Vacation rentals in Chicago, United States - page 7

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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121-140 out of 690
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Avra Stylish Apartments Prime West Loop Location Near Union Park Chicago
MapNear popular dining options200m
  • Fully equipped kitchen in every room
  • Fitness centre available for guests
  • Sunny terrace for outdoor relaxation
  • Fitness Centre
  • Sun Terrace
  • Private Parking
Hotel offering stylish rooms with convenient amenities
FromUS$ 115 /nightSelect
Ideal 3Br Business Or Leisure Rental In Chicago Fully Stocked Kitchen & Fast Internet With Optional Parking Near Soldier Field, Grant Park & Mccormick Place
8 adults
3 bedrooms
4 beds
MapHistoric Printers Row300m
  • Three bedrooms for comfortable group stays
  • Features a fitness centre for active guests
  • Private entrance and soundproofing for privacy
  • Fitness Centre
  • Private Entrance
  • City Views
Designer suite ideal for families and groups in Chicago
FromUS$ 715 /nightSelect
Modern Belden
Map7.2 km from City Centre300 m from California Station (Blue Line)
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Apartment Sleeps 4 With Free Parking
Map15.2 km from City Centre1000 m from Jefferson Park
FromUS$ 319 /nightSelect
Mccormick Place 2Br Stylish Suite With Optional Parking And Gym For Up To 8 Guests Near Soldier Field And Grant Park
Map2.7 km from City Centre700 m from McCormick Place
FromUS$ 160 /nightSelect
Family Friendly 2Br South Loop Suite With Optional Parking And Gym Access Sleeps Up To 8 Near Mccormick Place And Soldier Field
4 adults
2 bedrooms
3 beds
MapClose to Field Museum300m
  • Spacious 2 bedroom family unit
  • Gym access and fitness centre
  • Air-conditioned rooms with city views
  • Fitness Centre
  • City Views
  • Parking Available
Family-friendly hotel with gym and parking options
FromUS$ 240 /nightSelect
Webster House
3 adults
1 bedroom
2 beds
Map5.1 km from City Centre300 m from Lincoln Park Hospital
FromUS$ 230 /nightSelect
Walker'S Paradise 1Br Apartment In Lincoln Park - Lincoln 2501
2 adults
2 bedrooms
1 bed
MapCharming Lincoln Park neighborhood200m
  • Full kitchen with cookware and utensils
  • Air conditioning for comfortable stays
  • Flat-screen TV for entertainment
  • On-site parking
  • Air conditioning
  • Flat-screen TV
Urban hotel featuring vibrant local shops and cafes
FromUS$ 64 /nightSelect
1-Bedroom Cozy & Modish Apt - Marshfield W2 Rep
2 adults
1 bedroom
1 bed
MapNear Wrigley Field400m
  • Air-conditioned rooms for comfort
  • Equipped kitchen for dining options
  • Flat-screen TV for entertainment
  • Paid Parking
  • Air Conditioning
  • Flat-Screen TV
Modish hotel in the vibrant Lakeview district of Chicago
FromUS$ 64 /nightSelect
Charming Chicago Apt
Map4.1 km from City Centre500 m from Western Station (Pink Line)
FromUS$ 342 /nightSelect
Mccormick Place 3Br Luxury Penthouse Duplex With Personal Rooftop And Optional Parking For 8 Guests In Chicago South Loop
The largest option:
8 adults
3 bedrooms
4 beds
MapNear Field Museum Of Natural History2.3km
  • Personal rooftop with stunning views
  • Fully equipped kitchen with modern appliances
  • Fitness centre available for guest use
  • Fitness Centre
  • Private Parking
  • Outdoor Dining
Luxury penthouse with rooftop in vibrant Chicago area
FromUS$ 595 /nightSelect
Avenir West Loop Penthouses With Iconic City Views
Map2.4 km from City Centre200 m from Chicago Station (Blue Line)
FromUS$ 383 /nightSelect
Wicker Park 2Br Modern Apartment Dv3
MapNear cultural attractions200m
  • Modern 2-bedroom apartment amenities available
  • Fully equipped kitchen with essentials provided
  • Air conditioning for comfortable stays
  • Fully equipped kitchen
  • Air conditioning
  • Washing machine
Contemporary apartment ideal for leisure travelers
FromUS$ 184 /nightSelect
Afrique Francaise De Woodlawn 2
Map11.5 km from City Centre700 m from King Drive
FromUS$ 76 /nightSelect
Mccormick Place Huge 2Br Cozy Loft Suite With Optional Parking Sleeps 8 Near Soldier Field And Grant Park
Map2.7 km from City Centre700 m from McCormick Place
FromUS$ 284 /nightSelect
Urbaneden Loft Apartment
Map6.6 km from City Centre700 m from Hartgrove Hospital
FromUS$ 150 /nightSelect
Stylish 420 Friendly 3Br Chicago Getaway With Optional Parking Near Mccormick Place, Grant Park & Soldier Field
MapNear Field Museum2.4km
  • Spacious 3-bedroom rooms for families or groups
  • Fully equipped kitchen for convenient cooking
  • Optional parking for added convenience
  • Fully equipped kitchen
  • Air conditioning
  • Private parking
Family-friendly hotel with spacious accommodations in Chicago
FromUS$ 440 /nightSelect
Quiet 1Br, Eat-In Kitchen, Close To Midway
Map10.6 km from City Centre
FromUS$ 194 /nightSelect
Sophisticated 3Br Suite - New Modern And Luxurious
Map1.9 km from City Centre1.3 km from United Center
FromUS$ 264 /nightSelect
Premier Penthouses And Apartment With Captivating Views Of Millennium Park
Map1.4 km from City Centre200 m from Chicago Theater
FromUS$ 1 473 /nightSelect

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