Apartment holiday rentals in Woodlawn, Chicago

Royal Coach House Cottage

Royal Coach House Cottage- Nestled in Bronzeville community and nearby Historic Hyde Park neighborhood that is safe and family oriented. Our space is quite cozy, quaint and ideal for relaxation, peace & quiet. Flower and vegetation garden landscape. Centrally located 1.5 miles from lake front, nearby shopping, movie theater, and restaurants. Seconds from park, walking track and playground. Minutes from downtown and Magnificent Mile. Local transportation accessible including bicycle rental.

Luxury Chic Condo Near Hot Attractions w/FastWi-Fi

Escape to this spacious "Home Away from Home" fully equipped with all you need for your comfort & enjoyment. A 3 bedroom/ 1 bathroom condo with ample closet space. With a dedicated workspace & surrounded by public transportation and hospitals, it's perfect for WFH &/or commuters. Located near the University of Chicago, Museum of Science & Industry, Jackson Park Golf Course & Tennis Courts. Less than 1 walk from the Metra Train, which goes directly into downtown by the famous Millennium Park.

Urban Chic Meets Urban Comfort

Nestled in the vibrant Hyde Park neighborhood of Chicago, this chic and cozy retreat is perfect for professionals and travelers alike. Just a short walk from University of Chicago, this space offers an ideal location for those visiting the area for work or study. Designed with comfort and style in mind, it’s perfect for extended stays, to make you feel at home. With easy access to local shops, cafés, and public transportation, you’ll enjoy both convenience and tranquility during your stay.

Bright & Spacious| Free Parking |Trendy Bridgeport

Step inside and be greeted by an open-concept space bathed in natural light. High ceilings, hardwood floors perfectly blend vintage charm with modern elegance. The living area invites you to unwind after a day of exploring our vibrant city. Relax on the sofa, watch your favorite shows on our large flat-screen TV, or indulge in book in the cozy seating nook. Whether you're a solo traveler, couple, or friend group looking for an unforgettable adventure, this is the ultimate urban retreat.

Best Location in Hyde Park apartment

Lovely 2 bedroom apartment in Hyde Park location. Within one block of the U of Chicago. The lake is within a 10min walk. Close to the science museum, Metra, restaurants, parks, and famous Japanese garden. Updated unit was remodeled last year for you to enjoy. Separate living/dining rooms. The dinning room has a large table for you to enjoy a meal or get some work done. Great view to the park and tennis courts and porch on the kitchen to enjoy breakfast outside. Parking available.

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.

McCormick 2B/2Ba corner unit/opt parking/sleeps 6

• Please MESSAGE US for SPECIAL RATES • Steps away from McCormick Place • Michigan Avenue location • 2 shifts Security officers in the building • 2 Queen size beds + Sofa bed for 2 extra guests • Comfortable stay for up to 6 guests at a time • Access to the Gym in the building • Fast dedicated Internet • 4K smart HDTV(Netflix and Roku) • Fully equipped & stocked kitchen with Coffee & Tea • EV charging stations available • Optional Parking space for only $30/day

Beautiful European Apartment

Enjoy this comfortable 1600 sf European Styled 3 bedroom (Queen Beds in each room) 1 bath apartment with lots of natural light. Formal dining room,comfortable living room with attached sunroom. Quite neighborhood and 3 blocks away from Public “Elevated Train” line and “Buses” to anywhere in Chicago. The apartment is walking distance from University of Chicago and the beautiful Washington Park. The park has wonderful Walking/Running Paths and Pool (Seasonal).

Modern Apt with style & comfort in Pilsen Chicago

Enjoy a nicely updated studio in a safe, family-owned building located in Pilsen/Heart of Chicago conveniently located near Downtown, Chinatown, & Hyde Park to name a few. Public transportation is walking distance or you can go on a short drive to museums, parks, cafes, restaurants, bars, venues, and hip neighborhoods. Chicago has a full line up of festivals happening this year so feel confident in choosing my lovely space to be part of your experience.