Chicago Vacation Rentals

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4 BR Theater Room, Gym, Walk to Lincoln Park!
4 BR Theater Room, Gym, Walk to Lincoln Park!
4 BR Theater Room, Gym, Walk to Lincoln Park!
4 BR Theater Room, Gym, Walk to Lincoln Park!
4 BR Theater Room, Gym, Walk to Lincoln Park!
4 BR Theater Room, Gym, Walk to Lincoln Park!
4 BR Theater Room, Gym, Walk to Lincoln Park!
4 BR Theater Room, Gym, Walk to Lincoln Park!
4 BR Theater Room, Gym, Walk to Lincoln Park!
4 BR Theater Room, Gym, Walk to Lincoln Park!
4 BR Theater Room, Gym, Walk to Lincoln Park!
4 BR Theater Room, Gym, Walk to Lincoln Park!
4 BR Theater Room, Gym, Walk to Lincoln Park!
4 BR Theater Room, Gym, Walk to Lincoln Park!
4 BR Theater Room, Gym, Walk to Lincoln Park!
4 Bedrooms
2 Bathrooms
$94 - $2767 / night (excl. fees & taxes)
Mayor's Manor in Central Chicago
Mayor's Manor in Central Chicago
Mayor's Manor in Central Chicago
Mayor's Manor in Central Chicago
Mayor's Manor in Central Chicago
Mayor's Manor in Central Chicago
Mayor's Manor in Central Chicago
Mayor's Manor in Central Chicago
Mayor's Manor in Central Chicago
Mayor's Manor in Central Chicago
Mayor's Manor in Central Chicago
Mayor's Manor in Central Chicago
Mayor's Manor in Central Chicago
Mayor's Manor in Central Chicago
Mayor's Manor in Central Chicago
3 Bedrooms
2 Bathrooms
$178 - $1369 / night (excl. fees & taxes)
Pueblo Magíco: Modern-rustic central city gem
Pueblo Magíco: Modern-rustic central city gem
Pueblo Magíco: Modern-rustic central city gem
Pueblo Magíco: Modern-rustic central city gem
Pueblo Magíco: Modern-rustic central city gem
Pueblo Magíco: Modern-rustic central city gem
Pueblo Magíco: Modern-rustic central city gem
Pueblo Magíco: Modern-rustic central city gem
Pueblo Magíco: Modern-rustic central city gem
Pueblo Magíco: Modern-rustic central city gem
Pueblo Magíco: Modern-rustic central city gem
Pueblo Magíco: Modern-rustic central city gem
Pueblo Magíco: Modern-rustic central city gem
Pueblo Magíco: Modern-rustic central city gem
Pueblo Magíco: Modern-rustic central city gem
4 Bedrooms
2 Bathrooms
$210 - $1667 / night (excl. fees & taxes)
2BD/1 BA with summer patio in quiet Roscoe Village
2BD/1 BA with summer patio in quiet Roscoe Village
2BD/1 BA with summer patio in quiet Roscoe Village
2BD/1 BA with summer patio in quiet Roscoe Village
2BD/1 BA with summer patio in quiet Roscoe Village
2BD/1 BA with summer patio in quiet Roscoe Village
2BD/1 BA with summer patio in quiet Roscoe Village
2BD/1 BA with summer patio in quiet Roscoe Village
2BD/1 BA with summer patio in quiet Roscoe Village
2BD/1 BA with summer patio in quiet Roscoe Village
2BD/1 BA with summer patio in quiet Roscoe Village
2BD/1 BA with summer patio in quiet Roscoe Village
2BD/1 BA with summer patio in quiet Roscoe Village
2BD/1 BA with summer patio in quiet Roscoe Village
2BD/1 BA with summer patio in quiet Roscoe Village
2 Bedrooms
1 Bathroom
$95 - $363 / night (excl. fees & taxes)
2BD/1 BA with summer patio in quiet Roscoe Village
2BD/1 BA with summer patio in quiet Roscoe Village
2BD/1 BA with summer patio in quiet Roscoe Village
2BD/1 BA with summer patio in quiet Roscoe Village
2BD/1 BA with summer patio in quiet Roscoe Village
2BD/1 BA with summer patio in quiet Roscoe Village
2BD/1 BA with summer patio in quiet Roscoe Village
2BD/1 BA with summer patio in quiet Roscoe Village
2BD/1 BA with summer patio in quiet Roscoe Village
2BD/1 BA with summer patio in quiet Roscoe Village
2BD/1 BA with summer patio in quiet Roscoe Village
2BD/1 BA with summer patio in quiet Roscoe Village
2BD/1 BA with summer patio in quiet Roscoe Village
2BD/1 BA with summer patio in quiet Roscoe Village
2BD/1 BA with summer patio in quiet Roscoe Village
2 Bedrooms
1 Bathroom
4.97IconIconIconIconIcon
98 reviews
$95 - $363 / night (excl. fees & taxes)
2 Bedroom + Office - Honeycomb Workspace
2 Bedroom + Office - Honeycomb Workspace
2 Bedroom + Office - Honeycomb Workspace
2 Bedroom + Office - Honeycomb Workspace
2 Bedroom + Office - Honeycomb Workspace
2 Bedroom + Office - Honeycomb Workspace
2 Bedroom + Office - Honeycomb Workspace
2 Bedroom + Office - Honeycomb Workspace
2 Bedroom + Office - Honeycomb Workspace
2 Bedroom + Office - Honeycomb Workspace
2 Bedroom + Office - Honeycomb Workspace
2 Bedroom + Office - Honeycomb Workspace
2 Bedroom + Office - Honeycomb Workspace
2 Bedroom + Office - Honeycomb Workspace
2 Bedroom + Office - Honeycomb Workspace
2 Bedrooms
1 Bathroom
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5 reviews
$125 / night (excl. fees & taxes)
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Chicago 1BR: Stylish Stay with Workspace
Chicago 1BR: Stylish Stay with Workspace
Chicago 1BR: Stylish Stay with Workspace
Chicago 1BR: Stylish Stay with Workspace
Chicago 1BR: Stylish Stay with Workspace
Chicago 1BR: Stylish Stay with Workspace
Chicago 1BR: Stylish Stay with Workspace
Chicago 1BR: Stylish Stay with Workspace
Chicago 1BR: Stylish Stay with Workspace
Chicago 1BR: Stylish Stay with Workspace
Chicago 1BR: Stylish Stay with Workspace
Chicago 1BR: Stylish Stay with Workspace
Chicago 1BR: Stylish Stay with Workspace
1 Bedroom
1 Bathroom
$62 - $1000 / night (excl. fees & taxes)
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Chicago Chic: Cozy 1BR with Stylish Workspace
Chicago Chic: Cozy 1BR with Stylish Workspace
Chicago Chic: Cozy 1BR with Stylish Workspace
Chicago Chic: Cozy 1BR with Stylish Workspace
Chicago Chic: Cozy 1BR with Stylish Workspace
Chicago Chic: Cozy 1BR with Stylish Workspace
Chicago Chic: Cozy 1BR with Stylish Workspace
Chicago Chic: Cozy 1BR with Stylish Workspace
Chicago Chic: Cozy 1BR with Stylish Workspace
Chicago Chic: Cozy 1BR with Stylish Workspace
Chicago Chic: Cozy 1BR with Stylish Workspace
Chicago Chic: Cozy 1BR with Stylish Workspace
Chicago Chic: Cozy 1BR with Stylish Workspace
Chicago Chic: Cozy 1BR with Stylish Workspace
Chicago Chic: Cozy 1BR with Stylish Workspace
1 Bedroom
1 Bathroom
$62 - $1000 / night (excl. fees & taxes)
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Fitness Pad: Stylish 2BR with Gym in Chicago
Fitness Pad: Stylish 2BR with Gym in Chicago
Fitness Pad: Stylish 2BR with Gym in Chicago
Fitness Pad: Stylish 2BR with Gym in Chicago
Fitness Pad: Stylish 2BR with Gym in Chicago
Fitness Pad: Stylish 2BR with Gym in Chicago
Fitness Pad: Stylish 2BR with Gym in Chicago
Fitness Pad: Stylish 2BR with Gym in Chicago
Fitness Pad: Stylish 2BR with Gym in Chicago
Fitness Pad: Stylish 2BR with Gym in Chicago
Fitness Pad: Stylish 2BR with Gym in Chicago
Fitness Pad: Stylish 2BR with Gym in Chicago
Fitness Pad: Stylish 2BR with Gym in Chicago
Fitness Pad: Stylish 2BR with Gym in Chicago
Fitness Pad: Stylish 2BR with Gym in Chicago
2 Bedrooms
1 Bathroom
$75 - $1000 / night (excl. fees & taxes)
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Huge Projector and Designated Workspace - Near Wrigley!
Huge Projector and Designated Workspace - Near Wrigley!
Huge Projector and Designated Workspace - Near Wrigley!
Huge Projector and Designated Workspace - Near Wrigley!
Huge Projector and Designated Workspace - Near Wrigley!
Huge Projector and Designated Workspace - Near Wrigley!
Huge Projector and Designated Workspace - Near Wrigley!
Huge Projector and Designated Workspace - Near Wrigley!
Huge Projector and Designated Workspace - Near Wrigley!
Huge Projector and Designated Workspace - Near Wrigley!
Huge Projector and Designated Workspace - Near Wrigley!
Huge Projector and Designated Workspace - Near Wrigley!
Huge Projector and Designated Workspace - Near Wrigley!
Huge Projector and Designated Workspace - Near Wrigley!
Huge Projector and Designated Workspace - Near Wrigley!
2 Bedrooms
1 Bathroom
$64 - $1000 / night (excl. fees & taxes)
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Large Cozy 3BR near UChicago Medical Midway Museum
Large Cozy 3BR near UChicago Medical Midway Museum
Large Cozy 3BR near UChicago Medical Midway Museum
Large Cozy 3BR near UChicago Medical Midway Museum
Large Cozy 3BR near UChicago Medical Midway Museum
Large Cozy 3BR near UChicago Medical Midway Museum
Large Cozy 3BR near UChicago Medical Midway Museum
Large Cozy 3BR near UChicago Medical Midway Museum
Large Cozy 3BR near UChicago Medical Midway Museum
Large Cozy 3BR near UChicago Medical Midway Museum
Large Cozy 3BR near UChicago Medical Midway Museum
Large Cozy 3BR near UChicago Medical Midway Museum
Large Cozy 3BR near UChicago Medical Midway Museum
Large Cozy 3BR near UChicago Medical Midway Museum
Large Cozy 3BR near UChicago Medical Midway Museum
3 Bedrooms
1 Bathroom
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8 reviews
$88 - $379 / night (excl. fees & taxes)
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Chicago  2Br Condo - Downtown Access
Chicago  2Br Condo - Downtown Access
Chicago  2Br Condo - Downtown Access
Chicago  2Br Condo - Downtown Access
Chicago  2Br Condo - Downtown Access
Chicago  2Br Condo - Downtown Access
Chicago  2Br Condo - Downtown Access
Chicago  2Br Condo - Downtown Access
Chicago  2Br Condo - Downtown Access
Chicago  2Br Condo - Downtown Access
Chicago  2Br Condo - Downtown Access
Chicago  2Br Condo - Downtown Access
Chicago  2Br Condo - Downtown Access
2 Bedrooms
1 Bathroom
5IconIconIconIconIcon
3 reviews
$93 - $1000 / night (excl. fees & taxes)
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Chicago  2Br 90s Condo - Very Kid Friendly
Chicago  2Br 90s Condo - Very Kid Friendly
Chicago  2Br 90s Condo - Very Kid Friendly
Chicago  2Br 90s Condo - Very Kid Friendly
Chicago  2Br 90s Condo - Very Kid Friendly
Chicago  2Br 90s Condo - Very Kid Friendly
Chicago  2Br 90s Condo - Very Kid Friendly
Chicago  2Br 90s Condo - Very Kid Friendly
Chicago  2Br 90s Condo - Very Kid Friendly
Chicago  2Br 90s Condo - Very Kid Friendly
Chicago  2Br 90s Condo - Very Kid Friendly
Chicago  2Br 90s Condo - Very Kid Friendly
Chicago  2Br 90s Condo - Very Kid Friendly
Chicago  2Br 90s Condo - Very Kid Friendly
2 Bedrooms
1 Bathroom
4.5IconIconIconIconIcon
4 reviews
$102 - $1000 / night (excl. fees & taxes)
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Chicago  2Br Condo -Nature Themed Downtown Access
Chicago  2Br Condo -Nature Themed Downtown Access
Chicago  2Br Condo -Nature Themed Downtown Access
Chicago  2Br Condo -Nature Themed Downtown Access
Chicago  2Br Condo -Nature Themed Downtown Access
Chicago  2Br Condo -Nature Themed Downtown Access
Chicago  2Br Condo -Nature Themed Downtown Access
Chicago  2Br Condo -Nature Themed Downtown Access
Chicago  2Br Condo -Nature Themed Downtown Access
Chicago  2Br Condo -Nature Themed Downtown Access
Chicago  2Br Condo -Nature Themed Downtown Access
Chicago  2Br Condo -Nature Themed Downtown Access
Chicago  2Br Condo -Nature Themed Downtown Access
Chicago  2Br Condo -Nature Themed Downtown Access
Chicago  2Br Condo -Nature Themed Downtown Access
2 Bedrooms
1 Bathroom
5IconIconIconIconIcon
2 reviews
$96 - $1000 / night (excl. fees & taxes)
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Chicago 2BR Condo- King Sleep Number
Chicago 2BR Condo- King Sleep Number
Chicago 2BR Condo- King Sleep Number
Chicago 2BR Condo- King Sleep Number
Chicago 2BR Condo- King Sleep Number
Chicago 2BR Condo- King Sleep Number
Chicago 2BR Condo- King Sleep Number
Chicago 2BR Condo- King Sleep Number
Chicago 2BR Condo- King Sleep Number
Chicago 2BR Condo- King Sleep Number
Chicago 2BR Condo- King Sleep Number
Chicago 2BR Condo- King Sleep Number
Chicago 2BR Condo- King Sleep Number
Chicago 2BR Condo- King Sleep Number
Chicago 2BR Condo- King Sleep Number
2 Bedrooms
1 Bathroom
4.63IconIconIconIconIcon
8 reviews
$103 - $647 / night (excl. fees & taxes)
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Elmwood Park Remodeled Studio Condo
Elmwood Park Remodeled Studio Condo
Elmwood Park Remodeled Studio Condo
Elmwood Park Remodeled Studio Condo
Elmwood Park Remodeled Studio Condo
Elmwood Park Remodeled Studio Condo
Elmwood Park Remodeled Studio Condo
Elmwood Park Remodeled Studio Condo
Elmwood Park Remodeled Studio Condo
Elmwood Park Remodeled Studio Condo
Elmwood Park Remodeled Studio Condo
1 Bedroom
1 Bathroom
$107 - $320 / night (excl. fees & taxes)
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Cabin Theme 2 BR Elmwood Park Condo
Cabin Theme 2 BR Elmwood Park Condo
Cabin Theme 2 BR Elmwood Park Condo
Cabin Theme 2 BR Elmwood Park Condo
Cabin Theme 2 BR Elmwood Park Condo
Cabin Theme 2 BR Elmwood Park Condo
Cabin Theme 2 BR Elmwood Park Condo
Cabin Theme 2 BR Elmwood Park Condo
Cabin Theme 2 BR Elmwood Park Condo
Cabin Theme 2 BR Elmwood Park Condo
Cabin Theme 2 BR Elmwood Park Condo
Cabin Theme 2 BR Elmwood Park Condo
Cabin Theme 2 BR Elmwood Park Condo
Cabin Theme 2 BR Elmwood Park Condo
2 Bedrooms
1 Bathroom
$90 - $320 / night (excl. fees & taxes)
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Elmwood Park 2 BR Condo (Great for Kids!)
Elmwood Park 2 BR Condo (Great for Kids!)
Elmwood Park 2 BR Condo (Great for Kids!)
Elmwood Park 2 BR Condo (Great for Kids!)
Elmwood Park 2 BR Condo (Great for Kids!)
Elmwood Park 2 BR Condo (Great for Kids!)
Elmwood Park 2 BR Condo (Great for Kids!)
Elmwood Park 2 BR Condo (Great for Kids!)
Elmwood Park 2 BR Condo (Great for Kids!)
Elmwood Park 2 BR Condo (Great for Kids!)
Elmwood Park 2 BR Condo (Great for Kids!)
Elmwood Park 2 BR Condo (Great for Kids!)
Elmwood Park 2 BR Condo (Great for Kids!)
Elmwood Park 2 BR Condo (Great for Kids!)
2 Bedrooms
1 Bathroom
$89 - $320 / night (excl. fees & taxes)
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Elmwood Park 2 BR Condo
Elmwood Park 2 BR Condo
Elmwood Park 2 BR Condo
Elmwood Park 2 BR Condo
Elmwood Park 2 BR Condo
Elmwood Park 2 BR Condo
Elmwood Park 2 BR Condo
Elmwood Park 2 BR Condo
Elmwood Park 2 BR Condo
Elmwood Park 2 BR Condo
Elmwood Park 2 BR Condo
Elmwood Park 2 BR Condo
2 Bedrooms
1 Bathroom
$82 - $320 / night (excl. fees & taxes)
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Nature Themed 2 BR Elmwood Park Condo
Nature Themed 2 BR Elmwood Park Condo
Nature Themed 2 BR Elmwood Park Condo
Nature Themed 2 BR Elmwood Park Condo
Nature Themed 2 BR Elmwood Park Condo
Nature Themed 2 BR Elmwood Park Condo
Nature Themed 2 BR Elmwood Park Condo
Nature Themed 2 BR Elmwood Park Condo
Nature Themed 2 BR Elmwood Park Condo
Nature Themed 2 BR Elmwood Park Condo
Nature Themed 2 BR Elmwood Park Condo
Nature Themed 2 BR Elmwood Park Condo
Nature Themed 2 BR Elmwood Park Condo
Nature Themed 2 BR Elmwood Park Condo
2 Bedrooms
1 Bathroom
$90 - $320 / night (excl. fees & taxes)
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