Vacation rentals in Orland Hills

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Orland Hills

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

Guest favorite

Apartment in Chicago

4.92 out of 5 average rating, 166 reviews

Handicap accessible apartment w/Level-2 EV Charger

Just 12.5 miles from downtown in the extremely quiet Chicago neighborhood of Hegewisch. Walking distance to the South Shore train line, which can easily get you to Chicago museums and entertainment, or attractions in NW Indiana. Private parking in back also gives you the option of driving anywhere and then walking directly to your door, and outside cameras are present for security. Banks, restaurants, grocery, convenience, and liquor stores are all 1 block of the apartment for all your needs.

Nov 12 – 19

R1,524 ZAR per night
Guest favorite

Farm stay in De Motte

4.94 out of 5 average rating, 109 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.

Jan 24 – 31

R1,597 ZAR per night
Superhost

Home in Richton Park

4.84 out of 5 average rating, 207 reviews

Spacious home near Chicago, fenced yard for pets

Modern single family home with over 2100 sqft of space including 3 bedrooms, & 2.5 bathrooms. Located in a quiet neighborhood with free parking, our home has easy access to trains & major highways. We're a short ride from Downtown Chicago, Midway Airport, Tinley Park Convention Center, Hollywood Casino Amphitheatre, universities, shopping & dining. Enjoy a fully stocked kitchen, washer/dryer, WIFI, smart tv & spacious deck. Come unwind in a cozy living space during your trip to Illinois! 5279

Dec 11 – 18

R6,514 ZAR per night

Popular amenities for Orland Hills vacation rentals

Other great vacation rentals in Orland Hills

Guest favorite

Home in Montgomery

4.85 out of 5 average rating, 102 reviews

Nice, Private Ranch Home

Jun 16 – 23

R2,188 ZAR per night
Guest favorite

Guest suite in Orland Park

4.99 out of 5 average rating, 67 reviews

Private Guest Suite 2 Cozy Rooms

May 26 – Jun 2

R2,006 ZAR per night
Guest favorite

Apartment in Lockport

4.95 out of 5 average rating, 40 reviews

Full Kitchen, Fast Wi-Fi, Near Highway

Feb 21 – 28

R2,822 ZAR per night
Guest favorite

Apartment in Homewood

5.0 out of 5 average rating, 38 reviews

Charming Garden Apartment

Feb 14 – 21

R2,065 ZAR per night
Guest favorite

Home in Lockport

4.94 out of 5 average rating, 98 reviews

Historic Hideaway Guest House - Roomy & Private

Apr 10 – 17

R2,402 ZAR per night
Guest favorite

Home in Chicago Ridge

4.89 out of 5 average rating, 44 reviews

Quiet cul-de-sac with huge fenced in backyard

Oct 5 – 12

R2,603 ZAR per night
Guest favorite

Home in Chicago

4.92 out of 5 average rating, 84 reviews

Boho Chic Coach House 30Min to downtown W/ Parking

Jun 10 – 17

R2,282 ZAR per night
Superhost

Home in Mokena

4.88 out of 5 average rating, 8 reviews

Marvel - 4BRs, 2 BA

May 29 – Jun 5

R5,252 ZAR per night
Guest favorite

Home in Oak Forest

4.91 out of 5 average rating, 74 reviews

Cheerful three bedroom, 2 full bath in Oak Forest

May 3 – 10

R5,185 ZAR per night
Guest favorite

Home in Robbins

4.97 out of 5 average rating, 35 reviews

Comfy Updated 3 Bdrm/2Bth -Near SXU, MVC & MDW

Sep 16 – 23

R2,448 ZAR per night
Guest favorite

Condo in Lisle

4.95 out of 5 average rating, 38 reviews

Peaceful Condo in Lisle, Illinois

Sep 10 – 17

R1,411 ZAR per night
Guest favorite

Home in Worth

4.94 out of 5 average rating, 32 reviews

Worth It! 3 bedroom ranch home

Mar 20 – 27

R3,430 ZAR per night

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