Private suite holiday rentals in West Side
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Top-rated Self-Contained Units in West Side
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Holiday rentals for every style
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Popular amenities for West Side Self-Contained Units
Family-friendly private suite rentals
Guest suite in Evanston
4.97 out of 5 average rating, 238 reviewsA guest suite centrally located, but so quiet...
Guest suite in Chicago
4.88 out of 5 average rating, 97 reviewsTropical Bungalow Getaway in Quiet Neighborhood
Guest suite in Chicago
4.96 out of 5 average rating, 82 reviewsSweet Home Chicago-9min downtown/pool/free parking
Guest suite in Chicago
4.97 out of 5 average rating, 276 reviewsStylish Studio in Historic Logan Square
Guest suite in Chicago
4.91 out of 5 average rating, 454 reviewsCozy, Quiet, Garden Getaway!
Guest suite in Chicago
4.95 out of 5 average rating, 150 reviewsCozy Home Living, Dogs, Kids, Free Parking, 420 OK
Guest suite in Chicago
4.85 out of 5 average rating, 242 reviewsWrigleyville/Boystown/Entire Private Floor!
Guest suite in Wood Dale
4.9 out of 5 average rating, 469 reviewsThe Deer Suite
Self-Contained Unit with a patio
Guest suite in Chicago
4.89 out of 5 average rating, 37 reviewsComfy suite w/ steam shower near McCormick Place
Guest suite in Chicago
4.81 out of 5 average rating, 78 reviewsComfortable and Cozy Suite in Quiet Neighborhood
Guest suite in Chicago
4.95 out of 5 average rating, 74 reviewsLogan Square’s Garden apt style rental
Guest suite in Bolingbrook
4.93 out of 5 average rating, 28 reviewsThe Valley View 2 Bdrm Suite w/ Kit. & Pvt Entry
Guest suite in Chicago
4.82 out of 5 average rating, 56 reviewsLogan Square Chicago 2BR cottage, close to it all!
Guest suite in Chicago
4.96 out of 5 average rating, 25 reviews2BR Logan Sq Mini-Resort stay + Pet friendly
Guest suite in Chicago
4.9 out of 5 average rating, 42 reviewsThe Dugout in Wrigleyville!
Guest suite in Chicago
4.9 out of 5 average rating, 107 reviewsCozy Albany Park Garden Unit
Private suite rentals with a washing machine and dryer
Guest suite in Chicago
4.94 out of 5 average rating, 180 reviewsCasita Plzeň Guest Suite
Guest suite in Chicago
4.91 out of 5 average rating, 132 reviewsNew Bright & Airy Entire Unit in Logan
Guest suite in Chicago
4.98 out of 5 average rating, 100 reviewsTravelers Retreat in Old Town Chicago
Guest suite in Chicago
4.88 out of 5 average rating, 357 reviews2 Bedroom Apartment by O'Hare/CTA/I90 Free Parking
Guest suite in Chicago
4.85 out of 5 average rating, 164 reviewsWest Loop 2 bedroom with outdoor space
Guest suite in Chicago
4.91 out of 5 average rating, 391 reviewsContemporary, private suite w fireplace
Guest suite in Chicago
4.96 out of 5 average rating, 131 reviewsSpacious 2 BR near DT 25min walk to United Center!
Guest suite in Chicago
4.94 out of 5 average rating, 211 reviewsLincoln Square In-laws Suite: Private Entrance
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Evanston Holiday rentals
- Saugatuck Holiday rentals
- South Haven Holiday rentals
- Naperville Holiday rentals
- South Bend Holiday rentals
- South Side Holiday rentals
- Schaumburg Holiday rentals
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- Rentals with an EV charger West Side
- Rentals with a sauna West Side
- Waterfront rentals West Side
- Pet-friendly rentals West Side
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- Loft rentals West Side
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- Rentals with breakfast West Side
- Rentals with beach access West Side
- Apartment rentals West Side
- Rentals with a fire pit West Side
- Rentals with lake access West Side
- Fitness-friendly rentals West Side
- Rentals with a patio West Side
- Townhouse rentals West Side
- Rentals with a fireplace West Side
- Rentals with a washing machine and dryer West Side
- Monthly Rentals West Side
- Rentals with a home theatre West Side
- Rentals with a hot tub West Side
- Rentals with pools West Side
- House rentals West Side
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- Kid-friendly rentals West Side
- Private suite rentals Cook County
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