Holiday houses in Dolton

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.

Whiting’s South Shore Suite

Enjoy easy access to downtown Whiting and nearby Chicago while staying at this South Shore Line-themed apartment. Gig-speed wifi, microwave, kitchenette, standing desk, and TV serve as amenities during your stay. A large, fully fenced-in yard with a propane grill awaits outside. Easy street parking within a block of the property. Nearby attractions include: downtown Whiting (119th St), Lost Marsh Golf Course, Horseshoe Casino, Whihala Beach, Wolf Lake Trails, Indiana Dunes, and more!

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.

Homewood Oasis

Welcome to our Homewood Oasis, where relaxation meets family fun! As former residents of this charming town, we know the importance of a comfortable and enjoyable stay when coming back to visit. Our Airbnb is more than just a place to sleep; it's a carefully curated space designed for families like yours. As hosts who've experienced the need for a home away from home, we've put our heart into making this space welcoming and enjoyable for you. We look forward to hosting you!

Spring Discounts! Cozy Home away from Home!

Comfortable is what I feel when I'm staying at this home, it keeps me coming back! 7 minutes to the city of Chicago, 22 minutes to Downtown. Lovely 4 bedroom, 2 bathrooms with open concept kitchen and living room. Large picturesque windows throughout the home. Amenities: washer/dryer, parking, 5 flat screen smart TVs, WIFI. Grocery store blocks away, Several eateries, BBQ houses, Pizza and other restaurants very close. Shopping Mall just minutes away.

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.

4BR/2BA Family Home + Fenced Backyard

Step into elegance at our beautifully furnished home. With a stylish interior and all the amenities you need, this is the perfect spot to unwind. The open living space is great for relaxing or entertaining, while the comfortable bedroom promises a restful night’s sleep. Enjoy the convenience of being close to local attractions while still enjoying the serenity of a quiet neighborhood. Ideal for travelers seeking both comfort and style.

Your Quiet Oasis: Cozy & Private

Escape to this private 2-BR home, perfect for remote workers, cyclists & brewery fans! Enjoy a dedicated workspace with fast Wi-Fi (413 Mbps), a full kitchen, and a spacious, private backyard with a gas grill. This pet-friendly, single-level retreat is your convenient base for exploring nearby nature trails, 6 local breweries, and casinos. Comfortably fits small groups or families seeking a quiet getaway just 30 mins from Chicago.

Fish, Kayak & Relax at The Riverfront Hideaway.

Escape to The Riverfront Hideaway: Newly renovated, secluded 2BR/1BA home on the Kankakee River! Relax by the firepit, fish from the shore, grill on the patio, or paddle the river with 2 kayaks included. Just 1 mile from local dining, coffee shops, and bars. Only 10 miles from 315 Sports Park and Diamond Point. 50 miles to Downtown Chicago. Perfect for a peaceful getaway!

The Modern Woodlawn 2 Bed 2 Bath

Enjoy a stylish experience at this centrally-located place. Minutes from University of Chicago, the upcoming Obama Presidential Library, Golfing at the South Shore Country Club, Lake Michigan, Public Transportation and Downtown Chicago. There is an ALDI grocery store around the corner. Jewels Grocery Store is a few minutes drive by car. Free Street Parking.

Munster hide away

Luxurious living, fully remodeled, upgraded features and that is meticulously kept raised ranch is quiet community of Munster. This hideaway offers 4-bedrooms, King, Queen (x2), and XL Twin beds, full finished basement. Seasonal ( Midwest pool season typically July - August),access to above-ground pool, oversized back yard, and patio deck.