Vacation rentals in South Pole

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Top-rated vacation rentals in South Pole

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Guest favorite

A cozy living area features a gray couch adorned with blue and green cushions. A round coffee table sits in front of a flat-screen television. Wall art depicting tranquil landscapes enhances the space, while a wall clock indicates the time.

Guest suite in Chicago

4.87 out of 5 average rating, 112 reviews

Comfortable and Cozy Suite in Quiet Neighborhood

Are you coming to town to visit family, friends or for business? This cozy, clean, comfortable & 420 friendly suite has all you need to escape your everyday. Look no further! This one-bedroom suite is perfect for 1-3 people, small families, or individuals. If you're visiting family or friends and want your personal space or are in town for business and need a comfy bed, wifi, and office space, then this place was designed for you. Kick back and relax in this calm, stylish, 420 friendly space.

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

4.87 out of 5 average rating, 70 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

The exterior features a light brick facade and a large front window, allowing natural light to illuminate the interior. Neatly trimmed shrubs and colorful plants are located in landscaped beds, while a concrete walkway extends toward the street.

Bungalow in Chicago

5 out of 5 average rating, 19 reviews

Your second home in Chicago

Why settle for a hotel when you can immerse yourself in our vacation rental that boasts of three spacious bedrooms and 1.5 bathrooms, all designed with a relaxing, modern touch. The open-concept space is adorned with contemporary furnishings, creating a serene environment perfect for unwinding after a day of city exploration. The location of our home offers ample parking, a rare find in the city. Plus, you're just a five-minute drive from the beautiful shores of Lake Michigan. Come Enjoy.

Top guest favorite

A kitchen area features exposed brick walls, colorful accent walls, and wooden flooring. An island with a sun motif sits at the center, surrounded by three metal stools. A vase of flowers adds a touch of color, while a refrigerator stands against the adjacent wall.

Home in Chicago

4.94 out of 5 average rating, 103 reviews

Cozy, Artsy Gem in Historic Pullman

Our home is a great getaway from the hustle and bustle of downtown. The interior, tastefully rehabbed, showcases art from local artists. The neighborhood has the same charm of the late 1800s when the house was built, and is within walking distance of the Visitor Center, Exhibition Center, Pullman Club Coffee Shop, and the National A. Philip Randolph Pullman Porter Museum, which is currently under construction. My husband and I live directly across the street makes us accessible to guests.

Guest favorite

A modern kitchen features sleek white cabinetry and stainless steel appliances. A central island serves as a dining space, complemented by two navy blue stools with gold accents. Pendant lights provide illumination, enhancing the contemporary feel of the room.

Home in Chicago

4.87 out of 5 average rating, 159 reviews

Boho Chic Coach House 30Min to downtown W/ Parking

Whether your looking to stay near family or be close to Downtown. This place has it ALL! This coach house is located in Mt greenwood which is one of the safest neighborhoods in the City of Chicago. It is home to many police, firefighters and teachers. Downtown is a quick 30 minute drive and there are also many bars and restaurants in walking distance. The home has been totally renovated and stocked with all the essentials. All you need to do now is pack your bags and enjoy your vacation.

Guest favorite

A bright living area is highlighted by a large television with a wildlife scene displayed. A modern chair sits next to a wooden media console. A small workspace with a desk and chair is visible, surrounded by greenery from nearby plants and natural light.

Apartment in Whiting

4.93 out of 5 average rating, 15 reviews

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.

Superhost

A South-facing bedroom features a full-sized daybed with a twin-sized trundle underneath. Sunlight fills the room through large windows, which are framed by light-colored curtains. A cozy throw and plaid accent pillow are thoughtfully placed on the bed. Wall art adds character to the space.

Apartment in Whiting

4.61 out of 5 average rating, 67 reviews

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!

Guest favorite

Home in Whiting

4.96 out of 5 average rating, 136 reviews

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

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

4.87 out of 5 average rating, 101 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.

Superhost

A modern kitchen is highlighted by white cabinetry and sleek gold accents. An island with seating is positioned at the center, equipped with stools featuring white upholstery. Stainless steel appliances are visible, and warm lighting is provided by stylish pendant fixtures hanging above.

Home in Chicago

4.89 out of 5 average rating, 89 reviews

Experience Chicago from Our 3-Story Retreat

This stylish place is perfect for larger groups of families/friends. Located in a Prime location, 1 block to the Dan Ryan, 15min drive to downtown, 10min drive to Soldier Field/McCormick Place & steps to the 95th St train station! This 2000sqft 3BR home includes access to all 3 levels & has been newly remodeled & furnished. The kitchen is nicely equipped & includes new appliances! This cozy home is easy access for all the main attractions in Chicago!

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.