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  3. Chicago
  4. South Englewood
  5. Rentals by Owner

Discover Your Perfect South Englewood Rentals by Owner

South Englewood Rentals by Owner

More Top-Rated Rentals by Owner in South Englewood Area

Why Choose Rent By Owner for your South Englewood vacation rental?

What makes our Rentals by Owner 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.

Popular Areas for South Englewood Rentals by Owner

Where are the best neighborhoods to stay in South Englewood?

When considering where to stay in South Englewood, Illinois, exploring the local neighborhoods can enhance your experience and provide a genuine taste of the community. Each area offers unique characteristics that cater to different preferences, whether you're seeking convenient access to nearby amenities or a more peaceful residential setting. Booking a rental by owner through Rent By Owner ensures you'll find trustworthy, reliable accommodations in South Englewood, making your stay both comfortable and seamless. Discover the neighborhood that best suits your needs and enjoy an authentic stay in this vibrant part of Illinois.

Englewood

In this neighborhood, you'll find a communityful environment that offers convenient access to key areas in Chicago. Staying here provides an authentic experience of the local region, making it ideal for those seeking a dependable and comfortable rental near central city amenities.

View 335+ Rentals in Englewood

Best Times to Visit South Englewood

When should you plan your Rentals by Owner stay?

Choosing the right time to vacation here can enhance your experience and ensure you enjoy the region's best features, making it a perfect opportunity to explore rental by owner options in South Englewood, Illinois, USA.

Peak Season Highlights

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Summer (June to August)

During summer months, you will experience warm weather ideal for outdoor activities and exploring this destination’s local vibe.

Average Temperature Daytime: around 85°F - Nighttime: about 65°F
autumn
Early Fall (September to October)

Early fall offers pleasant temperatures and vibrant surroundings, making it a popular time for visitors seeking comfortable weather.

Average Temperature Daytime: roughly 75°F - Nighttime: around 55°F

Off-Season Highlights

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Late Fall and Winter (November to February)

As temperatures drop and the region experiences cooler conditions, fewer travelers visit, leading to more available rental options.

Average Temperature Daytime: approximately 40°F - Nighttime: close to 25°F
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Early Spring (March to April)

In early spring, the area transitions into warmer weather, but the shoulder season still sees fewer visitors, offering a quieter stay for those who prefer less crowded accommodations.

Average Temperature Daytime: roughly 50°F - Nighttime: around 35°F

Weekly Weather Forecast for South Englewood

How to Book Your South Englewood vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. 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 South Englewood

More Top-Rated Rentals by Owner in South Englewood Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner 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

  • You can enjoy a private outdoor space, ideal for relaxing or entertaining guests amidst the region's pleasant weather.
  • Expect to find a well-maintained backyard or garden area perfect for outdoor dining or family activities.
  • A swimming pool might be available, offering a refreshing escape during warm days in this destination.
  • Many rentals include a patio or deck equipped with seating, providing a great spot to unwind outdoors.
  • Look for properties that feature barbecue grills, making it easy to host cookouts in this area's inviting climate.
  • If you enjoy outdoor fitness, some rentals offer access to sports courts or trails nearby.
  • Additional amenities may include shaded areas or verandas, allowing you to enjoy the fresh air comfortably in the region.

Top Attractions Around South Englewood

What attractions are nearby?

Enjoy a variety of nearby activities in this destination, from exploring local parks to discovering cultural sites, providing you with engaging options just moments from your rental here.

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Family Activities

  • Chicago Ridge Park: Enjoy a relaxing day outdoors with family-friendly picnic areas, playgrounds, and scenic walking paths perfect for exploring in the region.
  • Harold Washington Library Center: Discover engaging programs and storytime sessions at this cultural hub that offers educational entertainment for children and families alike.
  • Egyptian Theatre: Experience a classic movie night or live performance at this historic venue that provides family-oriented entertainment in the area.
  • South Chicago Park District Facilities: Take advantage of various sports fields, playgrounds, and community events designed to bring families together in this part of Illinois.
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Adult Activities

  • Chicago Botanic Garden: Enjoy a tranquil stroll through this expansive garden, showcasing diverse plant collections and beautiful landscapes just minutes from your rental.
  • Golfing at Beverly Country Club: Test your skills on the scenic fairways of this renowned golf course located conveniently nearby for a relaxing day outdoors.
  • South Side Cultural Center: Experience engaging art exhibits, performances, and workshops that celebrate local creativity and culture within the area.
  • Hiking in the Cook County Forest Preserves: Explore scenic trails and natural scenery perfect for outdoor enthusiasts seeking adventure close to South Englewood.

South Englewood Travel Tips

How Can You Make the Most of Your Stay?

  • Research local amenities and transportation options: Familiarize yourself with nearby shops, public transit, and routes to make exploring the area seamless during your rental stay.
  • Communicate clearly with your host or owner: Confirm check-in details, house rules, and any special requests to ensure a smooth arrival and enjoyable experience in this destination.
  • Utilize personalized recommendations: Ask your host for local dining, entertainment, and activity suggestions that showcase the best of this region's community and culture.
  • Plan ahead to maximize your visit: Create an itinerary that balances relaxation and exploration to fully enjoy all that this area has to offer while staying in your Rent By Owner rental.

Transportation Options

  • Chicago Midway International Airport: This nearby airport offers convenient domestic and limited international flights, making arrivals and departures in the area straightforward for travelers.
  • Public Transit - Chicago Transit Authority (CTA): The region is well-connected via bus and train services, providing an economical way to explore the city and access rental accommodations here.
  • Local Taxi Services and Rideshare Options: Taxis and popular ridesharing apps offer flexible transportation around the neighborhood and to key destinations within the city.
  • Car Rental Services: Several rental companies operate near here, giving you the convenience of renting a vehicle to discover the broader region at your own pace.

Local Customs Options

  • Respect for Local Traditions: You’ll find that embracing the region’s community customs fosters a more authentic experience during your stay here.
  • Community Events and Festivals: Participating in neighborhood celebrations offers insight into the area’s cultural heritage and brings you closer to local residents.
  • Dining Etiquette: When exploring local eateries, observing standard dining manners helps you connect respectfully with the regional food culture.
  • Street Courtesy and Behavior: Maintaining courteous behavior on the streets ensures a harmonious environment appreciated by both visitors and residents alike in this part of Illinois.

Frequently Asked Questions About South Englewood Rentals by Owner

1. What are the top vacation rentals in South Englewood?

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

2. How many Rentbyowner vacation rentals are available in South Englewood?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 247 in the South Englewood 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 South Englewood. 

3. What is the cancellation policy for a rental by owner in South Englewood, Illinois?

Cancellation policies vary depending on the individual listing. You should review the specific rental's cancellation terms on the listing page or contact the owner directly to understand any applicable fees or restrictions.

4. How do I confirm my reservation at a rental by owner in this area?

Reservation confirmation details are typically provided after completing the booking process through the platform. Be sure to check your email for confirmation instructions and contact the owner if you need additional verification or assistance.

5. Are there any special requirements or house rules for staying at a rental by owner in South Englewood?

Each property may have unique house rules or requirements. It is recommended to read the listing description carefully and communicate with the owner beforehand to ensure compliance with all guidelines during your stay.

6. What amenities are usually included in rentals by owner here?

Amenities can vary significantly between listings, so it's important to review each property’s description. Common amenities often include Wi-Fi, parking, kitchen facilities, and laundry options—details which are listed on the booking page.

7. How do I contact the property owner if I have questions before booking?

You can reach out to the owner directly through the messaging system on the booking platform. This allows you to clarify any concerns or obtain additional information about the property before confirming your reservation.

More Rentals You May Like Near South Englewood

More Top-Rated Rentals by Owner in South Englewood Area