Vacation rentals in Olympia Fields

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Top-rated vacation rentals in Olympia Fields

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Guest favorite

A spacious living area features a large sectional couch with a colorful area rug underneath. Natural light enters through the large front window, partially covered by contrasting curtains. An accent table with a welcome sign adds a personal touch to the inviting space.

Home in Park Forest

4.92 out of 5 average rating, 26 reviews

Cute 2 br with King and Queen

Welcome to Thee Forest Oasis, our cozy one story single family home for quiet stays only!! No stairs in a quiet residential neighborhood in the south suburbs of Chicago. We are a short 5 minute drive to the train station to downtown Chicago & close to interstate I-57 and I-394. 5 minutes from Governors State University and close to many local hospitals. We are also a short drive from neighboring shopping areas. No pets/animals, must be 21 to book. NO PARTIES, NO PROM SEND OFFS! QUIET STAYS ONLY

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, 184 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.

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, 86 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 lovely downtown Homewood to enjoy shopping & dining or catch the train to Chicago. After a day of exploring, a king-sized sleep number bed and lush bathroom features will pamper you! A fold-down sofa creates an additional bed. Dogs are welcome! This suite has a kitchenette with a convection toaster oven, induction cooktop, and fridge!

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

4.98 out of 5 average rating, 100 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 is presented, featuring a large gray sofa and a low coffee table. A wall-mounted TV sits on a wooden stand, complemented by a patterned area rug. Dining furniture is visible in the background, with natural light filtering through large windows.

Home in Homewood

4.95 out of 5 average rating, 20 reviews

Our Homewood Home

Hi. We want to thank you for considering staying at our home in Homewood. We set this home up for us to use when we are in Chicago as a family for business or pleasure. We live out of state and needed a comfortable and quiet home where we and our 4 kids could stay for extended periods of time. This home is in a very quiet neighborhood, with amazing neighbors and a very large backyard. We hope you will enjoy it as much as we do. Scan the QR code for virtual tour.

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, 155 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!

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, 112 reviews

Glamping Yurt&RV-Game Room-Pool-Sauna-Hotub Court

Glamping Experience to the NEXT LEVEL! Opened April - Nov. Contact during off season. Mini Resort Includes: RV w/bathroom - 2 beds & sofa sleeper 20' Safari Yurt - 4 beds w/sofa sleeper Game Room w/bathroom 1 bed & sofa sleeper Gazebo w/2 twin beds Outdoor wooden Barrel-Sauna 27' above ground Pool 6-7 Person outdoor hot-tub Fresh Eggs seasonally Mini Golf lanes Basketball, Volleyball, Pickleball court Breakfast included is 1 dozen fresh eggs!

Guest favorite

An open living area features a light grey sectional sofa complemented by a wooden accent table. Natural light fills the space through large windows, illuminating a neutral area rug on the wooden floor. A dining table with chairs occupies the background, along with a wall-mounted television.

Home in Homewood

4.92 out of 5 average rating, 25 reviews

Spacious Family-Friendly

Step into elegance at our beautifully furnished home. With a stylish interior and all the amenities you need, this is the perfect spot to unwind. The open living space is great for relaxing or entertaining, while the comfortable bedroom promises a restful night’s sleep. Enjoy the convenience of being close to local attractions while still enjoying the serenity of a quiet neighborhood. Ideal for travelers seeking both comfort and style.

Top guest favorite

A cozy bedroom showcases exposed brick walls and tin ceilings. A spacious bed dressed in soft linens and decorative pillows rests against the wall. Bright yellow curtains frame two windows, infusing the space with natural light, while a small desk is positioned nearby.

Apartment in Kankakee

4.95 out of 5 average rating, 75 reviews

Boho-Chic Retreat #4

Welcome to your Boho Chic Retreat in Kankakee! This cozy studio features charming exposed brick walls and original tin ceilings, blending vintage character with modern amenities. Enjoy a fully equipped, modern kitchen and a luxurious walk-in shower. Located within walking distance to restaurants, coffee shops, bars, and entertainment, you'll have everything you need at your fingertips. Book now for a unique and stylish stay!

Top guest favorite

A cozy living area is featured with two large windows allowing natural light to fill the space. A hanging chair adds a unique touch, while a dark sofa and a coffee table sit on a patterned rug. A television is positioned on a stand nearby.

Apartment in Blue Island

4.94 out of 5 average rating, 302 reviews

Charming Unique 2 Bdrm Apartment in Victorian Home

My place is close to the excitement and culture of the beautiful city of Chicago. It is a short walk to Metra trains with a 25 minute ride downtown. You’ll love my place because of the diverse, comfortable, quiet, tree lined neighborhood where you can relax and feel secure. It is close to expressways, golf courses and a local park with walking path. The apartment is not available to guests without previous positive reviews.

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, 51 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 comfortable living area features a light-colored sofa and an armchair paired with a bold dark rug. A wooden coffee table occupies the center, with a television positioned to one side. Natural light filters through sheer curtains, illuminating the space.

Townhouse in Munster

4.79 out of 5 average rating, 14 reviews

Townhome Near Munster/Hospital/BP Refinery

Duplex Home near the South Shore Line for a quick and easy commute to Chicago or close to all the hospitals and BP refinery. This place is intended for the corporate traveler. 30 night minimum stay required. Detached 2 car garage, fenced in yard, close to all the local restaurants and shopping, bike trail and park within walking distance.