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Search over 150,000 vacation rentals properties now! Click here to see more Vacation Homes
Search over 150,000 vacation rentals properties now! Click here to see more Vacation Homes
Search for vacation rental homes in Chicago
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$129 per Bedroom* 4BR - CONTEMPRARY HOME w/ Luxurious Finishes & Great Location — Property 7006985
- House
- 4 bedrooms , sleeps 12
- 4 bathrooms
- air-conditioning
- beach
- Rates (shown in USD)
- $2700 per house per week
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Magnolia
Beautiful, Spacious Top Floor Flat — Property 212128
- Apartment
- 3 bedrooms , sleeps 8
- 1 bathroom
- 1 half bathroom
- downtown, town
- internet access
- Rates (shown in USD)
- $1743 per property per week
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$149* 1BR Modern Condo Downtown, Ride to McCormick & Museums — Property 93956
- Condo
- 1 bedroom , sleeps 4
- 1 bathroom
- air-conditioning
- beach
- Rates (shown in USD)
- $73 per condo per week
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$149* 1BR-Contemporary Design in Chicago's Beautiful Gold Coast — Property 93955
- Condo
- 1 bedroom , sleeps 4
- 1 bathroom
- balcony
- beach
- Rates (shown in USD)
- $87 - $90 per condo per week
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$129 per Bedroom* 2BR-Gorgeous Condo with Spectacular View Dwntwn/Michigan Ave — Property 93947
- Condo
- 2 bedrooms , sleeps 6
- 2 bathrooms
- air-conditioning
- beach
- Rates (shown in USD)
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Chicago Escape #1
$99 per night!! 2BR HOME BY LINCOLN SQUARE PERFECT LOCATION WALK TO TRAIN — Property 184803
- House
- 2 bedrooms , sleeps 6
- 1 bathroom
- beach, downtown
- pool
- Rates (shown in USD)
- $693 - $899 per property per week
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Chicago Escape #2
$99 per night!! Gorgeous 2BR Home in Mayfair/Lincoln Square Free Parking! — Property 224715
- House
- 2 bedrooms , sleeps 8
- 1 bathroom
- downtown, lake
- garden
- Rates (shown in USD)
- $693 - $899 per property per week
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Truly Stunning Skyline/River Views! All Luxury Perfect Location w/Free Parking! — Property 184807
- Condo
- 2 bedrooms , sleeps 6
- 2 bathrooms
- downtown, river
- balcony
- Rates (shown in USD)
- $1294 - $1699 per property per week
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Luxurious SF House in Heart of Wrigleyville, LakeView, perfect location! — Property 222256
- House
- 4 bedrooms , sleeps 10
- 3 bathrooms
- downtown, lake
- jacuzzi
- Rates (shown in USD)
- $1250 per property per week
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$149* - Gorgeous Modern Condo in Heart of Downtown Mag Mile! — Property 7011827
- Condo
- 1 bedroom , sleeps 4
- 1 bathroom
- air-conditioning
- balcony
- Rates (shown in USD)
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Bedrooms
- Studio (2)
- 1 bedroom (21)
- 2 bedrooms (32)
- 3 bedrooms (23)
- 4+ bedrooms (24)
Sleeps
- Sleeps 1-4 (27)
- Sleeps 5-8 (50)
- Sleeps 9-12 (19)
- Sleeps 13 or more (6)
Baths
- 1 bathroom (40)
- 2 bathrooms (36)
- 3 bathrooms (13)
- 4+ bathrooms (12)
Lodging Type
- apartment rentals (26)
- condo rentals (52)
- house rentals (23)
- townhome rentals (1)
Amenities
- air conditioning (96)
- satellite or cable tv (86)
- pool (27)
- internet access (63)
- dishwasher (92)
- washing machine (89)
Leisure Activities
Suitability
- wheelchair accessible (27)
- suitable for elderly or infirm (55)
- pet friendly (28)
- non smoking only (77)
