Holiday rentals in Homewood

Charming & Cozy Getaway - A Heroic Stay Awaits!

Welcome to our snug and inviting home nestled in the heart of the Chicago suburbs! Perfect for a relaxing getaway, this cozy space offers everything you need for a comfortable stay. Enjoy a fully stocked kitchen, along with an in-unit washer and dryer for your convenience. We've made sure to provide plenty of linens, ensuring you have a cozy retreat to come home to after a day of exploring. Whether you're here for business or leisure, this home offers the perfect balance of comfort and warmth!

Cozy barn loft on organic vegetable farm

Find peace and restoration in this beautiful barn loft at Perkins' Good Earth Farm. The loft has a bedroom, separate shower and toilet spaces, work area, sitting room, kitchen space, and heating/cooling fresh air system. Located above our farm store, the loft provides privacy for you while giving you access to fresh fruits & veggies, locally sourced meats, homemade soups & salads from our farm kitchen, and so much more. You can also walk our farm trails, visit the veggies, or enjoy a campfire.

Charming Garden Apartment

Make yourself at home in a charming apartment with all the amenities! Lose yourself birding or reading a book surrounded by lush gardens. Take a short walk to lovely downtown Homewood to enjoy shopping & dining or catch the train to Chicago. After a day of exploring, a king-sized sleep number bed and lush bathroom features will pamper you! A fold-down sofa creates an additional bed. Dogs are welcome! This suite has a kitchenette with a convection toaster oven, induction cooktop, and fridge!

Cozy 3BR Home Near Chicago

Relax in this cozy 3BR, 1BA home that sleeps up to 6, including a pullout couch. Enjoy a hammock, patio set, fire pit, ping pong table, grill, and dog tie-out. Located on a private half-acre lot with private parking. Just 11 mins from Hard Rock Casino (Gary, IN), 10 mins from Homewood Casino, and 29 mins from downtown Chicago. Near expressway, stores, forest preserves, and attractions like Indiana Beach, Six Flags, and Starved Rock. Basement not accessible. Contact host for issues.

Spacious and Cozy Oasis Close to Fun

Escape to our inviting 2nd-floor High-End condo, just a short 37-minute drive from the vibrant heart of Downtown Chicago, Millennium Park, and Navy Pier. Immerse yourself in the charm of our neighborhood, surrounded by custom homes, golf clubs, and family-friendly entertainment. Many dining options all within a 2-minute drive or a quick Uber ride. Large balcony with seating for six and 2 minutes from the Metra Train Station for a fast trip to Chicago. Be one of our first guests!

Boulderstrewn: Historic Homewood home

Charming and historic Sears Catalog House on 2/3 acre wooded lot. Less than 10 minute walk to shops and restaurants in downtown Homewood to Metra rail (and Amtrak) station with express service to Hyde Park and University of Chicago (less than a half hour) and Chicago's 3 magnificent downtown waterfront stations (~40 minutes). Fire pit in yard can be used to enjoy summer nights. No cable, but several digital antenna channels available as well as Netflix, XBox and DVDs.

Warm and comfortable inviting Suburban home !

160 year old land mark community, Framed cedar bevel siding 2 story home, front porch , 10 ft high ceilings, kitchen canned lighting home. 6 feet fence In closed yard, whole house water filtration system , Quite neighborhood with sidewalks . 19 miles to downtown Chicago , Metra train station and bus route, in walking distance . driving to the city of Chicago 5 minutes to major expressways . Host is willing to be available for any and all information 24/7.

Glamping Yurt&RV Gaming Room Pool/Hotub/Court more

GLAMPING FUN! April - mid Nov RV w/bathroom - 2 beds 20' Safari Yurt - 4 beds Gaming Room w/bathroom queen & sofa sleeper Xbox Series X & PS5 Gazebo w/2 twin beds (seasonal) Outdoor wooden Barrel-Sauna 27' above ground Pool 6-7 Person outdoor hot-tub Fresh Eggs (seasonal) mini golf 3-n-1 Court; Event Yurt add on $180 up to 15 additional non/overnight guest Contact me for Fall/Winter Glamping no more than 10

Modern 3BR w/ Fenced Yard | LCP Collection

Step into a fairytale setting with this charming 3-bedroom, 1.5-bath home in Homewood, IL. Featuring a castle-like exterior, fenced backyard, and spacious layout, this home is perfect for families and groups of up to 6 guests. Conveniently located near local attractions, shopping, and dining, enjoy a blend of classic charm and modern amenities with high-speed Wi-Fi, Smart TVs, and a fully equipped kitchen.