Highland Vacation Homes

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Featured Vacation Homes in Highland

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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 Highland

    SureStay Plus Hotel by Best Western Highland Poughkeepsie

    SureStay Plus Hotel by Best Western Highland Poughkeepsie

    3423 US Highway 9W Highland NY
    $80 nightly
    The price is $90 total per night from Nov 19 to Nov 20
    $90 total
    Nov 19 - Nov 20
    Total with taxes and fees
    Hyatt Place Poughkeepsie / Hudson Valley

    Hyatt Place Poughkeepsie / Hudson Valley

    2165 South Road Poughkeepsie NY
    $94 nightly
    The price is $109 total per night from Dec 13 to Dec 14
    $109 total
    Dec 13 - Dec 14
    Total with taxes and fees
    Comfort Suites Fishkill near Interstate 84

    Comfort Suites Fishkill near Interstate 84

    835 Route 52 Fishkill NY
    $104 nightly
    The price is $120 total per night from Nov 29 to Nov 30
    $120 total
    Nov 29 - Nov 30
    Total with taxes and fees

Highland Vacation Homes

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

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

Highland Vacation Homes essential information

Accommodation
470 Vacation Homes
Lowest Price
$90
Highest Price
$342
Popular accommodation
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!, Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views, The Chicken Coop, Enjoy pool time at our spacious home; minutes from the village of Millbrook! , Privacy in the hills one hour from NYC and minutes to Breakneck Mtn. , Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo, New Paltz Modern Zen Cabin, Owl's Nest: A Pet-Friendly Nature Lover's Getaway near Wineries & Hiking Trails, A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail

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