Compare Southwest Side Cottage Rentals

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Featured Cottages in Southwest Side

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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 Southwest Side

    Congress Plaza Hotel

    Congress Plaza Hotel

    520 South Michigan Avenue Chicago IL
    $93 nightly
    The price is $109 total per night from Feb 16 to Feb 17
    $109 total
    Feb 16 - Feb 17
    Total with taxes and fees
    8/10 Very Good! (9,862 reviews)
    Hotel Riu Plaza Chicago

    Hotel Riu Plaza Chicago

    150 East Ontario Street Chicago IL
    $143 nightly
    The price is $167 total per night from Mar 4 to Mar 5
    $167 total
    Mar 4 - Mar 5
    Total with taxes and fees
    9.2/10 Wonderful! (3,298 reviews)
    Hilton Chicago

    Hilton Chicago

    720 S Michigan Ave Chicago IL
    $164 nightly
    The price is $192 total per night from Feb 21 to Feb 22
    $192 total
    Feb 21 - Feb 22
    Total with taxes and fees
    8.4/10 Very Good! (2,607 reviews)

Cottages

Book a cottage in Southwest Side
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Southwest Side. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Southwest Side better.

Cottage apartments in Southwest Side range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Southwest Side
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Southwest Side and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Southwest Side cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Southwest Side. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Southwest Side Cottages essential information

Accommodation
14 Cottages
Lowest Price
$109
Highest Price
$192
Popular accommodation
Pet-friendly Abode, 2 Mi to Dtwn Evanston!, 3 Mi to Hard Rock Casino: Charming Home in Gary!, Home w/ Fenced Yard: 13 Mi to Downtown Chicago!, 2 Mi to Northwestern: Updated Home w/ Game Room!, 4 Mi to Lake Michigan: East Chicago Home w/ Grill, Oak Park Home w/ Fire Pit - 5 Mi to Garfield Park!, Home w/ Office + Yard: 25 Mi to Downtown Chicago!, Classic Oak Park Home, 11 Mi to Downtown Chicago!, Cozy Westmont Home: Walk to Metra Station!

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