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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.

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.

Steps from the beach and a mile from National Park

Perfect for family or friends to relax and enjoy Indiana’s Dunes National Park! The Holliday House is a 2022 custom built home with lake views and a beach path just STEPS from the front door! This 2000 sq ft open concept design features 3 bedrooms and 3 bathrooms, 16’ ceilings, open great room with beautiful indoor/outdoor kitchen, custom dining seating for 8, and loft hammock. Hosts live next door and are easily available if needed! Everything is on the 1st floor except for the 3rd bedroom.

The Grand Kimball Lodge, Logan Square, Sleeps 14

Welcome to The Grand Kimball Lodge, a truly unique getaway featured in Architectural Digest's "21 Best Chicago Airbnbs for Your Next Windy City Trip." Located in the heart of Logan Square, this charming loft combines rustic elegance with modern comforts. With 4 themed bedrooms, 3 bathrooms, a chef’s kitchen, & spacious living & dining areas, it’s the perfect space for families, friends, & small groups to gather & make lasting memories. Visit my owner’s profile page for a 20-person listing too.

Sauna • Modern • 2 blocks to Beach • Game Room

Welcome to Dune's Edge! Enjoy our 2300 sq ft modern oasis with a mid-century vibe and rooftop sauna. Across from Indiana Dunes National Park and two blocks from the Lake Michigan beach. Perfect for couples, friends, or family looking for a relaxing getaway. Complimentary Keirug coffee, gourmet kitchen, & wet bar in the loft. Enjoy outdoor living with our sauna, fire pit, bags on our patios. Gameroom with Ping pong, darts, & PacMan arcade. Beach chairs, wagon, towels, and toys provided.

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

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.

Spacious Garden Apartment with Sauna and Fireplace

English garden apartment in historic Wilmette home with a private entrance, sauna, washer/dryer, kitchenette, dining area, recreation room with pool table, vintage pinball machine, and a wood-burning fireplace with gas igniter. Two queen beds, 1 full-size sleeper sofa, and a single mattress are available for large families. Ideal access to Northwestern University for all events. **Please note the apartment is located on the garden level and does NOT include the entire home.**

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.