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The Executive's Escape (2BD/2BA)

Located at the epicenter of Chicago's cultural, historical, and business attractions, this luxurious 2 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.

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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!

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Cozy 2 bedroom house/w garage in Skokie

Charming 2B/1.5B house in Skokie IL. This Airbnb boasts plenty of amenities including WIFI, Roku TV's, fully furnished, a beautiful backyard, workout gym and sauna in the basement and a kitchen with top of the line appliances. The house sits on a quiet residential street just 2 minutes away from the nearest interstate taking you to beautiful Downtown Chicago in about 25min . Downtown Skokie is a few minutes away, plenty of shopping options 5min to Village Crossing and 15min to Old Orchard Mall.

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Entire Below Level Studio w/ Private Sauna

Centrally located between Logan Sq., Bucktown, Wicker Park & Ukrainian Village. Easily jump on the 606 walk/bike path or the Blue Line train. Lincoln Park Zoo, N. Ave. Beach & other hot spots are a quick Uber ride away. The Blue Line offers access to downtown, museums, Bears games @ Soldier Field & direct access to O’Hare. Wrigley Field is just across town. The Bulls play at the United Center 2 miles away. There are great local eats/drink on our block! Note that this is a below level unit

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Stunning Panoramic Chicago Views & Free Parking

Indulge in the epitome of luxury at our exceptional property with a host of amenities: 24-hour door attendant, heated parking, hot tub, modern workout and rec room, and stunning Chicago views. Situated in a secure, scenic South Loop neighborhood, our upscale abode grants swift access/steps to McCormick Place and Wintrust Arena. Discover the best of Chicago from this ideal spot, with easy public transport and airport commutes. Your remarkable experience begins in this lavish urban retreat!

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City Life, Neighborhood Comfort - Studio

We feature boutique amenities such as upgraded linens, stylish bathrooms with granite countertops, complimentary wireless high-speed Internet, Keurig coffeemakers, and other conveniences. There is nothing quite like a good night's rest and waking up to our free breakfast. We are located in the neighborhood of Lakeview East. Steps to Northalsted and Lake Michigan. A few blocks from Wrigley Field. Walking distance to hundreds of bars and restaurants. Must be 21 and over to register.

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Steel and Sky

This home is not a drywall box in a tower. One of a kind design blends light, steel, brick and wood and pairs it with a fully landscaped, leafy side lot for all relaxation needs. Custom woodwork frames a giant "omniview" steel fireplace. A massive steel staircase and catwalk are suspended beneath a skylight that spans the entire ceiling. The skylight, with the help of yard-facing windows, bathes the place in light. The house itself and its peaceful, functional sidelot is the feature.

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The Landmark; a comfortable suite in the Gap

Welcome to the landmark. A cozy well appointed studio space in the heart of the historic Calumet/Giles Prairie district. Bright, east-facing, ground floor unit with 9 ft ceilings and separate entry. We have everything you’ll need for a comfortable leisure getaway or business trip. Conveniently situated near IIT, McCormick Place, Sox Field, Wintrust Arena, three major highways, and downtown. Walk to 31st street beach or bike the lake to Museum Campus. It’s all at your fingertips.

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Washington Estate minutes from University of CHI

Kick back and relax in this calm, stylish space. The Washington Estate is the professional escape. We provide a 1-bed/2-bath to accommodate a maximum of two guests. Everything you need, full kitchen, WIFI, exercise room, in unit laundry and exterior patio seating for your enjoyment. Gated parking available upon request. Near the historic Hyde Park, the University of Chicago and 8 minutes away from Lake Shore Drive. Walking distance from public transportation.

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Northside Chicago Getaway

This home is a classic Chicago bungalow that has been recently updated. There are some special features including whole home audio, a 75" TV with 9.1 Dolby atmosphere surround sound, a 3-person sauna, complete kitchen, fire pit out back and private parking for 2 cars. The Home is located in the Mayfair Park area of Chicago and offers a taste of the City life but also has a little space to breathe. Hope you enjoy it as much as I have over the years!

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The Grand Kimball Lodge, Logan Square, Sleeps 14

The Grand Kimball Lodge is an experience - featured in Architectural Digest's 21 Best Chicago Airbnbs for Your Next Windy City Trip and Timeout's 21 Best Chicago Airbnbs for Your Next Windy City Trip. You'll love this expansive Chicago getaway in a Wes Anderson-inspired loft, nestled in trendy Logan Square. This 4 bedroom 3 bathroom rental comes with a spacious kitchen and living area , so there's plenty of room for everyone! Read below for more!

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Glamping Yurt&RV Game Room Pool/Hot Tub/Sauna plus

Glamping Experience to the next level. SEASONAL OPENS MAY 1, 2024 Mini Resort Includes: 35' RV with air condition and Wi-FI Safari Yurt with Wi-Fi Outdoor wooden Barrel-Sauna Large 27' above ground swimming pool (seasonal) 6-7 Person outdoor hot-tub night lights Screened-in Gazebo with twin size beds, TV, shades & lock Game Room with full bathroom, pool and air hockey table Coop Feed the chickens Mini Golf lanes Seasonal from May - October

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NVCLL Chicago

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Sunny Wellness Oasis in Lincoln Park

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The Metropolitan Escape -2BD/2BA

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Level Junior Two Bedroom Suite | Fulton Market

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The Downtown Oasis (2BD / 2BA)

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The Areal Oasis

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The Playwright's Palace

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City Life, Neighborhood Comfort - Studio

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Artist Urban Farm Stay in Chicago's McKinley Park

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25 min from both airports and downtown

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Sauna, pool table, decks, sheep, big house!

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4 Bedrooms Family Retreat near McCormick

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Family and friends unite!

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3 miles to Wrigley, private, cozy, easy access

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Private Bedroom near Metra, 20 min to Airport

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Superior Splendor on Shoreline

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