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

Glenwood Rentals by Owner

Why Choose Rent By Owner for your Glenwood 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 Glenwood

When should you plan your Rentals by Owner stay?

Timing your vacation in Glenwood offers the best experience, so consider visiting during the region’s favorable seasons to enjoy comfortable weather and local events that enhance your stay through Rent By Owner.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you'll experience the warmest weather in this region, making it ideal for outdoor activities and exploring local attractions. Booking your rental during this peak season ensures you enjoy the area's vibrant atmosphere and pleasant climate.

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

Autumn offers a scenic backdrop with cooler temperatures and colorful foliage, attracting visitors seeking a picturesque escape. Securing accommodations here during this time allows you to fully appreciate the region's natural beauty at its best.

Average Temperature Daytime: about 70°F - Nighttime: roughly 50°F

Off-Season Highlights

image
Winter (December to February)

The winter months bring colder weather, which typically results in fewer visitors. This is an excellent time to find more affordable rental options and enjoy a quieter, more relaxed stay in the area.

Average Temperature Daytime: around 35°F - Nighttime: near 20°F
image
Spring (March to May)

As spring begins, temperatures start to rise and the area awakens with new life. Visiting during this off-peak season can provide a peaceful experience, often with better rental rates as the region transitions into warmer weather.

Average Temperature Daytime: approximately 60°F - Nighttime: around 40°F

Weekly Weather Forecast for Glenwood

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

  • Enjoy spacious outdoor seating areas perfect for relaxing and socializing.
  • Take advantage of well-maintained yards or gardens to unwind amid nature.
  • Make the most of private patios or decks to enjoy the fresh air and scenic views.
  • Benefit from access to shared or private outdoor BBQ grills for outdoor dining.
  • Utilize outdoor fire pits or fireplaces to create cozy evenings under the stars.
  • Explore nearby walking trails or hiking paths accessible directly from your rental.
  • Relish in outdoor recreational amenities such as swimming pools or tennis courts available at some properties.
image
image

Family Activities

  • Glenwood Family Fun Center: Enjoy a variety of arcade games and attractions designed to entertain children and teens alike in this family-friendly destination.
  • Bicentennial Park: Spend a relaxing day outdoors with playgrounds, picnic areas, and open spaces perfect for a family outing in the area.
  • Illinois & Michigan Canal State Trail: Explore scenic walking and biking paths that provide an engaging way for families to enjoy nature and learn local history together.
  • Local Community Events: Check out seasonal festivals and activities hosted nearby, offering fun-filled experiences suitable for all ages in the region.
image

Adult Activities

  • Golfing at Glenwood Golf Course: Enjoy a day on the greens at this nearby course, perfect for unwinding and practicing your swing amid scenic surroundings.
  • Visiting the Area's Local Parks: Spend time exploring the local parks where you can walk, hike, or simply relax in peaceful natural settings.
  • Shopping at Nearby Retail Centers: Discover retail centers close to your rental that offer a variety of shops and boutiques for a leisurely shopping experience.
  • Cultural Exploration in the Region: Engage with the area's cultural scene by visiting local art galleries or attending community events that showcase regional talent and traditions.

Glenwood Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local dining and shopping options: Discover the area's charming eateries and boutiques to enrich your stay and experience the local vibe.
  • Plan outdoor activities at nearby parks or trails: Take advantage of the region's outdoor spaces for walking, biking, or relaxing in nature.
  • Communicate with your host for personalized tips: Connect directly with owners through Rent By Owner to get insider recommendations and ensure a smooth visit.
  • Check the amenities and accessibility features: Review what the rental offers to tailor your stay to your comfort and needs in this destination.

Transportation Options

  • Metra Rail Service: You can rely on the Metra train system for convenient access to and from this area, providing an easy way to explore neighboring cities.
  • Local Bus Transit: The region's bus services offer affordable and accessible transportation options for getting around within Glenwood and the surrounding neighborhoods.
  • Taxi and Rideshare Services: Popular ride-hailing companies operate here, offering a flexible and comfortable way to travel without the need for a personal vehicle.
  • Private Car Rentals: Several rental agencies provide car rentals for those seeking independence and flexibility during their stay in this destination.

Local Customs Options

  • Respect for Local Traditions: When visiting the region, you’ll find that honoring local customs is appreciated and can enhance your cultural experience.
  • Community Greetings: Friendly handshakes and warm welcomes are common here, reflecting the area's welcoming atmosphere.
  • Celebration of Local Festivals: Participating or observing regional festivals allows you to connect more deeply with the community’s heritage.
  • Food Etiquette: Enjoying traditional cuisine with proper manners shows respect for the area's culinary customs and enhances your stay.

Frequently Asked Questions About Glenwood Rentals by Owner

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 25 in the Glenwood 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 Glenwood. 

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

Cancellation policies vary by listing. You should review the specific rental's cancellation terms directly on the listing or contact the owner for detailed information.

4. How do I confirm my booking with an owner in this destination?

Booking confirmation typically occurs through the Rent By Owner platform after you complete your reservation and payment. Be sure to verify your booking status and any required communication with the host.

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 local taxes may apply. Check the listing details carefully or contact the owner for clarification before finalizing your reservation.

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

Amenities can differ between listings, but common features include Wi-Fi, kitchen access, parking, and outdoor spaces. Review each listing thoroughly to ensure it meets your needs.

7. How do I communicate special requests or questions about my stay in this area?

You can reach out directly to the property owner through the Rent By Owner messaging system. Make sure to discuss any special requirements before booking to ensure a smooth stay.

More Rentals You May Like Near Glenwood