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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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Beautiful Classic Brownstone Home — Property 211715
- House
- 5 bedrooms , sleeps 13
- 3 bathrooms
- air-conditioning
- internet access
- Rates (shown in USD)
- $3003 per property per week
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Great City Views, Off Michigan Ave/Mag Mile Contemporary. 1BR/1BA Gold Coast — Property 245680
- Condo
- 1 bedroom , sleeps 3
- 1 bathroom
- downtown
- pool
- Rates (shown in USD)
- $1225 per property per week
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Beautiful Brand-new Condo in trendy Andersonville — Property 247326
- Condo
- 3 bedrooms , sleeps 8
- 2 bathrooms
- downtown, lake
- jacuzzi
- Rates (shown in USD)
- $1100 per property per week
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Sp Suite MIllenum Park — Property 144766
- Condo
- 1 bedroom , sleeps 2
- 1 bathroom
- downtown, lake
- jacuzzi
- Rates (shown in USD)
- $800 - $1000 per property per week
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West Loop Condo w/Amazing View
Amazing Views of the Chicago Skyline from this Luxury Condo — Property 222038
- Condo
- 2 bedrooms , sleeps 4
- 2 bathrooms
- downtown, lake
- balcony
- Rates (shown in USD)
- $725 - $775 per property per week
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Magnolia
Beautiful, Spacious & Sunny 3 Bedroom Condo — Property 212128
- Apartment
- 3 bedrooms , sleeps 8
- 1 bathroom
- 1 half bathroom
- downtown, town
- balcony
- Rates (shown in USD)
- $1743 per property 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* 4 BR - Luxurious Multi-Level Downtown Home with Amazing Views! — Property 7011615
- House
- 4 bedrooms , sleeps 10
- 4 bathrooms
- 1 half bathroom
- adventure
- air-conditioning
- Rates (shown in USD)
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$89 per Bedroom* 9 BR -Breathtaking Graystone Just Minutes Wrigley Field — Property 7011798
- House
- 9 bedrooms , sleeps 21
- 6 bathrooms
- adventure
- air-conditioning
- Rates (shown in USD)
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$129 per Bedroom* 4BR - Beautiful New Home near Wrigleyville! — Property 7011796
- House
- 4 bedrooms , sleeps 10
- 6 bathrooms
- adventure
- air-conditioning
- Rates (shown in USD)
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Bedrooms
- Studio (2)
- 1 bedroom (21)
- 2 bedrooms (31)
- 3 bedrooms (25)
- 4+ bedrooms (24)
Sleeps
- Sleeps 1-4 (26)
- Sleeps 5-8 (51)
- Sleeps 9-12 (20)
- Sleeps 13 or more (6)
Baths
- 1 bathroom (39)
- 2 bathrooms (37)
- 3 bathrooms (14)
- 4+ bathrooms (12)
Lodging Type
- apartment rentals (26)
- condo rentals (52)
- house rentals (23)
- townhome rentals (2)
Amenities
- air conditioning (99)
- satellite or cable tv (88)
- pool (27)
- internet access (65)
- dishwasher (93)
- washing machine (92)
Leisure Activities
Suitability
- wheelchair accessible (28)
- suitable for elderly or infirm (56)
- pet friendly (28)
- non smoking only (78)
