Holiday rentals with a home cinema in Downtown Chicago

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Top-rated rentals with a home cinema in Downtown Chicago

Guests agree: these rentals with a home cinema are highly rated for location, cleanliness and more.

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Superhost

Rental unit

4.88 out of 5 average rating, 32 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.

Guest favourite

Home

4.93 out of 5 average rating, 28 reviews

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.

Guest favourite

Rental unit

5 out of 5 average rating, 20 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!

Guest favourite

Home

4.96 out of 5 average rating, 51 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!

Guest favourite

Townhouse

4.92 out of 5 average rating, 12 reviews

Lux Full House: Outdoor Paradise + FREE Parking!

Step into the luxurious 3BR 2BA house in a cozy neighborhood. It promises a relaxing retreat close to Wicker Park‘s hottest restaurants, bars, and attractions (literally right in the center of Wicker Park). Explore the city before returning to this stylish gem, whose rich amenity list will leave you in awe. ✔ 3 Comfortable Bedrooms ✔ Full Kitchen ✔ Private Backyard ✔ Prime Location (2 blocks from ‘L‘) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Washer/Dryer ✔ Private Parking Spot Learn more below!

Guest favourite

Rental unit

5 out of 5 average rating, 21 reviews

Lake, City, & River View Condo

Enjoy a delightful stay in my bright, stylish, centrally-located studio apartment for your Chicago trip. The unit is equipped with an indoor hot tub (open year-round), an outdoor pool (open during summer), and a dedicated workspace to make your stay comfortable. You can always enjoy using the gym, terrace, rooftop space, game room, and more. Our apartment is less than 10 min away from restaurants, The River Walk, Navy Pier, cafes, bars, nightclubs, and more. We look forward to hosting you!

Superhost

Home

4.79 out of 5 average rating, 14 reviews

Urban Oasis | Kid Friendly | Quiet Street

Spacious rooms, cool design house, and peaceful location, ... are some of the things you can expect when staying at the property :). We also have tons of amenities: + game room for adults and kids + movie room HD projector + poker table + king bed + outdoor dining seats & grill + private garage & easily accessible street parking + many more... Distances: _ 5 minutes drive to Dempster train station. _ 7 minutes drive to Westfield Old Orchard mall. _ 25 minutes drive to downtown Chicago.

Guest favourite

Apartment

4.99 out of 5 average rating, 136 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.

Guest favourite

Home

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.

Superhost

Home

5 out of 5 average rating, 3 reviews

Cozy 4BR Home w/Fireplace & Pond

Spacious 4-bedroom 2 bath home in Chicago perfect for families or groups. Enjoy the cozy ambiance of a beautiful fireplace and relax in a serene backyard featuring a lovely pond. This home offers a clean, comfortable stay with plenty of space, including a finished basement for extra living or entertainment area. Ideal for a peaceful getaway while still being close to the city's attractions. Book your stay and enjoy a cozy, welcoming atmosphere in this charming Chicago retreat!

Guest favourite

Home

4.85 out of 5 average rating, 46 reviews

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

Guest favourite

Rental unit

4.99 out of 5 average rating, 77 reviews

Belmont Pleasures - hot tub / arcade gaming room

Welcome home! If you’re looking for a unique experience to enjoy with your friends and family come have some fun in this beautiful luxury home, located in belmont-cragin neighborhood Chicago IL 60634 The spacious house includes 3 bedrooms, 4 full bunkbeds , 2 queen beds , 2 sofa queen beds , 2 & 1/2 bathrooms . Whether you’re looking to book for a birthday, bachelor/bachelorette gathering, or trip with family and friends, this place has something for everyone.