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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 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, 112 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
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!

Top guest favorite
A modern farmhouse is showcased, featuring a covered front porch with comfortable seating. Lush greenery surrounds the entrance and a small outdoor seating area with a table and chairs is visible. The structure is complemented by large windows that invite natural light.
Home in Crown Point
4.97 out of 5 average rating, 120 reviews

Quiet Farmhouse Retreat

Looking for a tranquil farmhouse destination? Get away at Wadsworth Acres- a Scottish Highland hobby farm! This modern farmhouse is the perfect space to relax. Complete with a very spacious primary suite, large eat-in kitchen, exercise room, and space to play outside- you’ll never have to leave! Enjoy your morning coffee with breathtaking farm sunrises on the patio and evenings in the hammocks.Peaceful escape just 5 minutes from the highway, 10 from historical downtown, 35 from the Dunes!

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, 172 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.

Superhost
A welcoming living area is highlighted by a navy blue sofa positioned beside a decorative plant. A round coffee table rests atop a patterned area rug featuring shades of blue and yellow. Light-colored walls and large windows enhance the brightness of the space.
Home in Homewood
4.89 out of 5 average rating, 88 reviews

Charming Homewood Away from Home

Keep it simple at this cozy, charming brick ranch tucked away on a quiet, friendly street. Just minutes from the Metra line for an easy ride into downtown Chicago, and close to all the great local shopping and dining in downtown Homewood. House Guidelines: • No smoking, no parties, no large gatherings • Be mindful of neighbors • Narrow driveway, limit 2 cars • No extra guests without notice • Pets are welcome, but must be added to your reservation • We have a moderate cancellation policy

Guest favorite
Home in Matteson
4.86 out of 5 average rating, 69 reviews

Private Oasis with Spacious Backyard

Welcome to your private oasis! - Spacious open concept upstairs with kitchen, living room, dining area, three bedrooms, and one bathroom. - Cozy downstairs living room with a wood-burning fireplace and lounge area. - Expansive backyard featuring BBQ grill, fire pit, and direct access to Butterfield Creek. - Large two-car garage and abundant parking space for guests. - Relax in nature on 1.5 acres while being minutes away from shopping and dining.

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
4.95 out of 5 average rating, 133 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 cafĂŠs.

Top guest favorite
A spacious living area features a light-colored sectional sofa adorned with soft pillows, positioned beside a wooden coffee table. A decorative area rug adds warmth to the hardwood floor. Natural light enters through a window, complemented by dark curtains. A potted plant and lamps provide additional light.
Home in Munster
4.96 out of 5 average rating, 119 reviews

Your Quiet Oasis: Cozy & Private

Escape to this private 2-BR home, perfect for remote workers, cyclists & brewery fans! Enjoy a dedicated workspace with fast Wi-Fi (413 Mbps), a full kitchen, and a spacious, private backyard with a gas grill. This pet-friendly, single-level retreat is your convenient base for exploring nearby nature trails, 6 local breweries, and casinos. Comfortably fits small groups or families seeking a quiet getaway just 30 mins from Chicago.

Top guest favorite
A bright living area features a large area rug with intricate patterns centered on a coffee table. Two sofas in contrasting colors—blue and orange—offer ample seating. A wall adorned with artistic lettering adds character, while the window dressed with floral curtains allows natural light to fill the space.
Townhouse in Country Club Hills
4.96 out of 5 average rating, 70 reviews

Luv Happii House

Truly enjoy home away from home at the Luv Happii House, a Charming, vintage style canna friendly townhouse. Perfect for a weekend getaway, business trip, work from home alternative, content creation, or cozy home base while exploring everything Chicago and the South Suburbs of Chicago have to offer including nearby The Credit Union 1 Amphitheater and Tinley Park Convention Center.

Guest favorite
Home in Chicago Heights
5 out of 5 average rating, 15 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
4.94 out of 5 average rating, 33 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
4.63 out of 5 average rating, 8 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.

Popular amenities for Chicago Heights vacation rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Chicago Heights