Holiday houses in Chicago Heights

Luxury 4BR w/ Spa Tub Near UChicago & Obama Center

Discover Metra Haven, a luxury thoughtfully designed 4BR near Hyde Park, this home is ideal for bachelorette weekends, girls trips, family gatherings, professionals or large groups seeking cozy comfort Unwind in the spa-style bath tub, gather in the private backyard patio, with fire place for cozy evenings accommodating your group Steps from Metra station with a direct train to Downtown, 4mins away from the Obama presidential center in Jackson pack, museum of science & industry and the lake

The Ashlin House.

Stay at our family-friendly home on a quiet, cobblestone street on vacation or business. We've recently repainted the exterior and painted the master BR. Walking distance to quaint Downtown Whiting , Lake Michigan, Whihala Beach & Lakefront trails. The Horseshoe Casino, Wolf Lake & Pavilion, Hammond Sportsplex, Calumet College, PNW, IUN, U of Chicago, BP, & golf courses are a short drive. See Chicago's Skyline at Lakefront Park. Chicago's attractions & Hard Rock Casino are < 30 mins away.

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 downtown Homewood to enjoy shopping & dining or catch the train to Chicago. 🏳️‍🌈 BLM Safe space! After a day of exploring, a king-sized sleep number bed & lush bathroom features will pamper you! A fold-down sofa creates an additional bed. Dogs welcome! This suite has a kitchenette with a convection toaster oven & induction cooktop.

Charming Homewood Away from Home

Keep it simple at this cozy, charming brick ranch tucked away on a quiet, friendly street. Just minutes from the Metra line for an easy ride into downtown Chicago, and close to all the great local shopping and dining in downtown Homewood. House Guidelines: • No smoking, no parties, no large gatherings • Be mindful of neighbors • Narrow driveway, limit 2 cars • No extra guests without notice • Pets are welcome, but must be added to your reservation • We have a moderate cancellation policy

Creek Retreat on 1 acre | Game Room | Fire Pit

➜ Fully remodeled with stylish, modern finishes ➜ Private 1-acre lot, resort-style backyard in nature ➜ Peaceful creek with a private bridge & boardwalk ➜ Waterfall, fountain & fire pit ➜ Giant lawn checkers, & cornhole ➜ Pergola dining, multiple seating areas & gas grill ➜ Game room: pool table, foosball & board games ➜ Smart TVs in most rooms + fast Wi-Fi ➜ ~35–45 min to downtown Chicago; Metra, dining & casinos nearby ➜ A one-of-a-kind retreat to relax, reconnect & make memories

Home in Richton Park, Illinois

3 bedrooms: 1 King, 2 Queen size 4K Flat screen TV’s each bedroom 40 min to Chicago Fully Stocked kitchen w/ Coffee Tea & Hot Chocolate Station Microwave, Dishwasher, Oven Range, Refrigerator w/Ice maker, Stainless Steel Farm Sink. Elegant Living Room & Dining Combo 65" TV with Streaming Central Air/ Outdoor Mini Deck Full Bath w/ Glass Shower Doors 1 work space. Game Room w/ TV & Laundry Room Wi Fi included, NO PETS, NO PARTIES, NO SMOKING🚭 in unit or on deck PET FINE $500

Cozy & Lavish 2B/1B in Homewood!

Our Peaceful, Kid-friendly, and Centrally-located Duplex sits in the heart of Downtown Homewood. The choice of a 30 min drive or 7 min walk to the Metra going to Downtown Chicago awaits you! You can enjoy this vacation home while exploring the beautiful city! Our new Casino welcomes you! Enjoy the convenience of free parking, nearby pool club, skate park, shopping markets, walkable parks, and quick access quick to freeways. Long-Term Travel Stays are Welcomed!

Cozy three bedroom home in Munster , Indiana.

Plan your next escape to Indiana or Illinois and stay in this beautifully renovated and thoughtfully appointed 3 bedroom and 1 bath home. Located in the quiet and safe suburb of Munster, Indiana, the property is just a 3 minute, easy access to the I-94 Highway. Exciting Downtown Chicago is just 30 minutes away! Walk to Riverside Park and take in the scenic view while enjoying a morning croissant and coffee from one of the quaint neighbourhood cafés.

Cottage Feel 2 bedroom Home!

Welcome to your home away from home! Relax and unwind in this cozy, peaceful space that’s thoughtfully maintained to make your stay comfortable and stress-free. While this isn’t a luxury home, it’s clean, inviting, and equipped with everything you need for a pleasant visit. Conveniently located in the south suburbs of Illinois, you’ll be just minutes from great restaurants, shopping, parks, entertainment, and major highways.

A-frame Cabin w/Jacuzzi & Pickleball Court

Get away for an outing to enjoy nature with friends/family or just yourself. Pickleball/volleyball/basketball 3-in-1 court shared if another family is booked in a separate glamping site on this property. 1 queen bed and 1 let-out-couch in cabin. 2 air mattresses in tent that has been replaced. Breakfast includes one dozen of fresh eggs and have fun feeding the chickens with snacks provided!

Two Bedroom Apartment Walk to Metra

Cozy private lower-level apartment in Homewood, just a 5-min walk to the Metra for easy access to Chicago. Features 2 bedrooms (king & queen), pullout sofa, 2 full baths, and seating for 6. Enjoy a backyard fire pit and full front driveway parking. Walk to a playground, with a skate park across the street and the casino just a short drive away. Quiet, comfortable stay in a convenient location.

Escape to relax in peace

Reconnect with nature at this unforgettable escape nestled on a working 82 acre family farm. Upon arrival you will receive fresh eggs from our free range chicken eggs and honey from our honey bees . You might see Casey our farm manager from Poland. He takes care of the animals daily. Enjoy the fire pit and a barbecue for dinner while star gazing at night. Then rest in peace.