World's Fair Bison Rentals
- From $115 per night (USD)
VRBO
Angie & Mike's Nest!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Newly renovated three bedroom & 1 bath apartment with stainless steel appliances. The space The apartment is in the se ...
From $115 per night (USD)VRBO
- From $403 per night (USD)
VRBO
*Comfortable & Spacious Home Close to Downtown*
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
We are Airbnb Superhosts and have been on the platform since 2016. This is a Comfortable & Spacious beautifully furnish ...
From $403 per night (USD)VRBO
- From $181 per night (USD)
VRBO
Newly Renovated Apartment! 10 Minutes From Dowtown And The Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the charm of our newly renovated Wicker Park Airbnb, nestled in the heart of Chicago. This stylish, cozy retr ...
From $181 per night (USD)VRBO
- From $475 per night (USD)
VRBO
Wicker Park Duplex: 10 Min to Downtown
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Experience luxury in our 2 bedroom (3 bed) duplex down, spread over 2 levels, our home offers over 1800+ sq ft of room. ...
From $475 per night (USD)VRBO
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VRBO
Wicker Parks, Designers Dream, on-trend 2 Bdrm
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
About this space Wicker Parks, Designers Dream is just that. As a facet of Red Robin Rentals property portfolio, you are ...
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- From $200 per night (USD)
VRBO
Bucktown Apartment near all amazing restaurants, shops and bar\/lounges
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Recently renovated apartment in a two-story building. Sits right above our family-owned and operated chicken restaurant. ...
From $200 per night (USD)VRBO
- From $159 per night (USD)
VRBO
Cozy West Loop Apartment w\/Private Patio
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to this stunning West Town Apartment, located close enough to all the attractions Chicago has to offer ...
From $159 per night (USD)VRBO
- From $321 per night (USD)
VRBO
Family Fun Haven Summ
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Welcome to this stunning West Town Apartment, located close enough to all the attractions Chicago has to offer ...
From $321 per night (USD)VRBO
- From $427 per night (USD)
VRBO
Chic 4-Bedroom Haven: Designer's Dream Home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to our Chic 4-Bedroom Haven in the heart of Ukrainian Village, Chicago! This meticulously curated home ...
From $427 per night (USD)VRBO
- From $200 per night (USD)
VRBO
SPRING Special, April-May '24! Contemporary, elegantly styled spacious flat!!!!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 4
Well-styled living! Beautiful spacious apartment with a lot to offer - an original piece of Chicago's history! Walk into ...
From $200 per night (USD)VRBO
- From $300 per night (USD)
VRBO
NEW LUXURY PENTHOUSE CONDO
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 9
OVERVIEW: This is a spacious penthouse condo with an amazing city skyline view on private rooftop terrace. Comfortably s ...
From $300 per night (USD)VRBO
- From $219 per night (USD)
VRBO
NEW LUXURY CONDO WITH PATIO DECK
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
OVERVIEW: This is a high end first floor condo that comfortably sleeps 5 persons. Luxury bathrooms. Fully equipped chef’ ...
From $219 per night (USD)VRBO
- From $450 per night (USD)
VRBO
Smart Home in Logan Square by the 606 Trail
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This property is a smart home with 3 bedrooms and 2 1/2 bathrooms, with a garage for a small to medium size SUV, which c ...
From $450 per night (USD)VRBO
- From $224 per night (USD)
VRBO
Entire Below Level Studio w\/ Private Sauna
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Centrally located between Logan Sq., Bucktown, Wicker Park & Ukrainian Village. Easily jump on the 606 walk/bike path or ...
From $224 per night (USD)VRBO
- From $145 per night (USD)
VRBO
Beautiful 1st floor apartment.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
We have the spot you would love. Perfect for a cozy get away. Our unit is central to the city and has easy access to do ...
From $145 per night (USD)VRBO
- From $660 per night (USD)
VRBO
Beautiful 7 Bed, 3.5 Bath
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Experience the ultimate comfort and style during your stay at this perfectly located 4-bedroom, 3.5-bathroom home. In th ...
From $660 per night (USD)VRBO
- From $453 per night (USD)
VRBO
NEW 5BR Home * West Bucktown * 12 Guests * Garage
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Modern, single-family home in the heart of Bucktown. Our custom 5 bedroom home is at the intersection of luxury and comf ...
From $453 per night (USD)VRBO
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VRBO
Lovely 3 bedroom condo with front patio.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your family will be close to everything when you stay at this centrally-located place. Next to a huge park and walking ...
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- From $485 per night (USD)
VRBO
NEW Contemporary Home - 5BR\/3.5BA+office+garage
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 13
This NEW gut rehab 4 bedroom + office, single family home with garage parking right in the center of Humboldt Park and U ...
From $485 per night (USD)VRBO
- From $199 per night (USD)
VRBO
Spacious & Modern 4BR\/1BA Suite Near Downtown and Night-Life
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our beautifully renovated four bedroom, one bathroom apartment located in the trendy Humboldt Park/Wicker Par ...
From $199 per night (USD)VRBO
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VRBO
Cozy Spacious Logan Square\/Wicker Park 2BR Apt
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This newly remodeled, cozy, boho- styled apartment has everything you need for your visit to Chicago. The space is conve ...
Click For PricingVRBO
- From $836 per night (USD)
VRBO
Wicker Park. 3-Level Home. 12Beds.10min walk to Train. Rooftop+Spa Bath+Garage.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 20
An ideal retreat for special occasions in Wicker Park. This spacious home is a celebration of contrasts. An eclectic sty ...
From $836 per night (USD)VRBO
- From $440 per night (USD)
VRBO
Charming 3bd Duplex Down in Central Logan Square by RedAwning
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your home away from home in the heart of Logan Square! My 3bed duplex down offers the perfect blend of comfor ...
From $440 per night (USD)VRBO
- From $175 per night (USD)
VRBO
3 Bedroom FREE parking Chicago - Wicker Park Tulum Inspired apartment
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Who says you can’t bring Tulum to Chicago? Enjoy the most vibrant bohemian vibes in Wicker Park while you enjoy the rel ...
From $175 per night (USD)VRBO
- From $85 per night (USD)
VRBO
SUNNY 2 BEDROOM IN HUMBOLDT PARK
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Sunny & comfortable 2 bedroom with an office in Humboldt park. Pet friendly. Washer/dryer/dishwasher in unit. High speed ...
From $85 per night (USD)VRBO
- From $140 per night (USD)
VRBO
Entire 2 bedroom with Office & Deck!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome! This gorgeous spacious top floor unit of a 3 flat provides ample daylight and easy access to many of Chicago’s ...
From $140 per night (USD)VRBO
- From $795 per night (USD)
VRBO
Luxe Spacious SFH in Bucktown w\/Secure Parking
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Stunning newly renovated and decorated SFH in Bucktown. Massive 5 bedroom 3.5 half bath home perfect for large families ...
From $795 per night (USD)VRBO
- From $233 per night (USD)
VRBO
City Living at its Best: Stylish 2BR Getaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Whether you're a solo traveler or a couple seeking a charming and budget-friendly stay in the city center, our delightfu ...
From $233 per night (USD)VRBO
- From $235 per night (USD)
VRBO
Flexhome Wicker Park 2BR DV3
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
The space: The apartment comfortably sleeps 4 with a queen bed in each room plus flexible seating areas so you can work ...
From $235 per night (USD)VRBO
- From $1184 per night (USD)
VRBO
5BR\/5BA Architectural Estate-Theatre, Gym, Rooftop
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
Summary: Indulge in the epitome of luxury with this exquisite 5-bedroom, 5-bathroom architectural masterpiece spanning 4 ...
From $1184 per night (USD)VRBO
- From $233 per night (USD)
VRBO
Spring SPECIAL, family & pet friendly! Visit me April-May '24!!!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Well-styled living! Beautiful spacious apartment with a lot to offer - an original piece of Chicago's history! Walk into ...
From $233 per night (USD)VRBO
- From $127 per night (USD)
VRBO
Cozy Vintage Chicago Apartment near Downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This is your launching pad to see the city! It is a vintage apartment with your own private entrance and space. It is wi ...
From $127 per night (USD)VRBO
- Click For Pricing
VRBO
A Gem on Crystal Street
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This stylish apartment is located in Central Humboldt Park — close to other popular neighborhoods like Logan Square, Buc ...
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- From $551 per night (USD)
VRBO
Urban Fab!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Free garage parking!!! Fabulous and expansive! 4 bedroom and 3 full bathroom apartment set in trendy Humboldt Park. The ...
From $551 per night (USD)VRBO
- Click For Pricing
VRBO
Charming and Recently Renovated - You Will Love This Humboldt Park Area Home by RedAwning
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Our newly gut-renovated 4 bedroom condo is in a classic Chicago building and has high-end features throughout. We're ide ...
Click For PricingVRBO
- From $479 per night (USD)
VRBO
PET FRIENDLY! Beautiful Bucktown Home Offers Room for All by RedAwning
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our single family home in the heart of Bucktown is the perfect spot for groups to stretch out with 3 bedrooms, a spaciou ...
From $479 per night (USD)VRBO
- From $364 per night (USD)
VRBO
Go Out or Stay In... This Property Has Everything You Need for a Perfect Visit - Just Steps from Humboldt Park by RedAwning
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Get a taste for the Chicago high life in this stylish condo, with exposed brickwork, mocha-stained hardwood flooring and ...
From $364 per night (USD)VRBO
- From $609 per night (USD)
VRBO
5 BR \/ 3.5 BA Newly Built Home in Logan Square!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Stay with us at our newly renovated home and enjoy Logan Square's popular dining scene, vibe, and great location. You'll ...
From $609 per night (USD)VRBO
- From $572 per night (USD)
VRBO
Beautiful 5BR\/3.5BA Home - West Town - w\/garage!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
$486 night $486 per night 4.72 · 39 reviews CHECK-IN Add date CHECKOUT Add date GUESTS 1 guest Check availability Re ...
From $572 per night (USD)VRBO
- From $433 per night (USD)
VRBO
Spacious and Sleek 4BD\/2.5BA - Logan Square!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
This sleek and modern 3 bedroom / 4 queen beds / 2.5 bathroom condo is spacious and beautifully decorated with high end ...
From $433 per night (USD)VRBO
- Click For Pricing
VRBO
Modern & centrally located apartment with free parking.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our apartment is cozy & situated in the most sought out area in Chicago. We are centrally located near Wicker Park, Buck ...
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- Click For Pricing
VRBO
? Lovely 3-bedroom Condo With Free Parking ?
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
INTRODUCTION: A spacious 3-bedroom apartment in a hot neighborhood. Short Uber ride to Downtown Chicago. Plenty of resta ...
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- From $119 per night (USD)
VRBO
🦋 Garden 1BR Condo W\/ Free Parking & Comfy Queen Bed 🦋
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
INTRODUCTION: A charming 1-bedroom apartment in a hot neighborhood. Perfect for a couple's-getaway or a small family of ...
From $119 per night (USD)VRBO
- From $185 per night (USD)
VRBO
🦋Boho Chic 2BR Condo, Queen Bed With Free Parking 🦋
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
INTRODUCTION: Newly remodeled spacious 2br/1.5ba apartment with modern finishes, smart tech & security, in a hip, centra ...
From $185 per night (USD)VRBO
- From $149 per night (USD)
VRBO
Stay in “STYLE” Apartment, close to CHI downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This is a stylish two bedroom unit with all the modern touches and amenities one could ask for. Inside the space you wil ...
From $149 per night (USD)VRBO
- Click For Pricing
VRBO
Luxe SFH Bucktown Retreat with Garage Parking
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Indulge in the perfect retreat for large groups in this newly renovated single-family home, featuring beautiful design a ...
Click For PricingVRBO