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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Rustic Mix Apartment Chicago
Map5.0 km from City Centre800 m from Kedzie-Homan
FromUS$Â 158
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Luxury Chicago Suite
MapClose to Lincoln Park Zoo10km
- Private entrance for enhanced privacy
- Fully equipped kitchen with essentials
- On-site coffee shop for convenience
- Private entrance
- Fully equipped kitchen
- On-site coffee shop
Hotel featuring well-appointed rooms in vibrant Chicago
FromUS$Â 210
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Fully Equipped Cozy 4/5 Br
MapBack door patio area200m
- Heated outdoor swimming pool
- On-site spa and wellness facilities
- Family-friendly water sports activities
- Outdoor pool
- Spa center
- Water sports
Relaxing hotel with extensive leisure facilities in Chicago
FromUS$Â 134
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Bucktown Private Condo
Map5.5 km from City Centre900 m from Damen (Blue Line)
FromUS$Â 328
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Fulbrix Bright Designer Apartments With West Loop Views
MapWest Loop neighborhood1.5km
- Rooftop pool with city views
- Fully equipped modern kitchens
- Air-conditioned units with terraces
- Rooftop pool
- Outdoor fireplace
- Garden area
Designer hotel featuring rooftop pool and stunning views
FromUS$Â 123
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Kenwood Apartments, Downtown Hyde Park
Map11.1 km from City Centre400 m from Chapin Hall Ctr For Children
FromUS$Â 100
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Gorgeous 4Bdr In Chicago,15Mins From Dwtn
Map14.9 km from City Centre800 m from Jazz Unites Inc
FromUS$Â 221
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Modern 2Br Loft With Amazing City Skyline View And Optional Parking For 8 Guests Near Mccormick Place And Soldier Field
4 adults
2 bedrooms
3 beds
MapSouth Loop neighborhood200m
- Amazing city skyline views from rooms
- Fitness centre available on-site
- Optional parking for up to 8 guests
- Fitness Centre
- Parking Available
- 24-Hour Security
Modern loft-style hotel featuring skyline views and fitness amenities
FromUS$Â 703
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The Penthouse, Lux Stay Near Downtown, Uofc & Lake
Map7.7 km from City Centre700 m from Sutherland Community Arts
FromUS$Â 240
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Upscale Apartment Westside Of Chicago
Map5.7 km from City Centre800 m from Kedzie (Pink Line)
FromUS$Â 253
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Chicago 2Br Suite Perfect For Convention And Business Trips Near Mccormick Place, Arena, Soldier Field And Grant Park
Map2.7 km from City Centre700 m from McCormick Place
FromUS$Â 799
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Condo Apartment Near Midway Airport
Map12.3 km from City Centre1000 m from Midway Airport (MDW)
FromUS$Â 142
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Linea Luxury Living With Indoor Pool And Rooftop Views In The Loop
Map1.1 km from City Centre300 m from Chicago Riverwalk
FromUS$Â 418
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Irving Park Updated Vintage Top Unit 2-Flat
Map10.8 km from City Centre900 m from Addison Station (Blue Line)
FromUS$Â 124
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The Bernardin Gold Coast Luxury Apartments Near Magnificent Mile
Map2.5 km from City Centre300 m from Michigan Avenue
FromUS$Â 585
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A Hidden Gem, Approx 15 Mins To Downtown Chicago!
MapWater Tower Chicago11km
- Outdoor dining area for guest enjoyment
- Shared lounge to relax and socialize
- Fully equipped kitchen for self-catering
- Shared kitchen
- Outdoor area
- Satellite TV
Homestay with relaxed atmosphere and modern amenities
FromUS$Â 102
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Boho Bliss - 1Br, 1Bath W/Patio!
Map7.0 km from City Centre400 m from Gold Domino Social Club
FromUS$Â 147
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Stylish And Expansive 2Br Apt With Balcony - Buckingham 3
MapHome of Wrigleyville300m
- Large balcony for outdoor relaxation
- Flat-screen TV in stylish living area
- Pet-friendly rooms for traveling companions
- Flat-screen TV
- Pet-friendly
- Balcony view
Modern hotel offering expansive rooms in vibrant neighborhood
FromUS$Â 314
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Stylish 2Br Pad With Up-To-Date Comforts - Halsted Rep
4 adults
2 bedrooms
1 bed
MapLakeview neighborhood6km
- Modern amenities in a trendy apartment
- Flat-screen TV for entertainment
- Cookware and kitchen utensils provided
- Flat-screen TV
- Kitchen utensils
- No pets allowed
Stylish hotel featuring contemporary living spaces and facilities
FromUS$Â 197
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3Br Apt In Logan Square Walkable To Highlights - Central Park S6
MapVibrant Logan Square neighborhood300m
- Air-conditioned rooms with flat-screen TV
- On-site dryer for guest convenience
- Non-smoking rooms ensure fresh air
- Air conditioning
- Flat-screen TV
- Dryer
Modern hotel featuring family-friendly living space
FromUS$Â 314
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