Private suite vacation rentals in South Side
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Top-rated private suite rentals in South Side
Guests agree: these private suite rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for South Side private suite rentals
Family-friendly private suite rentals
Guest suite in Chicago
4.95 out of 5 average rating, 188 reviewsAttic cozy guests suite near South Loop in Chicago
Guest suite in Wood Dale
4.9 out of 5 average rating, 427 reviewsThe Deer Suite
Oct 17 – 24
Guest suite in Chicago
4.91 out of 5 average rating, 419 reviewsCozy, Quiet, Garden Getaway!
Dec 22 – 29
Guest suite in Chicago
4.96 out of 5 average rating, 306 reviewsAugusta's Garden | Noble Square | Wicker Park
Aug 11 – 18
Guest suite in Chicago
4.8 out of 5 average rating, 166 reviewsAlewyfe Farm Urban Garden Oasis- free parking!
Jun 7 – 14
Guest suite in Chicago
4.97 out of 5 average rating, 237 reviewsStylish Studio in Historic Logan Square
Sep 17 – 24
Guest suite in Evanston
4.97 out of 5 average rating, 213 reviewsA guest suite centrally located, but so quiet...
Dec 7 – 14
Guest suite in Evanston
4.83 out of 5 average rating, 326 reviewsHuge, cozy one bedroom semi-basement apartment
Oct 13 – 20
Private suite rentals with a patio
Guest suite in Wheaton
4.85 out of 5 average rating, 99 reviewsCozy Wheaton Home
Feb 11 – 18
Guest suite in Chicago
4.8 out of 5 average rating, 61 reviewsComfortable and Cozy Suite in Quiet Neighborhood
Sep 21 – 28
Guest suite in Chicago
4.9 out of 5 average rating, 73 reviews1 bed apartment + futon room bridgeport
Jul 18 – 25
Guest suite in Chicago
4.73 out of 5 average rating, 11 reviewsPrivate Chicago getaway
Jul 19 – 24
Guest suite in Chicago
4.67 out of 5 average rating, 43 reviewsAdorable Private Studio with indoor fireplace
Sep 28 – Oct 5
Guest suite in Chicago
5.0 out of 5 average rating, 14 reviewsThe Landmark; a comfortable suite in the Gap
Jun 18 – 25
Guest suite in Chicago
4.94 out of 5 average rating, 50 reviewsLogan Square’s Garden apt style rental
Aug 14 – 21
Guest suite in Gary
4.98 out of 5 average rating, 48 reviewsBeachfront- Lake Michigan- 2bd/2bath -Heated Pool
Oct 22 – 29
Private suite rentals with a washer and dryer
Guest suite in Chicago
4.73 out of 5 average rating, 145 reviewsMckelvin Garden suite
Aug 27 – Sep 3
Guest suite in Chicago
4.93 out of 5 average rating, 352 reviewsPeaceful Portage Park Apartment
Jan 15 – 22
Guest suite in Chicago
4.97 out of 5 average rating, 225 reviewsPrivate Suite w/ offstreet pkg, at Logan Sq Blu Ln
Sep 7 – 14
Guest suite in Chicago
4.95 out of 5 average rating, 175 reviews1 mile from Wrigley Field
Sep 5 – 12
Guest suite in Chicago
4.91 out of 5 average rating, 358 reviewsContemporary, private suite w fireplace
Feb 5 – 12
Guest suite in Crete
4.9 out of 5 average rating, 169 reviewsComfy Apt Made For Professionals or Couples
Aug 5 – 12
Guest suite in Bartlett
4.96 out of 5 average rating, 185 reviewsCozy & Spacious Suite in Quiet Neighborhood
Dec 22 – 29
Guest suite in Oak Park
4.89 out of 5 average rating, 402 reviewsEntire upstairs in Arts and Crafts Oak Park home
Dec 3 – 10
Destinations to explore
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- Family travel hub Tips and inspiration
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