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Barkley
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Here is what I think of Chicago, IL. 🐾

Properties in Chicago, IL

99 pet-friendly stays

BIG Downtown Penthouse|Vintage 3bd (GYM+Balcony)

BIG Downtown Penthouse|Vintage 3bd (GYM+Balcony)

Chicago, IL

Enjoy a Spacious, Homey 3bd Penthouse (+Patio) with your Family & Friends near Grant Park!We are a short walk to Millennium/Grant Park, Skydeck, Shedd Aquarium & many dining+shopping options!Most homes don’t provide…

$344 / night View listing
Penthouse Corner 3BR in Streeterville | Roof Deck

Penthouse Corner 3BR in Streeterville | Roof Deck

Chicago, IL

Summary:Stunning 1,500+ square foot corner penthouse with oversize windows, an open layout, and dramatic city and lake views in multiple directions from every room. This bright and modern three bedroom, two bathroom…

$344 / night View listing
Your Cozy 2nd Home!/Near Rosemount /O'Hare Airport!

Your Cozy 2nd Home!/Near Rosemount /O'Hare Airport!

Chicago, IL

\Cozy, Convenient & Unforgettable Stay in the Heart of Chicago—Perfectly Located Near Surrounding Suburbs and Everything in Between!\Your Perfect Home Away from Home!Prime Location – Close to Everything!O’Hare Airport –…

$346 / night View listing
Luxury Designer Penthouse | Gold Coast/Old Town

Luxury Designer Penthouse | Gold Coast/Old Town

Chicago, IL

Summary:NEW PENTHOUSE IN THE HEART OF GOLD COAST and OLD TOWN!Enjoy your own penthouse in Chicagos Gold Coast and Old Town-the citys center of nightlife, restaurants, and shopping. In the newly renovated building, your…

$348 / night View listing
Amazing 3-bedroom house with WiFi and AC in awesome Chicago

Amazing 3-bedroom house with WiFi and AC in awesome Chicago

Chicago, IL

This welcoming house in Chicago offers 3 terrific bedrooms with queen beds, perfect for a peaceful nights sleep. With 2 bathrooms equipped with a hair dryer and bathtub, guests can freshen up before exploring the city.…

$358 / night View listing
Spectacular Corner 3BR Loft In Fulton Market | Featured In Architectural Digest

Spectacular Corner 3BR Loft In Fulton Market | Featured In Architectural Digest

Chicago, IL

Summary:Stunning 2,500 square foot brick-and-timber luxury loft with 15 foot ceilings located in the heart of the vibrant West Loop neighborhood. This designer 3 bedroom / 2 bath corner unit was just fully renovated and…

$360 / night View listing
Spacious Luxury Townhouse - Old Town by AllSet Turnover

Spacious Luxury Townhouse - Old Town by AllSet Turnover

Chicago, IL

Historic 3 bedroom home in Old Town! Comfortably sleeps 6, and access to 3levels of living space. The massive rain shower in the master bath is myfavorite part, but theres plenty of luxury here to enjoy. Plus, were…

$362 / night View listing
Heart of Chicago 5 Bedroom Modern 12 guest West Bucktown Home

Heart of Chicago 5 Bedroom Modern 12 guest West Bucktown Home

Chicago, IL

Modern, single-family home in the heart of Bucktown. Our custom 5 bedroom home is at the intersection of luxury and comfort! Youll find plenty of living space for your group to spread out in, and amenities like sleeps…

$372 / night View listing
NEW LUXURY PENTHOUSE CONDO

NEW LUXURY PENTHOUSE CONDO

Chicago, IL

OVERVIEW:This is a spacious penthouse condo with an amazing city skyline view on private rooftop terrace. Comfortably sleeps 9 persons. Luxury bathrooms. Fully equipped chef’s kitchen with top of the line stainless…

$373 / night View listing
The Suite Spot • Eclectic • Modern • Central • Sleeps 6

The Suite Spot • Eclectic • Modern • Central • Sleeps 6

Chicago, IL

Welcome to Your Stylish Home Base in Pilsen:Modern 3BR/2BA condo located in the vibrant East Pilsen/University Village neighborhood—perfect for corporate travelers, mid-term guests, and families alike. Comfort meets…

$375 / night View listing
Spacious 4BR Near Wicker Park

Spacious 4BR Near Wicker Park

Chicago, IL

Summary:Welcome to this spacious and inviting 2-level apartment—perfect for families or groups! This bright and spacious 4-bedroom, 2-bathroom apartment is ideal for families, groups, or business travelers looking to…

$385 / night View listing
BoHo House - A Chic, 1903 Chicago Workers Cottage

BoHo House - A Chic, 1903 Chicago Workers Cottage

Chicago, IL

Welcome to BoHo House – a charming, airy bohemian gem built in 1903. This beautifully designed 3BR home is just a short walk from Chicagos popular bars, restaurants, and coffee shops. Enjoy the peaceful private fenced…

$390 / night View listing

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