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Cozy 2BD/1BA in Charming Logan Square

This clean & comfortable 2 BD/1 BA garden unit in Logan Square is the perfect spot to come back to after a day of exploring the Windy City! Just a quick walk to the Logan Square Blue Line L stop, you'll be able to get downtown and back with ease. Cozy up by the electric fireplace when it's chilly or take a stroll through the vibrant neighborhood in nice weather. Here, you're sure to feel at home. Please note - my 2 children (9,4) live upstairs with me half time, awake 7am weekdays, 8am weekends

Professional's Playground (Fitness Center • Sauna)

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.

The Grand Kimball Lodge, Logan Square, Sleeps 15

The Grand Kimball Lodge—featured in Architectural Digest's "21 Best Chicago AirBNB's"—is a premier Logan Square loft and a trusted production site for brands like Adidas, Ford, Jack Daniels, Chipotle, FanDuel and more. This space spans the top two floors of a century-old building with exposed brick, timber beams, and hardwood floors. The unit includes 4 bedrooms, 3 full bathrooms, a chef's kitchen, and a 12-person dining table. A 6-bedroom listing is also available: airbnb.com/rooms/40780053

ChiCasa Wicker Park Paradise

Stunning Chicago condo, where modern luxury meets comfort in a huge two-level layout. Enjoy 2 cozy fireplaces, 3 bedrooms, 2 living rooms. Working remote? Ideal with 2 standing desks! 2.5 baths add spa-like luxury with rain & steam shower and tub. 2 living rooms provide ample space to unwind. Step outside to a private rooftop terrace with dining and BBQ. Centrally located near downtown and the Blue Line, this family-friendly gem includes a Nespresso machine and four TVs for your entertainment.

Designer West Town Flat-Steps from Blue Line

This stunning-curated penthouse in the heart of East Village is perfectly positioned for corporate travelers, families, and urban explorers. This residence blends high-tech sophistication with the warmth of a boutique home. Tucked away in West Town’s trendy East Village, you are just steps away from the Blue Line for easy access to O’Hare and the Loop. You’ll be surrounded by Chicago’s best coffee shops, Michelin-rated dining, and unique boutiques, all while enjoying a quiet residential feel.

Sunny Wellness Oasis in Lincoln Park

This sunny apartment will be a perfect home base for anyone looking to explore Lincoln park and Chicago. It is located in a quiet tree-lined street and in walking distance to dozens of restaurants, shops, cafes, and great grocery options. With lots of vintage charm, the condo is on the first floor of a Chicago historic landmark building. Come to a restful retreat with high end mattresses, a large living room with decorative fireplace, beautiful bedrooms, and several wellness amenities.

Serene Home Privately Nestled on 1.5ac of Forest!

Great for groups and weekend getaways!Perfect for longer stays and remote work! Have you ever imagined being surrounded by nature and all its beauty? Well, look no further! As you enter through the long driveway you are struck in awe! Driving down the tree lined road you find yourself surrounded by tall trees of every kind. With no streets or roads in sight you gaze at deer crossing, stopping to stare at you. Or you catch a blue jay & cardinal singing to their own tunes. Welcome!

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.

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.

Designer Oasis - Sauna, Hot Tub, Patios, Game room

Welcome to your stylish 5BR oasis in Wicker Park! - Beautifully designed interiors blend modern aesthetics with cozy touches. - Spacious atmosphere ideal for families, friends, or business travelers. - Three outdoor patios with seating, plus a sauna and hot tub. - Entertainment basement with air hockey and foosball tables. - Prime location near trendy shops, restaurants, and nightlife. Book your stay with TheDreamRentals today!