Vacation rentals with a fireplace in Wicker Park

Gorgeous Penthouse with Stunning Views from Private Rooftop

Welcome! We are young professionals opening up our 2 bedroom apartment to warm and down-to-earth travelers. We'd like to help you fall in love with Chicago! LIVING SPACE: Top floor condo with a great view of the neighborhood tree-lined street. Moderately large open space with hardwood floors, a comfortable and inviting atmosphere, and plentiful natural light. You can also relax on our private rooftop. KITCHEN: You are free to use the full kitchen. BEDROOMS: Two bedrooms with ample natural light and large closets. Fresh sheets, pillow, bath soap, and bath towels will be provided. BATHROOMS: 2 bathrooms (1 is a master bathroom with shower and bathtub) for guests. Central A/C is provided in the warm months and central heat during the cooler months. We live in Chicago and are happy to help if you need something. Beautiful walking-friendly Wicker Park showcases Chicago's culture, arts scene, and food and entertainment. Explore diverse nightlife and bars, historic buildings, countless vintage shops and boutiques, and street festivals in the warmer months. TRANSPORTATION: The condo is approximately a 30+ minute direct train ride from O'Hare airport and ~40+ minute train ride from Midway airport (1 transfer) using the "El" train. Getting to our condo from O'Hare is direct as we live right off the 'DIVISION' stop on the BLUE LINE. From Midway, you would need to transfer from the ORANGE LINE to the BLUE LINE. We are a fairly quick train or bus ride to the Loop and River North (for access to "downtown" cultural and city attractions) as well as other popular Chicago neighborhoods such as Ukrainian Village (walking distance), Bucktown (walking-bike distance), Gold Coast, Old Town (1 single bus, no transfers), Greektown, West Loop (quick Uber), Lincoln Park, Lakeview (bus), and Logan Square (quick "El" train ride). PARKING: Free parking can be found on Augusta Blvd (with exceptions on certain hours/days for street cleaning). Additional free parking can be found just a bit further on Cortez and Paulina. We look forward to providing you with the Wicker Park and Chicago neighborhood experience. Once you arrive, you'll get an even better picture of how phenomenal this location is.

Private Studio Apt in the Heart of Wicker Park!

*No Hidden Cleaning Fees or Deposits* Enjoy Wicker Park with your own private renovated studio apartment! The apartment comes complete with a large living space, including a twin day bed which can be pulled out and converted into a king size bed. The kitchenette has a fridge & microwave. There is A/C, fast WiFi, TV, new bathroom, laundry facilities and a communal rooftop deck with skyline views. Close to EL train, highway, shopping, restaurants, nightlife, cafes, 606 bike trail and more!

Logan Square 2nd Floor Chicago Victorian

Walk up the stairs to your sunny 7 rm, 2 queen bedrooms with full kitchen & 10' ceiling. 1/2 block the 2.9 mile walking/running/biking 606/Bloomingdale Trail that travels over other neighborhoods you can explore. In 2024, 'Time Out Magazine' voted Logan Square, one of the top 'Cool Neighborhoods in the World'. Walking distance to many restaurants, bars, breweries (beer & coffee) 20 min. walk to the Blue Line 'L' for O'Hare or Downtown. Rosa's - 'Chicago's Best Blues Club' - NY Times- 3 blocks

LAVISH LINCOLN PARK Home w/ Patio +attached garage

Escape into this Lincoln Park Hidden Gem! Guests love this home because: - Surrounded by top-notch restaurants/retail - Close to all popular attractions that make Chicago so great - Luxurious, newly-renovated interior filled with natural light - Open-floor plan for entertaining! - Gorgeous master en-suite with marble bath + walkout patio! - Fast WiFi (1000 mbps) - Very comfy beds! - Attached, private garage is huge bonus! - Red line (North/Clybourn) station 0.2 miles away (3-5 minute walk)

Cool! 2nd Fl. Loft. BEST Location! Private CLEAN!

Bright, airy, cozy, private space perfect for work or play for 1 or 2 people. This second story Modern space has everything you need for short or long-term stays. Creatively decorated and functionally addressed. The view overlooks the front garden. The street is quiet just steps away from everything. The Loft is super conveniently located just 1 block from bustling Division St in Wicker park, a few blocks from the blue line to downtown or the city and 1 Mile from the Salt Shed music venue.

Luxury 2-story 2-bedroom 3-bath Lincoln Park Apt

Centrally located in the heart of Lincoln Park this meticulous 2 bedroom apartment is just a short walk to downtown Chicago, the Lincoln Park Zoo, lakefront, shops, restaurants and nightlife. This luxury designer 2,000 SF 1st & 2nd floor apt is bright and spacious and features everything needed to live in Chicago like a local. The apartment features two bedrooms with king & queen beds, 3 full baths, pullout couch, gourmet kitchen, central HVAC and washer/dryer. Recently completely renovated.

Private hot tub - King bed suite - Free parking

Welcome to this urban retreat in the heart of Chicago's Little Italy neighborhood. Conveniently located adjacent to Chicago's downtown Loop and West Loop neighborhoods, you will find endless opportunities to experience the best of Chicago. At the end of your day, enjoy a relaxing soak in your private outdoor hot tub (open year-round) before sinking in to your Tempur-Pedic king bed for a restful night's sleep. Complimentary off-street parking provides rare convenience near the city center.

Hip Chicago Condo in fun shopping and dining area

Spacious 2 bedroom, 2 bath condo in ideal Wicker Park location-walk to everything including CTA/Blue Line, shops, restaurants & Division St. Night Life!! Highly upgraded with hardwood floors, granite countertops & breakfast bar, SS appls, luxurious marble baths, Jacuzzi tub & wood burning fireplace. This condo also features a large walk-in-closet, washer and dryer, private outdoor covered terrace. Free street parking. *Send PM for one night stays

Susie's Space. 2BR easy parking & pet friendly

Sunny and spacious, 2 bedroom apartment in Avondale near the Green Exchange/ Greenhouse Loft Flexible, self check-in Easy street parking (with provided permits) Pet fee $80 per pet Bedroom 1 with a king sized bed Bedroom 2 with a full bed Air conditioning and ceiling fans Soft linens and towels Separate dining room Fully equipped kitchen Free WIFI Smart TV for streaming Garden in back with a fire pit and charcoal grill Laundry room in basement

Stunning Wicker-Park Flat with Parking!

Enjoy a stylish experience at this centrally-located gem. Beautifully renovated 3 bedroom, 2 bath full floor flat. While quietly situated on the 3rd floor, you can walk out your front steps to all that Wicker Park and Division street has to offer. Coffee shops, bars, unlimited restaurants, green space, farmers market, gyms, grocery stores, and so much more. Easy and nearby public transit.

Former Artist Studio

A modern take on a vintage space! Encompassing over 1200 square feet on 2 floors, this former artist studio has been lovingly recreated as an eclectic 2 bedroom duplex down, from the original 100+ year old tin ceiling, to the century old bedroom door re-purposed as a desk.

Cozy Duplex Down in Wicker Park East w/ Parking

Welcome to our cozy four-bedroom and three-bathroom apartment located right across from a public park+pool and steps away from city's best shopping, dining, and nightlife!