Top Holiday rentals in Illinois

Find the Top Holiday rentals in Illinois – 20+ Quality Options from Leading Providers

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22 Guests, 1 Room
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1-20 out of 27 holiday rentals
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5 adults
1 bedroom
2 beds
From   US$ 79 /nightSelect
  • Seasonal outdoor pool for families
  • On-site bar and restaurant offerings
  • Scenic picnic area with tables
Lodge
From   US$ 99 /nightSelect
The property provides a safe deposit box and a currency exchange and is set 1 km from the city centre.
  • Business Centre
  • Children's Buffet
  • Free Parking
From   US$ 49 /nightSelect
  • 24-hour business centre for guest convenience
  • Children's buffet for family-friendly dining
  • Free private parking for hassle-free access
Holiday home
From   US$ 125 /nightSelect
Being within 0.9 km of Glen Plaza Shopping Center, this villa features a shared lounge.
  • Private Entrance
  • Equipped Kitchen
  • Streaming TV
From   US$ 81 /nightSelect
  • Historic building with private entrance
  • Fully equipped kitchen with dishwasher
  • Streaming services available on TV
  • Private check-in
  • Air conditioning
  • Garden terrace
From   US$ 480 /nightSelect
  • Private entrance for added privacy
  • Fully equipped kitchen for cooking
  • Outdoor picnic area for relaxation
  • Rooftop Pool
  • 24-hour Reception
  • Sun Terrace
From   US$ 266 /nightSelect
  • Rooftop pool with stunning views
  • Fully equipped kitchens in all units
  • Private parking on-site available
  • Shared lounge
  • Outdoor dining
  • Satellite TV
From   US$ 102 /nightSelect
  • Access to picnic area for outdoor relaxation
  • Fully equipped kitchen for self-catering
  • Free private parking available on site
  • Outdoor pool
  • Sun terrace
  • Private parking
From   US$ 283 /nightSelect
  • Stunning city views from apartments
  • Seasonal outdoor pool with sun terrace
  • Fully equipped kitchens in each unit
  • Fitness room
  • Game area
  • Outdoor seating
From   US$ 268 /nightSelect
  • Mini-golf and game facilities available
  • Fully equipped kitchens in all units
  • Pet-friendly with outdoor dining area
From   US$ 271 /nightSelect
The Neighborhood Hotel Lincoln Park is situated in the Lincoln Park district of Chicago, 23 minutes' drive from Midway International airport.
  • Flat-screen TV
  • Golf course
  • Express check-in
From   US$ 175 /nightSelect
  • Private entrance for added privacy
  • Fully equipped kitchen for convenience
  • On-site golf course available
Holiday home
10.0
Perfect1 review
From   US$ 159 /nightSelect
Set at a 4.6 km distance from Dittmar Farms and Orchards, the rooms in the family-friendly Derinda House Villa Elizabeth have views of garden.
From   US$ 237 /nightSelect
Wicker Park and Cards Against Humanity Theater are respectively 1.5 km and 450 metres from the Twin Lions: Bespoke Travel Lodge W/ Speakeasy* Chicago.
From   US$ 112 /nightSelect
The Home With Spacious Yard 14 Mi To Dtwn is located 25 km from Midway International airport and at 150 metres from Cottage Grove & 107th Street bus stop.
Apartment
  • Barbecue area
  • Fireplace
  • Bike rental
From   US$ 232 /nightSelect
  • Private terrace with garden views
  • On-site bicycle rental available
  • Children's playground on premises
From   US$ 176 /nightSelect
Nestled in the South Loop district of Chicago, the Mccormick Place 3Br-2Ba Unit With Optional Parking - Sleeps 8 is nearly 15 minutes' walk from The Field Museum.
From   US$ 196 /nightSelect
Offering a fully-fitted kitchen equipped with a microwave oven, a dishwasher and a washing machine, this villa is set near Shawnee Bluffs Canopy Tour.
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