Best Vacation Homes in Olympia Fields
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
AU $250/Night
For 7 Nights AU $1,747
1097.92 ft²
5 Guests
3 Bedrooms
2 Bathrooms
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Parking
AU $323/Night
For 7 Nights AU $2,258
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Pool
- Breakfast
- Kitchen
AU $192/Night
For 7 Nights AU $1,344
5 Guests
2 Bedrooms
1 Bathroom
Pet Friendly
House
- Fireplace/Heating
- Pet Friendly
- Parking
AU $323/Night
For 7 Nights AU $2,265
129.17 ft²
5 Guests
7 Bedrooms
3 Bathrooms
House
- Fireplace/Heating
- Balcony/Terrace
- View
AU $92/Night
For 7 Nights AU $646
6 Guests
2 Bedrooms
1 Bathroom
Pet Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
AU $314/Night
For 7 Nights AU $2,195
7 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
AU $290/Night
For 7 Nights AU $2,032
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
AU $333/Night
For 7 Nights AU $2,331
Olympia Fields Luxury Rentals
16 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
AU $1,122/Night
For 7 Nights AU $7,851
2600 ft²
14 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
AU $826/Night
For 7 Nights AU $5,779
1761 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
AU $720/Night
For 7 Nights AU $5,039
1761 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
AU $648/Night
For 7 Nights AU $4,532
1400 ft²
10 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
AU $637/Night
For 7 Nights AU $4,460
12 Guests
4 Bedrooms
2 Bathrooms
Pet Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
AU $586/Night
For 7 Nights AU $4,098
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
AU $572/Night
For 7 Nights AU $4,006
3196.88 ft²
10 Guests
1 Bedroom
4 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Pool
- Parking
AU $543/Night
For 7 Nights AU $3,801
Olympia Fields Pet Friendly Vacation Rentals
7 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
AU $297/Night
For 7 Nights AU $2,077
398.26 ft²
23 Guests
84 Bedrooms
3 Bathrooms
Free Cancellation
Hotel
- Private Pool
- Fireplace/Heating
- Pool
AU $221/Night
For 7 Nights AU $1,551
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Breakfast
- Pet Friendly
- Kitchen
AU $161/Night
For 7 Nights AU $1,125
7 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
AU $295/Night
For 7 Nights AU $2,065
419.79 ft²
8 Guests
91 Bedrooms
1 Bathroom
Hotel
- Hot Tub
- Fireplace/Heating
- Breakfast
AU $138/Night
For 7 Nights AU $963
8 Guests
2 Bedrooms
1 Bathroom
Pet Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
AU $288/Night
For 7 Nights AU $2,019
1800 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
AU $394/Night
For 7 Nights AU $2,756
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
AU $352/Night
For 7 Nights AU $2,465
Olympia Fields Large Vacation Homes
10 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
AU $414/Night
For 7 Nights AU $2,895
2200 ft²
12 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
AU $478/Night
For 7 Nights AU $3,347
3200 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
AU $451/Night
For 7 Nights AU $3,157
2200 ft²
10 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
AU $358/Night
For 7 Nights AU $2,503
2200 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
AU $325/Night
For 7 Nights AU $2,276
761 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
AU $544/Night
For 7 Nights AU $3,807
2200 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
AU $658/Night
For 7 Nights AU $4,607
2600 ft²
8 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
AU $329/Night
For 7 Nights AU $2,300
Why Choose Rent By Owner for your Olympia Fields Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Olympia Fields
When should you plan your Vacation Rentals stay?
Choosing the right time to vacation in Olympia Fields, Illinois, ensures you experience the area's best weather and local events, making your stay more enjoyable and memorable.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During this period, you’ll experience warm daytime temperatures ideal for outdoor activities while enjoying pleasant evenings in this region. The area sees higher visitor engagement, making it an excellent time to explore local events and amenities.
Average Temperature Daytime: 75°F - 85°F - Nighttime: 55°F - 65°F
Early Fall (September to October)
This season offers comfortable weather with vibrant fall foliage, providing a picturesque setting for your stay. It’s a popular time for visitors seeking to enjoy the area's natural beauty and outdoor pursuits before the weather turns colder.
Average Temperature Daytime: 70°F - 80°F - Nighttime: 50°F - 60°F
Off-Season Highlights
Winter (December to February)
During the colder months, fewer visitors come here, making it easier to find serene and less crowded accommodations. It's a peaceful period suitable if you prefer quieter surroundings and are prepared for lower temperatures.
Average Temperature Daytime: 30°F - 40°F - Nighttime: 20°F - 30°F
Late Fall to Early Winter (November)
As the region transitions into winter, tourism tends to slow down. This off-peak period allows you to enjoy the tranquility of this destination while taking advantage of better rates on vacation rentals.
Average Temperature Daytime: 45°F - 55°F - Nighttime: 35°F - 45°F
Weekly Weather Forecast for Olympia Fields
How to Book Your Olympia Fields Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Olympia Fields
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor grilling with available barbecue facilities to enhance your stay.
- Relax in a private backyard or garden area, perfect for morning coffee or evening unwinding.
- Take advantage of on-site parking amenities designed for convenience and security.
- Benefit from nearby golf courses or green spaces ideal for outdoor recreation.
- Make the most of shaded patios or verandas to enjoy the region's pleasant weather.
- Access walking trails or bike paths that showcase the area's scenic beauty.
- Experience outdoor sports facilities such as tennis courts or community parks close to your rental.
Top Attractions Around Olympia Fields
What attractions are nearby?
You can explore a variety of outdoor activities and recreational opportunities just moments from here, making it easy to enjoy the natural beauty and local attractions surrounding this destination in Illinois.
Family Activities
- Olympia Fields Park District: Enjoy outdoor activities with your family at this well-maintained park, featuring playgrounds, sports fields, and walking trails that highlight the area's natural beauty.
- Golfing at Olympia Fields Country Club: Experience family-friendly golf outings on challenging courses known for their scenic layouts within this prestigious club in the region.
- Local Nature Centers: Discover the region's commitment to conservation by exploring nearby nature centers that offer educational programs and interactive exhibits suitable for all ages.
- Community Events and Festivals: Participate in seasonal events and festivals organized throughout the year, providing engaging entertainment and cultural experiences for families here in the area.
Adult Activities
- Golfing at Olympia Fields Country Club: Enjoy a round of top-tier golf at this prestigious club known for its scenic courses and challenging play, making it a must-try activity in the area.
- Exploring local parks and outdoor spaces: Take advantage of the region’s green spaces for walking, picnicking, or simply relaxing amidst nature in the nearby parks around here.
- Visiting nearby shopping centers and dining establishments: Discover a variety of local shops and restaurants that showcase the region’s culinary scene and retail offerings, perfect for a leisurely day out.
- Enjoying cultural events and community activities: Check out seasonal festivals, concerts, or local events that highlight the vibrant community life here and provide memorable experiences.
Other Places to Stay in Olympia Fields, IL
Franciscan Health Olympia Fields
Franciscan St. James Health - Olympia Fields
WellGroup HealthPartners
Olympia Fields Travel Tips
How Can You Make the Most of Your Stay?
- Research Local Amenities: Explore the area’s local amenities and services to fully enjoy your stay with convenient access to essentials and leisure activities.
- Plan Your Transportation: Consider your transportation options within this destination to easily reach all the attractions and destinations of interest.
- Discover Nearby Dining Options: Take the opportunity to try nearby restaurants or cafes, ensuring you experience the region’s local flavors during your visit.
- Check for Special Events: Look into any local events or seasonal activities happening during your stay to make the most of your visit here.
Transportation Options
- Metra Commuter Rail Service: This regional train system offers convenient access to downtown Chicago and surrounding areas, making it a practical choice for exploring the region from your vacation rental.
- Local Bus Services: Local transit options connect this destination to nearby neighborhoods and amenities, providing an affordable and straightforward way to get around without a car.
- Taxi and Ride-Sharing Services: Taxis and popular ride-sharing apps ensure reliable transportation within the area and to other parts of Illinois, offering flexibility for your travel plans.
- Car Rentals: Renting a vehicle is a flexible option that allows you to explore the region at your own pace while staying close to your vacation rental here in Olympia Fields.
Local Customs Options
- Southern Hospitality:** In the region, you'll notice a warm and welcoming attitude that reflects the area's friendly community spirit.
- Local Dining Etiquette:** When enjoying meals here, it’s customary to share dishes family-style, emphasizing community and togetherness.
- Community Events:** Participating in neighborhood gatherings or local festivals allows you to immerse yourself in the area's rich cultural traditions.
- Respect for Nature:** Visitors often observe a strong appreciation for green spaces, with residents practicing environmentally conscious habits in their daily routines.
Frequently Asked Questions About Olympia Fields?
1. What are the top vacation rentals in Olympia Fields?
There are a lot of options in Olympia Fields. If you plan on staying in the Olympia Fields area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Olympia Fields:
- Suburban Haven: Cozy Escape with a Touch of Luxury
- Cozy & Lavish 2B/1B in Homewood! 5 min from Shopping, Expressway, & New Casino!
- Superb 3-bedroom house with fitness room in Chicago Heights
- Cul de sac jacuzzi home
- 420 zen environment surrounded by boho chic decor~Luv Happii House.
- Luv Happii House
- Charming 3-bedroom house in Park Forest with WiFi, Large Flat Panel TVs & Google
- Private Oasis with Spacious Backyard
- Beautiful Suburban Home 30 minutes from downtown Chicago!
- Hampton Inn & Suites Chicago Southland-Matteson
2. Which vacation homes in Olympia Fields are best for families?
If you are looking for a family-friendly vacation home in Olympia Fields, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Olympia Fields:
3. How many Rentbyowner vacation rentals are available in Olympia Fields?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 109 in the Olympia Fields area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Olympia Fields.
4. What is the cancellation policy for vacation rentals in Olympia Fields, Illinois?
The cancellation policy varies by property. You should review the specific listing details or contact the host directly to understand the terms and any applicable fees for cancellations.
5. Are there any additional fees I should be aware of when booking a vacation rental here?
Additional fees such as cleaning, service charges, or local taxes may apply. These will be clearly outlined in the listing before you complete your booking, so it's best to review all costs beforehand.
6. How do I confirm my reservation at a vacation rental in this region?
Once you select your preferred property and submit your booking request, you'll receive a confirmation via email. Be sure to follow any instructions provided for securing your stay and communicating with the host.
7. Is there flexibility for late arrivals or early check-ins at vacation rentals in the area?
Late arrivals or early check-ins depend on the individual host's policies. Contact the host directly after booking to discuss your arrival time and see if arrangements can be accommodated.
8. What amenities are typically included in vacation rentals near Olympia Fields, Illinois?
Most properties offer essential amenities such as Wi-Fi, kitchen facilities, and parking. Specific features vary per rental, so review each listing carefully to ensure it meets your needs.
Olympia Fields Top Rated Vacation Rentals
332.14 ft²
50 Guests
86 Bedrooms
1 Bathroom
Family Friendly
Hotel
- Private Pool
- Fireplace/Heating
- Pool
AU $180/Night
For 7 Nights AU $1,260
1001.04 ft²
2 Guests
1 Bedroom
1 Bathroom
Apartment
- Fireplace/Heating
- Pool
- Parking
AU $167/Night
For 7 Nights AU $1,172
300 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pool
- Kitchen
AU $188/Night
For 7 Nights AU $1,314
1200 ft²
16 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Kitchen
AU $755/Night
For 7 Nights AU $5,287
300 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pool
- Kitchen
AU $188/Night
For 7 Nights AU $1,314
300 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pool
- Kitchen
AU $188/Night
For 7 Nights AU $1,314
600 ft²
8 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Kitchen
AU $377/Night
For 7 Nights AU $2,638
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Cabin
- Private Pool
- Hot Tub
- Spa
AU $868/Night
For 7 Nights AU $6,079
