Vacation rentals in Chicago, United States - page 5

Carefully selected & verified rentals in Chicago, United States
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Rooms and Guests2 Guests, 1 Room
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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Mccormick Place Amazing 2Br Suite With City View And Optional Parking For Up To 8 Guests Near Soldier Field And Lakefront Trail Chicago
MapSouth Loop neighborhood0m
  • Views of the Chicago skyline
  • Fully equipped kitchen available
  • Optional parking for convenience
  • Fitness centre
  • City view
  • 24-hour reception
Hotel featuring urban views and family-friendly amenities
FromUS$ 389 /nightSelect
The Wrigleyville Garden 200 Steps To Wrigley-2Br Chicago
MapClose to Wrigley Field300m
  • Air-conditioned, spacious 2-bedroom rooms
  • Flat-screen TV with satellite channels
  • Non-smoking property with free parking
  • Free parking
  • Air conditioning
  • Flat-screen TV
Modern hotel near iconic Wrigley Field in Chicago
FromUS$ 136 /nightSelect
Stunning 1Br Apartment At Center Of Lakeview - Oakdale 211
MapWrigleyville and Chicago Cubs5km
  • Fully equipped kitchen available for cooking
  • Flat-screen TV for entertainment options
  • No smoking allowed on site for comfort
  • Flat-screen TV
  • Kitchen utensils
  • Laundry dryer
Modern hotel near vibrant Wrigleyville and attractions
FromUS$ 74 /nightSelect
Comfy 2Br Apartment Near Wrigley Field - Grace 3
4 adults
2 bedrooms
1 bed
MapProximity to Wrigley Field700m
  • Flat-screen TV available for entertainment
  • Kitchen utensils for home cooking
  • Convenient dryer on site
  • Flat-screen TV
  • Dryer
  • Kitchen utensils
Apartment offering inviting rooms near Wrigley Field in Chicago
FromUS$ 174 /nightSelect
Lively 2Br Apt In Lincoln Square - Eastwood 47-1
4 adults
2 bedrooms
1 bed
Map10.7 km from City Centre
FromUS$ 312 /nightSelect
Hollywood Rentals Llc
Map12.4 km from City Centre1.9 km from Loyola University Chicago
FromUS$ 9 /nightSelect
2F Chicago'S Little Italy Near West Loop & Downtown
MapBustling Italian Food festival nearby300m
  • Quiet location with spacious rooms
  • Well-equipped kitchen for family meals
  • Close to local attractions and events
  • Fully equipped kitchen
  • Private parking
  • On-site coffee shop
Charming hotel offering modern urban living experience
FromUS$ 215 /nightSelect
1549 North Maplewood Avenue
4 adults
2 bedrooms
3 beds
MapProximity to train station300m
  • On-site spa for relaxation and rejuvenation
  • Fully equipped kitchenette in each room
  • Close to train station for easy travel
  • On-site spa
  • Kitchenette
  • Flat-screen TV
Hotel offering spa services and kitchen facilities
FromUS$ 133 /nightSelect
Adorable 2 Bedroom With Free Street Parking
Map6.1 km from City Centre200 m from Kedzie (Pink Line)
FromUS$ 152 /nightSelect
La Villita - Gateway To Chicago
Map6.2 km from City Centre800 m from Kedzie (Pink Line)
FromUS$ 243 /nightSelect
Luxery Stay Chicago - Themed Units! Close To Downtown, Mccormick Place & Wintrust Arena
MapClose to McCormick Convention Center300m
  • Private beach area for relaxation
  • Fitness centre with yoga classes
  • Family-friendly themed units available
  • Private Beach
  • Fitness Centre
  • Yoga Classes
Themed hotel with beachfront access and family amenities
FromUS$ 243 /nightSelect
Chicago Charm
Map13.6 km from City Centre400 m from Hoyne Avenue Fields
FromUS$ 301 /nightSelect
Chic & Updated Studio Apt In East Lakeview - Barry S1
2 adults
1 bedroom
1 bed
MapNear Wrigley Field and Lincoln Park1.4km
  • Modern studio with updated amenities
  • Air conditioning for comfortable stays
  • Flat-screen TV for entertainment options
  • Air Conditioning
  • Flat-screen TV
  • Kitchen Utensils
Contemporary hotel near popular attractions in Chicago
FromUS$ 168 /nightSelect
1F Cozy Home In Little Italy Near Downtown West Loop United Center
Map2.2 km from City Centre1.3 km from United Center
FromUS$ 200 /nightSelect
Studio Flat In The Heart Of Downtown Chicago
4 adults
1 bedroom
2 beds
MapNear North Side600m
  • Stylish rooms with full kitchen amenities
  • Nearby iconic Chicago attractions
  • Outdoor dining area for relaxation
  • Fully equipped kitchen
  • Outdoor dining
  • Air conditioning
Charming hotel offering urban comfort and convenience
FromUS$ 256 /nightSelect
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$ 210 /nightSelect
Linea Luxury Living With Indoor Pool And Rooftop Views In The Loop
Map1.1 km from City Centre300 m from Chicago Riverwalk
FromUS$ 418 /nightSelect
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$ 104 /nightSelect
Drexel Apartments, Downtown Hyde Park
Map8.6 km from City Centre200 m from Roberts University Assoc
FromUS$ 50 /nightSelect
Style & Serene In Jefferson Park Close To Dwtwn & Ord Unit 1
MapProximity to downtown attractions1.5km
  • Off-site car park available
  • Fully equipped kitchen provided
  • Convenient access to Blue Line station
  • Air conditioning
  • Flat-screen TV
  • Garden area
Hotel offering comfortable rooms near urban attractions
FromUS$ 116 /nightSelect

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Check-in
06Dec2025Select date
Check-out
07Dec2025Select date
Rooms and Guests2 Guests, 1 Room