Discover Your Ideal St. Ben's Vacation Rentals in Chicago, Illinois, for a Memorable Getaway
Discover Your Perfect St. Ben's Vacation Homes
Best Vacation Homes in St. Ben's
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St. Ben's Luxury Rentals
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St. Ben's Pet Friendly Vacation Rentals
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St. Ben's Large Vacation Homes
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Why Choose Rent By Owner for your St. Ben's Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for St. Ben's Vacation Rentals
Where are the best neighborhoods to stay in St. Ben's?
When selecting a neighborhood to stay in St. Ben’s, Chicago, Illinois, you'll find each area offers a unique charm and convenient access to the city’s vibrant attractions. Whether you're seeking a lively atmosphere or a more relaxed environment, the neighborhoods here are known for their welcoming feel and local character. Booking your vacation rental within this area ensures you enjoy a comfortable and authentic experience, with easy proximity to the essentials that make your visit memorable. Trust in dependable accommodations that provide both comfort and convenience as you explore all that St. Ben’s has to offer.
Roscoe Village
Located in the heart of this vibrant neighborhood, your stay offers access to charming streets and local amenities that make exploring easy and enjoyable. Here, you'll find a welcoming community atmosphere perfect for experiencing authentic Chicago life.
View 1612+ Rentals in Roscoe VillageNorth Center
This inviting area provides convenient access to local attractions and lively neighborhoods, making it an ideal base for discovering the region’s best. Enjoy the relaxed vibe and friendly ambiance that define North Center as a top choice for your stay.
View 58+ Rentals in North CenterBest Times to Visit St. Ben's
When should you plan your Vacation Rentals stay?
To make the most of your stay in this destination, consider selecting the ideal time to visit when the weather and local events align with your vacation preferences, ensuring a memorable experience in this vibrant area.
Peak Season Highlights
Summer (June to August)
During the summer months, this area experiences its peak travel season with warm weather that attracts visitors seeking outdoor activities and festivals.
Fall (September to November)
The fall brings vibrant foliage and a lively atmosphere, making it an ideal time for exploring the region's cultural events and outdoor scenery.
Off-Season Highlights
Winter (December to February)
In winter, the destination sees fewer visitors, offering a quieter experience and lower rates on vacation rentals during the colder months.
Early Spring (March to May)
Early spring tends to be less crowded, providing a peaceful environment before the peak tourist season begins again.
Weekly Weather Forecast for St. Ben's
How to Book Your St. Ben's Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in St. Ben's
Common Vacation Rentals 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
- Enjoy outdoor seating areas such as patios or decks to relax and unwind in the fresh air.
- Take advantage of well-maintained outdoor grills or barbecue setups for outdoor dining experiences.
- Explore private or shared gardens that offer a peaceful escape right at your doorstep.
- Make use of swimming pools or hot tubs available for relaxation amid lush surroundings.
- Utilize designated outdoor parking spaces for convenient access during your stay.
- Benefit from outdoor sports facilities like tennis courts, basketball courts, or volleyball areas, depending on the property.
- Experience beautiful landscaped yards and walking paths that showcase the region’s natural beauty.
Top Attractions Around St. Ben's
What attractions are nearby?
When staying here, you can enjoy nearby activities such as exploring local parks, cultural attractions, and dining experiences that highlight the vibrant spirit of the region.

Family Activities
- Lincoln Park Zoo: Spend a day exploring this free zoo, where you can observe a wide variety of animals and enjoy family-friendly educational programs right in the heart of the region.
- Maggie Daley Park: Enjoy outdoor activities and play areas designed for children amid beautiful city views, offering a perfect spot for picnics and relaxation with your family.
- Shedd Aquarium:** Discover marine life through interactive exhibits and engaging shows that captivate visitors of all ages at this popular family attraction nearby.
- Chicago Children's Museum: Engage with hands-on exhibits and creative workshops dedicated to inspiring young minds, conveniently located along the waterfront for easy access.
Adult Activities
- Exploring local art galleries: Discover unique contemporary and historical artworks within this vibrant arts district, perfect for cultural enthusiasts staying in the region.
- Enjoying fine dining experiences: Savor diverse culinary delights at renowned restaurants that showcase the area's rich culinary scene, ideal for a memorable evening out.
- Visiting boutique shopping districts: Browse exclusive shops and artisan stores that highlight this destination’s trendy fashion and gift options, conveniently accessible from your vacation rental.
- Participating in guided architectural tours: Gain insight into the region’s famous architecture through informative walking tours, offering an enriching experience for design lovers staying nearby.
Other Places to Stay in St. Ben's, IL
St. Ben's Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Dining Options: Take advantage of the area's diverse culinary scene to enjoy authentic and locally loved restaurants during your stay.
- Plan Your Transportation: Utilizing public transit or ride-sharing services can help you easily navigate this destination’s highlights and hidden gems.
- Visit Nearby Parks and Outdoor Spaces: Make time for relaxing moments in the region's parks, offering a perfect backdrop of nature amidst your urban adventure.
- Customize Your Stay: Choose vacation rentals that are centrally located, providing convenient access to the best attractions and amenities here.
Transportation Options
- Chicago Transit Authority (CTA) Rail: You can conveniently access the region’s rapid transit system, making it easy to explore nearby attractions from your vacation rental.
- Bus Services: Local bus routes provide an affordable and reliable way to travel around the area and discover all that this destination has to offer.
- Divvy Bike Share: Take advantage of the bike-sharing program for a flexible, eco-friendly way to navigate the neighborhood and enjoy scenic rides.
- Taxis and Ride-Sharing Services: Reliable taxi and ride-sharing options are readily available for quick, door-to-door transportation throughout the city and beyond.
Local Customs Options
- Respect for Local Hospitality: It’s customary to greet hosts and neighbors warmly, acknowledging the welcoming spirit of the area.
- Dining Etiquette: When enjoying local cuisine, it’s appreciated to sample traditional dishes and engage politely with restaurant staff familiar with the region’s flavors.
- Community Events: Participating in neighborhood festivals or parades reflects the area's vibrant cultural traditions and community pride.
- Dress Code: Visitors often observe a casual yet neat style when exploring local spots, aligning with the relaxed but respectful atmosphere here.
Frequently Asked Questions About St. Ben's?
1. What are the top vacation rentals in St. Ben's?
There are a lot of options in St. Ben's. If you plan on staying in the St. Ben's area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in St. Ben's:
- North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment
- Spacious 3 bedroom in ideal Roscoe village location
- The Irving Park Hideaway – Prime Location w/Patio & Parking!
- Cozy Train Vibes + Rare Parking x3
- Lyons' Den
- Retro Disco Cowboy Fun, Walk to Wrigley, Restaurants/Bars! 15 mins to downtown!
- The Grand Vic: Large 5BD/3BA Home +Garagen
- Vacation home just 2 minutes drive to Wrigley Field
- Gorgeous Home Near Wrigley Field
- Charming 1 Bedroom entire Apartment - 1 Mile from Wrigley
2. Which vacation homes in St. Ben's are best for families?
If you are looking for a family-friendly vacation home in St. Ben's, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in St. Ben's:
3. How many Rentbyowner vacation rentals are available in St. Ben's?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 44 in the St. Ben's 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 St. Ben's.