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Discover Your Ideal Streeterville, Chicago Rental by Owner for a Comfortable Stay
Discover Your Perfect Streeterville Rentals by Owner
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Rentals by Owner
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Sustainable Travel
Streeterville Rentals by Owner
- Air Conditioner
- Pet Friendly
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Wheelchair Accessible
- Accessibility
- Air Conditioner
- Pet Friendly
- Pool
- Air Conditioner
- Pool
- Accessibility
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Pet Friendly
- Accessibility
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- TV
- Accessibility
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Accessibility
- Security/Safety
- Air Conditioner
- Pet Friendly
- TV
Why Choose Rent By Owner for your Streeterville vacation rental?
What makes our Rentals by Owner special?
Popular Areas for Streeterville Rentals by Owner
Where are the best neighborhoods to stay in Streeterville?
When considering a stay in Streeterville, Chicago, Illinois, you’ll find this vibrant neighborhood offers an ideal location for exploring the city’s dynamic atmosphere. Known for its close proximity to downtown Chicago, Streeterville provides easy access to renowned attractions, shopping districts, and waterfront views. Whether you're seeking a lively urban experience or a peaceful retreat near Lake Michigan, booking a rental by owner in Streeterville ensures a convenient and comfortable base for your Chicago adventure. Trust Rent By Owner to help you find reliable vacation rentals in this sought-after neighborhood, making your trip both memorable and seamless.
Downtown Chicago
In this vibrant district, you’ll find a bustling urban core filled with iconic architecture and a lively atmosphere, making it an ideal place to stay for those seeking the heart of the city’s energy.
View 1748+ Rentals in Downtown ChicagoMagnificent Mile
Famous for its upscale shopping and stunning skyline views, this area offers a luxurious stay experience close to premier retail and dining options.
View 4128+ Rentals in Magnificent MileRiver North
Known for its thriving art scene and trendy nightlife, here you'll enjoy a dynamic environment that balances cultural exploration with entertainment.
View 442+ Rentals in River NorthNear North Side
This neighborhood combines residential comfort with proximity to major attractions, providing a convenient base for exploring the city’s highlights.
View 776+ Rentals in Near North SideGold Coast
Offering elegant historic architecture and upscale boutiques, this prestigious area is perfect if you’re looking for a sophisticated and refined stay.
View 39+ Rentals in Gold CoastNear East Side
Positioned near the water, this neighborhood provides scenic views and easy access to some of the city’s most notable waterfront parks.
View 735+ Rentals in Near East SideRush and Division
Centered around vibrant nightlife and stylish eateries, this energetic part of town is ideal for travelers wanting a lively scene just steps from your rental.
View 76+ Rentals in Rush and DivisionBest Times to Visit Streeterville
When should you plan your Rentals by Owner stay?
Choosing the optimal time to vacation here can enhance your experience and ensure you enjoy this vibrant destination at its best, so consider the seasonal patterns and local events to plan your stay in Streeterville, Chicago, Illinois, USA.
Peak Season Highlights
Summer (June to August)
During the summer months, you can enjoy warm weather and vibrant city activities, making it an ideal time for exploring the area and securing a rental by owner with ease.
Fall (September to November)
Autumn offers pleasant temperatures and fewer crowds, providing a perfect window to experience this destination's charm while booking your rental by owner without the busy season rush.
Off-Season Highlights
Winter (December to February)
The colder winter months bring quieter streets, which can lead to more flexible rental options and better deals when planning your stay in this region.
Spring (March to May)
Early spring might still have some chilly days, but it’s a great time for those seeking a peaceful visit and reliable rental bookings before the summer rush begins.
Weekly Weather Forecast for Streeterville
How to Book Your Streeterville vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Streeterville
Common Rentals by Owner Amenities
What amenities can you expect?
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
- Access to outdoor swimming pools for relaxing and recreation.
- Convenient on-site parking to easily explore the surrounding area.
- Well-maintained communal gardens or green spaces for outdoor leisure.
- Balconies or terraces with scenic views of the city skyline or nearby lake.
- Outdoor seating areas, such as patios or verandas, perfect for dining or lounging.
- Fitness facilities that include outdoor workout zones or sports courts.
- Proximity to popular parks or waterfront areas ideal for walks and outdoor activities.
Top Attractions Around Streeterville
What attractions are nearby?
Within this vibrant neighborhood, you can enjoy a variety of activities such as exploring waterfront parks, visiting cultural attractions, and experiencing world-class dining options, all easily accessible from your rental by owner in Streeterville.

Family Activities
- Shedd Aquarium: Explore the vibrant marine life displays that captivate children and adults alike, offering an educational and entertaining experience in the heart of the city.
- Maggie Daley Park: Enjoy outdoor family activities with playgrounds, gardens, and scenic views, providing a perfect spot for relaxation and play within walking distance from your rental.
- The Field Museum: Discover fascinating natural history exhibits and engaging interactive displays that inspire curiosity for visitors of all ages, right here in the region.
- Navy Pier: Experience fun-filled attractions, river cruises, and spectacular views along Lake Michigan, making it a must-visit destination for families seeking entertainment in this area.
Adult Activities
- Visit Millennium Park: Immerse yourself in contemporary art and stunning architecture right at the heart of the city, just a short journey from here.
- Explore Navy Pier: Enjoy scenic views, world-class entertainment, and dining options along the iconic shoreline, perfect for an engaging day out.
- Experience the Chicago Riverwalk: Stroll along the vibrant waterfront, offering a mix of cafes, scenic viewpoints, and lively atmosphere within the region.
- Discover Museum Campus: Dive into art, science, and history at some of the area's top museums, all conveniently located nearby for enriching adventures.
Other Places to Stay in Streeterville, IL
Streeterville Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Transportation: Utilize the area's accessible public transit options and consider walkable routes to explore Streeterville’s attractions conveniently from your rental.
- Choose a Prime Location: Select accommodations close to the region's key amenities and sights to maximize your time and convenience during your stay.
- Experience Local Dining: Take advantage of the neighborhood's diverse culinary scene, which offers authentic options just steps from your rental property.
- Explore the Waterside: Make the most of this destination's proximity to Lake Michigan by enjoying scenic walks or water activities nearby.
Transportation Options
- Chicago Transit Authority (CTA) L Train: You can access quick and reliable rail service connecting the area to downtown Chicago and beyond, making it easy to explore the city.
- Bus Services: Local buses provide convenient transportation throughout the neighborhood and neighboring districts, offering an affordable way to get around.
- Divvy Bike Share: For a flexible and eco-friendly option, bike rentals allow you to navigate here at your own pace while enjoying the scenic views of the region.
- Taxis and Rideshare Services: Taxis and popular ride-hailing apps like Uber and Lyft offer door-to-door transportation for added comfort and convenience.
Local Customs Options
- Dining Etiquette in Streeterville: Visitors often find that locals value courteous dining manners, especially when enjoying the diverse culinary offerings in this lively neighborhood.
- Respect for Neighborhood Privacy: It’s customary to be considerate of residents’ privacy and quiet during evening hours, reflecting the area's blend of bustling activity and residential calm.
- Celebration Traditions: Participating in local festivals and parades is common here, with community events often emphasizing respectful participation and cultural appreciation.
- Public Transportation Courtesy: Observing proper etiquette when using public transit, such as giving up seats to those in need, demonstrates the region’s emphasis on courtesy among residents and visitors alike.
Frequently Asked Questions About Streeterville Rentals by Owner
What are the top rated Vacation Rentals in Streeterville?
There are a lot of options in Streeterville. If you plan on staying in the Streeterville area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Streeterville:
- Upscale Living, Deluxe King, The Chicago Hotel Collection Magnificent Mile
- Downtown Gold Coast 4bd/4ba - 2 apts
- 2 Connecting Suites at a 4.5⭐️ Hotel
- Rooms for the Crew | 3 units | Steps to Mag Mile| Navy Pier | 24-hour Gym
- Bright Streeterville 2BR w/Gym, Pool, near Navy Pier, by Blueground
- City Center Luxury, Double Queen - The Chicago Hotel Collection Mag Mile
- Lovely Streeterville Studio w/Gym, Pool, near Navy Pier, by Blueground
- Modern Corner 2BR in Streeterville | Roof Deck | Lake Views
- Stunning Corner 2BR in Streeterville | Roof Deck | Lake Views
- Corner 3BR in Streeterville | Views | Roof Deck
Which is the best family rental in Streeterville?
Can we get self-catering vacation rentals in Streeterville?
What are the best luxury vacation rentals near Streeterville?
Can we bring our dog to our vacation rental in Streeterville?
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