Private suite holiday rentals in West Side
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Top-rated Self-Contained Units in West Side
Guests agree: These Self-Contained Units are highly rated for location, cleanliness and more.
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, 235 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
4.97 out of 5 average rating, 272 reviewsStylish Studio in Historic Logan Square
Guest suite in Chicago
4.97 out of 5 average rating, 400 reviewsPrivate suite in Lincoln Square
Guest suite in Chicago
4.95 out of 5 average rating, 149 reviewsCozy Home Living, Dogs, Kids, Free Parking, 420 OK
Guest suite in Chicago
4.85 out of 5 average rating, 241 reviewsWrigleyville/Boystown/Entire Private Floor!
Guest suite in Wood Dale
4.9 out of 5 average rating, 462 reviewsThe Deer Suite
Guest suite in Chicago
4.95 out of 5 average rating, 267 reviewsGreat location, private entry and patio!
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, 77 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 Chicago
4.81 out of 5 average rating, 53 reviewsLogan Square Chicago 2BR cottage, close to it all!
Guest suite in Chicago
5 out of 5 average rating, 19 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
4.8 out of 5 average rating, 123 reviewsOld Irving Park- Sweet Garden Suite with Spa
Guest suite in Chicago
4.9 out of 5 average rating, 106 reviewsCozy Albany Park Garden Unit
Private suite rentals with a washing machine and dryer
Guest suite in Chicago
4.97 out of 5 average rating, 172 reviewsBnB on Grace Street - Modern 2-Bedroom Guest Suite
Guest suite in Chicago
4.98 out of 5 average rating, 99 reviewsTravelers Retreat in Old Town Chicago
Guest suite in Chicago
4.88 out of 5 average rating, 351 reviews2 Bedroom Apartment by O'Hare/CTA/I90 Free Parking
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
4.95 out of 5 average rating, 202 reviews1 mile from Wrigley Field
Guest suite in Chicago
4.94 out of 5 average rating, 108 reviewsEddy Street Upstairs Apartment
Guest suite in Chicago
4.94 out of 5 average rating, 208 reviewsLincoln Square In-laws Suite: Private Entrance
Guest suite in Oak Park
4.9 out of 5 average rating, 451 reviewsEntire upstairs in Arts and Crafts Oak Park home
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
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- Rentals with an EV charger West Side
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- Apartment rentals West Side
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- Family-friendly rentals West Side
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- Rentals with a home theatre West Side
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- Rentals with a washing machine and dryer West Side
- House rentals West Side
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- Private suite rentals Cook County
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