Vacation rentals in Olympia Fields

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Top-rated vacation rentals in Olympia Fields

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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, 193 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.

Superhost

A charming blue house is surrounded by a well-maintained yard, featuring a small fire pit surrounded by stones. A blue chair is placed on the grass, with a garage visible in the background and leafless trees adding to the scenery.

Home in Steger

4.74 out of 5 average rating, 46 reviews

Home away from home

Come stay with us! This cozy renovated home offers two bedrooms (one queen w/ensuite and one full size sleeper sofa), one bathroom with laundry room, and beautiful kitchen that waits for you. Great for travelers looking to get away from the busy life. A few blocks away from local convenience stores. 11 mins away from Starbucks or Dunkin if you need a coffee run! -Only 4.6 miles from Metra Richton Park. -40 mins from Downtown Chicago. -Midway International Airport 49 mins and Ohare 58 mins.

Top guest favorite

A natural pathway leads to a charming safari yurt, adorned with greenery and decorative elements. A wooden archway introduces the entrance, while a nearby barrel sauna complements the serene outdoor setting, surrounded by trees and mulch landscaping.

Yurt in Homewood

4.97 out of 5 average rating, 119 reviews

Glamping Yurt&RV Gaming Room Pool/Hotub/Court more

GLAMPING FUN! April - Nov Guest=14 Nov-Mar Guest=10 Safari Yurt not included mid-Fall/Winter RV w/bathroom - 2 beds no water in RV in Winter 20' Safari Yurt - 4 beds Gaming Room w/bathroom queen & sofa sleeper Xbox Series X & PS5 Gazebo w/2 twin beds Outdoor wooden Barrel-Sauna 27' above ground Pool 6-7 Person outdoor hot-tub Fresh Eggs seasonally; Mini Golf 3-n-1 Court; 1 dozen fresh eggs; Event Yurt add on $180 up to 15 additional non/overnight Contact me for Fall/Winter Glamping

Guest favorite

A well-maintained exterior view of the cottage is displayed, featuring a neatly manicured lawn and bordered by trees. A private driveway leads to the entrance. The structure showcases a front porch area, and a fire pit is visible in the yard, inviting outdoor enjoyment.

Cottage in Merrillville

4.88 out of 5 average rating, 261 reviews

The Hideaway

This Christian friendly cozy cottage, located 30 minutes from Chicago is located on a private 3 acre property. It’s a private detached cottage from main house that sleeps four. One king size bedroom (2 air mattresses) (sheets supplied), large full bathroom with deep tub w/ handle (towels supplied), full kitchen (dishes, pots and pans ect supplied) private covered parking and yard (directly in front of cottage) w/ its own fire pit for enjoyment. No plug for electric cars (station 2 m away).

Top guest favorite

A cozy living area is illuminated by natural light streaming through the windows. A sofa is paired with an armchair beside a small table, creating a welcoming space. Soft textures are present in the area rug and decorative pillows, enhancing the comfort of the room.

Home in De Motte

4.96 out of 5 average rating, 268 reviews

Country Cottage

Looking for week-end get away? Traveling through Northwest Indiana on I-65 and looking for a quiet place to stay for the night? Situated on 6 acres and with convenient (2 mile) access to I-65, our cozy Country Cottage is a great choice! Enjoy the cottage feel of this recently renovated (new cabinets, flooring, appliances) and charmingly decorated home, located in close proximity to local attractions! Our 650 square foot cottage is ideal for 1 - 4 guests.

Guest favorite

A well-appointed bedroom features a spacious bed adorned with a soft blush and white blanket. A bedside lamp and decorative elements are present. Natural light filters through a window dressed with sheer curtains, creating a cozy ambiance. A small chair complements the interior design.

Apartment in Hammond

4.85 out of 5 average rating, 160 reviews

Plant MOOD FREE Wi-fi, parking, washer & dryer!

LATE CHECK-IN guest are welcome!!!! PLEASE READ MY FULL AIRBNB LISTING PRIOR TO BOOKINGS!!!! This special place is close to everything, making it easy to plan your visit. • I80, 294, 94 highways/tolls, etc. • Chicago • Shopping galore • A fun array of restaurants AND A LOT OF FREE PARKING!!! I’m extremely close to MUNSTER, HIGHLAND, SCHERERVILLE, DYER and many more Indiana locations! I’m extremely close to LYNWOOD, LANSING, CALUMET CITY, and many more!

Superhost

A living room area features a light-colored sectional sofa positioned beside a contemporary coffee table. A large television is mounted on the wall, displaying a cozy fireplace. Sheer curtains cover a window, allowing natural light to soften the space, complemented by decorative plants.

Apartment in Matteson

4.86 out of 5 average rating, 35 reviews

Cozy Suburban Getaway

If you’re looking for a quiet stay away from the busy city - this cozy retreat will feel just like home. We take pride in client service, cleanliness, and convenience. If you need a host that aims to please…look no further. We’re loaded with bonus amenities to make your stay easy and stress free. We’re a text message away should you have any questions. We look forward to offering you our suburban hospitality!

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, 55 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

A cozy living room features a light gray sectional sofa adorned with decorative pillows. A minimalist side table holds a small potted plant. Natural light enters through the large windows, illuminating the space and highlighting the soft area rug beneath.

Home in Homewood

5 out of 5 average rating, 5 reviews

Spruce Sanctuary

Welcome to this cozy, family-friendly 3BR home in the heart of Homewood, IL! Sleeps up to 8 with a brand-new kitchen, central heat & AC and fast WiFi -- ideal for work-from-home stays. Enjoy the fully fenced yard, perfect for kids and pets. Free driveway and street parking. Just minutes from parks, restaurants, and shopping. A perfect blend of comfort, convenience, and charm!

Guest favorite

The welcoming entrance of a beautifully maintained home features a brick pathway lined with decorative stones and lush greenery. Two comfortable chairs sit on the porch, framed by large windows and flanked by well-kept landscaping. A flag gently hangs from the side of the house.

Apartment in Peotone

4.91 out of 5 average rating, 35 reviews

Serene Coach House Escape

In a beautiful quiet farm area, this recently remodeled apartment is located over the coach house of a 15 acre open farm. It is within a 15 minute drive from Frankfort, IL. A quaint town with old town shopping and a Mariano's and Jewel Osco. There are 65 trees on the property along with plenty of wide open areas.

Top 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

5 out of 5 average rating, 13 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.