Kid-friendly holiday rentals in Woodlawn, Chicago

University of Chicago Condo-Upgraded and Spacious

Beautiful, spacious, 1 bedrm, 2 bathrm condo near the University of Chicago. Open floorplan, hardwd floors, stainless appliances, 2 Smart TVs in bedrm & living rm, in-unit laundry, and private parking space. Features a cozy reading nook and large outdoor patio. On a quiet treelined street - minutes from Hyde Park and waking distance to Lake Michigan, Jackson Park Golf Course, the 222,000sq ft Regal Mile Film Studios, and upcoming Obama Presidential Library. Your stylish home away from home!

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.

PRIVATE 2-bedroom 1.5 bath w/ living room

Next to University of Chicago campus. Private entry to 2-bedroom/1.5-bath apartment: back half is our separate office/baking space and front half is your private Airbnb suite. There is no kitchen in the unit. This Airbnb is in our 4-unit apartment building and next door to our house where we've had a 5-star Airbnb room for 9 years as a Super Host. The other tenants are long-term lease-holders and wonderful people whom we're happy to call our neighbors on this quiet tree-lined street.

*Hyde Park *2 Masters *2 Living Rooms *Courtyard

Welcome to our newly renovated retreat, The Urban Oasis in Hyde Park. Embrace the artful decor throughout the spacious house only a 10 minute walk to the nearest beach. Rent a bike for a scenic ride to nearby attractions like University of Chicago, Obama Library, Museums, the Natural Walkway Nature Park and the lake. Conveniently located near Hyde Park central to downtown Chicago, this is the perfect stay for families and small groups as you explore everything Chicago has to offer.

Spacious 1BR Garden Apt & Parking

Welcome to our tranquil garden apartment on a quiet residential street near the university and all Hyde Park attractions. Enjoy morning light through picture windows in the spacious living room and adjacent kitchenette. Breakfast on the patio or garden bench on a sunny morning. Stroll to one of 20+ eateries within four blocks. We are on-premises hosts and owners, available for whatever may arise. Access is private via back gate just off the parking lot with reserved parking space.

Lux amazing Stay on University of Chicago Campus

Tastefully decorated 3-bed, 2-bath apt on the renown University of Chicago campus , 11 min walk to CCD & Bernard Mitchell Hospitals and Main quadrangles, and a 5 min walk to a grocery store. Offers office space, Chef’s kitchen, in-unit washer/dryer, Nespresso, TV in every room, and fast WiFi. Ultimate luxury living! We believe that everyone should have a place to call home. Therefore, 15% of our profits are donated to homeless students who attend Malcolm X College in Chicago.

Artsy 3BR Near UChicago | Piano + Full Kitchen

Equipped with central air—your comfort is our top priority this summer. This stylish 3-bedroom features a piano, a comfy new sectional, and beautiful art in nearly every room. Enjoy a full dine-in kitchen with seasonings, utensils, a toaster, complimentary coffee and more. There’s also a dry bar for mixing drinks, a dedicated workspace in the master bedroom, and your own patio deck. Whether you’re relaxing or working remote, this Hyde Park stay is made to feel like home.

Comfy Solar & Green 2BR Near Hot Hyde Park!

Hi, traveler! We're so happy to host you in our unique, private 2-bedroom garden unit that's powered by the sun. It's all electric, uses no gas and is U.S. DOE Zero Energy and Energy Star® certified! You'll also have a full kitchen, full bathroom/shower, washer/dryer, living room, work area, generous closet space, and complete privacy. Your children are also welcome. We're centrally located on a quiet, residential street in safe and lovely Woodlawn near hot Hyde Park!

Classic Den @ U Chicago

Our homey space includes full bath, kitchenette, living area and super comfy Queen bed. Direct access to unit from the exterior rear door makes coming and going easy. Located on University Ave. just a minutes walk to U. Chicago campus, easy access to public transportation taking you downtown in just over half an hour. *Note*This is in the basement of our home. Interior stair door locks from basement side to ensure guest privacy. You will hear us upstairs at times.