
Hotel holiday rentals in West Side
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Top-rated hotel rentals in West Side
Guests agree: these hotel rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for hotel rentals in West Side
Family-friendly hotel rentals

1BD/1BA steps away from local shops, entertainment

Spacious 2BR near concert venues, Wrigley Field

Vibrant Andersonville 2BR w/ in-unit laundry

2BD/2BA w/ gourmet kitchen, private balcony & more

Bright 1BR w/ shared Roof Deck, close to beach
Hotel rentals with a pool

Your Oak Brook Escape| Free Parking & Pet-friendly

Close To Chicago O'Hare Airport | Free Breakfast

120-yr-old landmark with floor-to-ceiling views

Comfort and Relaxation! Parking, Near Navy Pier

Find Your Oasis of a Peaceful Stay | Restaurant

A quick drive to Navy Pier! Pool, Parking Onsite!

modern design with VU Skyward rooftop bar

Sparkling clean and quiet hotel!
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
- Lake Geneva Holiday rentals
- North Side Holiday rentals
- South Bend Holiday rentals
- South Haven Holiday rentals
- South Side Holiday rentals
- Saugatuck Holiday rentals
- Lake Michigan Beach Holiday rentals
- Evanston Holiday rentals
- New Buffalo Holiday rentals
- Chicago Holiday rentals
- Rentals with a washing machine and dryer West Side
- Fitness-friendly rentals West Side
- Family-friendly rentals West Side
- Rentals with a fireplace West Side
- Waterfront rentals West Side
- Loft rentals West Side
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- Smoking-friendly rentals West Side
- Rentals with an EV charger West Side
- Rentals with a sauna West Side
- Rentals with beach access West Side
- Townhouse rentals West Side
- Flat rentals West Side
- Rentals with a firepit West Side
- Private suite rentals West Side
- Apartment rentals West Side
- Rentals with an accessible-height bed West Side
- Rentals with a cinema West Side
- Rentals with lake access West Side
- Guest house rentals West Side
- Rentals with breakfast West Side
- Rentals with a hot tub West Side
- Rentals with pools West Side
- Rentals with outdoor seating West Side
- House rentals West Side
- Rentals with a patio West Side
- Rentals with a balcony West Side
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Lincoln Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Illinois Beach State Park
- Wicker Park
- Willis Tower
- Washington Park Zoo
- Brookfield Zoo
- The 606
- Moraine Hills State Park
- Chicago Cultural Center
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