Vacation rentals in South Pole

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.

The Beach Loft

Fully furnished 2-bedroom 2nd-floor apartment. No matter why you're visiting, this apartment is perfect for you! Our modern security system ensures our guests' safety and provides peace of mind. Just 30 minutes away from downtown Chicago, located in beautiful Whiting, a few blocks away from 119th Street, our town's epicenter. Service animals always allowed, please alert host before arriving with a service pet. Longer stays welcome. Skyline images are taken 30 minutes away from property.

MiniGolfHouse-Chicago Close Beach & Indoor Fun!

*REQUIRED* ✅ Will you bring a pet? ✅ Have you read and agree to all rules? 🌆 30min drive to downtown Chicago ⭐️ Near Horseshoe Casino, Lake Michigan, Whihala Beach, Whoa Zone ⛳️ Heated basement with mini golf, arcade games and big TV ⭐️ Close To: Wolf Lake, Indiana Dunes, HardRock 🏠 cots, air mattress, futon sofa 🍼 pack & play, high chair avail ❤️ Guests love: -short drive into Chicago -comfortable beds -indoor mini golf -nearby shops & food -heated bidet toilets

Carol’s Guesthouse: Your Needs Are Covered!

Hello Travelers! My name is Carol, and I welcome you to enjoy a stay at my guesthouse located in a nice middle class Chatham neighborhood on Chicago’s Southside. The 1st Floor apartment is air conditioned and spacious. It has a living room, dining room, bathroom, two bedrooms and a kitchen. There is a queen bed in each bedroom. The kitchen is fully stocked for your cooking needs. Enjoy aTV in the livingroom and the two bedrooms. Reservations are limited to 4 guests.

Lovely 1-BR Apt with full kitchen & living room

Kick back and relax in this calm, stylish space. We’re super excited to have you as our guest. This apartment is located on the 2nd floor (entrance from outside stairs). We are 30 minutes away from Downtown (no traffic), 4 minutes from Chicago Skyway and 11 minutes from Interstate 94. Enter your space through your own private entrance and make yourself at home. Your unit includes a private 1 Bedroom, 1 Bathroom, a Kitchen, Living Area with a sleeper sofa and desk.

Affordable Stay in South Chicago | 2BR, Parking

625 sq ft | 2 Queen Beds | 1 Bathroom | Assigned Parking | Ground Floor | Max 4 Guests This listing is for travelers who value honesty over hype. If you want a clean, no-frills apartment in a gritty but accessible part of the city, with great transit access and fast WiFi, this is your spot. If you’re hoping for luxury finishes or a polished neighborhood, we suggest you skip this one. We’d rather you be thrilled somewhere else than disappointed here.

Safe clean charming close transportation Viva!

Hello world, The room is called la Dolce room, Inspired by my trip to Italy Rome The rug is like a fancy cake top , dark brown for tiramisu dessert, the walls is the color of cappuccino coffee ice cream, & some art Decour made to put you in sweet dream mode in a queen size bed. A beautiful Clean bathroom with clean linen to refresh your self. Have a second room for office space, to use a desk. Safe parking for your rental, close to the highway

NEW! |Studio Apartment Whiting IN, United States#2

Welcome to the Charming town of Whiting! The town of Whiting is located on the southern shore of Lake Michigan. Whiting is neighbor to Hammond IN & Chicago IL. This space is only 2 minutes away from the skyway with easy access to the city of Chicago & only two blocks down from the Hammond Horseshoe Casino. These newly renovated units also offer a comfortable and convenient stay for those who would like to travel and explore both cities.

Historic Pullman/Color Splash/Great Neighborhood

If you love color and a bright ambiance you have set your eyes on the right place. Our historic Pullman home has plenty of color and character with a wonderful neighborhood that takes you back in time. Our neighborhood and home was designated a National Monument/Park in 2015. The architecture and designs throughout our neighborhood are beautiful and people come from all over the world to catch a glimpse.

Chicago commuter room

My house is empty now that the kids are grown and gone. It is in a Chicago suburb serviced by 3 commuter trains, 30 minutes into the city. You have access to the first floor, patio, kitchen, library, wifi and the guest room on the second floor! Strict no eating in the guest room, or smoking anywhere. As your host I will meet you on arrival. This is not a self check-in.

Private Spacious Room in a shared house.

House located in Calumet City, not far from Franciscan Hammond hospital, 10 minutes away to Ford Plant, 19 minutes away to Horseshoe Casino, 18 minutes away to the BP Plant and Purdue University. Dining area and family room with television and WiFi. These areas are shared with other guests. Private room has a full bed, tv, closet and office desk and mini fridge.

Stay, Relax & Explore Chicago

Unwind in a serene, upscale space where comfort meets elegance. This modern Chicago escape features refined finishes, plush bedding, and curated amenities to elevate your stay. Ideal for guests who value peace, quality, and style—with quick access to the city’s top spots. Inspired by the art of intentional living, it’s more than a stay—it’s a lifestyle.