Vacation rentals with a fireplace in Washington Park

Amazing historic campus mansion!

This stylish campus mini mansion is perfect for group trips in the historic Hyde Park neighborhood. A cheerful, modern renovation of a historic home, with original woodwork, underfloor bathroom heating and leaded windows. Easy access to Uchicago, the lakefront, Chicago marathon, McCormick trade shows, the Museum of Science & Industry or exploring our vibrant city. Our spotlessly clean property helps you experience everything Chicago has to offer. Hosted by a very experienced all 5 star host.

Quiet, Modern, Convenient 2 bedroom condo

PLEASE READ DESCRIPTION PRIOR TO BOOKING* Stay at this quiet, charming, Chicago-themed garden unit, sitting in the heart of Chicago's historic Bronzeville neighborhood. This convenient location with 1000 sq feet of space is perfect for young professionals, student, small groups, families, and people traveling with children. Easy access to public transportation, downtown Chicago, the Museum of Science and Industry, the University of Chicago, downtown Hyde Park, and etc. Hotel style, no kitchen

Guesthouse | Near public transit and Lake front

A unique 400 sqft loft with bright open concept multipurpose space, large windows, full kitchen, and private access located in the historic Kenwood/Hyde Park area. Public Transportation - 5 minute walk Lakefront - 10 minute walk University of Chicago - 2 miles Museum of Science and Industry - 2.8 miles Mccormick Place 3.4 miles Millennium Park - 6 miles Navy Pier - 6.7 miles Hyde Park restaurants! Perfect for individuals or couples, great access to expressways to get anywhere in the city.

Private Studio in Bridgeport, Chicago

A bright studio guesthouse, perfect for business travelers, a couple’s getaway, personal retreat, or a solo adventurer. Has a kitchen sink, cabinet space for your non-perishable items, a microwave, mini-fridge, and Keurig. We provide plates, flatware, mugs, and glasses. The studio offers the privacy of your own bathroom and shower facilities. You'll rest well in a full-size Murphy bed, with sufficient storage for all your travel items. A couch is available for a third guest if needed.

Private Duplex w/ Theater + Games | Near UChicago

Enjoy endless entertainment with family and friends in our spacious 2-level home, equipped with central air and heating! The lower level is your fun zone—featuring a 120" projector for movies, a retro arcade game, ping pong, board games, a bedroom and bath, and a reclining sectional for movie nights! Upstairs, you'll find 2 bedrooms, a full bath, a patio with new furniture, and a fully stocked kitchen with appliances and complimentary coffee. Everything needed for a fun, comfortable stay.

Cozy Apt~Location near UChicago & Lake Shore Drive

Welcome to Woodlawn, a charming neighborhood just minutes away from the Obama Library. My home is located in a historic area with local shops and beautiful buildings that offer a true Chicagoan experience. Here are some features you'll love: 6-min drive to the Obama Center, 15-min to downtown, newly renovated interior with keyless entry, CTA bus line nearby for easy transportation, excellent investment opportunities, historic Woodlawn neighborhood, and free street parking.

3bdrm/2bthrm in restored brownstone in Bronzeville

Newly restored Brownstone in historic Bronzeville neighborhood. Built in 1868, this 3br/2ba apartment has antique furniture and finishes with contemporary touches, smart tech & security, in lakefront neighborhood minutes from soldiers field, white sox stadium, the future Obama Library, and downtown Chicago.

Historic Hyde Park Gray stone (upper)

Contemporary, modern decor with plenty of space to relax, entertain and work. Great for staycation and work from home. Additional $50 per guest, per night charge for reservations with more than 4 guests up to a maximum of 6 guests.

Cozy House with Gazebo

Cozy home in Northwest Indiana located near I-80, just 35 minutes from Downtown Chicago. Three Floyds brewery, and beautiful parks, make Munster a suburban destination. Also located close to Munster's Community Hospital.