Vacation rentals in South Pole

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Top-rated vacation rentals in South Pole

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A compact living area features a black sofa with red accent pillows, accompanied by a soft rug on the tiled floor. A large television is mounted on the wall, bordered by two floor lamps. Natural light filters through a nearby door.
Apartment in Chicago
4.71 out of 5 average rating, 7 reviews

A King and Queen Suite (No Extra Guest)

Relax with the whole family at this peaceful place to stay Southside of Chicago Metra Station is located on the next block east of King Dr. Download the app called VENTRA to access train/bus times and routes. Bus services is right outside the door across the street and on the next block. #4 bus goes downtown next block #111A that bus goes to Walmart #115 that goes to the 95th Red Line Walmart, Chick-A-Fil, Wing Stop, Culver’s, Pot Belly and many more, located 1.5 miles east of 111th St

Top guest favorite
A cozy parlor is adorned with vintage wallpaper featuring intricate patterns. Two upholstered couches are complemented by a small side table and a patterned area rug. Soft lighting is provided by table lamps, creating a warm ambiance in the inviting space.
Home in Chicago
5 out of 5 average rating, 14 reviews

3 BR/2BA-Pullman Victorian Cottage-Time Capsule

FULL REHAB JUST COMPLETED/transformed into a cozy Victorian home in Chicago’s unique Pullman Village. House is an 1800's time capsule rowhouse (called “cottage”) & the only truly period Pullman home on AirBnB, reflecting the area's Historic Landmark status. Stay here for a truly immersive extension of a visit to Pullman's National Park or the area's new walking tours. Ideal for train/history/architecture/Park buffs, or just a quiet, unique place to unplug & live like olden days with loved ones.

Superhost
A row of charming brick homes showcases American flags and seasonal decorations. A group of visitors gathers on the sidewalk, engaged in a guided tour. Lush greenery and colorful flowers surround the entryways, enhancing the neighborhood's inviting atmosphere.
Townhouse in Chicago
4.85 out of 5 average rating, 87 reviews

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.

Guest favorite
Home in Whiting
4.96 out of 5 average rating, 134 reviews

MiniGolfHouse-Chicago Close Beach & Indoor Fun!

🌆 30min drive to downtown Chicago ⭐️ Near Horseshoe Casino, Lake Michigan, Whihala Beach, Whoa Zone ⛳️ Heated basement with mini golf, arcade games and big TV 🐶 Pet fee: $150 (Must let us know BEFORE BOOKING if bringing a pet) ⭐️ Close To: Wolf Lake, Indiana Dunes, HardRock 🏠 cots, air mattress, futon sofa in basement 🍼 pack & play, high chair avail ❤️ Guests love: -short drive into Chicago -comfortable beds -indoor mini golf -nearby shops & food -heated bidet toilet seats

Guest favorite
Home in Whiting
4.88 out of 5 average rating, 68 reviews

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.

Guest favorite
A spacious kitchen area is highlighted by a large table with wooden chairs, set against a neutral wall. Natural light filters through the window adorned with wooden blinds. A coffee maker and water bottles are seen on the countertop, with an appliance array visible in the background.
Apartment in Chicago
4.88 out of 5 average rating, 100 reviews

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.

Guest favorite
The exterior of a historic townhouse is showcased, featuring a red brick façade with multiple windows. A clearly defined walkway leads to the entrance, bordered by well-maintained grass and landscaping. An archway is visible on the left side of the building, providing architectural interest.
Townhouse in Chicago
4.93 out of 5 average rating, 56 reviews

Historic Pullman townhouse

Hello from Chicago! We're Tanya and Brad Allen, proud natives of this vibrant city. With bustling careers and a deep-rooted love for Chicago, we're excited to share our insider knowledge and hospitality with guests from near and far. From hidden gems to iconic landmarks, we're here to ensure your Windy City experience is nothing short of unforgettable. Our Historic Pullman Airbnb townhouse offers a perfect blend of comfort and convenience. We hope you enjoy it!

Top guest favorite
Private room in Alsip
4.9 out of 5 average rating, 259 reviews

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

Superhost
A contemporary living area is highlighted by a soft sofa and a round side table, topped with a small potted plant. A tall plant adds a touch of greenery, while a doorway leads to the bedroom area in the background, enhancing the spacious feel of the space.
Apartment in Whiting
4.84 out of 5 average rating, 192 reviews

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.

Superhost
A cozy living area features a light-colored sofa adorned with throw pillows. A small white coffee table sits in front, complemented by a bright orange chair. A television is mounted on the wall below an art piece, with curtains softly framing the large window.
Apartment in Chicago
4.84 out of 5 average rating, 139 reviews

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.

Guest favorite
A charming brown house is partially shaded by a large evergreen tree. The house features multiple windows, with one displaying white curtains. A set of steps leads to the front entry, which is framed by a small railing. Neighboring greenery adds to the home's appeal.
Home in Whiting
4.82 out of 5 average rating, 272 reviews

Whiting Getaway

Nicely situated in the quiet and safe city of Whiting IN, near the bustling Whihala Beach on Lake Michigan, just down the street from Wolfe Lake and the Wolfe Lake Pavilion, within 2 miles of The Horseshoe Casino and just 20 minutes (17.5 miles) from downtown Chicago, this house offers a perfect location for a complete vacation. Come and enjoy all that the 'region' has to offer

Guest favorite
Apartment in Chicago
4.83 out of 5 average rating, 6 reviews

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.

Popular amenities for South Pole vacation rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Chicago
  6. South Pole