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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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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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Millennium Park — Property 7033291
- Apartment
- 2 bedrooms , sleeps 1
- 2 bathrooms
- air-conditioning
- family
- Rates (shown in USD)
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20%til sept 7Luxury Penthouse in A++LincolnPark,Depaul ,'Suites of Old Town #3' — Property 228768
- Condo
- 2 bedrooms , sleeps 6
- 2 bathrooms
- beach, downtown
- garden
- Rates (shown in USD)
- $1925 per property per week
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Luxury Penthouse Lakeview/Roscoe Village A — Property 228769
- Condo
- 2 bedrooms , sleeps 6
- 2 bathrooms
- downtown, village
- pool
- Rates (shown in USD)
- $1575 per property per week
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Teri's Chicago Guest House *Clark Suite * Wrigleyville — Property 146193
- Apartment
- 3 bedrooms , sleeps 8
- 2 bathrooms
- downtown, lake
- garden
- Rates (shown in USD)
- $2513 - $3143 per property per week
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Guesthouse Chicago Lakeview Close to Wrigley Cubs Roscoe Village — Property 228202
- Condo
- 3 bedrooms , sleeps 8
- 2 bathrooms
- downtown, lake
- jacuzzi
- Rates (shown in USD)
- $1575 per property per week
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Gold Coast High Rise
Gold Coast High-rise: 1 Block to Mich Ave Shopping. Best Location — Property 204526
- Condo
- 2 bedrooms , sleeps 6
- 2 bathrooms
- downtown
- terrace
- Rates (shown in USD)
- $800 - $1500 per property per week
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Luxurious Chicago Condo Overlooking Lake Michigan, Soldier Field & Museum Campus — Property 222634
- Condo
- 3 bedrooms , sleeps 6
- 3 bathrooms
- downtown, lake
- balcony
- Rates (shown in USD)
- $2800 per property per week
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Edgewater Vacation Rental
Serene Location in Vibrant City - Chicago's Edgewater Vacation — Property 247576
- Condo
- 3 bedrooms , sleeps 6
- 1 bathroom
- downtown
- balcony
- Rates (shown in USD)
- $1225 - $1400 per property per week
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Teri's Chicago Guest House * Wrigley Suite * Wrigleyville — Property 319203
- Apartment
- 4 bedrooms , sleeps 8
- 2 bathrooms
- downtown, lake
- garden
- Rates (shown in USD)
- $2772 - $3465 per property per week
Refine Your Search
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Bedrooms
- Studio (2)
- 1 bedroom (21)
- 2 bedrooms (32)
- 3 bedrooms (25)
- 4+ bedrooms (24)
Sleeps
- Sleeps 1-4 (27)
- Sleeps 5-8 (51)
- Sleeps 9-12 (20)
- Sleeps 13 or more (6)
Baths
- 1 bathroom (40)
- 2 bathrooms (37)
- 3 bathrooms (14)
- 4+ bathrooms (12)
Lodging Type
- apartment rentals (27)
- condo rentals (52)
- house rentals (23)
- townhome rentals (2)
Amenities
- air conditioning (99)
- satellite or cable tv (88)
- pool (27)
- internet access (65)
- dishwasher (94)
- washing machine (92)
Leisure Activities
Suitability
- wheelchair accessible (28)
- suitable for elderly or infirm (56)
- pet friendly (28)
- non smoking only (79)
