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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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Luxury Condo, Spectacular View
Gorgeous Professionally Designed Loft-style Condo in Prime South Loop Location! — Property 177863
- Condo
- 2 bedrooms , sleeps 6
- 2 bathrooms
- downtown, lake
- balcony
- Rates (shown in USD)
- $1400 - $1600 per property per week
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Elegant Luxury Condo in heart of Downtown Chicago — Property 222910
- Condo
- 2 bedrooms , sleeps 4
- 2 bathrooms
- 1 half bathroom
- downtown, lake
- fitness room
- Rates (shown in USD)
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Huge Luxury One Bedroom Condo in Unbeatable Downtown Location! — Property 244340
- Condo
- 1 bedroom , sleeps 4
- 1 bathroom
- downtown, lake
- pets considered
- Rates (shown in USD)
- $1200 per property per week
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Large Luxury Home near Downtown Chicago — Property 169076
- House
- 5 bedrooms , sleeps 15
- 4 bathrooms
- 1 half bathroom
- downtown, river
- daily maid service
- Rates (shown in USD)
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Chicago Visitors' HOME-BASE
Perfect place to hang your hat while your in-between activities. — Property 237383
- Apartment
- 3 bedrooms , sleeps 6
- 2 bathrooms
- town
- pets considered
- Rates (shown in USD)
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North Side Suites 4 Bedroom-Near Lincoln Park, Wrigley, Downtown — Property 235477
- Apartment
- 4 bedrooms , sleeps 10
- 2 bathrooms
- downtown, lake
- air-conditioning
- Rates (shown in USD)
- $1950 per property per week
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Lincoln Park Suite---4 Bedrooms 2 Bathroom--Wrigley--Downtown — Property 236651
- Apartment
- 4 bedrooms , sleeps 10
- 2 bathrooms
- air-conditioning
- internet access
- Rates (shown in USD)
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March/April Special! Amazing 2 BR Towering Over Chicago — Property 226125
- Condo
- 2 bedrooms , sleeps 4
- 1 bathroom
- downtown
- pool
- Rates (shown in USD)
- $1400 per property per week
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Downtown Chicago Luxury Home - Elegance, Comfort, Convenience — Property 154813
- House
- 4 bedrooms , sleeps 11
- 4 bathrooms
- downtown, lake
- jacuzzi
- Rates (shown in USD)
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Great Economical Vacation Corporate Rental — Property 160572
- Condo
- 3 bedrooms , sleeps 9
- 1 bathroom
- downtown
- air-conditioning
- Rates (shown in USD)
- $1400 per property per week
Refine Your Search
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Bedrooms
- Studio (2)
- 1 bedroom (21)
- 2 bedrooms (32)
- 3 bedrooms (24)
- 4+ bedrooms (24)
Sleeps
- Sleeps 1-4 (27)
- Sleeps 5-8 (51)
- Sleeps 9-12 (19)
- Sleeps 13 or more (6)
Baths
- 1 bathroom (40)
- 2 bathrooms (37)
- 3 bathrooms (13)
- 4+ bathrooms (12)
Lodging Type
- apartment rentals (27)
- condo rentals (52)
- house rentals (23)
- townhome rentals (1)
Amenities
- air conditioning (97)
- satellite or cable tv (87)
- pool (27)
- internet access (64)
- dishwasher (93)
- washing machine (90)
Leisure Activities
Suitability
- wheelchair accessible (27)
- suitable for elderly or infirm (55)
- pet friendly (28)
- non smoking only (78)
