Vacation rentals in South Pole

4.85 out of 5 average rating, 94 reviews

The exterior of a charming grey house is shown, featuring a welcoming black front door adorned with decorative elements. Potted plants and a stone pathway lead to the entrance, with greenery framing the home on either side.

Guest suite in Chicago

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.

A wall-mounted shelf displays neatly rolled towels in vibrant colors alongside toiletries. A can of deodorant, lotion, shaving cream, and toothpaste are arranged for accessibility, while a framed floral artwork decorates the wall above, adding a touch of charm.

4.9 out of 5 average rating, 216 reviews

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.

4.85 out of 5 average rating, 155 reviews

A spacious two-person jacuzzi is featured in a elegantly tiled bathroom. Soft green lighting enhances the atmosphere, while modern fixtures and ample space contribute to a luxurious experience.

Home in Whiting

The Spa of Downtown Whiting

so close to Chicago but so far away. NEWLY REMODELED AND COMPLETELY FURNISHED. There's so much to enjoy in this incredible converted 2 flat, now a single unit. WE COMPLETELY RIPPED ON AND REDID THE ENTIRE INTERIOR. 1ST Flr-spa w/ 2 person jacuzzi, shower, continuous hot water, family room, kitchen 2nd flr, sitting room w/ TV and surround sound, 2 bedrooms, w/ bathroom and bath/shower. -FRONT BALCONY, -SPEAKERS THROUGHOUT -BLOCKS FROM THE BEACH & WOLFE LAKE -PERFECT LOCATION FOR PIEROGIFEST

4.86 out of 5 average rating, 74 reviews

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

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.

Top guest favorite

The basement features an indoor mini golf course surrounded by vibrant greenery and decorative flower beds. Colorful neon lights hang overhead, adding an inviting ambiance. The area is designed for leisure with a grass-like carpet and illuminated by string lights, creating a playful space for guests.

Home in Whiting

4.95 out of 5 average rating, 106 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

4.95 out of 5 average rating, 93 reviews

A historic brick building is framed by a clear blue sky, featuring a tall clock tower and decorative roof elements. Flags fly in front, complemented by landscaped greenery and paved walkways that create an inviting entrance.

Home in Chicago

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.

A two-story residential building features a sturdy stone facade, showcasing a welcoming entryway with steps leading to the front door. The property is surrounded by a black wrought iron fence, with grassy areas and a clear blue sky enhancing the overall appearance.

4.9 out of 5 average rating, 42 reviews

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.

The entrance to the apartment is set at the base of a two-story brick building. A landscaped lawn with greenery surrounds the pathway leading to the entrance, which features a staircase on the left. The building showcases a muted color palette with a sloped roof and a single window on the upper floor.

4.87 out of 5 average rating, 90 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.

Top guest favorite

A spacious blue sectional sofa is positioned in a cozy corner, adorned with a decorative striped pillow. The light gray walls provide a soft backdrop, while plush carpet enhances comfort beneath. A piece of wall art adds a subtle touch of style nearby.

4.95 out of 5 average rating, 76 reviews

Beverly Cottage Loft

Whether you're looking to stay near family or be close to downtown, our place has it all. This tranquil cottage is located in Beverly which is one of the safest neighborhoods in the city of Chicago. Downtown is a quick 20 minute drive and there are also many restaurants and bars in this area. This cottage has been renovated and have all the essentials you need. All you need to do is unpack your bags and enjoy your vacation. The space is modern, clean, and cozy.

Superhost

A spacious dining area features a large wooden table surrounded by six upholstered chairs. A modern chandelier hangs above, complementing the deep blue accent wall. In the background, a well-equipped kitchen with sleek appliances is visible, enhancing the inviting atmosphere.

Home in Chicago

4.9 out of 5 average rating, 72 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 welcome mat rests on a concrete surface at the entrance, featuring the phrase 'Come in and Cozy up' in a playful font. The mat is placed in front of a solid black door, framed by white brick walls.

Apartment in Whiting

4.83 out of 5 average rating, 172 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.

4.97 out of 5 average rating, 103 reviews

A staircase descends to a doorway at the bottom, framed by exposed brick walls. A handrail runs along the side, and soft lighting highlights the steps. Light streams in through the glass-paneled door, illuminating the space.

Apartment in Whiting

The "Nest", unconventionally modern yet vintage.

The "Nest" has an open floor plan with a gourmet kitchen and modern appliances, with a comfortable lounge area to make you feel right at home. The dining table can be expanded for conferences or several dinner guests. The quiet, beautifully modern bedroom is large enough to accommodate a king-sized bed and a desk area.

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Popular amenities for South Pole vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in South Pole

5 out of 5 average rating, 5 reviews

A modern kitchen features sleek white cabinetry and stainless steel appliances, including an oven and microwave. A light-colored countertop provides space for meal preparation, while a window allows natural light to brighten the area. Coffee-making equipment is visible on the counter.

Private room in Hammond

Modern Comfort in Hammond - 4

GlenRating, 5 stars3 months ago

This air b&b is as good as you'll find for this area of the country! of course we're implying the low cost. The hosts were perfect & their adorable guest house was exceptional & clean & inviting. I'll be back, if I ever stay in this area again, 💯

Superhost

A full bathroom is shown with a shower and tub combination. A wooden vanity supports a sink and mirror. Towel racks are visible, along with a toilet and toilet paper holder. The flooring features a dark green design, complementing the light-colored tiles on the walls.

4.88 out of 5 average rating, 64 reviews

A cozy convenient place to rest between adventures

QuiRating, 5 stars3 weeks ago

Place was clean and very spacious! Terrence was really nice! Thank you for the hospitality!

The kitchen features modern cabinetry with light wood finishes, complemented by stainless steel appliances. A gas stove and oven are positioned beneath a sleek hood. Lighting is provided by recessed fixtures, and the space includes a double sink, coffee maker, and a door leading to the hallway.

5 out of 5 average rating, 17 reviews

Private bath Hyde Park UChicago x2

MichaelaRating, 5 stars2 days ago

The room was clean, instructions to get in the apartment are very easy to follow. Great communication with the owner. The apartment is located very close to the public transportation.

5 out of 5 average rating, 21 reviews

Basement Room and Living Room to Yourself!

JamesRating, 5 stars1 month ago

Nice place. Erik was great with communicating and making sure I had everything I needed.

Private room in Richton Park

A black car is parked on a gravel driveway beside a blue house. The scene includes a set of stairs leading to the house's entrance, with large windows visible. Lush trees and landscaping surround the property, suggesting a suburban environment.

4.85 out of 5 average rating, 241 reviews

Urbal retreat

RobertRating, 5 stars1 week ago

The host was great, we loved the cozy room and amenities. The shower was very clean and nice. Great spot for if you’re just passing through.

A small, modern room features a gray sofa with decorative pillows, positioned against a light blue wall. A closet area is visible, containing shelves and hangers. A door opens to another room, while cool hardwood flooring adds to the overall ambiance.

4.94 out of 5 average rating, 18 reviews

Comfortable room. Bathroom is shared in the home.

ZanRating, 5 stars2 months ago

Victoria was a great host and really friendly. She gave me great recommendations on the surrounding area and was very friendly and accommodative to my stay. I for sure would stay with her again.