1. USA
  2. Illinois
  3. Chicago
  4. Douglas
  5. Rentals by Owner

Douglas Rentals by Owner

8.8 (78 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
|
7.4 (20 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
9.7 (4 Reviews)
Apartment
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety

Why Choose Rent By Owner for your Douglas vacation rental?

What makes our Rentals by Owner special?

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

Best Times to Visit Douglas

When should you plan your Rentals by Owner stay?

To make the most of your stay, consider choosing the right time to vacation here when the weather is pleasant and local events align with your interests, ensuring a memorable experience in this vibrant destination.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you'll experience warm weather ideal for outdoor activities in this region. This is when the area sees the highest number of visitors, making it a popular time for booking rental homes and vacation accommodations.

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

In the fall, the destination is characterized by vibrant foliage and pleasant weather. This season attracts travelers seeking a comfortable climate and scenic surroundings, perfect for enjoying your stay here.

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

Off-Season Highlights

image
Winter (December to February)

During the winter months, cooler temperatures and fewer tourists create a more relaxed atmosphere for those booking through Rent By Owner. This is an ideal time if you prefer quieter accommodations and lower rates.

Average Temperature Daytime: around 35-45°F - Nighttime: around 25-30°F
image
Early Spring (March to April)

As the region transitions into spring, the weather begins to warm gradually, making it a suitable off-peak period for travelers seeking a peaceful retreat before the busy summer season. Rental prices tend to be more affordable during this time.

Average Temperature Daytime: around 50-60°F - Nighttime: around 40-45°F

Weekly Weather Forecast for Douglas

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

  • Access to outdoor seating areas such as patios or decks for relaxing and dining outdoors
  • Private gardens or landscaped yards perfect for enjoying the fresh air
  • Grilling facilities including outdoor BBQs for cookouts and gatherings
  • Ample space for outdoor recreation like playing catch or frisbee in the yard
  • Outdoor lighting to extend your evening enjoyment in the area’s pleasant evenings
  • Patios or verandas ideal for sipping coffee while taking in the scenic surroundings
  • Parking spaces with convenient access to outdoor amenities and local attractions
image
image

Family Activities

  • Lincoln Park Zoo: Discover a family-friendly zoo in the heart of the region, where you can enjoy free admission and see a wide variety of animals in naturalistic habitats.
  • Chicago Children's Museum: Located at Navy Pier, this interactive museum offers engaging exhibits that are perfect for kids to explore their creativity and learn through play.
  • Lakefront Trail: Take a scenic walk or bike ride along the lakefront, offering stunning views of Lake Michigan and opportunities for picnics and relaxing family outings.
  • Maggie Daley Park: Spend quality time outdoors at this innovative park featuring whimsical gardens, climbing structures, and ice skating during the winter months, ideal for family fun.
image

Adult Activities

  • Lake Michigan Beaches: Relax on the pristine shores along Lake Michigan, enjoying scenic views and sunbathing just a short drive from your rental property.
  • Museum of Science and Industry: Explore interactive exhibits and engaging displays that make this educational destination a perfect day out when staying nearby.
  • Jackson Park: Discover serene walking trails and lush gardens in this expansive park, ideal for outdoor activities and picnics close to your accommodation.
  • Golfing at the local courses: Tee off at nearby golf courses offering challenging fairways and beautiful scenery, providing a relaxing pastime during your visit.

Other Places to Stay in Douglas, IL

Ickes Praire Homes
Monument to the Great Northern Migration
Dearborn Homes
South Commons
McCormick Tribune Center
Illinois Institute of Technology
Robert W Roloson Houses
State Street
Bronzeville

Douglas Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Neighborhoods: Take time to wander through the area's distinctive neighborhoods to discover the authentic charm and hidden gems that make your stay uniquely memorable.
  • Plan Your Transportation: Utilize local transit options or consider rental bikes to easily access popular sites and enjoy scenic routes around this vibrant region.
  • Visit Nearby Dining Spots: Sample regional cuisine at nearby restaurants and cafes, immersing yourself in the culinary culture that defines the destination.
  • Book with Trusted Hosts: Choose rental by owner accommodations known for their reliable hosting and quality amenities to ensure a comfortable and seamless experience.

Transportation Options

  • Metra Train Service: You can conveniently access the region via the Metra commuter rail, offering reliable transportation to and from downtown Chicago from nearby stations.
  • CTA Bus Lines: The area's bus network provides flexible routes, allowing you to explore local attractions and connect to major transit hubs with ease.
  • Taxi Services: Taxis and ride-sharing options like Uber and Lyft are readily available for quick, door-to-door travel within the broader Chicago area.
  • Bike Rentals and Trails: For an eco-friendly and leisurely way to explore here, consider renting bikes or using bike-sharing programs along well-maintained trails in the region.

Local Customs Options

  • Respect for Local History: Visitors often honor the region's rich historical roots through respectful engagement with museums and landmarks, reflecting the area's deep cultural heritage.
  • Community Celebrations: Participating in neighborhood festivals and parades showcases the community spirit unique to this destination and offers authentic local experiences.
  • Dining Etiquette: Embracing locally favored dining customs, such as sharing traditional dishes, enhances your connection with the area and its culinary traditions.
  • Environmental Responsibility: Practicing eco-friendly habits like recycling and conserving energy demonstrates respect for the region’s natural environment during your stay.

Frequently Asked Questions About Douglas Rentals by Owner

1. What are the top vacation rentals in Douglas?

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 64 in the Douglas 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 Douglas. 

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

The cancellation policy varies depending on the specific listing. To understand the exact terms, please review the details provided in the rental listing or contact the owner directly.

4. How do I confirm my booking with a rental owner here?

Booking confirmation typically involves submitting a reservation request through the platform and receiving approval from the owner. For detailed steps, refer to the instructions provided on the listing page or reach out to the owner for assistance.

5. Are there any additional fees I should be aware of when booking a rental in this part of Chicago?

Additional fees, such as cleaning or service charges, are specified in the listing details. Always review the full fee breakdown before completing your reservation, or contact the owner if you have questions about extra costs.

6. What amenities are generally included in rentals by owner in this neighborhood?

Most rentals offer essential amenities based on the property description. To ensure your needs are met, read the listing carefully or communicate directly with the owner regarding available features and any special accommodations.

7. Is there a minimum stay requirement for booking here?

Minimum stay requirements can differ among listings. Check the specific rental details on the listing or contact the owner to confirm any restrictions related to your desired travel dates.

More Rentals You May Like Near Douglas