Holiday rentals in Olympia Fields

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Top-rated holiday rentals in Olympia Fields

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Top guest favourite
A modern kitchen and living area are showcased within an open-concept space. The kitchen features stainless steel appliances and a large island with seating for three. The cozy living area includes comfortable seating and a low wooden coffee table, complemented by warm wooden flooring.
Flat in Chicago
5 out of 5 average rating, 75 reviews

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

Why stay anywhere when you can experience luxury during your travels. This brand new 1-BR apartment was designed with a touch of elegance and offers amenities to make your experience not just satisfying, but memorable. At your finger tips is a full kitchen; luxury bathroom with enormous walk-in shower; separate bedroom w/ queen bed (extra day bed in living room to sleep 3 total); garage parking; garden access; cozy workspace; 2-Smart TVs; bicycle; ample storage for longer stays; WIFI; and more.

Top guest favourite
A modern living room features a brown, tufted sofa and two blue armchairs set around a decorative area rug. Natural light enters through a large window adorned with light curtains and a door nearby leads outside. Framed wall art decorates one side of the room.
Home in Frankfort
4.97 out of 5 average rating, 39 reviews

House in Frankfort quiet family neighborhood

Thank you so much for considering to stay at our home. My husband and I take extreme pride in being great hosts and providing a clean and comfortable home to stay in. We make sure to have everything you need to keep you comfortable so you can relax in your home away from home. I am extremely responsive so if you happen to have any questions, please do not hesitate to reach out. Relax with the whole family at this peaceful place to stay. 3 bedroom home newly remodeled and all new furnishings 2024

Top guest favourite
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, 217 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.

Top guest favourite
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
4.98 out of 5 average rating, 125 reviews

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

GLAMPING FUN April - Nov Winter Glamping sleeps 8 RV, Gazebo & Safari Yurt closed. Includes heated event yurt, Game room, and Hot Tub in Winter. No additional fee for event yurt in winter for 8 guest. RV w/bathroom - 2 beds 20' Safari Yurt - 4 beds Game Room w/bathroom queen & sofa sleeper Gazebo 2 twin beds Wooden Barrel-Sauna 27' above ground Pool 6-7 Person outdoor hot-tub Fresh Eggs (seasonal) mini golf 3-n-1 Court; Event Yurt add on $180 up to 15 additional non/overnight guest

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, 98 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!

Guest favourite
The modern kitchen features white cabinetry with marble countertops and stainless steel appliances. A window allows natural light to brighten the space, which includes a sink and a gas stove. Kitchen utensils and a dish rack are neatly organized within arm's reach.
Flat in Steger
4.94 out of 5 average rating, 18 reviews

Private Deluxe Apartment Clean, Safe & Affordable

Furnished modern apartment. Our new addition in our 4 unit complex for traveling professionals or visiting. New appliances, fully stocked kitchen, fresh linens & towels. Laundry room. Safe suburban location. 30 mi. to Chicago. Private off street parking up to 2 vehicles (even a bike parking) Clean, bright and organized. Strong Wifi (Xfinity Blast). Comfortable queen size bed, reclining sofa. 2 big screen TV's. Professionally cleaned spotless prior to arrival. Dozens of 5-Star reviews.

Guest favourite
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
4.77 out of 5 average rating, 56 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 favourite
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, 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
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, 104 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.

Guest favourite
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
4.96 out of 5 average rating, 26 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.

Top guest favourite
Double doors open to a bright living area featuring a leather sofa and a light-colored armchair. A coffee table is placed on a soft area rug, while lamps provide soft illumination. A ceiling fan hangs above, and large windows allow natural light to fill the space.
Home in Manteno
4.98 out of 5 average rating, 214 reviews

Updated, bright, and modern, 3 bedroom home.

You will be comfortable in this newly remodeled three bedroom, two bathroom home. ✶ 6.7Miles to Olivet Nazarene University ✶ 8.4Miles to Riverside Medical ✶ 11Miles to Kankakee River State Park ✶ 43Miles to Midway Airport The home FEATURES: *Safe, quiet, walkable neighborhood *3 Bedroom; 1 King, 1 Queen, 2 twin beds *Spacious fully equipped kitchen with coffee station *Washing Machine, Dryer & Dishwasher * Fast Wi-Fi

Top guest favourite
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
4.97 out of 5 average rating, 62 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 Olympia Fields holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Olympia Fields