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

    AmericInn by Wyndham Woodstock IL

    AmericInn by Wyndham Woodstock IL

    990 Lake Avenue, Woodstock, IL
    The price is $81 per night from Dec 30 to Dec 31
    $81
    includes taxes & fees
    $73 per night
    Dec 30 - Dec 31
    7.8/10 Good! (822 reviews)
    Timber Ridge Lodge and Waterpark

    Timber Ridge Lodge and Waterpark

    7020 Grand Geneva Way, Lake Geneva, WI
    The price is $189 per night from Jan 5 to Jan 6
    $189
    includes taxes & fees
    $174 per night
    Jan 5 - Jan 6, 2025
    8.6/10 Excellent! (2,602 reviews)
    Abbey Resort and Avani Spa

    Abbey Resort and Avani Spa

    269 Fontana Boulevard, Fontana, WI
    The price is $123 per night from Jan 5 to Jan 6
    $123
    includes taxes & fees
    $112 per night
    Jan 5 - Jan 6, 2025
    8.4/10 Very Good! (1,125 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
470 Vacation Homes
Lowest Price
$81
Highest Price
$1,486
Popular accommodation
Private Country House near Lake Geneva, Como and Williams Bay, Spacious 5-bedroom/7Tv's/Game Room, Modern Home, Fire Pit, Golf Cart Included, Dog Friendly, Sleeps 6, White House on Wisconsin-Entire Property |Renovated Colonial Revival |Horticultural Hall |Sleeps 20, Lake/Beach Getaway (Remodeled), Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!!, Lakefront Home w/ Game Room, Theater & Dock!, Spacious 4 BDR Home in Desirable Abbey Springs! Pool, Beach, Golf, & More, #1 - Magnolia · LARGE 5 Bed Lake Geneva Home 4 Blocks from Lake!