Olympia Fields Holiday Rentals
House
9.8Exceptional
(16 Reviews)
2 Bedrooms
1 Bath
5 Guests
Parking
Kitchen
Air Conditioner
Internet
US $228/Night
7 Nights - US $1,596
Apartment
- Chicago
- ·
- Country Club Hills
- 1.27 mi to center
10.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
5 Guests
1097.92 ft²
- Parking
Balcony/Terrace- Air Conditioner
- Internet
US $227/Night
7 Nights - US $1,591
Hotel
8.4Excellent
(1000 Reviews)
1 Bath
Breakfast- Parking
Pool- Kitchen
US $179/Night
7 Nights - US $1,251
House
- Chicago
- ·
- Park Forest
- 0.95 mi to center
9.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
7 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $279/Night
7 Nights - US $1,955
House
- Chicago
- ·
- Chicago Heights
- 0.42 mi to center
7.0Very Good
(33 Reviews)
7 Bedrooms
3 Baths
5 Guests
129.17 ft²
- Parking
- Balcony/Terrace
View- Air Conditioner
US $65/Night
7 Nights - US $455
House
7.6Very Good
(4 Reviews)
2 Bedrooms
1 Bath
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $266/Night
7 Nights - US $1,860
House
- Chicago
- ·
- Park Forest
- 0.63 mi to center
6.0Good
(2 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Parking
- Air Conditioner
- Internet
Pet Friendly
US $261/Night
7 Nights - US $1,824
House
- Chicago
- ·
- Park Forest
- 0.81 mi to center
5.0Average
(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Air Conditioner
- Internet
- Pet Friendly
Child Friendly
US $276/Night
7 Nights - US $1,933
House
- Chicago
- ·
- Park Forest
- 0.75 mi to center
4.0Average
(4 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $218/Night
7 Nights - US $1,525
Luxury Holiday Rentals in Olympia Fields
Over 100+ Luxury Holiday Rentals in or Near Olympia Fields
New
House
- Chicago
- ·
- Richton Park
- 0.68 mi to center
4 Bedrooms
3 Baths
10 Guests
Hot Tub- Air Conditioner
- Internet
- Child Friendly
US $795/Night
7 Nights - US $5,568
House
9.6Exceptional
(14 Reviews)
5 Bedrooms
2 Baths
14 Guests
2600 ft²
- Breakfast
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $715/Night
7 Nights - US $5,006
House
10.0Exceptional
(25 Reviews)
5 Bedrooms
3 Baths
16 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $566/Night
7 Nights - US $3,961
House
- Chicago
- ·
- Chicago Heights
- 1.00 mi to center
3.6Average
(5 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $524/Night
7 Nights - US $3,669
House
4 Bedrooms
2 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $444/Night
7 Nights - US $3,111
House
- Chicago
- ·
- Olympia Fields
- 0.74 mi to center
4 Bedrooms
4 Baths
10 Guests
3196.88 ft²
- Parking
- Pool
- Balcony/Terrace
- Internet
US $383/Night
7 Nights - US $2,679
New
House
- Chicago
- ·
- Olympia Fields
- 0.74 mi to center
4.8Average
(3 Reviews)
4 Bedrooms
3 Baths
10 Guests
3200 ft²
Private Pool- Parking
- Pool
- Balcony/Terrace
US $321/Night
7 Nights - US $2,247
House
- Chicago
- ·
- Chicago Heights
- 0.82 mi to center
10.0Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $311/Night
7 Nights - US $2,175
House
- Chicago
- ·
- Country Club Hills
- 1.42 mi to center
10.0Exceptional
(6 Reviews)
3 Bedrooms
3 Baths
6 Guests
1800 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $300/Night
7 Nights - US $2,101
Top-Rated Holiday Rentals with a Pool in Olympia Fields
Over 28+ The Best Private Villas and Holiday Rentals in Olympia Fields with a Pool
Hotel
8.5Fabulous
(205 Reviews)
3 Baths
398.26 ft²
- Private Pool
- Breakfast
- Parking
- Pool
US $156/Night
7 Nights - US $1,093
Hotel
8.1Excellent
(184 Reviews)
1 Bath
332.14 ft²
- Private Pool
- Parking
- Pool
- Air Conditioner
US $139/Night
7 Nights - US $971
Hotel
6.6Good
(935 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $130/Night
7 Nights - US $910
Apartment
- Chicago
- ·
- Park Forest
- 0.44 mi to center
1 Bedroom
1 Bath
2 Guests
1001.04 ft²
- Parking
- Pool
- Internet
- Child Friendly
US $118/Night
7 Nights - US $826
House
8.0Excellent
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
300 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $132/Night
7 Nights - US $926
House
8.0Excellent
(1 Review)
4 Bedrooms
4 Baths
16 Guests
1200 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $532/Night
7 Nights - US $3,726
House
7.0Very Good
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
300 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $132/Night
7 Nights - US $926
House
6.8Good
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
300 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $132/Night
7 Nights - US $926
House
6.0Good
(2 Reviews)
2 Bedrooms
2 Baths
8 Guests
600 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $266/Night
7 Nights - US $1,859
Pet-Friendly Holiday Rentals in Olympia Fields
Over 26+ Pet-Friendly Holiday Rentals in or Near Olympia Fields
House
- Chicago
- ·
- Park Forest
- 0.77 mi to center
2.0Average
(2 Reviews)
2 Bedrooms
1 Bath
7 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $246/Night
7 Nights - US $1,724
House
- Chicago
- ·
- Country Club Hills
- 1.31 mi to center
3 Bedrooms
3 Baths
9 Guests
1797.57 ft²
- Hot Tub
- Parking
- Air Conditioner
- Internet
US $243/Night
7 Nights - US $1,700
Hotel
7.2Very Good
(1000 Reviews)
1 Bath
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $113/Night
7 Nights - US $793
House
- Chicago
- ·
- Olympia Fields
- 0.84 mi to center
8.0Excellent
(12 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $275/Night
7 Nights - US $1,927
House
6.0Good
(1 Review)
4 Bedrooms
2 Baths
6 Guests
1500 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $294/Night
7 Nights - US $2,059
House
- Chicago
- ·
- Park Forest
- 0.97 mi to center
6.0Good
(1 Review)
2 Bedrooms
1 Bath
7 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $205/Night
7 Nights - US $1,432
House
4 Bedrooms
3 Baths
10 Guests
2200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $464/Night
7 Nights - US $3,247
House
6.0Good
(1 Review)
5 Bedrooms
3 Baths
10 Guests
2250 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $464/Night
7 Nights - US $3,247
House
- Chicago
- ·
- Park Forest
- 0.47 mi to center
4.6Average
(4 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $347/Night
7 Nights - US $2,429
Large Holiday Rentals and Private Villas in Olympia Fields
Over 25+ Large Holiday Rentals and Private Villas in or Near Olympia Fields
House
- Chicago
- ·
- Richton Park
- 1.07 mi to center
9.2Exceptional
(5 Reviews)
3 Bedrooms
1 Bath
10 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $291/Night
7 Nights - US $2,040
House
- Chicago
- ·
- Olympia Fields
- 0.44 mi to center
7.6Very Good
(5 Reviews)
5 Bedrooms
4 Baths
8 Guests
2600 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $232/Night
7 Nights - US $1,621
House
- Chicago
- ·
- Country Club Hills
- 0.94 mi to center
5 Bedrooms
4 Baths
12 Guests
2200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $504/Night
7 Nights - US $3,530
House
- Chicago
- ·
- Chicago Heights
- 0.95 mi to center
4 Bedrooms
2 Baths
10 Guests
- Child Friendly
Security/Safety
US $494/Night
7 Nights - US $3,458
House
5 Bedrooms
2 Baths
10 Guests
2250 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $453/Night
7 Nights - US $3,170
House
- Chicago
- ·
- Country Club Hills
- 0.90 mi to center
5 Bedrooms
3 Baths
12 Guests
2200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $348/Night
7 Nights - US $2,435
House
4 Bedrooms
2 Baths
10 Guests
1400 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $338/Night
7 Nights - US $2,367
House
5 Bedrooms
2 Baths
10 Guests
2200 ft²
- Child Friendly
US $246/Night
7 Nights - US $1,722
House
4 Bedrooms
2 Baths
10 Guests
2200 ft²
- Child Friendly
US $234/Night
7 Nights - US $1,638
Wheelchair Accessible Holiday Homes in Olympia Fields
Over 24+ Wheelchair Accessible Holiday Homes in or Near Olympia Fields
House
8.0Excellent
(4 Reviews)
4 Bedrooms
4 Baths
16 Guests
1200 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $532/Night
7 Nights - US $3,726
Hotel
7.0Very Good
(671 Reviews)
1 Bath
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $86/Night
7 Nights - US $602
House
6.8Good
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
300 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $129/Night
7 Nights - US $902
House
4.0Average
(1 Review)
2 Bedrooms
2 Baths
4 Guests
600 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $266/Night
7 Nights - US $1,859
House
2.0Average
(1 Review)
2 Bedrooms
2 Baths
8 Guests
600 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $266/Night
7 Nights - US $1,859
House
4 Bedrooms
4 Baths
16 Guests
1200 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $532/Night
7 Nights - US $3,726
House
4 Bedrooms
4 Baths
16 Guests
1200 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $532/Night
7 Nights - US $3,726
House
4 Bedrooms
4 Baths
16 Guests
1200 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $532/Night
7 Nights - US $3,726
House
3 Bedrooms
3 Baths
12 Guests
900 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $400/Night
7 Nights - US $2,801
Olympia Fields Private Villas and Holiday Homes Under $200
Over 21+ Olympia Fields Private Villas and Holiday Homes Under $200
House
- Illinois
- ·
- Forestview
- 20.39 mi to center
9.2Exceptional
(26 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $189/Night
7 Nights - US $1,321
Hotel
- Chicago
- ·
- Chicago Heights
- 1.12 mi to center
9.0Exceptional
(3 Reviews)
3 Baths
247.57 ft²
- Parking
- Air Conditioner
- Internet
- Security/Safety
US $109/Night
7 Nights - US $763
Hotel
6.6Good
(1002 Reviews)
1 Bath
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $112/Night
7 Nights - US $783
Condo
- Chicago
- ·
- Country Club Hills
- 1.27 mi to center
2 Bedrooms
1 Bath
4 Guests
1200 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $157/Night
7 Nights - US $1,096
Hotel
6.6Good
(229 Reviews)
1 Bath
- Parking
- View
- Air Conditioner
- Internet
US $89/Night
7 Nights - US $623
House
- Chicago
- ·
- Park Forest
- 0.84 mi to center
10.0Exceptional
(4 Reviews)
4 Bedrooms
2 Baths
5 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
US $147/Night
7 Nights - US $1,030
Apartment
- Chicago
- ·
- Chicago Heights
- 0.54 mi to center
7.8Very Good
(13 Reviews)
3 Bedrooms
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $97/Night
7 Nights - US $682
Condo
- Chicago
- ·
- Country Club Hills
- 1.55 mi to center
6.0Good
(12 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $104/Night
7 Nights - US $728
House
- Chicago
- ·
- Park Forest
- 0.99 mi to center
1 Bedroom
1 Bath
5 Guests
- Kitchen
- Air Conditioner
- Laundry
Bedding/Linens
US $185/Night
7 Nights - US $1,295
Instantly Bookable Holiday Homes in Olympia Fields
Over 26+ Instantly Bookable Holiday Homes in or Near Olympia Fields
New
House
- Chicago
- ·
- Park Forest
- 0.89 mi to center
3.2Average
(7 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Child Friendly
- Security/Safety
US $277/Night
7 Nights - US $1,940
House
- Chicago
- ·
- Chicago Heights
- 1.97 mi to center
9.4Exceptional
(3 Reviews)
3 Bedrooms
1 Bath
8 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $236/Night
7 Nights - US $1,649
New
House
3 Bedrooms
2 Baths
6 Guests
1206 ft²
US $268/Night
7 Nights - US $1,879
House
- Chicago
- ·
- Richton Park
- 0.27 mi to center
2 Bedrooms
1 Bath
990 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $229/Night
7 Nights - US $1,606
Condo
- Chicago
- ·
- Country Club Hills
- 1.18 mi to center
10.0Exceptional
(4 Reviews)
3 Bedrooms
1 Bath
5 Guests
1100 ft²
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $223/Night
7 Nights - US $1,558
House
3 Bedrooms
2 Baths
6 Guests
885 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $351/Night
7 Nights - US $2,457
House
3 Bedrooms
1 Bath
8 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $261/Night
7 Nights - US $1,826
Apartment
4.0Average
(1 Review)
2 Bedrooms
1 Bath
6 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $320/Night
7 Nights - US $2,239
House
4 Bedrooms
2 Baths
8 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $291/Night
7 Nights - US $2,038
Book a Last Minute Place to Stay in Olympia Fields
About Casai's Private Villas and Holiday Rentals in Olympia Fields
Discover more than 109 vacation rentals available in Olympia Fields. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Olympia Fields.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Olympia Fields, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Olympia Fields. On average, places to stay near Olympia Fields offer 703.45 ft², with nightly prices averaging US $287.
With Casai, finding and comparing holiday rentals in Olympia Fields is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Olympia Fields
| Type | Count |
|---|---|
| Vacation Homes | 89 |
| Holiday Apartments | 5 |
Use these Quick Filters to Find a Holiday Rental in Olympia Fields
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Olympia Fields.
Weather in Olympia Fields, IL
View the weather forecast for Olympia Fields before booking your Olympia Fields Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Olympia Fields, IL
Casai offers a large selection of top attractions around Olympia Fields . Research things to do on your vacation before you visit Olympia Fields.
Other Places to Stay in Olympia Fields, IL
Frequently Asked Questions About Olympia Fields?
What are the top holiday rentals in Olympia Fields?
With numerous options available in Olympia Fields, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Olympia Fields:
- Suburban Haven: Cozy Escape with a Touch of Luxury
- Cul de sac jacuzzi home
- Superb 3-bedroom house with fitness room in Chicago Heights
- Luv Happii House
- Cozy & Lavish 2B/1B in Homewood! 5 min from Shopping, Expressway, & New Casino!
- Private Oasis with Spacious Backyard
- Charming 3-bedroom house in Park Forest with WiFi, Large Flat Panel TVs & Google
- Star Inn & Suites
- Entire Cozy Home+Fast Wi-Fi/Free Parking. Prime Location + Free Washer/Dryer
- Hampton Inn & Suites Chicago Southland-Matteson
How many holiday rentals have private pools in Olympia Fields?
Discover a selection of holiday rentals with private pools near Olympia Fields with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
Which holiday homes in Olympia Fields are best for families?
If you're searching for a family-friendly holiday home in Olympia Fields, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Olympia Fields:
- 3-bedroom house in serene Park Forest with AC, WiFi. Enjoyable getaway
- Star Inn & Suites
- Cozy 4-bedroom house in wonderful Matteson with AC, WiFi
How many Casai.com holiday rentals are available in Olympia Fields?
As of 2026, Casai boasts over 109 properties listed in the Olympia Fields area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Olympia Fields.
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