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Private suite holiday rentals in South Side
Find and book unique Self-Contained Units on Airbnb
Top-rated Self-Contained Units in South Side
Guests agree: These Self-Contained Units are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for South Side Self-Contained Units
Family-friendly private suite rentals
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Guest suite in Chicago
4.79 out of 5 average rating, 172 reviewsAlewyfe Farm Urban Garden Oasis- free parking!
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Guest suite in Chicago
4.94 out of 5 average rating, 131 reviewsCozy Home Living, Dogs, Kids, Free Parking, 420 OK
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Guest suite in Chicago
4.91 out of 5 average rating, 432 reviewsCozy, Quiet, Garden Getaway!
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Guest suite in Chicago
4.97 out of 5 average rating, 251 reviewsStylish Studio in Historic Logan Square
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Guest suite in Bloomingdale
4.94 out of 5 average rating, 256 reviewsDisney themed studio private in-law apartment.
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Guest suite in Chicago
4.94 out of 5 average rating, 107 reviewsThe Vanderpool House
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Guest suite in Gary
4.96 out of 5 average rating, 318 reviewsMiller Mermaid Suite-100 yds from the beach!
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Guest suite in Chicago
4.96 out of 5 average rating, 323 reviewsAugusta's Garden | Noble Square | Wicker Park
Self-Contained Unit with a patio
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Guest suite in Wheaton
4.83 out of 5 average rating, 123 reviewsCozy Wheaton Home
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Guest suite in Chicago
4.81 out of 5 average rating, 67 reviewsComfortable and Cozy Suite in Quiet Neighborhood
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Guest suite in Chicago
4.9 out of 5 average rating, 83 reviews1 bed apartment + futon room bridgeport
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Guest suite in Chicago
4.69 out of 5 average rating, 45 reviewsAdorable Private Studio with indoor fireplace
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Guest suite in Chicago
5 out of 5 average rating, 9 reviewsThe Study @ The Douglas / McCormick, IIT & Sox
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Guest suite in Chicago
4.91 out of 5 average rating, 23 reviewsComfy suite w/ steam shower near McCormick Place
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Guest suite in Chicago
4.95 out of 5 average rating, 61 reviewsLogan Square’s Garden apt style rental
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Guest suite in Gary
4.98 out of 5 average rating, 57 reviewsBeachfront- Lake Michigan- 2bd/2bath -Heated Pool
Private suite rentals with a washing machine and dryer
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Guest suite in Chicago
4.91 out of 5 average rating, 370 reviewsContemporary, private suite w fireplace
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Guest suite in Chicago
4.97 out of 5 average rating, 240 reviewsPrivate Suite w/ offstreet pkg, at Logan Sq Blu Ln
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Guest suite in Chicago
4.93 out of 5 average rating, 369 reviewsPeaceful Portage Park Apartment
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Guest suite in Chicago
4.98 out of 5 average rating, 154 reviewsBnB on Grace Street - Modern 2-Bedroom Guest Suite
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Guest suite in Chicago
4.95 out of 5 average rating, 184 reviews1 mile from Wrigley Field
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Guest suite in Bartlett
4.95 out of 5 average rating, 195 reviewsCozy & Spacious Suite in Quiet Neighborhood
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Guest suite in Oak Park
4.9 out of 5 average rating, 416 reviewsEntire upstairs in Arts and Crafts Oak Park home
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Guest suite in Chicago
4.88 out of 5 average rating, 336 reviews2 Bedroom Apartment by O'Hare/CTA/I90 Free Parking
Destinations to explore
- Downtown Chicago Holiday rentals
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