Vacation rentals in South Chicago Heights

4.91 out of 5 average rating, 82 reviews

Apartment in Homewood

Charming Garden Apartment

Make yourself at home in a charming apartment with all the amenities! Lose yourself birding or reading a book surrounded by lush gardens. Take a short walk to lovely downtown Homewood to enjoy shopping & dining or catch the train to Chicago. After a day of exploring, a king-sized sleep number bed and lush bathroom features will pamper you! A fold-down sofa creates an additional bed. Dogs are welcome! This suite has a kitchenette with a convection toaster oven, induction cooktop, and fridge!

4.99 out of 5 average rating, 659 reviews

Guest suite in Geneva

A Suite within a Cozy cottage in Geneva Illinois.

Cozy private suite in the lower level. Guests have the suite to themselves. The bathroom is adjacent to the room and is private. There is a small fridge, a coffee maker, and a microwave oven. We are in Geneva, Illinois. We are LGBTQ+friendly. Our space is ideal for shorter stays and visitors on the go . Not suitable for staycations. Quiet area. Hosts live on the upper level and guests pass through our space to get to the suite. In a bind we can accommodate a 3rd guest and a pet. Welcome.

4.77 out of 5 average rating, 35 reviews

Home in Steger

Home away from home

Come stay with us! This cozy renovated home offers two bedrooms (one queen w/ensuite and one full size sleeper sofa), one bathroom with laundry room, and beautiful kitchen that waits for you. Great for travelers looking to get away from the busy life. A few blocks away from local convenience stores. 11 mins away from Starbucks or Dunkin if you need a coffee run! -Only 4.6 miles from Metra Richton Park. -40 mins from Downtown Chicago. -Midway International Airport 49 mins and Ohare 58 mins.

Superhost

Cottage in Merrillville

4.87 out of 5 average rating, 247 reviews

The Hideaway

This Christian friendly cozy cottage, located 30 minutes from Chicago is located on a private 3 acre property. It’s a private detached cottage from main house that sleeps four. One king size bedroom (2 air mattresses) (sheets supplied), large full bathroom with deep tub w/ handle (towels supplied), full kitchen (dishes, pots and pans ect supplied) private covered parking and yard (directly in front of cottage) w/ its own fire pit for enjoyment. No plug for electric cars (station 2 m away).

Superhost

Apartment in Thornton

4.86 out of 5 average rating, 22 reviews

Your quiet south suburban oasis

Relax and enjoy yourself in this south suburban duplex located in a safe and quiet location! We offer the entire unit so you don’t have to worry about sharing. 1 bedroom but the living room is spacious enough for an air mattress (must bring own). Large yard for you and your family to enjoy outdoor activities! Park less than 1 block away. 4 blocks from the famous rock quarry of Thornton. New casino less than 2 miles away. Bar right across the street! Animals allowed if trained.

4.93 out of 5 average rating, 14 reviews

Apartment in Steger

Private, Safe, Clean, Convenient & Affordable

Tastefully furnished modern apartment. Our newest apartment in our 4 unit complex. Perfect for traveling professionals or visiting. 25 miles to Chicago. Fully stocked kitchen, linens & towels. Safe suburban location. Private off street parking just steps to entrance. Clean, bright and organized. Strong Wifi (Xfinity Blast) Comfortable queen size bed, reclining sofa, strong wi-fi. 2 big screen TV's. Professionally cleaned prior to your arrival. You wont be disappointed.

4.97 out of 5 average rating, 109 reviews

Yurt in Homewood

Glamping Yurt&RV-Game Room-Pool-Sauna-Hotub Court

Glamping Experience to the NEXT LEVEL! Opened April - Nov. Contact during off season. Mini Resort Includes: RV w/bathroom - 2 beds & sofa sleeper 20' Safari Yurt - 4 beds w/sofa sleeper Game Room w/bathroom 1 bed & sofa sleeper Gazebo w/2 twin beds Outdoor wooden Barrel-Sauna 27' above ground Pool 6-7 Person outdoor hot-tub Fresh Eggs seasonally Mini Golf lanes Basketball, Volleyball, Pickleball court Breakfast included is 1 dozen fresh eggs!

4.95 out of 5 average rating, 22 reviews

Farm stay in Crete

Escape to relax in peace

Reconnect with nature at this unforgettable escape nestled on a working 82 acre family farm. Upon arrival you will receive fresh eggs from our free range chicken and honey from our honey bees. Also salve and lip balm from our organic healing plants . You might see Casey our farm manager from Poland. He takes care of the animals daily. Enjoy the fire pit and a barbecue for dinner while star gazing at night. Then rest in peace.

Guesthouse in Merrillville

4.92 out of 5 average rating, 113 reviews

Romantic Getaway Guesthouse/ Jacuzzi/Sauna/Pool

Romantic Getaway | Private Suite w/ Jacuzzi, Sauna, Pool & Gym Indulge in a luxurious, private retreat designed for couples! This beautifully styled guesthouse/in-law suite offers ultimate relaxation with a private entrance, spa-like jacuzzi, sauna, pool access, and a fully equipped gym. Perfect for honeymoons, anniversaries, or weekend escapes, our space blends comfort, privacy, and elegance for an unforgettable stay.

4.87 out of 5 average rating, 31 reviews

Apartment in Matteson

Cozy Suburban Getaway

If you’re looking for a quiet stay away from the busy city - this cozy retreat will feel just like home. We take pride in client service, cleanliness, and convenience. If you need a host that aims to please…look no further. We’re loaded with bonus amenities to make your stay easy and stress free. We’re a text message away should you have any questions. We look forward to offering you our suburban hospitality!

5 out of 5 average rating, 6 reviews

Modern Charming Home w/Pergola & games

➜ Fully remodeled 3 beds, 2 bath home with modern finishes ➜ Spacious backyard with, pergola, seating areas, and outdoor games ➜ Smart TVs in every room ➜ Game room with pool table, ping pong and family games ➜ Large private backyard with pergola, seating areas and outdoor playgrounds.

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Other great vacation rentals in South Chicago Heights

4.72 out of 5 average rating, 71 reviews

A Dream Home in Chicagoland

DemetraRating, 5 stars1 month ago

I have been staying at this property for 5 months. My continued stays is a great indicator of pleasure with the location and the host. Farrah is very responsive. The home is always clean. This place is in a great location - close to restaurants, grocery stores, and the interstate. Other than the yard needing to have some maintenance, it was a great stay as always.

4.85 out of 5 average rating, 41 reviews

The executive suite

GustavoRating, 5 stars2 weeks ago

The place was very nice if I come back to Chicago I will definitely be staying here again!

4.93 out of 5 average rating, 107 reviews

Private room in Munster

Suburban, Family-Friendly House

RebeccaRating, 5 stars2 days ago

This was an amazing stay. The owner has fabulous taste and clearly takes pride in the property. A bit like a stay in a Victorian mansion, but with all-modern design and conveniences. Everything was provided in style, down to the water battles from Whole Foods. Mary was prompt in her responses to my questions, despite being in the middle of airline travel. Can’t recommend enough—a very pleasant surprise passing through this part of Indiana.

Private room in Blue Island

4.9 out of 5 average rating, 231 reviews

Chicago commuter room

MargaretRating, 5 stars1 week ago

I throughly enjoyed my stay at Karen’s house. She knew Chicago very well and was helpful in guiding us to where we needed to go. Her home was very comfortable and we really felt at home.

Superhost

Private room in Richton Park

4.94 out of 5 average rating, 35 reviews

Home away from home. 1 bdrm suite w walk in closet

DanielRating, 5 stars9 months ago

Yinka’s home is stunning and conveniently allocated close to the hospital I was working at for the month, but also only 45 min away from downtown Chicago. Yinka and her husband are very friendly and welcoming hosts and always willing to meet your needs. I would certainly stay here again if I go back to Chicago.

4.74 out of 5 average rating, 99 reviews

Cottage Feel 2 bedroom Home!

SusanRating, 5 stars6 months ago

Love this cozy cottage type home. Very comfortable and great location in Homewood and easy access to Metra. Enjoy walking in the neighborhood, felt very safe! Marcia is WONDERFUL, very nice person & superb hostess!

Private room in Calumet City

4.97 out of 5 average rating, 121 reviews

Private Spacious Room in a shared house.

VolkerRating, 5 stars1 week ago

The accommodation was an alternative for me, but I ended up being really happy with it. Easy to reach, very clean, and everything I needed was there. Definitely a hidden gem. And it was affordable too."