Vacation rentals in Chicago, United States - page 7

Carefully selected & verified rentals in Chicago, United States
Check-in
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Check-out
20Oct2025Select date
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 603
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1Br Serene And Cozy Chicago Apartment - Manor 2
Map11.2 km from City Centre100 m from Francisco
FromUS$ 58 /nightSelect
Experience Downtown Chicago At Millennium - Luxury Apartments In The Loop
Map900 m from City Centre300 m from CIBC Theatre
FromUS$ 259 /nightSelect
2-Bedroom Cozy Apt In Prime Location - Clark 2
Map11.5 km from City Centre900 m from Berwyn
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Stone Mansion Sleeps 10-20 Free Tv & Parking
Map7.0 km from City Centre1.5 km from Wrigley Field
FromUS$ 1 186 /nightSelect
The Wrigleyville Deluxe -Steps From Wrigley Sleeps 10
MapWrigley Field300m
  • Walking distance to Wrigley Field
  • Five bedrooms for larger groups
  • Fully equipped kitchen available
  • Air conditioning
  • Flat-screen TV
  • Free parking
Hotel for group stays near Chicago's Wrigley Field
FromUS$ 697 /nightSelect
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$ 364 /nightSelect
1Br Calm & Cozy Apt In Lincoln Square - Eastwood 2S
Map10.7 km from City Centre300 m from Western Station (Brown Line)
FromUS$ 274 /nightSelect
Alluring Studio Apartment In Jefferson Park - Leland 1N
MapDynamic Jefferson Park area1.2km
  • Flat-screen TV for entertainment
  • No smoking on site for comfort
  • On-site dryer for convenience
  • Flat-screen TV
  • On-site dryer
  • No smoking
Hotel offering studio rooms in a vibrant neighborhood
FromUS$ 182 /nightSelect
Mccormick Place Modern 2Br Loft In Downtown Chicago Michigan Avenue With Optional Parking Near Soldier Field
6 adults
2 bedrooms
3 beds
MapNear Field Museum2.3km
  • Spacious rooms for up to eight guests
  • Fully equipped kitchen and dining area
  • Fitness centre for active travelers
  • Fitness Centre
  • Patio Views
  • 24-Hour Reception
Modern hotel suite featuring urban comfort and amenities
FromUS$ 1 129 /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
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
Mccormick Place Luxurious And Spacious 3Br In Downtown Chicago With Optional Parking Sleeps 10 Guests
6 adults
3 bedrooms
4 beds
MapProximity to Field Museum200m
  • Three bedrooms and two bathrooms available
  • Optional parking for convenience
  • Fitness center on-site for guests
  • Fitness Centre
  • Air Conditioning
  • 24-hour Reception
Hotel with three bedrooms and downtown accessibility
FromUS$ 1 615 /nightSelect
City Charm 1-Bedroom Oasis - Woodlawn 1E
Map9.6 km from City Centre300 m from Divine Word Theologate
FromUS$ 223 /nightSelect
Mccormick Place Secret Oasis With Optional Parking For Up To 8 Guests
Map2.7 km from City Centre700 m from McCormick Place
FromUS$ 156 /nightSelect
Hermosa House Apartment - Peaceful Quiet 3Br, Free Street Parking, Solar Powered, By Logan Square
Map9.1 km from City Centre1.3 km from Cannella School of Hair Design
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Kimball Suites
Map7.2 km from City Centre
FromUS$ 65 /nightSelect
Quick Drive To Downtown Chicago & Early Check-In
Map3.8 km from City Centre1.2 km from United Center
FromUS$ 216 /nightSelect
Afrique Francaise De Woodlawn 2
Map11.5 km from City Centre700 m from King Drive
FromUS$ 76 /nightSelect
First Floor Condo In Chicago
MapNear Cloud Gate - The Bean6.6km
  • Rooms with a spa bath
  • Fully equipped kitchen available
  • Private parking on site
  • Spa bath
  • Private parking
  • Cable TV
Condo with fully equipped kitchen in Chicago's heart
FromUS$ 312 /nightSelect
Check-in
19Oct2025Select date
Check-out
20Oct2025Select date
Rooms and Guests2 Guests, 1 Room