Discover Your Perfect Illinois Vacation Homes

Best Vacation Homes in Illinois

|
10.0 (24 Reviews)
Bed & Breakfast
Lamberson Guest House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
View Availability
|
10.0 (24 Reviews)
Bed & Breakfast
Green Tree Inn
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
View Availability
|
10.0 (20 Reviews)
House
Derinda House
  • Air Conditioner
  • Parking
  • View
View Availability
See More Illinois Vacation Rentals

Illinois Luxury Rentals

See More Illinois Luxury Vacation Rentals
Find More Illinois Villas, Resorts, & Rentals on BedroomVillas

Why Choose Rent By Owner for your Illinois Vacation Rental Homes?

What makes our Vacation Rentals special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Illinois

When should you plan your Vacation Rentals stay?

Choosing the right time to visit can greatly enhance your experience in this destination, so consider the seasonal patterns in Illinois to find the ideal period for booking your vacation rentals and making the most of your stay here.

Peak Season Highlights

summer
Summer (June to August)

During the warm summer months, you can enjoy the lively atmosphere and numerous outdoor activities in the region. This is the perfect time for exploring local attractions and experiencing the vibrant community vibe.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 70°F
autumn
Fall (September to November)

The early fall offers pleasant weather and stunning autumn foliage, ideal for scenic drives and outdoor adventures in the area. It’s a popular season for those seeking picturesque landscapes and comfortable temperatures.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F

Off-Season Highlights

image
Winter (December to February)

During this colder period, fewer visitors come, creating a quieter environment to explore the region’s indoor attractions and enjoy the cozy ambiance of your vacation rental.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 30°F
image
Spring (March to May)

In early spring, the area begins to awaken with new beginnings and mild weather, making it an excellent time for those seeking less crowded conditions and fresh scenery.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 35°F to 45°F

Weekly Weather Forecast for Illinois

How to Book Your Illinois 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 Illinois

More Top-Rated Vacation Rentals in Illinois Area

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 a private outdoor space with a patio or deck for relaxing and dining al fresco.
  • Take advantage of a barbecue grill to host cookouts during your stay.
  • Make the most of landscaped gardens or lawns perfect for outdoor activities or picnics.
  • Access outdoor pools, often available in many Illinois vacation rentals for a refreshing swim.
  • Explore nearby hiking trails or nature paths that adjoin many properties, ideal for outdoor adventures.
  • Utilize on-site fire pits for cozy evenings under the stars.
  • Enjoy water activities such as canoeing or kayaking when the property is near lakes or rivers within the region.

Top Attractions Around Illinois

What attractions are nearby?

Within this vibrant region, you can explore a variety of outdoor activities and cultural experiences that make your stay memorable, ensuring there’s always something nearby to enjoy during your time here.

image
image

Family Activities

  • Lincoln's New Salem State Park: Explore this historical site to learn about Abraham Lincoln's early years, offering interactive exhibits and living history demonstrations perfect for family visits.
  • Millennium Park: Enjoy outdoor art installations, spacious gardens, and family-friendly events within Chicago’s vibrant Millennium Park, making it an ideal spot to relax and explore together.
  • Starved Rock State Park: Discover scenic waterfalls, hiking trails, and beautiful canyon vistas that offer an engaging outdoor experience suitable for all ages in this natural setting.
  • Shedd Aquarium: Dive into the aquatic world at this renowned Chicago attraction, where you can observe marine life and participate in interactive exhibits to entertain and educate your family.
image

Adult Activities

  • Exploring Chicago's Art Scene: Discover world-renowned museums and vibrant galleries that showcase the region’s rich cultural heritage, perfect for art enthusiasts staying in Illinois.
  • Enjoying Scenic Lake Michigan Cruises: Experience breathtaking views and relaxation on a cruise along the iconic lake, offering a unique way to appreciate this destination’s natural beauty.
  • Visiting Historic Architectural Landmarks: Tour the area's historic buildings and architectural marvels that highlight Illinois’s storied past and innovative design.
  • Savoring Local Cuisine and Food Festivals: Indulge in diverse culinary delights and participate in seasonal festivals celebrating the region’s culinary traditions for a memorable food experience.

Other Places to Stay in Illinois, IL

Chicago
Chicago Vacation Rentals
Cook County
Cook County Vacation Rentals
Chicago
Chicago Vacation Rentals
Central Chicago
Central Chicago Vacation Rentals
Downtown Chicago
Downtown Chicago Vacation Rentals
Near North Side
Near North Side Vacation Rentals
The Loop
The Loop Vacation Rentals
West Side
West Side Vacation Rentals
Jo Daviess County
Jo Daviess County Vacation Rentals
DeWitt County
DeWitt County Vacation Rentals
Lake County
Lake County Vacation Rentals
Galena
Galena Vacation Rentals
More Places to Stay Near Illinois

Illinois Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Attractions: Take time to discover the area's unique landmarks and cultural sites to enrich your stay and gain a deeper appreciation of this destination.
  • Plan Outdoor Activities: Utilize the region's natural parks and scenic areas for outdoor adventures, making your trip memorable and engaging.
  • Connect with Local Cuisine: Indulge in regional flavors at nearby eateries or prepare meals in your rental to experience authentic tastes of the area.
  • Check Seasonal Events: Align your visit with local festivals or seasonal happenings to immerse yourself in the vibrant community atmosphere.

Transportation Options

  • Chicago Transit Authority (CTA): This extensive public transportation system offers convenient bus and train services, making it easy to explore the city and surrounding areas during your stay.
  • Metra Commuter Rail: Serving the region, this commuter rail provides a reliable option for traveling between downtown and suburban neighborhoods for a comfortable experience.
  • Amtrak: Connecting major cities across the country, Amtrak stations are available here, offering seamless travel for those wishing to visit other parts of Illinois or beyond.
  • Rental Car Services: Various rental agencies operate in this area, giving you flexible transportation options to explore attractions at your own pace.

Local Customs Options

  • Deep Dish Pizza Tradition: Here, sharing a deep dish pizza is a cherished custom that reflects the area's rich culinary heritage.
  • Local Sports Fandom: You’ll find passionate support for Chicago teams, with sports events being central to community gatherings.
  • Celebration of Lincoln Heritage: The region honors Abraham Lincoln’s legacy through various local festivals and historical observances.
  • Front Porch Socializing: It’s common to see residents engaging in friendly conversations on their front porches as part of the area's welcoming hospitality.

Frequently Asked Questions About Illinois?

1. What are the top vacation rentals in Illinois?

There are a lot of options in Illinois. If you plan on staying in the Illinois area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Illinois:

2. How many vacation rentals have private pools in Illinois?

There are 731 vacation rentals with private pools near Illinois. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Illinois are best for families?

If you are looking for a family-friendly vacation home in Illinois, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Illinois:

4. How many Rentbyowner vacation rentals are available in Illinois?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 16704 in the Illinois 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 Illinois. 

Illinois Top Rated Vacation Rentals

See More Illinois Vacation Rentals