Holiday rentals in Orland Township

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Top-rated holiday rentals in Orland Township

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Guest favourite
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.
Flat in Worth
4.9 out of 5 average rating, 30 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.

Guest favourite
The spacious living area features light wood flooring and large windows allowing natural light to fill the room. A gray sofa with colorful cushions is placed centrally, flanked by two teal chairs. A modern coffee table sits in front, and a television is mounted on the wall.
Home in Joliet
4.94 out of 5 average rating, 31 reviews

Retro Home

Enjoy this stylish retro home that is perfect for a weekend getaway or business trip. You'll find everything you need in this cozy home without the hustle and bustle of the city. Soak up the groovy furniture and retro decor as you become familiar with the similar atmosphere of living in the 50s. This amazing one-story home can accommodate up to 4 adults and 2 children with its two full bedrooms (queen size bed) and a den (twin-size sofa and blow-up mattress) for additional space. Book now!

Guest favourite
A serene exterior view of a light green house surrounded by lush greenery. The home features a set of stairs leading to a covered porch, framed by a well-maintained garden with healthy plants and sunflowers. The setting provides a tranquil atmosphere among the trees.
Flat in Lemont
4.87 out of 5 average rating, 91 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.

Guest favourite
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.
Flat in Homewood
4.92 out of 5 average rating, 104 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 favourite
A comfortable living room features a light-colored sofa and a cozy armchair, paired with a wooden coffee table. A large television is mounted on the wall, and plants are placed on the window sill. Geometric shelves add a decorative touch to the neutral-colored walls.
Home in Chicago
4.88 out of 5 average rating, 171 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
Apartment in Hickory Hills
4.86 out of 5 average rating, 112 reviews

Convenient Location near ammenities. KING size bed

Walking distance to restaurants, stores etc. 1st floor suite will be your relaxing retreat. King size bed with a 12 inch foam mattress, down pillow/comforter set, blackout curtains will allow you a restful sleep. BR is equipped with 2 side tables, 2 dimmable touch control table lamps with 2 USB Ports. Bath offers a tub, vanity & open shelving. LR features faux leather sofa, coffee table w/the lift-top & 70” streaming TV. LR opens up to an eat in kitchen equipped with standard dine-ware.

Top guest favourite
Guest suite in Orland Park
4.97 out of 5 average rating, 113 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 favourite
Flat in Maywood
4.95 out of 5 average rating, 185 reviews

Cozy guest studio, great for couples!

This unique place has a style all its own. Enjoy this beautiful, cozy guest studio with modern touches and well furnished living area, small kitchenette with mini fridge and microwave to reheat a quick bite before heading to the city, full bathroom with rainfall shower and handheld sprayer to help you relax after a long day. Flat screen TV with Xfinity streaming device so you can connect your accounts and enjoy your favorite shows and movies for a quiet stay in.

Superhost
The image presents a two-story home with framed cedar bevel siding. A welcoming front porch features wooden railings and steps leading to the entrance. Surrounding greenery adds a natural touch, while the well-maintained pathway and lawn contribute to the property’s inviting exterior.
Home in Blue Island
4.82 out of 5 average rating, 219 reviews

Warm and comfortable inviting Suburban home !

160 year old land mark community, Framed cedar bevel siding 2 story home, front porch , 10 ft high ceilings, kitchen canned lighting home. 6 feet fence In closed yard, whole house water filtration system , Quite neighborhood with sidewalks . 19 miles to downtown Chicago , Metra train station and bus route, in walking distance . driving to the city of Chicago 5 minutes to major expressways . Host is willing to be available for any and all information 24/7.

Superhost
Tiny home in Burr Ridge
4.89 out of 5 average rating, 418 reviews

Less is more! Pet friendly Tiny Home near Chicago!

Less is more--see for yourself how big 250 square feet can really feel! For those who would love to try tiny living and a minimalist lifestyle, this is the perfect getaway. This tiny house has everything you will need to fall in love with tiny living! There is a fenced yard, grass area for furry friends, free parking and is close to hiking trails, restaurants, shops, breweries, bars, and Chicago! Check us out on Insta: @LessIsMore_TinyHome

Superhost
Home in Chicago Ridge
4.9 out of 5 average rating, 180 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 favourite
Townhouse in Country Club Hills
4.95 out of 5 average rating, 64 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.

Popular amenities for Orland Township holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Orland Township