Vacation rentals in Chicago, United States - page 23

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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441-460 out of 620
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Ukrainian Village 2Br Modern Apartment D1 Chicago
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$ 224 /nightSelect
East Village 2Br Modern Apartment H1 Chicago
MapCharming West Town area1km
  • Modern 2BR apartment with private entrance
  • Fully equipped kitchen for home cooking
  • Located in vibrant West Town neighborhood
  • Air Conditioning
  • Fully Equipped Kitchen
  • Private Entrance
Stylish city apartment in a dynamic urban setting
FromUS$ 156 /nightSelect
1Br Adorable Apt With In-Unit Laundry - Lake 206 Rep
MapAdorable West Loop neighborhood200m
  • Fully equipped kitchen available
  • Modern flat-screen TV provided
  • Non-smoking rooms for comfort
  • Flat-screen TV
  • Air conditioning
  • In-unit washer
Cozy hotel with modern amenities in vibrant setting
FromUS$ 579 /nightSelect
Well-Equipped Studio Apartment - Dorchester 511
MapHyde Park and University of Chicago300m
  • Well-equipped kitchen for meal preparation
  • Air-conditioned rooms for comfort
  • Pets allowed for furry travelers
  • Air conditioning
  • Full kitchen
  • Non-smoking rooms
Studio apartment offering convenient access to Chicago attractions
FromUS$ 142 /nightSelect
1Br Modern & Chic Apt In Downtown Chicago - Dorchester 204
MapClose to University of Chicago500m
  • Stylish design and modern furnishings
  • Fully equipped kitchen for cooking needs
  • Pet-friendly environment for furry companions
  • Air Conditioning
  • Flat-screen TV
  • Non-smoking Rooms
Chic apartment in vibrant Hyde Park neighborhood
FromUS$ 174 /nightSelect
Chicago Studio Unit Cozy & Convenient - Bstone 226 Rep
MapUniversity of Chicago campus300m
  • Full kitchen with cookware and utensils
  • Stylish flat-screen TV for entertainment
  • Located in vibrant Hyde Park neighborhood
  • Kitchenette
  • Flat-screen TV
  • Spa access
Modern hotel in a culturally rich community setting
FromUS$ 78 /nightSelect
1Br Chic And Cozy Apartment In Chicago - Hyde Park 408
MapUniversity of Chicago campus500m
  • Fully equipped kitchen available
  • Air conditioning throughout the apartment
  • Flat-screen TV for entertainment
  • Air conditioning
  • Flat-screen TV
  • Pet-friendly
Chic apartment ideal for relaxing getaways in Hyde Park
FromUS$ 154 /nightSelect
1Br Prime Hyde Park Apartment - Dorchester 201
MapHyde Park neighborhood300m
  • Fully equipped kitchen available
  • Pet-friendly rooms offered
  • Air-conditioned with flat-screen TV
  • Pet-friendly
  • Air conditioning
  • Flat-screen TV
Hotel offering modern amenities in a vibrant neighborhood
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1Br Bright And Airy Apt In Hyde Park - Hyde Park 109 And 209 Rep
MapNear University of Chicago300m
  • Bright and airy pet-friendly rooms
  • Fully equipped kitchen with cookware
  • Close to notable Hyde Park locations
  • Air Conditioning
  • Pet Friendly
  • Flat-Screen TV
Apartment hotel offering vibrant spaces in Hyde Park
FromUS$ 151 /nightSelect
City Charm Studio Apt In Chicago - Kenwood 205
MapHyde Park jazz festival300m
  • Pet-friendly rooms available
  • Modern kitchen amenities included
  • Air-conditioned for guest comfort
  • Pet-friendly
  • Fully equipped kitchen
  • Air conditioning
Studio hotel rooms in vibrant Hyde Park neighborhood
FromUS$ 170 /nightSelect
Trendy Studio Apartment In Chicago - Kenwood 103 & 303 Rep
MapHyde Park neighborhood300m
  • Air conditioning available for comfort
  • Fully equipped kitchen for dining
  • Pet-friendly rooms for travelers
  • Fully equipped kitchen
  • Pet-friendly rooms
  • Non-smoking policy
Rooms in a vibrant neighborhood near cultural attractions
FromUS$ 143 /nightSelect
Blueground River N Gym Pool Nr Riverwalk Chi-128
Map1.0 mi from City Centre600 yd from Chicago Riverwalk
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Spacious 5Br Luxury Suite Perfect For Groups With Gym Access And Optional Parking Near Mccormick Place, Grant Park And Soldier Field
MapNear McCormick Place0m
  • Five large bedrooms for group stays
  • Fitness centre available on-site
  • Modern kitchen with dining area
  • Fitness Centre
  • Optional Parking
  • City Views
Luxury hotel suite ideal for groups with gym access
FromUS$ 1 643 /nightSelect
Luxury Cozy 2Br With Optional Parking And Gym Access Near Mccormick Place, Lakefront And Soldier Field
MapNear McCormick Place300m
  • Fitness centre access for guests staying here
  • Patio with views of the city skyline
  • Rooms soundproofed for a restful stay
  • Gym access
  • City views
  • Optional parking
Modern hotel with luxury amenities and city views
FromUS$ 785 /nightSelect
Modern 2Br Stay In South Loop With Optional Parking & Gym Access Near Museum Campus & Grant Park
MapMuseum Campus area200m
  • Fitness centre for active travelers
  • Two bedrooms and two bathrooms available
  • Optional parking for convenience
  • Fitness centre
  • City views
  • Parking available
Hotel offering urban comfort near cultural hotspots
FromUS$ 519 /nightSelect
Luxury 6Br Loft Suite Perfect For 12 Guests With Skyline Views, Optional Parking And Gym Access Near Mccormick Place And Soldier Field
MapNear McCormick Place300m
  • Spacious six-bedroom loft for large groups
  • Skyline views from the patio area
  • Fully equipped kitchen for self-catering
  • Patio area
  • Luggage storage
  • Parking available
Luxury hotel with expansive suites and urban skyline views
FromUS$ 1 436 /nightSelect
Mccormick 3Br/2Ba Luxury Suite For Up To 8 Guests With Optional Parking And Gym Access
MapHistoric Printers Row0m
  • Three bedrooms for larger groups
  • Fully equipped kitchen available
  • On-site fitness centre access
  • Fitness Centre
  • Private Parking
  • City Views
Luxury hotel offering spacious suite with gym access
FromUS$ 1 615 /nightSelect
Spacious 5Br Luxury Suite Perfect For Group Sleeps 12 Near Mccormick Place, Grant Park And Soldier Field
MapNear McCormick Place200m
  • Five lavish bedrooms for larger groups
  • Fully equipped kitchen for meal preparation
  • City views from private patio area
  • Fitness Centre
  • Private Parking
  • Elevator
Luxury suite ideal for group gatherings in Chicago
FromUS$ 914 /nightSelect
Massive Luxury 5Br Loft For Groups Up To 12 Guests With Optional Parking And Gym Access Near Mccormick Place And Soldier Field
MapNear McCormick Place2.3km
  • Five bedrooms for up to 12 guests
  • Fitness center with gym access
  • Billiards available on-site
  • Fitness Centre
  • Billiards
  • Luggage Storage
Luxury group accommodation with modern amenities and gym
FromUS$ 954 /nightSelect
Luxurious 5Br Suite Perfect For Group Of 12 Guests With Pool Table, Optional Parking And Gym Access Near Mccormick Place And Soldier Field
MapNear McCormick Place300m
  • Five bedrooms for large groups
  • On-site billiards for entertainment
  • Gym access included for guests
  • Fitness Centre
  • Pool Table
  • Parking Available
Luxury suite ideal for group stays with amenities
FromUS$ 1 406 /nightSelect

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Check-in
30Jan2026Select date
Check-out
31Jan2026Select date
Rooms and Guests2 Guests, 1 Room