Holiday rentals with a home cinema in West Side

Entire Home in Historic Logan Square

Kick back & relax in this calm & stylish space! Perfect for families & large groups. I built and designed my home 20 years ago and it's been my beloved sanctuary ever since. It offers bright & open living spaces with 2 fireplaces for cozy nights in (BYO wood), a Chef's kitchen with top grade, stainless-steal appliances, large bedrooms, a spacious laundry room, private back deck & beautiful backyard with a Koi pond &Japanese garden, easy free street parking. Garage parking available for $50/stay.

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

2-Story 3BR Hyde Park | Theater+Arcade | UChicago

Relax with family and friends this summer in our spacious 2-level home, equipped with central air! The lower level is your private fun zone—featuring a 120" projector for movies, a retro arcade game, ping pong, board games, a bedroom and bath, plus a NEW sectional for movie nights. Upstairs, you'll find two more bedrooms, a full bathroom, an outdoor patio, and a fully stocked kitchen with an air fryer, Keurig, and complimentary coffee. Everything you need for a fun, comfortable stay together.

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.

RockStar Pad W3A BoysTown/Wrigley Field/Parking

HAVE IT ALL @ W3A Chicago Wrigley Field/Boystown/Lakeview -Newly renovated like new in safe centrally located East Lakeview. -10 min walk to Wrigley Field, Boys town, beaches, super markets, restaurants with late night dining. 5 min walk to Metro Sheridan Red Line (direct downtown), private enclosed parking $10/night & or free permits for street parking -600 thread count linens, fluffy soft pillows, house coats, high speed WiFi, Sonos speakers, stylish design & in unit washer & dryer

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

Tropical Bungalow Getaway in Quiet Neighborhood

Located on a quiet tree lined street, the bungalow's garden level design was influenced by the rumpus rooms of the 1950's. A private side entry, a few steps down from the rear courtyard, leads into your tropical get away. Heywood Wakefield furniture and thatch palm leaf wall covering enhance the Tiki vibe of the sitting room. An exercise area, private bedroom and bath are all accessed from this main space. While the suite is at garden level, it is always bright and airy.

Private Room w/ attached bath and personal kitchen

The entire basement is for the guest except few restricted areas in the basement. This a quiet bedroom located in the look out 1500 sq foot basement which has a queen bed, attached bath ( with jacuzzi tub), private kitchen ( with refrigerator, dishwasher, stove) entirely for guest use, sitting area and a theatre room ( with owners permission) and high speed WI-FI. The location is great and very close to USMLE. DISCOUNT PROVIDED FOR WEEKLY AND MONTHLY RENTAL, PLS ASK