River Inn

    1653 West Woodstock Road Woodstock VT
    $149 nightly
    The price is $163 total per night from Dec 2 to Dec 3
    $163 total
    Dec 2 - Dec 3
    Total with taxes and fees
    9.2/10 Wonderful! (1,008 reviews)
    The Shire Woodstock

    The Shire Woodstock

    46 Pleasant St. Woodstock VT
    $161 nightly
    The price is $177 total per night from Nov 18 to Nov 19
    $177 total
    Nov 18 - Nov 19
    Total with taxes and fees
    8.8/10 Excellent! (1,001 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
846 Vacation Homes
Lowest Price
$163
Highest Price
$569
Popular accommodation
New Ludlow Village Home with Stunning Okemo Mountain View, Cozy VT Retreat • Coffee Bar •Fireplace • Near Quechee Gorge • Min to Woodstock, ☆ SKI ON/OFF! ☆ 2BR+ Trailside! Hot tub, pool, gym +more, Killington, Vermont Ski House w/ Hot Tub and Sauna, The Dorothy-10 minutes from Okemo- freshly renovated, Snowberry Hill, 5 bedroom, Private Luxury Ski Home on Killington Mtn, sleeps 12, Historic Farmhouse on Working VT Farm & Hot Tub, Fabulous 4-bedroom house in Ludlow perfect for your ski getaway, Ultimate On-Mountain Ski House! Private 3 Bedroom + Loft, 200' from Trail, Sauna

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