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Vacation rentals in Chicago Heights

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Chicago Heights

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

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Guest favorite
A large outdoor heated Jacuzzi is illuminated with soft blue lights, surrounded by cushioned headrests. Steam gently rises from the surface of the water, creating a relaxing ambiance for year-round enjoyment.
Guest suite in Homewood
4.98 out of 5 average rating, 94 reviews

Fun Gaming Room Suite & Hot Tub w/optional Yurt

Activities includes: PS5 Disc w/TV Xbox Series X w/TV Outdoor heated Jacuzzi 27' above ground heated pool (seasonally) until Oct. Pool and Air hockey table Arcade machine with 12 games Life Size Connect 4 Board games Basketball machine Electric fire place Queen size bed Queen 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

Top guest favorite
A cozy bedroom space features a queen-sized bed adorned with a colorful patterned blanket. Two bedside lamps provide soft lighting. A large window offers views of the outdoors, while wooden walls enhance the rustic charm of the loft.
Farm stay in De Motte
4.96 out of 5 average rating, 217 reviews

Cozy barn loft on organic vegetable farm

Find peace and restoration in this beautiful barn loft at Perkins' Good Earth Farm. The loft has a bedroom, separate shower and toilet spaces, work area, sitting room, kitchen space, and heating/cooling fresh air system. Located above our farm store, the loft provides privacy for you while giving you access to fresh fruits & veggies, locally sourced meats, homemade soups & salads from our farm kitchen, and so much more. You can also walk our farm trails, visit the veggies, or enjoy a campfire.

Guest favorite
The modern kitchen features white cabinetry with marble countertops and stainless steel appliances. A window allows natural light to brighten the space, which includes a sink and a gas stove. Kitchen utensils and a dish rack are neatly organized within arm's reach.
Apartment in Steger
4.95 out of 5 average rating, 19 reviews

Private Deluxe Apartment Clean, Safe & Affordable

Furnished modern apartment. Our new addition in our 4 unit complex for traveling professionals or visiting. New appliances, fully stocked kitchen, fresh linens & towels. Laundry room. Safe suburban location. 30 mi. to Chicago. Private off street parking up to 2 vehicles (even a bike parking) Clean, bright and organized. Strong Wifi (Xfinity Blast). Comfortable queen size bed, reclining sofa. 2 big screen TV's. Professionally cleaned spotless prior to arrival. Dozens of 5-Star reviews.

Guest favorite
A vibrant garden area is filled with a variety of lush green plants and colorful flowers. Stone elements lead to a small water feature, surrounded by dense foliage. The peaceful setting offers a natural retreat, inviting exploration or relaxation.
Apartment in Homewood
4.92 out of 5 average rating, 100 reviews

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 downtown Homewood to enjoy shopping & dining or catch the train to Chicago. 🏳️‍🌈 BLM Safe space! After a day of exploring, a king-sized sleep number bed & lush bathroom features will pamper you! A fold-down sofa creates an additional bed. Dogs welcome! This suite has a kitchenette with a convection toaster oven & induction cooktop.

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
4.88 out of 5 average rating, 167 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.

Home in Country Club Hills
5 out of 5 average rating, 5 reviews

Jacuzzi home Cul-de-Sac | Near Chicago

Enjoy a quiet property located just outside of Chicago at the end of a cul de sac! ✨ P R O P E R T Y ✨ • 1,800 sq ft • 3 bedroom, 4 beds • Full kitchen with cookware and silverware • Coffee and tea bar • Jacuzzi in the bathroom • Washer and dryer • Gas grill • Fire pit • 2 fireplaces & more! ✨ Y O U R S T A Y ✨ • Frequent discounts for longer stays • Up to 45 days allowed • Pets allowed • Basic needs supplied for short stays • Near multiple stores / malls • Near attractions

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
4.93 out of 5 average rating, 41 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!

Guest favorite
A spacious living area features a comfortable sofa and a grand piano, complemented by a decorative area rug on polished wooden floors. A window allows natural light to illuminate the room, and a small bookshelf adds a touch of warmth. A small dog with a scarf rests nearby.
Home in Homewood
4.93 out of 5 average rating, 104 reviews

Boulderstrewn: Historic Homewood home

Charming and historic Sears Catalog House on 2/3 acre wooded lot. Less than 10 minute walk to shops and restaurants in downtown Homewood to Metra rail (and Amtrak) station with express service to Hyde Park and University of Chicago (less than a half hour) and Chicago's 3 magnificent downtown waterfront stations (~40 minutes). Fire pit in yard can be used to enjoy summer nights. No cable, but several digital antenna channels available as well as Netflix, XBox and DVDs.

Guest favorite
A well-lit living area is furnished with a black couch and two floral accent chairs. A light area rug sits under a glass coffee table. A work desk with a chair is positioned beside a large window, allowing natural light to fill the space.
Home in Homewood
4.87 out of 5 average rating, 55 reviews

The executive suite

Live the high life in this stylish executive suite, never get cold feet with heated floors throughout. 75” tv in living room, 58” in each bedroom, work from home with fast internet and dedicated work desk. Located in a super quiet neighborhood. Very safe as well. Enjoy your home away from home. Close to fine dining, and brand new casino coming. be downtown Chicago in minutes with a quick Metra train ride minutes from this home. And please, no smoking or parties.

Top guest favorite
Double doors open to a bright living area featuring a leather sofa and a light-colored armchair. A coffee table is placed on a soft area rug, while lamps provide soft illumination. A ceiling fan hangs above, and large windows allow natural light to fill the space.
Home in Manteno
4.98 out of 5 average rating, 218 reviews

Updated, bright, and modern, 3 bedroom home.

You will be comfortable in this newly remodeled three bedroom, two bathroom home. ✶ 6.7Miles to Olivet Nazarene University ✶ 8.4Miles to Riverside Medical ✶ 11Miles to Kankakee River State Park ✶ 43Miles to Midway Airport The home FEATURES: *Safe, quiet, walkable neighborhood *3 Bedroom; 1 King, 1 Queen, 2 twin beds *Spacious fully equipped kitchen with coffee station *Washing Machine, Dryer & Dishwasher * Fast Wi-Fi

A dining area is furnished with a white table surrounded by six blue chairs. A potted plant sits at the center of the table. A view into the living room is visible through an open archway, featuring a comfortable seating arrangement and blue curtains.
Home in Homewood
4.66 out of 5 average rating, 82 reviews

A Dream Home in Chicagoland

Relax with your friends and family at this peaceful home!. This 3 bedroom, 1.5 bath home is perfect for a family getaway. The open concept living room and dining room space has ample seating for your whole family. The home has a living room on the main level and another one on the top floor. There even is an office space upstairs secluded from everyone. Come and enjoy this home!

Guest favorite
An open-concept living area features a spacious layout with cozy sectional seating and a light area rug. A dining table is visible in the background, complemented by modern pendant lighting. The kitchen boasts a large island with bar stools and stainless steel appliances, with natural light streaming in through large windows.
Home in Homewood
4.95 out of 5 average rating, 22 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.

Popular amenities for Chicago Heights vacation rentals

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