Holiday Rentals in Chicago
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Bedrooms
Bathrooms
Amenities
Suitability
Property type
Distinctive Features
Neighbourhood
35 rentals in Chicago.
Sonder at 943 Crosby | Two-Bedroom Apartment
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Comfy Garden Suite in Andersonville
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Afforable Living LLC less then 10mins from Downtown Chicago
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
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Logan Square 2 BR/1 BA-modern, near METRA
Condo/Apartment in North Side, Logan Square
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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North-Side of Chicago near Wrigley
Condo/Apartment in Irving Park, Northwest Side
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Bright & Clean Apt in Front of Lovely Park!
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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⭐|Stylish|Comfy|Lincoln Sq.| 2BR |✨|Near Wrigley|⭐
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Newly Renovated 3 bed 2 Bath, Conveniently Located
Condo/Apartment
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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✨Rustic Studio Apartment Heart of Lincoln Square✨
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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LOGAN SQUARE: Chic, Comfy 1st Floor 2 BDRM APT! Parking Incld!
Holiday Rental House in North Side, Logan Square
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Family-friendly, super clean Chicago Apartment in Logan Square
Condo/Apartment in North Side, Logan Square
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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North-Side of Chicago near Wrigley + 90/94 + CTA Addison Blue Line Station
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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EW1 Aesthetically Vibrant 2BR Apt in Lincoln Square
Condo/Apartment in Lincoln Square, Ravenswood, Far North Side
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Warm|Cozy|Lovely|1BR|Lincoln Sq.|
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Modern 3-Bed Stay w/ Firepit, 15 Minutes to Downtown
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Spacious Penthouse Suite 10 Mins From DTW Chicago
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Chicago Modern Condo- Perfect for family time or a good time in Chicago.
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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2 bdrm close to dwntwn/Midway w/ free parking!!
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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3/1 HOME APT | NORTHSIDE | CUBS
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Greystone, 3500 sq ft, Rooftop Access, Sleeps 16
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 6
Match: Sleeps
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Great 3 bedroom rental unit near Logan Square
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Perfectly Located, Bright 2B/1BA Urban Oasis
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Clean & Cozy entire 3 bedroom unit 7 miles from downtown
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Amazing, sunny and spacious 3BD/ 1BA-minutes from Downtown
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Great Chicago getaway
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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�Spacious|Inviting 2BR Heart of Lively Lincoln Sq�
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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CPS3 Logan Square Corner 3BR Apt Walkable to Highlights
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lovely & Cozy 1-bedroom Suite 8 mins from UIC
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Extremely spacious unit 15 minutes from midway airport!!
Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Minutes from Downtown Gorgeous ,spacious 2BD/ 1BA w/ Parking
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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LA1 3BR Amazing Apt w/ Parking and In-Unit Laundry
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The best place to stay for commuting in Chicago!
Condo/Apartment
4 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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LA3 3BR Comfy Apt in Logan Square
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Bagel Inn - Bright & Modern Wrigleyville 2 Bed
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Spacious Chicago Brick stone
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
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Showing results 1-35 of 35