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  4. Englewood
  5. Rentals by Owner

Discover Your Perfect Englewood Rentals by Owner

Englewood Rentals by Owner

More Top-Rated Rentals by Owner in Englewood Area

Why Choose Rent By Owner for your 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 Englewood Rentals by Owner

Where are the best neighborhoods to stay in Englewood?

When exploring options for your stay in Englewood, Chicago, Illinois, consider the unique neighborhoods that make this area a distinctive destination. Each neighborhood offers its own character and charm, making it easier for you to find a rental by owner through Rent By Owner that perfectly suits your preferences. Whether you’re looking for a vibrant community or a more tranquil environment, staying within these neighborhoods provides convenient access to local amenities and an authentic Chicago experience. Trust in our seamless booking process to help you secure a reliable vacation rental in this dynamic part of Chicago.

Greater Grand Crossing

In this part of Chicago, you’ll find a vibrant community that offers an authentic local experience while being conveniently connected to the broader city. It’s an ideal area for travelers seeking affordable rental options close to public transportation and local amenities.

View 471+ Rentals in Greater Grand Crossing

Fuller Park

Situated near green spaces and cultural sites, this neighborhood provides a tranquil retreat within the city. Visitors often choose this region for its peaceful environment and easy access to downtown Chicago.

View 697+ Rentals in Fuller Park

Back of the Yards

Known for its rich industrial history, this part of Chicago offers an affordable and authentic stay with proximity to local markets and transportation hubs. It's perfect for those wanting to experience a unique side of the city while enjoying convenient accommodations.

View 277+ Rentals in Back of the Yards

New City

This dynamic neighborhood blends modern development with historic charm, making it a great choice for visitors looking to explore Chicago from a centrally located base. You'll find a variety of rental options that cater to different preferences and budgets here.

View 295+ Rentals in New City

Best Times to Visit Englewood

When should you plan your Rentals by Owner stay?

To make the most of your stay in this vibrant destination, consider visiting during the shoulder seasons when the weather is pleasant and rental options tend to be more available, ensuring a comfortable and enjoyable vacation experience here.

Peak Season Highlights

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Summer (June to August)

During the summer months, this area experiences warm weather perfect for exploring and enjoying outdoor activities. It is a popular time for visitors seeking vibrant city life and cultural events.

Average Temperature Daytime: around 80-85°F - Nighttime: around 65-70°F
autumn
Fall (September to November)

The fall season attracts travelers who enjoy the area's colorful autumn foliage and pleasant temperatures. It's an ideal period for sightseeing and experiencing local festivals.

Average Temperature Daytime: around 70-75°F - Nighttime: around 50-55°F

Off-Season Highlights

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Winter (December to February)

In winter, the region sees lower visitor numbers, offering quieter accommodations and fewer crowds. The cooler weather creates a cozy atmosphere suitable for indoor attractions and holiday festivities.

Average Temperature Daytime: around 30-40°F - Nighttime: around 20-30°F
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Early Spring (March to May)

Before the peak spring and summer seasons, early spring offers a less crowded experience with milder temperatures, making it an excellent time for affordable stays and local exploration.

Average Temperature Daytime: around 50-60°F - Nighttime: around 35-45°F

Weekly Weather Forecast for Englewood

How to Book Your 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 Englewood

More Top-Rated Rentals by Owner in 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 outdoor spaces such as private yards or gardens for relaxing or entertaining.
  • Many rentals offer access to patios or decks, perfect for enjoying the fresh air and views.
  • Look for properties with outdoor dining areas to savor meals al fresco during your stay.
  • Some accommodations feature outdoor grilling facilities for barbecues and cookouts.
  • Expect amenities like outdoor seating arrangements that are ideal for morning coffee or evening unwinding.
  • In this region, several rentals provide landscaped areas or courtyards to enhance your outdoor experience.
  • Nearby parks or recreational outdoor spaces may also be accessible, offering additional leisure activities.

Top Attractions Around Englewood

What attractions are nearby?

In the area, you can enjoy a variety of activities that showcase the local culture and outdoor beauty, making your stay both memorable and engaging while exploring nearby parks, community events, and recreational spaces.

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Family Activities

  • Chicago Lawn Park: Enjoy a family picnic or outdoor play in this spacious local park offering playgrounds and open green spaces perfect for relaxing in the area.
  • Englewood Children's Museum: Engage your kids with interactive exhibits designed to spark creativity and learning, making it a great indoor activity here.
  • Gately Park & Recreation Center: Participate in sports, arts, or community events at this versatile recreation center nestled within the neighborhood.
  • Historic Englewood Neighborhood Tour: Discover local history on a guided walk through this culturally rich area, providing educational fun for the whole family.
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Adult Activities

  • Exploring local art galleries: You can immerse yourself in the region's vibrant art scene by visiting renowned galleries that showcase local talent and cultural heritage.
  • Enjoying live music performances: The area's lively music venues offer a chance to experience diverse genres and connect with the local entertainment culture.
  • Visiting historic landmarks: Discover the history of the region through carefully preserved sites and monuments that tell the story of this destination.
  • Savoring culinary delights at exclusive restaurants: Indulge in the region’s culinary scene by dining at upscale restaurants known for their innovative menus and quality service.

Other Places to Stay in Englewood, IL

St. Bernard Hospital
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Englewood Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Neighborhoods: Take time to wander through the surrounding communities to discover authentic dining, shopping, and cultural experiences unique to this part of Chicago.
  • Plan Your Transportation: Utilize public transit options or arrange for convenient car rentals to easily navigate the area and reach popular attractions efficiently.
  • Engage with the Community: Connect with locals and participate in neighborhood events to enrich your stay and gain a deeper understanding of the region's character.
  • Choose Accommodation Wisely: Opt for rental properties that offer easy access to key transport links and amenities, maximizing comfort and convenience during your visit.

Transportation Options

  • Chicago Transit Authority (CTA) Trains: You can easily access the region’s extensive train network from here, providing quick and affordable transportation into downtown Chicago and surrounding neighborhoods.
  • Bus Services: Local bus routes serve this part of the city, offering convenient connections within the area and to key transit hubs for seamless travel throughout the region.
  • Ride-Sharing Services: Popular ride-sharing options like Uber and Lyft are readily available, allowing you to travel comfortably and directly from your rental in this neighborhood.
  • Rental Cars: Renting a car gives you flexibility to explore beyond the immediate vicinity, with several rental agencies operating nearby to suit your travel plans within the city and beyond.

Local Customs Options

  • Respect for Community Spaces: Visitors often observe a strong sense of respect and cleanliness in public parks and community centers, reflecting local pride in the area's shared spaces.
  • Greeting Etiquette: Friendly nods and casual greetings are common when engaging with neighbors and vendors here, emphasizing the region’s welcoming culture.
  • Participation in Local Events: Attending neighborhood festivals or markets demonstrates appreciation for the area’s vibrant traditions and contributes to a genuine experience.
  • Preservation of Historical Significance: Recognizing and respecting the historic landmarks and architecture helps honor the region’s rich cultural heritage.

Frequently Asked Questions About Englewood Rentals by Owner

1. What are the top vacation rentals in Englewood?

There are a lot of options in Englewood. If you plan on staying in the 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 Englewood:

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 335 in the 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 Englewood. 

3. What is the cancellation policy for a rental by owner in this area?

The cancellation policy varies depending on the individual listing. You should review the specific terms outlined in the rental agreement or contact the owner directly to understand the cancellation timeframe and any applicable fees.

4. How do I ensure my booking with a rental owner is secure in this region?

Booking through the Rent By Owner platform provides secure payment options and verified listings. Always communicate through the platform, and confirm details directly with the owner to ensure a safe and trustworthy reservation process.

5. Are there any additional fees I should be aware of when booking a rental here?

Additional fees such as cleaning charges, service fees, or security deposits may apply depending on the listing. Review the detailed listing information carefully or reach out to the owner for clarification before completing your reservation.

6. What amenities are typically included in rentals by owner in this destination?

Most rentals offer essential amenities like Wi-Fi, kitchen facilities, and parking. To find out about specific features available during your stay, check the property listing or contact the owner directly for detailed information.

7. How can I contact the owner if I have questions about my reservation in this area?

You can message or call the owner directly through the Rent By Owner platform. It’s recommended to clarify any uncertainties or special requests before finalizing your booking to ensure a smooth stay.

More Rentals You May Like Near Englewood

More Top-Rated Rentals by Owner in Englewood Area