Bloomington, IL Winter Home Rentals

Bloomington Winter Rental

Apartment

The Courthouse Loft - History with a hot tub!

10.0

Exceptional

(49 Reviews)

1 Bedroom 1 Bath 7 Guests 825 ft²

US $164/Night 7 Nights - US $1,150

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House

Central location Hot Tub Heated Pool Digital Game Table

10.0

Exceptional

(1 Review)

2 Bedrooms 2 Baths 7 Guests 1560.77 ft²

US $481/Night 7 Nights - US $3,369

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Highly Rated

Hotel

Hyatt Place Bloomington/Normal

9.0

Exceptional

(1007 Reviews)

1 Bath

US $104/Night 7 Nights - US $729

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House

Central location | Hot Tub | Heated Pool | Digital Game Table

10.0

Exceptional

(39 Reviews)

2 Bedrooms 1 Bath 7 Guests 1557 ft²

US $470/Night 7 Nights - US $3,288

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House

Historic Manor Overlooking Park

6 Bedrooms 5 Baths 12 Guests 5704.87 ft²

US $915/Night 7 Nights - US $6,405

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Apartment

Modern 2 Bed in the Heart of Downtown Bloomington

9.6

Exceptional

(24 Reviews)

2 Bedrooms 2 Baths 4 Guests 592 ft²

US $184/Night 7 Nights - US $1,286

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Highly Rated

Hotel

DoubleTree by Hilton Bloomington

9.1

Exceptional

(218 Reviews)

1 Bath 469.58 ft²

US $219/Night 7 Nights - US $1,535

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House

Welcome to Redbird Ranch: A Campus Retreat at Illinois State next to the Arena

9.6

Exceptional

(7 Reviews)

1 Bedroom 1 Bath 4 Guests 825 ft²

US $179/Night 7 Nights - US $1,250

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Hotel

Residence Inn by Marriott Bloomington

9.1

Exceptional

(27 Reviews)

7 Baths 608.93 ft²

US $289/Night 7 Nights - US $2,023

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House

Modern 2Bd/1.5Ba Duplex w/Garage

9.0

Exceptional

(2 Reviews)

2 Bedrooms 1 Bath 5 Guests

US $131/Night 7 Nights - US $918

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Home2 Suites By Hilton Bloomington Normal

Highly Rated

Hotel

Home2 Suites By Hilton Bloomington Normal

9.0

Exceptional

(101 Reviews)

1 Bath

US $225/Night 7 Nights - US $1,575

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Apartment

Stylish Updated Downtown Apartment

9.0

Exceptional

(2 Reviews)

1 Bedroom 1 Bath 2 Guests

US $83/Night 7 Nights - US $580

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More Top-Rated Winter Rental in Bloomington Area

Why Choose Rent By Owner for your Bloomington Winter Rental?

What makes our Winter Rental 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 Bloomington

When should you plan your Winter Rental stay?

Choosing the optimal time to visit this destination ensures a comfortable and enjoyable experience when booking winter rentals, as understanding seasonal patterns can help you make the most of your stay in the area.

Peak Season Highlights

Summer (June to August)

During the summer months, the area experiences warm weather attracting visitors looking for outdoor activities and scenic exploration. This is a lively time when local events and festivals draw crowds, making it a popular season for booking winter rentals in the region.

Average Temperature Daytime: 85°F - Nighttime: 65°F

Fall (September to November)

The fall offers pleasant temperatures and vibrant foliage, ideal for those seeking a picturesque escape. Visitors often choose this season for its calm atmosphere and natural beauty, perfect for relaxing winter rentals in the area.

Average Temperature Daytime: 70°F - Nighttime: 50°F

Off-Season Highlights

Winter (December to February)

In winter, the region transforms into a serene retreat with cooler temperatures perfect for cozy stays. Although less crowded, this season provides an excellent opportunity to enjoy peaceful winter rentals away from peak tourist times.

Average Temperature Daytime: 35°F - Nighttime: 20°F

Spring (March to May)

Spring brings milder weather and blooming landscapes, creating an inviting environment for travelers seeking tranquil winter rentals before the busy summer season begins. The area's natural beauty shines during these months, ideal for a quiet visit.

Average Temperature Daytime: 60°F - Nighttime: 40°F

Weekly Weather Forecast for Bloomington

How to Book Your Bloomington Winter Rental

What's our booking process?

Our platform allows you to browse a curated selection of winter rental. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

Search Properties

Use our filters to find the right property that fits your needs.

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Bloomington

More Top-Rated Winter Rental in Bloomington Area

Common Winter Rental Amenities

What amenities can you expect?

Our Winter Rental 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 the scenic outdoors with access to well-maintained walking and hiking trails nearby.
Relax in your private outdoor space, such as a patio or balcony, perfect for taking in the fresh air.
Make use of outdoor dining areas, ideal for cozy meals during the winter months.
Benefit from on-site parking options that make exploring the area convenient and hassle-free.
Use outdoor fire pits or fireplaces to stay warm and gather with loved ones during chilly evenings.
Take advantage of beautifully landscaped gardens and green spaces around your rental.
Access nearby parks or recreational spots for outdoor activities and scenic views.

Top Attractions Around Bloomington

What attractions are nearby?

During your stay in this destination, you can enjoy a variety of outdoor activities such as exploring scenic parks, engaging in winter sports, or visiting local landmarks that showcase the area's rich history and culture.

Family Activities

Children's Discovery Museum Explore interactive exhibits and engaging activities that make learning fun for the entire family in this destination.
Comlara Park Enjoy outdoor winter adventures like sledding, cross-country skiing, or simply taking a scenic walk through the peaceful natural surroundings.
David Davis Mansion State Historic Site Discover the region's history through guided tours of this beautifully preserved mansion, perfect for a family cultural outing.
Indoor Sports and Recreation Centers Stay active during the colder months with various indoor facilities offering activities such as skating, trampoline parks, and indoor playgrounds suitable for all ages.

Adult Activities

Visit the David Davis Mansion State Historic Site: Explore this beautifully preserved historic estate to enjoy a peaceful stroll through its elegant architecture and scenic grounds during your stay.
Discover local art at the Bloomington Center for the Performing Arts: Experience live performances or view rotating exhibitions that highlight the region's vibrant cultural scene, perfect for engaging in refined entertainment.
Enjoy outdoor winter activities at Miller Park: Take advantage of the area's open spaces for brisk walks or winter bird watching amidst picturesque natural surroundings.
Indulge in shopping and dining downtown: Savor local cuisine and browse unique shops, making for a cozy retreat in this inviting city center during colder months.

Other Places to Stay in Bloomington, IL

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Children's Discovery Museum

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Eureka

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Normal

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Atlanta

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Minonk

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Bloomington Travel Tips

How Can You Make the Most of Your Stay?

Explore Local Events and Festivals: Stay informed about community happenings to experience the area's vibrant culture during your visit.
Visit Nearby Natural Attractions: Take advantage of outdoor spaces for scenic walks or winter sports, enhancing your seasonal getaway.
Plan Your Dining Experiences: Discover local eateries that showcase regional flavors, adding a taste of the destination to your stay.
Utilize Convenient Transportation Options: Familiarize yourself with available transit services to easily access key locations around here.

Transportation Options

Driving Renting a vehicle offers the flexibility to explore the area comfortably during your stay, especially if you're planning to visit multiple winter destinations nearby.
Public Transit The local bus services provide an economical and convenient transportation option for navigating here without the need for a car.
Taxi and Rideshare Taxis and rideshare services like Uber and Lyft are readily available, providing quick access around this destination for shorter trips or last-minute plans.
Biking Biking is an eco-friendly way to enjoy the scenic views of the region, with bike lanes and paths often accessible near your winter rentals.

Local Customs Options

Southern Hospitality Visitors often notice the warm, welcoming attitude towards guests, reflecting the region's friendly community spirit.
Local Festival Celebrations Participating in seasonal events and parades is a cherished tradition that highlights the area's vibrant cultural scene during winter months.
Traditional Cuisine Enjoying hearty, comfort foods at local diners and eateries provides a taste of authentic regional flavors.
Respect for Agriculture A strong appreciation for farming heritage influences many customs, with community events often celebrating local produce and harvest traditions.

Bloomington Winter Rental Frequently Asked Questions

1. What are the top Winter Rentals in Bloomington?

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

2. How many Winter Rentals are available in Bloomington?

Currently, the total number of properties listed by RBO in 2026 is over 74 in the Bloomington area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Winter Rentals in Bloomington. 

3. What is the cancellation policy for winter rentals in Bloomington, Illinois?

The cancellation policies vary depending on the property owner or manager. It is recommended to review the specific listing details or contact the host directly to understand the terms and any potential fees before booking.

4. Are there any amenities included with winter rentals in Bloomington, Illinois?

Amenities offered can differ between properties. To ensure your needs are met, please check the individual listing for details on features such as heating, Wi-Fi, parking, and other comforts suited for winter stays.

5. How do I confirm my booking for a winter rental in Bloomington, Illinois?

Booking confirmation typically occurs after completing the reservation process online and receiving a confirmation email from the host. For additional assurance, you can reach out directly to the property owner or manager through the platform.

6. Is there a minimum stay requirement for winter rentals in Bloomington, Illinois?

Minimum stay requirements can vary by property. It’s best to review each listing carefully or contact the host directly to clarify any specific occupancy policies during the winter season.

7. What should I do if I need assistance during my stay in Bloomington, Illinois?

For support during your visit, contact the property owner or local management team listed on your booking. They are available to address any issues or questions related to your winter rental experience.