Chester Vacation Homes

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Featured Vacation Homes in Chester

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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 Chester

    4-bedroom 3 bath lakefront home on Brandt Lake

    4-bedroom 3 bath lakefront home on Brandt Lake

    Chester SD
    10/10 Exceptional! (1 review)
    Royal River Casino and Hotel

    Royal River Casino and Hotel

    607 S Veterans St Flandreau SD
    $94 nightly
    The price is $108 total per night from Nov 15 to Nov 16
    $108 total
    Nov 15 - Nov 16
    Total with taxes and fees
    AmericInn by Wyndham Hartford SD

    AmericInn by Wyndham Hartford SD

    1031 Diamond Circle Hartford SD
    $79 nightly
    The price is $86 total per night from Nov 22 to Nov 23
    $86 total
    Nov 22 - Nov 23
    Total with taxes and fees

Chester Vacation Homes

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

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

Chester Vacation Homes essential information

Accommodation
6 Vacation Homes
Lowest Price
$86
Highest Price
$108
Popular accommodation
Skeet’s Retreat: Lake Herman Lakefront Getaway Near Madison, SD - Sleeps 8, Unique Home Where The Buffalo Roam! Perfect for Families, Reunions. Hunters., Lakeside Getaway on Lake Madison. Hot tub with a view of the lake!, 3+ night special | King Bed | Dog friendly + Fenced Yard | 3 TVs, 4-bedroom 3 bath lakefront home on Brandt Lake, Cozy home: waterfront w/beach on Lake Madison. 4bd/2baths sleeps 8 comfortably