Vacation rentals in Orland Township

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Top-rated vacation rentals in Orland Township

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Guest favorite
A modern kitchen is presented, featuring stainless-steel appliances including a refrigerator and a gas range. Light wood cabinetry complements the white tiled backsplash, while a mat is placed in front of the sink area, enhancing the functional design.
Apartment in Worth
4.88 out of 5 average rating, 26 reviews

Charming 1-Bedroom in Worth, IL

Welcome to your cozy retreat in Worth, IL! This newly remodeled one-bedroom apartment is perfect for a comfortable and convenient stay. Inside, you’ll find a spacious bedroom with a queen bed, fully equipped kitchen with brand-new stainless-steel appliances, an updated bathroom with modern fixtures, and two Smart TVs and highspeed Wi-Fi. Conveniently situated in the South Suburbs of Chicago near shops, parks, and dining, you’ll also have easy access to major highways and public transportation.

Top guest favorite
A decorative tray is displayed on a neutral-toned couch, featuring a white vase filled with faux white foliage and a black candelabra holding two tall white candles. A wall art piece and a green plant can be seen in the background.
Townhouse in Orland Park
5 out of 5 average rating, 29 reviews

Luxurious townhome 30 days lease open for1-2 weeks

Welcome to our charming home in Orlando park- Ideal for both leisure and work. This comfortable house offers a perfect blend of relaxation and convenience. Located in a very safe and family-friendly community with numerous shopping plazas, restaurants, and activities. Only 30 minutes from Chicago's Midway airport and 3 minutes to the closest train station. Please red carefully. Village of orland park has rules of 30 days minimum required lease with crime free housing addendum to be signed.

Superhost
A comfortable living area features a patterned sofa and armchair, positioned near a decorative fireplace. A small table is set with items, while a dining area is visible in the background. Natural light enters through the window, enhancing the cozy ambiance.
Apartment in Lemont
4.86 out of 5 average rating, 84 reviews

Burr Oak

Nestled in the Palos Forest Preserve with access to many miles of hiking and biking trails . Spacious one bedroom basement apartment with private entrance. 6 minutes to The Forge, 7 minutes to Target, 8 minutes to downtown Lemont restaurants. 4 minutes to Little Red Schoolhouse, 7 minutes to Burr Ridge shopping and dining. 22 minutes to Midway 32 minutes to O'Hare. Half hour to the Loop. 20 minutes from Ikea and Bass Pro. Very quiet cabin like setting. Ask about our extended stay discounts.

Top guest favorite
A modern living area is presented with a light-colored sectional sofa adorned with textured throws and cushions. A patterned area rug lies beneath a coffee table, and a dining set is positioned nearby. The kitchen showcases stainless steel appliances against a contrasting blue accent wall.
Apartment in Warrenville
5 out of 5 average rating, 9 reviews

Naperville Family Fun! Pool, Pickleball, Kids Room

A premium, resort-like experience in a professionally managed 2 bedroom / 2 bathroom property, providing the perfect balance of luxury and comfort for business travelers and families. Enjoy the pool, pickleball court, kids play room, courtyard w/ firepits, fitness center, pool table, and sauna - convenience is at your fingertips! Explore nearby downtown Naperville (8 mins), classy Oakbrook Terrace, the beautiful Morton Arboretum and downtown Chicago, a short drive or train ride away!

Guest favorite
A spacious living area is furnished with a large gray sectional sofa, accented by a black ottoman in the center. Natural light filters through the vertical blinds of two windows, while a round mirror adds a decorative touch to the wall.
Home in Tinley Park
4.89 out of 5 average rating, 19 reviews

Luxury Townhome in Tinley Park Near Shops & Train

Welcome to your luxury retreat in Tinley Park! This 3-level townhome features 3 spacious bedrooms, including a primary suite with en-suite, 2.5 bathrooms, a fully stocked kitchen, a large dining area, and an in-unit washer/dryer. Perfectly located near shops, restaurants, the Credit Union 1 Amphitheater, and just a short Metra train ride to downtown Chicago. Ideal for relaxation, business, or adventure—this space offers the perfect blend of comfort and convenience. Book your stay today!

Guest favorite
A spacious bedroom features a modern black metal bed with crisp white linens and decorative pillows. Soft, neutral colors enhance the space, complemented by a large mirror and a small desk. Natural light enters through a window covered with light curtains, creating a calm atmosphere.
Apartment in Lockport
5 out of 5 average rating, 19 reviews

Bright Lockport Farmhouse: King Bed + Yard View

Discover your ideal getaway in our charming Lockport, Illinois, Airbnb! This inviting retreat features a full kitchen with stainless steel appliances, an island for prepping food, a coffee bar for your morning brews, and tons of sunlight! Unwind in the cozy living room, complete with a 65-inch Roku TV and board game wall. Enjoy the convenience of a shared on-site laundry room. Experience the perfect mix of modern comforts and rustic charm in Lockport. Secure your booking today!

Top guest favorite
A sitting room features a beige sofa and a cream-colored armchair, positioned near a wooden desk. Two lamps provide soft lighting, while several framed photographs and artwork adorn the walls. Large windows allow natural light to fill the space, complemented by neutral-colored carpeting.
Guest suite in Orland Park
4.97 out of 5 average rating, 112 reviews

Private Guest Suite 2 Cozy Rooms

Private guest suite with separate entrance. Sitting room, kitchenette, bedroom w/queen bed, private bath, plus twin sofa bed in sitting room. Great alternative to hotel for business trip or visiting the area. Conveniently located in southwest suburbs of Chicago, 40 minutes from downtown by car (non rush hour) or Metra lines a few miles from the house. Set near a golf course and forest preserve, nearby to multiple restaurant and shopping districts less than 10 minutes away.

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, 103 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.

Top guest favorite
The kitchen area is equipped with modern stainless steel appliances, including a refrigerator and stove. A wooden table with two place settings is set beside a gray couch. A doorway leads to a laundry area with washer and dryer units.
Guest suite in Chicago
5 out of 5 average rating, 12 reviews

Guest Suite w/Private Entrance Beverly Basement

Great location. recently rehabbed. Space: This is a new guest suite in the basement of my home. The suite is equipped with a full kitchen featuring high-quality appliances. The suite includes a large bathroom, a bedroom with a new queen-size mattress, and a washer and dryer onsite. The suite offers a peaceful and comfortable place to stay. A 2 block walk will get you to the commuter train, Subway sandwiches, an Italian deli, CVS Pharmacy, and Starbucks.

Guest favorite
A corner jacuzzi whirlpool tub is positioned against a wall, featuring multiple jets for relaxation. A white toilet and a small wooden stool are visible nearby. Light gray walls are complemented by a window covered with a light-colored curtain, allowing natural light to filter in.
Home in Chicago Ridge
4.91 out of 5 average rating, 172 reviews

Quiet cul-de-sac with huge fenced in backyard

3 bedroom, 2 bath ranch home on a quiet cul-de-sac. Big fenced in backyard for the kids, dog, & adults to play during the day, then relax by the fire at night. Walking distance (50 ft.) to the bar/restaurant with private entrance. 15 miles (25 mins) from downtown Chicago. And for you couples, come back home from your busy day, sit back and relax in the 8 jet jacuzzi whirlpool tub that will comfortably fit both of you.

Top guest favorite
A ranch-style home is showcased with a welcoming facade of brick and siding. Large windows provide ample natural light, while a well-maintained garden features a variety of colorful flowers. A manicured lawn and sidewalk lead to the entryway, enhancing the inviting exterior.
Home in Worth
4.94 out of 5 average rating, 95 reviews

Worth It! 3 bedroom ranch home

Relax with the whole family at this peaceful place to stay. Just minutes from walking parks, outdoor concert venue, golfing, and down town! Comfy and inviting Ranch style home offers 3 bedrooms, a fully equipped kitchen, flat screen TVs, and large windows. The private backyard has a patio, and bbq grill. A real home away from home, we look forward to your new booking.

Top guest favorite
A modern living space is shown with a relaxation area featuring dark leather seating arranged around a media console. A workspace with a desk and chair is positioned nearby. Soft lighting highlights the dark walls, and art adds a pop of color.
Apartment in Hickory Hills
4.97 out of 5 average rating, 74 reviews

Cozy Guest Suite. Private Entry+ Turo Rental

3600 sqf single family home with a Guest Apartment and private entry on the ground level. Your family will be close to everything when you stay at this centrally-located place. Centrally located off of I294, I55, I57 and I80. Easy to and from travel. In Need of a rental we have 2018 Jeep Grand Cherokee High Altitude at the house and listed Turo.

Popular amenities for Orland Township vacation rentals

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  3. Illinois
  4. Cook County
  5. Orland Township