Chicago Vacation Rental Homes By Owner

Gated comm Solterra: Very beautiful, luxurious villa "Sunny Solterra". In a quiet, sunny position residential area (villas). Private: swimming pool... Read More

Located in the vibrant neighborhood of Lincoln Square, just a few min from an array of amazing restaurants, breweries/bars, the Davis Theater and unique shopping... Read More

This might be a studio, but don’t let that fool you—this cozy space packs a powerful punch, with glorious views, even glorious-er finishes, and more amenities... Read More

You're in one of the best locations and Airbnbs in Chicago when you're here. Guests love our home because: - You're SECONDS from the LAKE and MAGNIFICENT MILE -... Read More

In the heart of Lakeview, still close to downtown, museums and McCormick Place. A quick stroll to Lake Michigan and the beach, Lincoln Park, the Lincoln Park Zoo,... Read More

(Lower level included) Immerse yourself in the Chicago experience by staying in this gorgeous duplex unit that features a full kitchen perfect for cooking,15 ft... Read More

Spacious 3 Bed+2 Bath Condo in the Bronzeville/Washington Park Neighborhood of Chicago. Den with desk and basic work out equipment. Massive room sizes with wall... Read More

Welcome to Hamlin House! The living area has beautifully restored hardwood floors and the bathroom was completely renovated in 2019. The unit sleeps seven if... Read More

Listing is for one room in a private home. This home is the in center of everything. Walk to almost all downtown Chicago attractions. Take the bus or train (right... Read More

INTRODUCTION: Newly remodeled specious 2br/1.5ba apartment with modern finishes, smart tech & security, in a hip, central neighborhood minutes from downtown... Read More

This gorgeous 2BR condo is located in Chicago's North Mayfair. Newly renovated kitchen with new stainless steel refrigerator. Two bedrooms with one queen bed and... Read More

Beautiful guest suite in the heart of Lincoln Park. Only a block from the famous Blues club "Kingston Mines" and many other great bars, restaurants and... Read More

We are in the historic Bronzeville district two exits away from the White Sox’s stadium, 9 mins away from downtown Chicago and Navy Pier, 5 mins away from 31st... Read More

We are in the historic Bronzeville district two exits away from the White Sox’s stadium, 9 mins away from downtown Chicago and Navy Pier, 5 mins away from 31st... Read More

Enjoy this hidden treasure in the hot Pilsen - Heart of Chicago area. Famously known for its street art, authentic Mexican food and unique activities - our Airbnb... Read More

Summary: Come relax in one of our Chicago River North apartments professionally managed by Kasa. These apartments are well-connected to the Chicago scene you're... Read More

You will get 2 separate Suites directly across the hallway from each other in the same building! Sleeps 18! Check out our brand new construction Suites on... Read More

Check out our brand new construction Suite on Southport Ave. Centrally located in the world famous Lincoln Park Neighborhood. Highlights include: - Bedroom # 1 =... Read More

New condo in the heart of Chicago Chinatown with 3 bedrooms, 2 baths, a spacious living area and FREE private parking. This premium property has proximity and... Read More

Welcome to your home away from home nestled in the Village within the City – Roscoe Village in Chicago, IL. Roscoe Village is a very family friendly... Read More