Vacation rentals in South Chicago Heights

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in South Chicago Heights

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A clear, geodesic dome is set on a paved patio surrounded by a grassy area and decorative plants. The backdrop features a tranquil lake and lush trees, illuminated by a colorful sunset sky.
Guesthouse in Valparaiso
4.99 out of 5 average rating, 161 reviews

Lakeside Dome Retreat w Hot Tub Near Indiana Dunes

Welcome to Valparaiso Lakeside Retreat a private getaway on Long Lake featuring a one-of-a-kind outdoor geodesic dome (11 feet), hot tub, fire pit, & kayaks. 20 minutes from Indiana Dunes National Park. Perfect for couples, remote workers & nature lovers seeking a tranquil escape. Enjoy stunning Long Lake views from your private backyard & dome. Long Lake public beach access is just around the corner. Perfect for kayaking, swimming, or a morning walk to the water. Book this unique stay today!

Guest favorite
Guesthouse in Merrillville
4.92 out of 5 average rating, 185 reviews

Couples Getaway, Jacuzzi, Sauna, Pool is Open

Couples Getaway | Private Suite w/ Jacuzzi, Sauna, Pool & Gym Indulge in a luxurious, private retreat designed for couples! This beautifully styled guesthouse suite is attached to the main house but completely private—you’ll have your own private entrance for total seclusion. Enjoy spa-like relaxation with a 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.

Top guest favorite
Home in Whiting
4.9 out of 5 average rating, 114 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
An open living area features a light-colored sectional sofa with an accompanying ottoman, arranged beside a modern dining space. Natural light filters through large windows, highlighting indoor plants and decorative accents. A granite countertop serves as an inviting transition to the kitchen.
Home in Park Forest
4.89 out of 5 average rating, 9 reviews

Modern Oasis Getaway Home. Free Cancellation

Welcome to the Gonquin. From the moment you enter, be prepared to be wowed by the beauty, warmth and luxury that you will get when you stay with us. Here, you can enjoy spending quality time with family or that special someone in front of a colored flame fireplace. Catch a movie on 1 of the 4 flat panel tv's or relax in one of the ultra comfortable queen beds designed to support a good nights rest like never before. If you need a peaceful and quiet atmosphere, look no further. We gotch you!

Guest favorite
Guest suite in Flossmoor
4.96 out of 5 average rating, 102 reviews

Fun game-room suite with hot tub & optional Yurt

Activities includes: PS5 Disc w/TV Xbox Series X w/TV Outdoor heated Jacuzzi 27' above ground pool Pool and Air hockey table Arcade machine with 12 games Life Size Connect 4 Board games Basketball machine Electric fire place Queen & full size beds Full size sofa pull out sleeper Gazebo with two twin beds (seasonal) Fresh Eggs with chickens seasonal Gas Grill-propane included Romantic Robe for 2 (in colder months must request) Event Yurt add on $225 up to 25 additional guest

Guest favorite
A bright living area features a blue sofa, two armchairs, and a stylish coffee table in the center. Large windows allow natural light to fill the space, revealing a view of the outside. A decorative rug adds warmth to the wooden floor.
Home in Homewood
4.94 out of 5 average rating, 47 reviews

Homewood Oasis

Welcome to our Homewood Oasis, where relaxation meets family fun! As former residents of this charming town, we know the importance of a comfortable and enjoyable stay when coming back to visit. Our Airbnb is more than just a place to sleep; it's a carefully curated space designed for families like yours. As hosts who've experienced the need for a home away from home, we've put our heart into making this space welcoming and enjoyable for you. We look forward to hosting you!

Top guest favorite
A charming single-story home is surrounded by lush greenery and colorful landscaping. The house features a light exterior with dark shutters and a welcoming front porch. A small tree adds a splash of color to the neatly manicured lawn.
Home in Munster
4.96 out of 5 average rating, 136 reviews

Cozy three bedroom home in Munster , Indiana.

Plan your next escape to Indiana or Illinois and stay in this beautifully renovated and thoughtfully appointed 3 bedroom and 1 bath home. Located in the quiet and safe suburb of Munster, Indiana, the property is just a 3 minute, easy access to the I-94 Highway. Exciting Downtown Chicago is just 30 minutes away! Walk to Riverside Park and take in the scenic view while enjoying a morning croissant and coffee from one of the quaint neighbourhood cafés.

Top guest favorite
Home in Chicago Heights
5 out of 5 average rating, 17 reviews

The Heights of Chicago

Bring the whole family to this great place with lots of room for fun. Redesigned home with space for everyone! This property is located near walking trails, parks, close to shopping, food, and all the enjoyment’s that surround Chicago! Centrally located right outside of Chicago, close to the newest casino in the Chicagoland area! It’s the perfect place to bring friends and family

Guest favorite
A spacious farmhouse is depicted, surrounded by lush green grass and trimmed bushes. The structure features a large deck, inviting guests to enjoy the outdoors. Sunlight filters through the trees, casting gentle shadows on the ground, creating a serene atmosphere.
Farm stay in Crete
4.95 out of 5 average rating, 39 reviews

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 . 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.

Superhost
Home in Homewood
4.58 out of 5 average rating, 12 reviews

The Den: 2BR-1BT w/ 2 Living Rooms

Welcome to your cozy home away from home. This charming 2-bedroom, 1-bath retreat offers relaxed den vibes with two separate living spaces—perfect for unwinding, movie nights, or spreading out comfortably. Whether you’re here for a weekend escape or an extended stay, you’ll enjoy a warm, inviting atmosphere designed for rest and ease.

Top guest favorite
Home in Schererville
4.93 out of 5 average rating, 92 reviews

Comfy 3BR 2BA, Liv+Fam Rm, Prime, 3-Car Parking

Welcome to your home away from home! Whether you're visiting for business, a family vacation, or a weekend getaway, this home offers the perfect blend of comfort, convenience, and relaxation. Everything is thoughtfully set up to ensure a smooth and enjoyable stay. Book your stay today and make yourself at home!

Superhost
Home in South Holland
4.84 out of 5 average rating, 83 reviews

Romantic Escape ~ Adult Playhouse w Exotic Dungeon

“What a great time we had, reconnecting and enjoying each other. We came back home in such a better place than we where when we left.” 🌹More than a stay — a private, immersive romantic experience crafted exclusively for adult couples who want something unforgettable, intimate, and truly one-of-a-kind.

Popular amenities for South Chicago Heights vacation rentals