Historic Route 66 Vacation Homes

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Featured Vacation Homes in Historic Route 66

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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 Historic Route 66

    Club Quarters Hotel, Central Loop, Chicago

    Club Quarters Hotel, Central Loop, Chicago

    111 West Adams Street Chicago IL
    $87 nightly
    The price is $102 total per night from Dec 22 to Dec 23
    $102 total
    Dec 22 - Dec 23
    Total with taxes and fees
    8.6/10 Excellent! (3,314 reviews)
    Hilton Chicago/Magnificent Mile Suites

    Hilton Chicago/Magnificent Mile Suites

    198 E Delaware Pl Chicago IL
    $81 nightly
    The price is $95 total per night from Jan 5 to Jan 6
    $95 total
    Jan 5 - Jan 6, 2026
    Total with taxes and fees
    8.8/10 Excellent! (3,467 reviews)
    Silversmith Hotel Chicago Downtown

    Silversmith Hotel Chicago Downtown

    10 S Wabash Ave Chicago IL
    $127 nightly
    The price is $149 total per night from Jan 4 to Jan 5
    $149 total
    Jan 4 - Jan 5, 2026
    Total with taxes and fees
    9.2/10 Wonderful! (2,133 reviews)

Historic Route 66 Vacation Homes

Book vacation homes in Historic Route 66
Next time you take a group getaway top Historic Route 66, 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 Historic Route 66 vacation homes for rent that are ideal for you. Your perfect pad is only a few clicks away.

Homes for every Historic Route 66 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 Historic Route 66; 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 Historic Route 66 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 Historic Route 66 is sure to be a winner.

Historic Route 66 Vacation Homes essential information

Accommodation
84 Vacation Homes
Lowest Price
$95
Highest Price
$530
Popular accommodation
*Historic Adobe w Hot Tub & Bikes, Centrally located on Canyon Road* , Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!, Ranked #1 by VRBO in Flagstaff for 4 years! AC, Pets and Hot Tub!, Private Pool, Hot Tub & Outdoor Grill in OKC, Lavish retreat with game room, tranquil porch & scenic yard-near skiing & dining, Home Near Main Street-Covered Patio-Hot Tub!, AC & GAME ROOM! Pondy Hills Flagstaff Getaway, Charming 2-bedroom house with AC, WiFi in welcoming Oatman, Casa Buena Vista: Outdoor Hot Tub - Walk to Plaza

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