Vacation rentals with a home theater in Downtown Chicago

Skyline Oasis: City & Lake Views

Welcome to our breathtaking one bedroom penthouse-like corner apartment! With stunning city, lake, and river views, this high-floor oasis offers an unforgettable stay. Stylish and luxurious designer furniture, spacious balcony, full kitchen stainless steel appliances, work area, fast wifi, immaculate cleanliness, rain shower, king-size bed, TVs, fan, AC. Building amenities: pool, jacuzzi, fitness room, plus more. Cleanliness is our top priority, ensuring an immaculate space for your stay. Enjoy!

Cinema Central / UofChicago / Washington-HydePark!

-HUGE Duplex apartment / 1st floor / Gated -Free street parking -Commute to Downtown: 15min (drive) -Walk score 92! Bike Score 91! Near Trains to Downtown!! -Gated access w/ Building video and security alarm system and noise monitoring equipment. -Kitchen is stocked w/ cookware, utensils, etc. -Washer and Dryer (free) -Rideshare(Uber/Lyft) / Bikeshares(Divvy) are bountiful -Hyde Park Shops/Restaurants, Lake Michigan, Museums ! -Airports: Midway (7 miles) - 120" Projector / Ping Pong! -Book Now!

Gated 3 Story Home perfect for Group Travelers

Host your family and friends for a wonderful stay in this stunning, beautifully decorated home. The interior has an array of unique custom finishings, faux painted ceilings, one of a kind furniture, and nicely appointed commissioned art. 2 separate kitchens stainless steel appliances,  granite counter tops, den, large master BR suite on the main floor with jacuzzi, steam shower  and garden view. Large lower level suite / family room and theater room. 2 cars parking pad inside gated backyard.

H&H 1896 - Spacious, Fully Stocked, & Free Parking

Built in 1896, modern restoration, & featured on HermosaChi blog “Homes built before 1900”. The exterior of this private compound includes free driveway parking for up to 6 cars, beautiful backyard garden, pergola, fire pit, basketball court, & children’s swing set. The interior sleeps up to 21 guests, consists of modern aesthetics, moody hues, home theatre, exercise room & also a kids jungle gym. Located just 20 minutes from the heart of downtown Chicago, your private urban retreat awaits!

New 3Bed 1 Bath Foosball+ Ping-Pong+theater room

Have fun with the whole family at this stylish place. Only 15 mins away from Midway. 3 Bedrooms and a sofa bed , enjoy our theater area or if you're feeling competitive you can always start a foosball or ping-pong tournament with your guests. Also stay in and cook in our huge kitchen or eat at any of our delicious local restaurants 5 min walking distance. Grocery store also 2 blocks away. Really responsive Host ready to accomodate. Airport Pick up also available. This unit is entirely yours

Sun-Soaked Skyline Loft

Experience luxury and convenience at its best! Enjoy a private balcony w/ stunning views of the skyline, or play a movie in the Theatre Room. The open kitchen boasts new appliances, while the sun-filled living room features 20ft ceilings and SONOS surround sound. PERFECTLY LOCATED East of 94, Train .25 away, bus stop 110 ft away, and a 5-min Uber to River North. Explore vibrant neighborhoods: Wicker Park, Fulton Market & West Loop—all in walking distance, offering endless dining and nightlife!

RockStar Pad W3A BoysTown/Wrigley Field/Parking

HAVE IT ALL @ W3A Boys Town/Wrigley Field/East -Newly renovated/brand new in safe centrally located East Lakeview. -10 min walk from Wrigley Field, Boys town, beaches, super markets restaurants with late night dining. 5 min walk to the Metro Sheridan Red Line (straight shot downtown), 1 free enclosed parking plus free permitted street passes. -600 thread count linens, fluffy soft pillows, house coats, high speed WiFi, Sonos speakers, stylish furnishings & in unit washer and dryer.

Bucktown Home - Great Location!

Modern, single-family home in the heart of Bucktown. Completely renovated! Close to shops & restaurants on Damen Avenue as well as the 606 trail and Wicker Park. Two living areas that include a drop down theater screen and wet bar in the lower level. There is an outdoor patio attached to the house as well. Perfect for business travelers, families, or couples. Especially suited for a family trip to the city! We do require reservation inquiries supply us with details about their trip.

The Grand Vic: Large 5BD/3BA Home (+Garage)

Welcome to the Grand Vic, an extraordinary Airbnb nestled in the heart of the city’s historic North Center neighborhood. This one-of-a-kind property has been meticulously designed to be more than just a place to stay—it's a journey through the very best of the Windy City’s culture, history, and charm. * 5 min drive/20 min walk to Wrigley Field * Short walk to many restaurants, bars, and cafes * Sleeps 12 comfortably, 5 bedrooms and 3 full baths * 24 min drive from O'hare Airport