
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
Get the amount of space that is right for you
Popular amenities for West Side Self-Contained Units
Family-friendly private suite rentals

A guest suite centrally located, but so quiet...

Tropical Bungalow Getaway in Quiet Neighborhood

Stylish Studio in Historic Logan Square

Cozy, Quiet, Garden Getaway!

Cozy Home Living, Dogs, Kids, Free Parking, 420 OK

Wrigleyville/Boystown/Entire Private Floor!

The Deer Suite

Great location, private entry and patio!
Self-Contained Unit with a patio

Comfy suite w/ steam shower near McCormick Place

Comfortable and Cozy Suite in Quiet Neighborhood

Logan Square’s Garden apt style rental

The Valley View 2 Bdrm Suite w/ Kit. & Pvt Entry

Logan Square Chicago 2BR cottage, close to it all!

2BR Logan Sq Mini-Resort stay + Pet friendly

The Dugout in Wrigleyville!

Cozy Albany Park Garden Unit
Private suite rentals with a washing machine and dryer

Casita Plzeň Guest Suite

New Bright & Airy Entire Unit in Logan

Travelers Retreat in Old Town Chicago

2 Bedroom Apartment by O'Hare/CTA/I90 Free Parking

West Loop 2 bedroom with outdoor space

Spacious 2 BR near DT 25min walk to United Center!

1 mile from Wrigley Field

Gorgeous Studio 15 Minutes From Ohare!
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- North Side Holiday rentals
- South Bend Holiday rentals
- Lake Michigan Beach Holiday rentals
- South Side Holiday rentals
- Evanston Holiday rentals
- South Haven Holiday rentals
- Saugatuck Holiday rentals
- Naperville Holiday rentals
- Chicago Holiday rentals
- Kid-friendly rentals West Side
- Rentals with breakfast West Side
- Loft rentals West Side
- Rentals with a patio West Side
- Waterfront rentals West Side
- Rentals with outdoor seating West Side
- Townhouse rentals West Side
- Rentals with beach access West Side
- Apartment rentals West Side
- Rentals with a fire pit West Side
- Rentals with a balcony West Side
- Condo rentals West Side
- Rentals with a hot tub West Side
- Rentals with a fireplace West Side
- Rentals with a home theatre West Side
- Pet-friendly rentals West Side
- Smoking-friendly rentals West Side
- Rentals with an EV charger West Side
- Rentals with a sauna West Side
- House rentals West Side
- Rentals with lake access West Side
- Rentals with pools West Side
- Hotel rentals West Side
- Fitness-friendly rentals West Side
- Rentals with a washing machine and dryer West Side
- Private suite rentals Chicago
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- Millennium Park
- Wrigley Field
- United Center
- Wilmot Mountain Ski Resort
- Navy Pier
- Shedd Aquarium
- Frank Lloyd Wright Home and Studio
- Guaranteed Rate Field
- Lincoln Park Zoo
- The Field Museum
- Illinois Beach State Park
- Raging Waves Waterpark
- Chicago History Museum
- 875 North Michigan Avenue
- Woodlands Course at Whittaker
- Skydeck Chicago
- Splash Station
- Black Sheep Golf Club
- Pirates' Cove Children's Theme Park
- The Water Works Indoor Water Park
- Chicago Golf Club
- Medinah Country Club
- The Oasis Water Park
- Villa Olivia
- Things to do West Side
- Food and drink West Side
- Things to do Chicago
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- Entertainment Chicago
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