Best Vacation Homes in Glenwood
Condo
8.0(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
850 ft²
Parking
Kitchen
Air Conditioner
Internet
US $271/Night
7 Nights - US $1,894
House
9.0(2 Reviews)
4 Bedrooms
3 Baths
11 Guests
2443.41 ft²
Private Pool
Hot Tub- Parking
Pool
US $785/Night
7 Nights - US $5,495
US $174/Night
7 Nights - US $1,215
US $332/Night
7 Nights - US $2,325
House
7.0(33 Reviews)
7 Bedrooms
3 Baths
5 Guests
129.17 ft²
- Parking
Balcony/Terrace
View- Air Conditioner
US $65/Night
7 Nights - US $455
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
1228 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $325/Night
7 Nights - US $2,276
House
9.6(10 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $331/Night
7 Nights - US $2,318
House
9.4(25 Reviews)
4 Bedrooms
2 Baths
11 Guests
2442 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $788/Night
7 Nights - US $5,514
Glenwood Luxury Rentals
House
6.0(6 Reviews)
3 Bedrooms
1 Bath
13 Guests
1991 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $470/Night
7 Nights - US $3,290
House
3 Bedrooms
2 Baths
6 Guests
1227.09 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Internet
US $280/Night
7 Nights - US $1,962
New
House
10.0(1 Review)
3 Bedrooms
1 Bath
6 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $266/Night
7 Nights - US $1,864
House
2 Bedrooms
1 Bath
4 Guests
850.35 ft²
- Parking
- Internet
Pet Friendly
Child Friendly
US $198/Night
7 Nights - US $1,386
House
3 Bedrooms
1 Bath
8 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $176/Night
7 Nights - US $1,232
Hotel
7.8(888 Reviews)
1 Bath
Breakfast- Parking
- Kitchen
- Air Conditioner
US $163/Night
7 Nights - US $1,139
Hotel
8.6(708 Reviews)
1 Bath
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $161/Night
7 Nights - US $1,127
Apartment
4.0(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
10225.71 ft²
- Parking
- Pool
- Air Conditioner
- Internet
US $128/Night
7 Nights - US $896
Glenwood Pet Friendly Vacation Rentals
House
10.0(1 Review)
1 Bedroom
1 Bath
8 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $674/Night
7 Nights - US $4,718
Hotel
7.9(181 Reviews)
1 Bath
344.45 ft²
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $115/Night
7 Nights - US $806
House
8.6(4 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $163/Night
7 Nights - US $1,138
Hotel
5.0(156 Reviews)
9 Baths
204.51 ft²
- View
- Air Conditioner
- Internet
- Pet Friendly
US $73/Night
7 Nights - US $511
Condo
2 Bedrooms
1 Bath
6 Guests
950 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $160/Night
7 Nights - US $1,120
House
10.0(1 Review)
3 Bedrooms
1 Bath
8 Guests
1532 ft²
- Breakfast
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $578/Night
7 Nights - US $4,045
House
4 Bedrooms
2 Baths
10 Guests
2300 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $464/Night
7 Nights - US $3,247
House
4 Bedrooms
2 Baths
10 Guests
1400 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $338/Night
7 Nights - US $2,367
Glenwood Large Vacation Homes
House
4 Bedrooms
2 Baths
10 Guests
2300 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $277/Night
7 Nights - US $1,937
House
4 Bedrooms
2 Baths
10 Guests
2300 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $504/Night
7 Nights - US $3,528
US $324/Night
7 Nights - US $2,268
House
4 Bedrooms
2 Baths
10 Guests
2300 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $321/Night
7 Nights - US $2,247
Why Choose Rent By Owner for your Glenwood Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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 Vacation Rentals stay?
Choosing the ideal time to visit here can enhance your experience, as certain seasons offer better weather and local events that make your stay more enjoyable in this charming destination.
Peak Season Highlights
Summer (June to August)
During the warm summer months, this destination experiences peak visitor interest, making it ideal for those seeking lively outdoor activities and pleasant weather.
Average Temperature Daytime: around 85°F - Nighttime: about 65°F
Fall (September to November)
The crisp fall air and vibrant foliage attract travelers looking to enjoy scenic views and comfortable temperatures, creating a popular season for exploring the area’s natural beauty.
Average Temperature Daytime: ranging from 70°F to 75°F - Nighttime: around 50°F
Off-Season Highlights
Winter (December to February)
With colder weather and fewer visitors, winter offers a quieter experience. It’s a good time for those who prefer a peaceful retreat away from the crowds.
Average Temperature Daytime: around 35°F - Nighttime: close to 20°F
Spring (March to May)
As temperatures gradually warm, early spring sees lower tourist numbers, providing an opportunity for more tranquil stays and blooming scenery.
Average Temperature Daytime: ranging from 50°F to 60°F - Nighttime: around 40°F
Weekly Weather Forecast for Glenwood
How to Book Your Glenwood Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. 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.
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals 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
- Enjoy outdoor seating areas perfect for relaxing or dining al fresco amidst the scenic surroundings.
- Take advantage of private gardens or landscaped yards to unwind and connect with nature.
- Make use of designated barbecue grills for outdoor cooking experiences during your stay.
- Access spacious patios or decks that are ideal for entertaining guests or enjoying the fresh air.
- Utilize outdoor fire pits for cozy evenings and gathering with family and friends.
- Explore nearby walking paths or trails easily accessible from your rental in this welcoming area.
- Benefit from outdoor parking facilities designed to accommodate your vehicle conveniently during your visit.
Top Attractions Around Glenwood
What attractions are nearby?
Nearby, you can explore a variety of outdoor activities, local parks, and recreational spots that make this area an ideal destination for relaxation and adventure during your stay.
Family Activities
- Glenwood Family Fun Center: Enjoy a variety of arcade games, laser tag, and indoor attractions perfect for entertaining children of all ages in this family-friendly destination.
- Glenwood Oaks Park: Spend a relaxing day outdoors at this scenic park featuring playgrounds, picnic areas, and walking trails suitable for a fun family outing.
- Local Nature Trails: Explore the area's natural beauty on well-maintained hiking and biking trails that provide an engaging outdoor experience for the whole family.
- Community Events and Festivals: Participate in seasonal festivals and community events held throughout here, offering entertainment and activities for visitors of every age.
Adult Activities
- Glenwood Golf Course: Enjoy a leisurely day on the greens at this local golf course, perfect for unwinding and improving your swing amidst scenic surroundings.
- Local Dining Experiences: Savor diverse culinary delights at the area’s renowned restaurants, offering something for every palate in this friendly community.
- Shopping at Nearby Retail Centers: Explore charming shops and retail outlets where you can find unique souvenirs and everyday essentials during your stay.
- Community Parks and Recreation: Take advantage of well-maintained parks in the region, ideal for relaxing walks, outdoor activities, or picnics with friends and family.
Glenwood Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Dining: Embrace the area's culinary scene by trying nearby restaurants to enjoy authentic flavors and support local businesses during your stay.
- Plan Outdoor Activities: Make the most of the region's natural beauty by scheduling outdoor adventures like parks and scenic spots close to your rental property.
- Discover Hidden Gems: Take time to explore lesser-known attractions and charming neighborhoods that offer a genuine glimpse into this destination’s unique character.
- Connect with the Community: Engage with local events or markets to enrich your experience and gain insight into the area’s culture and traditions.
Transportation Options
- Driving Your Own Vehicle: Renting a car provides flexibility to explore the area at your own pace, making it an ideal transportation option for visitors staying in vacation rentals nearby.
- Public Transit Service: The regional bus system offers convenient and affordable access around this destination, connecting you effortlessly to key points of interest and local amenities.
- Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft offer quick, reliable transportation within the region, perfect for short trips from your vacation rental.
- Biking and Cycling: The area's bike-friendly routes enable eco-conscious travelers to enjoy scenic views while traveling between popular spots near their accommodations.
Local Customs Options
- Local Festivals and Events: Participating in regional festivals offers a glimpse into the area's rich cultural heritage and community spirit.
- Community Dining Etiquette: Embracing local dining customs, such as specific meal routines or traditional dishes, enhances your experience here.
- Religious and Cultural Respect: Observing respectful attire and behaviors during visits to spiritual sites reflects the area's deep-rooted traditions.
- Seasonal Celebrations: Engaging in seasonal customs like holiday parades or outdoor gatherings allows you to enjoy authentic local traditions.
Frequently Asked Questions About Glenwood?
1. What are the top vacation rentals in Glenwood?
There are a lot of options in Glenwood. If you plan on staying in the Glenwood area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Glenwood:
- Private Hot Tub & Patio! Chicagoland Extended Stay
- Homewood Haven 3BR Near Chicago & Metra Stration
- Remodeled Charming Home,Backyard w/Pergola,Pool/Ping Pong Game Room, Homewood IL
- Wind Creek Southland Casino and Hotel
- Spacious Family Glenwood Estates Home w/Hot Tub!
- Spacious Family Glenwood Estates Home w/Hot Tub!
- Best Western Plus South Holland/Chicago Southland
- Best Western Plus South Holland Chicago Southland
- Cozy Couples Escape in Homewood: Pets Welcome!
- La Quinta Inn & Suites by Wyndham South Holland
2. Which vacation homes in Glenwood are best for families?
If you are looking for a family-friendly vacation home in Glenwood, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Glenwood:
3. How many Rentbyowner vacation rentals are available in Glenwood?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 46 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.
4. What is the cancellation policy for vacation rentals in Glenwood, Illinois?
Cancellation policies vary by listing, so you should review the specific terms provided on the booking page or contact the property owner directly to understand the conditions and any potential refunds.
5. Are there any additional fees I should be aware of when booking here?
Additional fees such as cleaning, service charges, or security deposits are often listed in the property details. It's recommended to read the full listing or discuss with the owner to get complete fee information.
6. How do I ensure my stay meets my needs before booking a rental in this area?
Check the detailed description, amenities, and house rules of the property. If you have specific questions or requirements, contacting the owner beforehand can help confirm that the rental suits your preferences.
7. Is it possible to modify or cancel my reservation if plans change?
Reservation modification and cancellation options depend on the property's policies. Be sure to review these policies on the listing and communicate directly with the owner if needed.
8. What should I know about check-in and check-out procedures for rentals in this region?
Check-in and check-out instructions are typically provided in the booking confirmation or by the owner. Contacting the host prior to arrival can ensure a smooth check-in process.
Glenwood Top Rated Vacation Rentals
Condo
2 Bedrooms
1 Bath
6 Guests
- Pool
- Air Conditioner
- Child Friendly
Laundry
US $150/Night
7 Nights - US $1,050
Condo
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Parking
- Pool
Spa
US $77/Night
7 Nights - US $539
