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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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$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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SP SUITES - North Side - Rogers Park - — Property 7017444
- Apartment
- 2 bedrooms , sleeps 4
- 1 bathroom
- air-conditioning
- clothes dryer
- Rates (shown in USD)
- $700 - $850 per apartment per week
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SpSuites - Huron — Property 7017445
- Apartment
- 1 bedroom , sleeps 3
- 1 bathroom
- air-conditioning
- balcony
- Rates (shown in USD)
- $900 - $1200 per apartment per week
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Sp Suites Budget Rental — Property 7017443
- Apartment
- studio , sleeps 2
- 1 half bathroom
- air-conditioning
- clothes dryer
- Rates (shown in USD)
- $450 - $480 per apartment per week
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SP SUITES - Streeterville — Property 7020575
- Apartment
- 1 bedroom , sleeps 3
- 1 bathroom
- accept credit card
- air-conditioning
- Rates (shown in USD)
- $1500 per apartment per week
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Magnificent Brownstone Home
A 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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$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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PENTHOUSE on Michigan Ave
$$79 per Room - Unlimited Skyline Views in this New Contemporary Penthouse — Property 265846
- Condo
- 3 bedrooms , sleeps 6
- 2 bathrooms
- downtown
- jacuzzi
- Rates (shown in USD)
- $1600 per property per week
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Great Value, Near Downtown & McCormick Place. Hot Tub, Amazing View, & Parking — Property 225815
- Apartment
- 3 bedrooms , sleeps 6
- 1 bathroom
- 1 half bathroom
- town
- sauna
- Rates (shown in USD)
- $750 - $1100 per property per week
Refine Your Search
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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)
