Vacation rentals with a home theater in Downtown Chicago

4.94 out of 5 average rating, 47 reviews

Apartment in Cicero

New 3Bed 1 Bath Air Hockey+ 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 an airhockey 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

Superhost

4.9 out of 5 average rating, 41 reviews

The Areal Oasis

Located at the epicenter of Chicago's cultural, historical, and business attractions, this luxurious 1 bedroom apartment offers guests all the comforts of home, whether on the road for work or play. Within walking distance are world famous attractions including: Millennium Park, The Bean, Navy Pier, Riverwalk, Soldier Field, The Field Museum, and more. Additionally, guests are merely a couple blocks from an "L" train stop, which will transport passengers anywhere they could desire in the city.

4.96 out of 5 average rating, 24 reviews

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!

5 out of 5 average rating, 23 reviews

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!

Superhost

4.86 out of 5 average rating, 100 reviews

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.

4.89 out of 5 average rating, 9 reviews

Beautiful Condo in Lincoln Park w/ Rooftop

NEW LISTING! Make this Duplex Condo in the Heart of Chicago Your Home! Our condo features some of the most unique amenities, including: 🎥 150" Projection Home Theatre 🏋️‍♂️ Tonal Digital Gym & Nordic Track Treadmill 🌇 Patio with Grill & Gigantic Wall Mural 🌅 Access to Rooftop Deck with Spectacular Views 🏓 Ping Pong Table & Outdoor Mini Pickleball 🎹 Upright Acoustic Piano 🚶‍♂️ Highly walkable to top Restaurants and Shopping 🚇 Easily accessible via Public transportation 🚗 Free Parking

4.97 out of 5 average rating, 66 reviews

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!

5 out of 5 average rating, 10 reviews

Condo in Chicago

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!

4.86 out of 5 average rating, 22 reviews

Home in Elmhurst

Enamored in Elmhurst

Have fun with the whole family at this beautifully renovated house with and open floor plan, fully stocked kitchen, 4 bedrooms, 2 bathrooms with smart tv's in all the bedrooms and quick reliable wifi for all to enjoy. Home is located only minutes from the highways, enjoy the deck right off the living room and overlooking a private yard . House also has a fully finished basement with 2 of the bedrooms, a full bathroom and a theater room with a sectional sleeper sofa if more space is needed.

Top guest favorite

Condo in Chicago

4.99 out of 5 average rating, 156 reviews

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.

Top guest favorite

4.94 out of 5 average rating, 17 reviews

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.