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Classic Elegant Home posh Roscoe Village & Wrigley

Spacious elegant first floor flat. Very high speed internet for work. One block from top dining + shopping. Easy walk to Wrigley Field. Bose music & Smart TV. Very well equipped & stylish with great Zen. Chefs kitchen, marble steam bath & even stained glass. Well stocked pantry + dining space to entertain. Take the bus or train downtown or wine & dine close by. Experience a true feel of a classic Chicago upscale posh Victorian home. Also Month to Month Affordable Posh Vacation Chicago Home

2 QN bdrm + free parking space by O’Hare/Allstate

30 min ~DT Chicago 18 min~O’hare Airport & Allstate Arena/Rosemont/Oak-brook Early checkin/late checkout can be arranged 2 QN bedroom/1bath + parking spot Dedicated workspace desk & chair, board games, small library, and convenience items like smoothie blender, tea kettle, crockpot, air fryer & baby gear. Entertainment style living room + fully stocked kitchen & granite bar overlooking large smart TV & fireplace. Community laundry downstairs 10 min walk~grocer and restaurants 5 min walk~bus

Lyle and Taylor present-Spacious Private Apt -

Beautiful spacious apartment perfect for long term work assignments or travelers who want all the comforts of home. Sleeps up to 5; King, Queen + sofa Amenities abound: ~FREE WiFi ~2 smart TVs w/HBO, SHOWTIME, Cinemax, 144 cable channels, Netflix ready (with your account) ~Full kitchen with fridge/gas stove/dishwasher/microwave/toaster oven/Keurig ~FREE washer & dryer with basic supplies ~Bathroom w/shower/tub combo ~Non-smoking ~Complimentary weekly cleaning/linen laundry for extended stays

Massive Old Town Home Steps to Wells St & Beach

Start your Windy City adventures in my spacious 3rd-floor duplex in the heart of Chicago's vibrant Old Town neighborhood! This 8 bed, 4 bath home comfortably sleeps up to 20 guests, making it perfect for large groups or families. Enjoy modern furnishings, a fully equipped kitchen and two cozy living areas to relax in after exploring the city. Steps from popular restaurants, bars, boutiques and the lake, you’ll be immersed in local charm. (Please note, parties and large events are not allowed)

Romantic Gastro Loft Retreat for Two

Located above the area’s hottest new restaurant, this newly renovated 1BR/1BA urban loft features classic finishes - exposed brick, high ceilings, maple floors, and quartz countertops. Cozy, comfortable quarters directly above the Houndstooth restaurant provide a fantastic opportunity to get a “taste” of the Benton Harbor Arts District. Muffled sounds of music and activity from the restaurant below are often present in the loft during evening hours. Some guests may find this objectionable.

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.

Stunning Retro Apartment in Andersonville

Stay in this perfectly situated apartment in the heart of vibrant Andersonville and find out why TimeOut Magazine calls this “The Coolest Neighborhood in the US”. Full of natural light, this 2 bedroom, 1 bath home has generous room sizes, and located on the ground floor of an immaculately kept vintage 4 unit building that has been fully upgraded with modern amenities. Plenty of free parking 24/7. Folks who stay here really will get an authentic Chicago-style experience.

Beachside Bungalow 1-bedroom with On-site Laundry

Conveniently located 2 miles from beautiful Weko Beach and 4 miles from Warren Dunes State Park. This rental features a full kitchen, cozy living space with sleeper sofa, queen size bed in the master bedroom and a spacious bathroom that includes a washer and dryer on site. Charming enclosed porch offers an inviting space for your morning coffee before heading out to the beach for the day. Private parking included. This unit is on the second level accessible by stairs only.

~Exquisite 2-BR Residence| Top Notch Amenities ~

Welcome to our Chic 2-Bedroom Haven in Ukrainian Village, Chicago! This stunning modern unit offers high-end amenities and a true interior designer's dream. Experience the perfect blend of modern convenience and charm at our high touch vacation home. The carefully designed master bedroom comes with its own, amazing, private bathroom. Pets are allowed in unit but not on furniture. $500 fee will apply if hair is found on furniture.