Discover Your Perfect State Street Vacation Homes

Best Vacation Homes in State Street

7.0 (96 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
10.0 (12 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
9.4 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Why Choose Rent By Owner for your State Street Vacation Rental Homes?

What makes our Vacation Rentals special?

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

Best Times to Visit State Street

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here ensures you enjoy the vibrant atmosphere and optimal weather, making your stay in this destination truly memorable.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, this area experiences the peak tourist season with vibrant city life and lively events attracting visitors from around the world.

Average Temperature Daytime: around 80°F (27°C) - Nighttime: around 65°F (18°C)
autumn
Fall (September to November)

Autumn brings a surge of visitors enjoying the changing colors and cultural festivals, making it an ideal time to explore. The region is bustling with activity and energy.

Average Temperature Daytime: around 70°F (21°C) - Nighttime: around 50°F (10°C)

Off-Season Highlights

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Winter (December to February)

In the winter months, fewer travelers visit, offering a more peaceful experience. You can enjoy the quieter urban landscape and indoor attractions.

Average Temperature Daytime: around 35°F (2°C) - Nighttime: around 25°F (-4°C)
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Early Spring (March to April)

Before the crowds arrive for summer, early spring sees less foot traffic, making it a great time to discover the city's quieter side and secure affordable rates on vacation rentals.

Average Temperature Daytime: around 50°F (10°C) - Nighttime: around 35°F (2°C)

Weekly Weather Forecast for State Street

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.

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

  • You can enjoy outdoor seating areas or balconies that offer views of the vibrant cityscape.
  • Many properties feature access to nearby parks or green spaces where you can relax or take a stroll.
  • Expect amenities such as barbecue grills for outdoor cooking and social gatherings.
  • Some rentals include outdoor swimming pools to unwind after exploring the bustling area.
  • Patios or private courtyards are common, providing a peaceful retreat within the lively surroundings.
  • Outdoor fire pits are available at select properties, perfect for enjoying cool evenings.
  • You'll often find bike racks or storage to facilitate outdoor activities in this destination.
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Family Activities

  • Chicago Children's Museum: Engage with interactive exhibits at the nearby museum, perfect for sparking curiosity and fun for family members of all ages.
  • Maggie Daley Park: Enjoy outdoor play and scenic views in this expansive park, which offers unique play gardens, a mini-golf course, and beautiful walking paths.
  • Art Institute of Chicago: Discover inspiring art collections that can captivate both kids and adults, fostering creativity and cultural appreciation during your stay.
  • Shopping and Dining Experiences on State Street: Explore family-friendly stores and restaurants along this vibrant corridor, making it easy to combine entertainment and convenience during your visit.
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Adult Activities

  • Art Institute of Chicago Gallery Tours: Explore world-renowned artworks and immerse yourself in the vibrant art scene that this destination offers right at your doorstep.
  • Magnificent Mile Shopping Experience: Indulge in luxury shopping along the bustling avenue, perfect for those wanting a sophisticated retail adventure during their stay here.
  • Architecture River Cruise: Discover the striking architectural landscape of the region on a guided boat tour that highlights its iconic skyline.
  • Dining at Top Restaurants: Savor diverse culinary delights at upscale eateries in the area, ideal for memorable evenings out while enjoying the city's vibrant atmosphere.

State Street Travel Tips

How Can You Make the Most of Your Stay?

  • Explore the local dining scene: Take advantage of the area's renowned restaurants and cafes to enjoy authentic cuisine without leaving your neighborhood.
  • Use public transportation: Save time and experience the city like a local by utilizing nearby transit options to easily navigate around here.
  • Visit cultural hubs: Make the most of your stay by checking out arts venues, theaters, or galleries that showcase the region's vibrant creative spirit.
  • Plan your sightseeing early: Organize your activities in advance to ensure you can explore the must-see spots within easy reach from your accommodation in this area.

Transportation Options

  • Chicago Transit Authority (CTA) Trains: The CTA train system offers rapid and reliable transportation, connecting you effortlessly to the region's key attractions and neighborhoods from your stay nearby.
  • Bus Services: Extensive bus routes make it easy to explore the area and the broader city without the hassle of parking or traffic congestion.
  • Divvy Bike Sharing: For a flexible and eco-friendly option, you can rent bikes through Divvy, providing convenient access to the region’s scenic streets and waterfront.
  • Taxis and Rideshare Services: Taxis and popular rideshare providers like Uber and Lyft are readily available to offer comfortable and direct transportation within the city’s central district.

Local Customs Options

  • Respect for Local Art and Architecture: You will notice a strong appreciation for the area's unique architectural styles and public art, reflecting the region’s cultural pride.
  • Dining Etiquette: When enjoying local cuisine here, it’s customary to share meals as a sign of hospitality and camaraderie among residents and visitors alike.
  • Festivals and Celebrations: Participating in or observing regional festivals offers insight into the area's traditions and community spirit that you can experience during your stay.
  • Public Behavior Norms: Politeness and courteous interaction are valued by locals, contributing to the welcoming atmosphere that travelers encounter in this vibrant destination.

Frequently Asked Questions About State Street?

2. How many Rentbyowner vacation rentals are available in State Street?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 154 in the State Street 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 State Street. 

3. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the individual listing. You should review the specific policy details on the property page or contact the host directly to understand the terms and any potential fees.

4. How do I confirm my reservation for a vacation rental in this destination?

Reservations are typically confirmed once your booking request is accepted by the host. Be sure to follow the booking process outlined on the listing and check your email for confirmation details.

5. Are there any additional fees associated with booking a vacation rental here?

Additional fees, such as cleaning fees or service charges, are usually specified in the listing. It's important to review all fee details before completing your booking to avoid surprises.

6. What amenities are typically included in vacation rentals in this part of the city?

Most properties offer essential amenities like Wi-Fi, heating, and appliances. For specific features, please read the listing description carefully or contact the host for clarification.

7. Is there a minimum stay requirement for booking vacation rentals in this region?

Minimum stay requirements can differ by property. You should check the specific rental listing for details on the minimum number of nights required to make a reservation.

Best Vacation Homes in State Street

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly