Compare Southwest Side Cottage Rentals

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Featured Southwest Side Cottages

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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
    The price is $157 per night from May 11 to May 12
    $157
    includes taxes & fees
    $133 per night
    May 11 - May 12
    7.8/10 Good! (8,741 reviews)
    Hilton Chicago/Magnificent Mile Suites

    Hilton Chicago/Magnificent Mile Suites

    198 E Delaware Pl, Chicago, IL
    The price is $179 per night from May 11 to May 12
    $179
    includes taxes & fees
    $152 per night
    May 11 - May 12
    8.8/10 Excellent! (2,175 reviews)
    Embassy Suites by Hilton Chicago Downtown River North

    Embassy Suites by Hilton Chicago Downtown River North

    600 N State St, Chicago, IL
    The price is $189 per night from May 12 to May 13
    $189
    includes taxes & fees
    $161 per night
    May 12 - May 13
    8.2/10 Very Good! (3,983 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
5 Cottages
Lowest Price
$157
Highest Price
$189
Popular accommodation
“The cottage” 2 bedrooms cozy and private home, 2 Mi to Northwestern: Updated Home w/ Game Room!, Home w/ Fenced Yard: 13 Mi to Downtown Chicago!, 4 Mi to Lake Michigan: East Chicago Home w/ Grill