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49 rentals
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The following properties within 32 kms of Chicago match all your filters:
Brand new private 2 bedroom unit
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 5
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Comfy Avondale Flat - Sleeps 4
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 5
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N Ridgeway · Logan Square Cozy Apartment - Games+Arcade - Patio
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 5
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Family-friendly, stylish Chicago Apartment in Logan Square
Condo/Apartment in North Side, Logan Square
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3 bedrooms
1 bathroom
Sleeps 7
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Home away from home. Perfect for remote workers.
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
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Cozy 2 Bedroom on a Quite Street
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 6
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Clean & Cozy entire 3 bedroom unit 7 miles from downtown
Condo/Apartment
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3 bedrooms
1 bathroom
Sleeps 7
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Logan Square 2 BR/1 BA-modern, near METRA
9 reviews
Condo/Apartment in North Side, Logan Square
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2 bedrooms
1 bathroom
Sleeps 4
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Charming Chicago Retreat with Modern Comforts - Spa Bath
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Amazing, sunny and spacious 3BD/ 1BA-minutes from Downtown
Condo/Apartment
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3 bedrooms
1 bathroom
Sleeps 5
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CPS3 Logan Square Corner 3BR Apt Walkable to Highlights
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
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Beautiful Chicago 2BD 1BA, minutes from Downtown!
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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La Villita - Gateway to Chicago (2 bedroom apartment 10 mins from downtown)
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 5
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Private 1 BR 1 BA Guest Suite
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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In the Heart of Little Mexico! Shared Stylish Apartment in Chicago
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Airy Avondale Getaway with King Bed
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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North-Side of Chicago near Wrigley + 90/94 + CTA Addison Blue Line Station
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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Cozy Private Bedroom and bathroom with full kitchen
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 3
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Retro 2 bedroom bungalow in Chicago's Avondale neighborhood
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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Chicago Modern Condo- Perfect for family time or a good time in Chicago.
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 6
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Bedroom 2 Comfy Pvt - Shared BA - Living Room - Washer Dryer - Pet & Family Fr.
Condo/Apartment
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1 bedroom
2 bathrooms
Sleeps 2
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Lovely & Cozy 1-bedroom Suite 8 mins from UIC
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Pvt Rm Bdrm 4 Comfy Pvt Rm - Shared Bath/Liv
Condo/Apartment
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1 bedroom
2 bathrooms
Sleeps 2
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Bdrm 1 Comfy Pvt Rm - Shared Bath/Liv
Condo/Apartment
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1 bedroom
2 bathrooms
Sleeps 2
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Pvt Rm Bdrm 3 Comfy Pvt Rm - Shared Bath/Liv
Condo/Apartment
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1 bedroom
2 bathrooms
Sleeps 2
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Quiet Chicago Townhome - 7 Mi to Downtown!
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
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LOGAN SQUARE: Chic, Comfy 1st Floor 2 BDRM APT! Parking Incld!
Holiday Rental House in North Side, Logan Square
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2 bedrooms
1 bathroom
Sleeps 6
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Great Chicago getaway
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 6
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Vintage/Modern Hideaway in Logan Square
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 6
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FREE PARKING! Desirable Logan Square Location with Modern Touches and Beautiful
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 6
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Minutes from Downtown Gorgeous ,spacious 2BD/ 1BA w/ Parking
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 5
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Stylish 1,400SQFT Top-Floor| 18 min drive to S. Loop|Parking, W/D, Backyard
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 6
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home sweet home chicago - garage parking & downtown in 20m
Condo/Apartment
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3 bedrooms
1 bathroom
Sleeps 8
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Perfectly Located, Bright 2B/1BA Urban Oasis
Condo/Apartment
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3 bedrooms
1 bathroom
Sleeps 4
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1,400 SqFt Stylish Top Floor.15min Dr to S. Loop or Med District.
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 5
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Modern 3-Bed Stay w/ Firepit, 15 Minutes to Downtown
Condo/Apartment
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3 bedrooms
1 bathroom
Sleeps 6
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Chic Chicago Getaway w/ Deck, 7 Mi to Downtown!
Condo/Apartment
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3 bedrooms
1 bathroom
Sleeps 7
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Bright & Clean Apt in Front of Lovely Park!
4 reviews
Condo/Apartment
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3 bedrooms
1 bathroom
Sleeps 6
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Chicago Vacation Rental ~ 7 Miles to Downtown
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 5
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North-Side of Chicago near Wrigley
10 reviews
Condo/Apartment in Irving Park, Northwest Side
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2 bedrooms
1 bathroom
Sleeps 4
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BoHo House - Hip hangout spot near local bars+eats
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 8
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LA3 3BR Comfy Apartment in Logan Square
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
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LA2 Relaxing 3BR Logan Square with King Beds & Washer
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
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LA1 3-BR Gem with Parking and In-Unit Laundry
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
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Perfect 4 Bedroom + 2 Bath unit on 2 separate floors, Free parking, CUBS
Condo/Apartment
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4 bedrooms
2 bathrooms
Sleeps 7
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Logan Square Cozy 4BR/2BA, Free Parking, W/D
Condo/Apartment
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4 bedrooms
2 bathrooms
Sleeps 9
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Historic Hermosa - 20 min to Downtown - 3000 sqft
Holiday Rental House
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6 bedrooms
4 bathrooms
Sleeps 6
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Greystone, 3500 sq ft, Rooftop Access, Sleeps 16
Holiday Rental House
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6 bedrooms
5 bathrooms
Sleeps 16
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Spacious Apartment in Hermosa Park
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 2
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1
Showing results 1-49 of 49
Frequently Asked Questions about Chicago
Do any holiday rentals in Chicago have a pool?
Yes, here are some popular holiday rentals in Chicago that have a pool:
Brand new private 2 bedroom unit
Comfy Avondale Flat - Sleeps 4
N Ridgeway · Logan Square Cozy Apartment - Games+Arcade - Patio
See all holiday rentals with a pool in Chicago on Tripadvisor
Do any holiday rentals in Chicago have internet access?
Yes, here are some popular holiday rentals in Chicago that have internet access:
Brand new private 2 bedroom unit
Comfy Avondale Flat - Sleeps 4
N Ridgeway · Logan Square Cozy Apartment - Games+Arcade - Patio
See all holiday rentals in Chicago on Tripadvisor
What are the best pet friendly rentals in Chicago?
The best pet friendly rentals in Chicago are:
Comfy Avondale Flat - Sleeps 4
N Ridgeway · Logan Square Cozy Apartment - Games+Arcade - Patio
Cozy 2 Bedroom on a Quite Street
See all pet friendly holiday rentals in Chicago on Tripadvisor
What are some great rentals in Chicago that are kid friendly?
Some of the most popular kid friendly rentals in Chicago are:
Brand new private 2 bedroom unit
Comfy Avondale Flat - Sleeps 4
N Ridgeway · Logan Square Cozy Apartment - Games+Arcade - Patio
See all kid friendly holiday rentals in Chicago on Tripadvisor