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Entire house, close to O'Hare airport
You and your family will be close to all amenities when you stay at this centrally-located place. 5 miles from O'hare Airport, 1.3 miles from Allstate Arena, 4 miles from Rosemont Convention Center and 5 miles from Fashion Outlet of Chicago. Few mins from Rivers Casino, Shopping Centers, Restaurants, Express way. Easy access to I-90 & I-294. 15 miles away from Chicago Downtown. A newly renovated space with extremely fast WIFI up to 800mbps, suitable for WFH. Walking distance to a close by lake.

Home in Glen Ellyn
Beautiful 5 bedroom, 2.5 bath home in Glen Ellyn, fully furnished with everything you may need for a wonderful stay! Located in the peaceful suburbs of Glen Ellyn, the area is perfect for families or friends who would like a comfortable getaway. Located 40 minutes from downtown Chicago and Midway airport and 30 minutes from O'Hare airport. Located nearby major highways and shopping centers. Large, private and completely enclosed backyard perfect for kids to play in or a relaxed evening of BBQ!

UP-SCALE Wicker Park 4BD/3.5BA HOME (+garage)
Escape into this Wicker Park Masterpiece! Guests love this home because: - Steps away from top-notch restaurants/entertainment on bustling Division St. - Close to every popular attraction that makes Chicago so great - Luxurious interior filled with natural light - Open-floor plan for entertaining! - City skyline views from top floor! - Fast WiFi (1,000 mbps) - Large attached garage! - Beautiful custom built-ins - Next to modern park and playground! - 10 minute walk from blue line (CTA L)

Modern Victorian Charm | A+ Location in OP
Your family will be close to everything when you stay at this centrally-located Victorian home in the heart of the historic Frank Lloyd Wright district. The walkable location is perhaps one of the best features of this newly updated Victorian. Walk to local restaurants, coffee shops, ice cream and parks. This vacation rental is steps away from the FLW studio and Hemingway museum. Free parking. Steps from the Metra or CTA line. 15 minute drive to downtown Chicago. 22 minute drive to airport.

The Urban Oasis | Outdoor Lounge • Sleeps 10+
Luxury 4BR/2.5BA residence featuring 3 private bedrooms and an open-concept bonus room with a queen bed and full-size bunk beds—perfect for upscale families or executive groups. The spa-inspired primary suite offers a soaking tub and rain shower with multiple settings. Enjoy a modern kitchen, stylish living room with a 76” smart TV, and a large covered patio. Located near UIC, West Loop, Chinatown, McCormick Place, the lakefront, and some of Chicago’s best dining and cultural attractions.

Jacuzzi, King Beds, Easy Access to DT Chicago!
Our 4bd, 2.5ba house is perfect for a group of friends or family looking for a clean, modern place in a wonderful neighborhood. There is plenty of space for 10 people to sleep comfortably (4 beds), as well as 4 smart TVs (w/ complimentary Hulu & Disney+), a deck w/ a pergola, built-in grill, & firepit, a large fenced backyard, a game room (w/ ping pong and more), a jacuzzi, an office space, & much more. Great access to City of Chicago by I-290, as it's directly west of Downtown!

Lakefront View Getaway Home! Hot tub! Kayak!
INCREDIBLE 5,519 sq. LAKEFRONT HOME with GORGEOUS VIEWS. 30 Minutes Away From Downtown Chicago. 7 Bedrooms, 9 Beds, 2 Additional Sofa Beds & 4 Baths. Fits 20 guests by request. PRIVATE DOCK and PATIO/BACKYARD Right on BROOKERIDGE LAKE. UNICORN ISLAND FLOATING RAFT, KAYAK, PADDLE BOAT, FISHING & MORE. BrookeRidge Private Jet Airport in the Same Park. Indoor Entertainment Including POOL TABLE, AIR HOCKEY, PING PONG, DARTS, CARD GAMES, GAMING CONSOLE & KARAOKE 🎤

The Logandale: HUGE Mid-Century Home, sleeps 15
Welcome to The Logandale! This 4 bed/3 bath mid-century modern home is ideal for families, professionals, and groups. Enjoy an open floor plan, private patio, game room, and bedrooms with memory foam mattresses. The fully-equipped kitchen, Smart TVs with Netflix, and a backyard fire pit ensure a comfortable stay. Located in the trendy Avondale/Logan Square, you're close to public transport, eateries, and attractions. Experience Chicago's best with us! 🌃🛏️🎮🔥

Beautiful Chicago Greystone
Spacious, private, 4 bedroom condo 15 minutes directly west of the city center. Minutes away from the West Loop, Garfield Conservatory, Downtown, and United Center. Ideal public transportation access with multiple bus stops within 1 block radius, 2 blocks away from Blue Line CTA, 1 mile away from Pink Line CTA. Exquisite back porch and patio with access to grill and patio furniture. Onsite laundry per request Local hosts!

4 Bedroom House - Close to Everything - Naperville
Enjoy all Naperville has to offer with this spacious 4 bedroom 2.5 bathroom home. Minutes from shopping, dining, and entertainment, this home is situated in a quiet and cozy neighborhood just a 10 minute drive to Downtown Naperville. Fully stocked kitchen and bathrooms, comfortable beds, fast wifi, Smart TVs, 2 car garage, spacious fenced back yard - everything you need to feel right at home!

Elmhurst Luxury 4BR w/ Pool, Fenced Yard, Downtown
✨ Beautiful & Spacious Home with Pool ✨ Perfect for families and groups, this home offers 3 bedrooms and 1 bath on the main floor, plus a luxurious master suite upstairs with a walk-in shower, huge closet, and laundry room. Enjoy the open-concept living room, fully equipped kitchen, and a stunning backyard with a pool the ideal spot for relaxation and fun during your stay!

3 Kng, 1 Qn, 1 Full, 3AirBd|Basktbll Crt|FreePrkin
3 Kings | 1 Queen | 1 Full | 3 air beds | 2 Pack 'n Plays No charge for: cleaning, extra people, or any other hidden fees. 20% weekly discount applied to 7+ nights. 20% monthly discount. Less than 5 mins to I-294, I-55. 30 mins to Chicago & O'Hare Airport. 15 mins to Midway Airport. 5 mins to Cook County’s forest preserves w/ bike, walking, and horse trails.
Izinto ezinokusetyenziswa ezithandwayo kwizindlu ezinkulu eziqeshisayo eWillowbrook
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Spacious 6BR in Logan Square + Garage! Sleeps 16

Spacious Five Bedroom Home in Trendy Chicago Neighborhood

The Hamlin in Logan Square 4BR/2BA w/Parking!

Soaring Dramatic Wrigley Loft w/ PRIVATE ROOFTOP

Spacious 4 Bedroom Condo

Large Remodeled Home in Lincoln Park, Sleeps 12!

The Grand Kimball Lodge, Logan Square, Sleeps 14

Spacious 4-Level/4-Bedroom Townhouse in West Loop
Izindlu ezinkulu eziqeshisayo ezilungele izilwanyana zasekhaya

Hyde Park 5 Bed/3 Full Bath Condo- Travelers Only!

Walk to Oak Park From Our Large Sun-Soaked Home!

*The Brookside Manor*/3 King Beds/Near Downtown!

The Ultimate Escape|Unpack|Relax|Enjoy!Sleeps10-14

Comfy/Elegant Home by Wrigley, Garage Spot & Yard

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

Little Rock Woods Retreat

Large Family Home w/Garage-King beds, Fast Wi-Fi
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5 bdrm/2.5 bth/Fenced Yard/Quiet St /Pet friendly

Pardizes Suites

Munster hide away

Family-Friendly Suburban Getaway Near Chicago

Two 2BRs Near Millennium Park, Ideal for Groups

Paradise with Pool & Games

Stylish 4 Bedroom / 4 bath in the Loop | Sleeps 12

1/2 mile to NU, 5min walk to Lake, Swim Spa Pool
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- I-Guaranteed Rate Field
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- I-Field Museum
- Wicker Park
- Lincoln Park Zoo
- I-Garfield Park Conservatory
- I-Brookfield Zoo
- Iziko Lomhlaba Wamaphupha Nokusebenza
- Illinois Beach State Park
- Willis Tower
- The Beverly Country Club
- Raging Waves Waterpark
- The 606
- Olympia Fields Country Club