Vacation rentals in South Pole

Handicap accessible apartment w/Level-2 EV Charger

Just 12.5 miles from downtown in the extremely quiet Chicago neighborhood of Hegewisch. Walking distance to the South Shore train line, which can easily get you to Chicago museums and entertainment, or attractions in NW Indiana. Private parking in back also gives you the option of driving anywhere and then walking directly to your door, and outside cameras are present for security. Banks, restaurants, grocery, convenience, and liquor stores are all 1 block of the apartment for all your needs.

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

Large Executive Row house in Historic Pullman

Charming well appointed home w/exquisite furnishings. Safe, family friendly neighborhood w/shopping nearby. Walking distance to train station. Private entrance w/large rooms & plenty of space to host larger groups. We have everything from soaps to seasonings. Top quality new beds mattresses & linens. Walk to Pullman National Monument with visitors center staffed by US Park Rangers that feature state of the art interactive exhibits that appeal to all ages. Guided walking tours available.

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.

Robertsdale Retreat

Enjoy easy access to downtown Whiting and nearby Chicago at this spacious, 2-floor apartment. Gig-speed wifi, microwave, full kitchen, 2 work stations, and multiple TVs serve as amenities during your stay. A large, fully fenced-in yard with a propane grill awaits outside. Easy and free 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!

Gorgeous 5 BR Gem Sleeps 18 with Tons of Games!

No cleaning fees! Gorgeous gem 10 miles from Downtown, Airport, Lake Michigan, and United Center! 15 miles from Wrigley Field and the Zoo. Next to CTA! 6 bedrooms 2 bathrooms, 10 beds. Sleeps 18 comfortably. Perfect for large groups! Modern smart home with air hockey, pool table, video games, 2 ping pong tables, foosball, 9 big screen TVs including 85" Samsung QLED with surround sound, outdoor dining, charcoal grill, cornhole, dining room, game room, 2 living rooms, and full kitchen.

Your Relaxing Space Away From Home

Take it easy at this unique and tranquil getaway near Chicago's Pullman District area. If you are looking to stay somewhere nice, spacious & serene in Chicago, this is the place. It doesn't stop there this spot is just walking distance from the Historic Pullman area that was designated as Illinois first National Monument in 2015. Also in the area is the Harborside International Golf Center, the Pullman Omniplex Stadium and the Pullman Community Center. Your stay here will be complete.

Beverly Hills of Chicago Luxury Guest Favorites xx

Escape to luxury in this beautifully designed 5 bedroom, 3.5-bath home in Chicago's prestigious Beverly Hills neighborhood. Spacious living and high-end finishes, full finished basement have fun with air hockey, pool table, and video gaming, this entertainment space is for guests of all ages. Unwind on the private deck or enclosed front porch. explore retail shops and upscale dining. Metra train station provides a quick 15 minute downtown Chicago area. Close to downtown Chicago!

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

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.

Explore Chicago • Private Parking • Museum Access

Esther & Lily is a historic Chicago bungalow where visitors can relax, work, move, and explore the city. Coming to Chicago for college move-in, campus visit, museums or a fall getaway? Esther & Lily is a home away from home with 3 sleeping spaces, 2 bathrooms, full kitchen, dining, dedicated workspace, multiple sitting areas, a sun room, free street parking, private driveway, self check-in, and garage access. Flexible check in times from now until November 1st.

Cozy, Artsy Gem in Historic Pullman

A getaway from the hustle and bustle of downtown; accessible to major highways. The rehabbed interior showcases art from local artists. The neighborhood was built in the late 1800s and is within walking distance of the Visitor Center, Exhibition Center, Pullman Club Coffee Shop, and the A. Philip Randolph Pullman Porter Museum. The Obama Presidential Center is 20 minutes away. Living directly across the street makes us accessible to guests.