Vacation rentals in Chicago, United States - page 2
Carefully selected & verified rentals in Chicago, United States
Chicago boasts attractions like Millennium Park, Navy Pier, and the Art Institute of Chicago. You can also catch a game at Wrigley Field or enjoy the waterfront at Oak Street Beach. Many options await you, from boutique hotels in the West Loop to hotels with pools and pet-friendly hotels scattered throughout the city. This selection includes the best Marriott Hotels, Wyndham Hotels, and IHG Hotels for fantastic stays. Book early, especially during festivals, and use the Blue Line train to navigate easily.
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2Br Airy & Tidy Apt With Free Covered Parking - Central Modern Chicago
6 adults
2 bedrooms
1 bed
MapNearby United Center1.2km
- Free covered parking available
- Flat-screen TV in all rooms
- Cookware and kitchen utensils provided
- Free Parking
- Flat-screen TV
- Kitchen Utensils
Modern hotel with essential amenities for travelers
FromUS$Â 336
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The Chic Urban Oasis Near The Lake! Chicago
MapProximity to Museum of Science and Industry4.5km
- Close to 63rd Street Beach
- Spacious rooms with fireplace
- Golf course onsite for leisure
- Golf course
- Air conditioning
- Flat-screen TV
Hotel with spacious rooms near Chicago's attractions
FromUS$Â 136
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Cozy Luxury Apt~ Near Uchicago/Hydepark/Lakeshore
Map10.6 km from City Centre400 m from King Drive
FromUS$Â 150
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Mccormick Place 420 Friendly 3Br In Downtown Chicago With Optional Parking Sleeps 8 Guests Near Soldier Field, Grant Park And Lakefront Trail
MapNear Field Museum2.3km
- Allergy-free and soundproof rooms
- Fully equipped kitchen with dishwasher
- Optional on-site parking available
- Flat-screen TV
- Air conditioning
- Bicycle parking
Spacious downtown Chicago hotel with parking options
FromUS$Â 165
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Afrique Francaise De Woodlawn 1
Map11.5 km from City Centre700 m from King Drive
FromUS$Â 32
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Bella Villa On Taylor Street Chicago'S Little Italy 1 Mile West The Loop & Uic
Map2.2 km from City Centre1.6 km from United Center
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The Twin Lions: Bespoke Travel Lodge W/ Speakeasy*
Map5.4 km from City Centre300 m from Churchill Park
FromUS$Â 237
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Mccormick Place Beautiful 2Br Apartment With Optional Parking Sleeps Up To 8 Near Soldier Field, Grant Park And Lakefront Trail
Map2.7 km from City Centre700 m from McCormick Place
FromUS$Â 459
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Cozy 420-Friendly 3Br Modern Home With Optional Parking Near Mccormick Place, Museum Campus And Soldier Field
Map2.6 km from City Centre900 m from McCormick Place
FromUS$Â 216
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1Br Apartment In Rogers Park With King Bed - Lunt 2E
2 adults
1 bedroom
1 bed
MapRogers Park neighborhood300m
- King bed for comfortable sleeps
- Fully equipped kitchen amenities
- Regular farmers market nearby
- Paid parking
- Air conditioning
- Dryer
Hotel featuring a well-equipped kitchen and king bed
FromUS$Â 174
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Cool 2Br Apartment Close To Fun City - Grace 2
5 adults
2 bedrooms
1 bed
MapVibrant Lakeview neighborhood9km
- Modern flat-screen TV amenities
- Quiet, smoke-free environment
- Convenient dryer for guests
- Flat-screen TV
- Dryer
- Smoke-free
Hotel offering chic urban living near entertainment hubs
FromUS$Â 557
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Superior
8 adults
3 bedrooms
4 beds
MapWest Town neighborhood dining200m
- Spacious rooms with city views
- Outdoor patio and barbecue facilities
- Equipped kitchen for convenient dining
- Outdoor dining
- Equipped kitchen
- City views
Hotel offering modern amenities and a vibrant locale
FromUS$Â 764
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Jeffjack Heated Pool Penthouse In Chicago'S West Loop
MapDowntown shopping destination300m
- Rooftop pool for relaxation
- Hot tub for ultimate comfort
- 24-hour security for safety
- Rooftop pool
- Hot tub
- Fitness centre
Hotel with distinctive rooftop pool and luxury amenities
FromUS$Â 326
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Flexhome Avondale 2Br Apt W1 With Parking
Map8.9 km from City Centre600 m from Belmont Station (Blue Line)
FromUS$Â 181
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6 Mi To Dtwn Pet-Friendly Chicago Condo
Map7.8 km from City Centre600 m from 47th Station (Green Line)
FromUS$Â 148
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Lakeview East Apartment
Map6.7 km from City Centre1.5 km from Wrigley Field
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The Banksy-Free Parking -4 Bedroom W King Bed- Firepit Rooftop Near United Center
Map3.8 km from City Centre1000 m from United Center
FromUS$Â 524
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Foundry Unmatched Skyline Views At Lincoln Park
Map3.7 km from City Centre400 m from North/Clybourn
FromUS$Â 813
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Ukrainian Village 2Br Modern Apartment D1
MapWest Town's dining and boutiques1km
- 2 Bedrooms with modern amenities
- Fully equipped kitchen for convenience
- Non-smoking, family-friendly rooms
- Fully equipped kitchen
- Air conditioning
- Washing machine
Urban retreat with modern apartments in vibrant neighborhood
FromUS$Â 224
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South Loop 2Br Getaway With Smart Tvs & Optional Parking Near Mccormick Place, Museum Campus & Downtown
MapNear Field Museum300m
- Spacious rooms with city views
- Fitness centre on-site
- Optional parking with EV charging
- Fitness Centre
- Electric Charging
- 24-Hour Reception
Family-friendly hotel with modern amenities in Chicago
FromUS$Â 1Â 289
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