Crestwood Accommodations

New

Apartment

New&Modern by Midway Airport.

10.0

Exceptional

(41 Reviews)

3 Bedrooms 2 Baths 6 Guests 1 ft²

US $358/Night 7 Nights - US $2,505

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Villa

Executive Family Home in quiet Culdesac

10.0

Exceptional

(5 Reviews)

4 Bedrooms 2 Baths 7 Guests 1097.92 ft²

US $232/Night 7 Nights - US $1,624

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New

House

Large Space With Garage

10.0

Exceptional

(1 Review)

4 Bedrooms 2 Baths 16 Guests

US $520/Night 7 Nights - US $3,637

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Comfortable & Relaxing Charming 3BR unit

Apartment

Comfortable & Relaxing Charming 3BR unit

8.2

Excellent

(5 Reviews)

3 Bedrooms 1 Bath 7 Guests 947.22 ft²

US $213/Night 7 Nights - US $1,493

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New

House

Inviting & Serene: A Book Lover’s Haven

3 Bedrooms 2 Baths 8 Guests

US $412/Night 7 Nights - US $2,882

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Beautifully furnished one bedroom loft located in Chicago's South suburb of Alsip

New

Apartment

Beautifully furnished one bedroom loft located in Chicago's South suburb of Alsip

1 Bedroom 2 Baths 4 Guests 1097.92 ft²

US $216/Night 7 Nights - US $1,511

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Apartment

Stay near family or close to downtown, this loft in Beverly has it all!

9.6

Exceptional

(16 Reviews)

2 Bedrooms 1 Bath 6 Guests

US $211/Night 7 Nights - US $1,478

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Apartment

Oak Lawn Apartment ~ 2 Mi to Ford City Mall!

3 Bedrooms 1 Bath 6 Guests 2195.84 ft²

US $145/Night 7 Nights - US $1,015

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Apartment

Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community

9.0

Exceptional

(28 Reviews)

2 Bedrooms 1 Bath 6 Guests

US $178/Night 7 Nights - US $1,249

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New

House

Cozy 4BR 2BA Worth Home

4 Bedrooms 2 Baths 8 Guests 129.17 ft²

US $474/Night 7 Nights - US $3,320

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Apartment

Private Romantic 2 Bedroom suite in the beautiful and historic Beverly community

8.8

Fabulous

(21 Reviews)

2 Bedrooms 1 Bath 4 Guests

US $177/Night 7 Nights - US $1,240

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Apartment

Exquisite Brand New Beauty

3 Bedrooms 2 Baths 4 Guests 1194.79 ft²

US $275/Night 7 Nights - US $1,925

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More Top-Rated Accommodations in Crestwood Area

Why Choose Rent By Owner for your Crestwood Accommodations?

What makes our Accommodations 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 Crestwood

When should you plan your Accommodations stay?

Choosing the optimal time to visit here can enhance your experience, as seasonal fluctuations in Crestwood, Illinois, ensure you enjoy the region’s best weather and local events throughout the year.

Peak Season Highlights

Summer (June to August)

During the summer months, you can enjoy warm weather and longer daylight hours, making it ideal for exploring this area's outdoor attractions and staying in comfortable accommodations.

Average Temperature Daytime: 85°F - Nighttime: 65°F

Fall (September to November)

Autumn brings cooler temperatures and vibrant foliage, providing a cozy atmosphere for visitors seeking relaxing stays and picturesque scenery in the region.

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

Off-Season Highlights

Winter (December to February)

The winter season offers a quieter experience with colder temperatures, perfect for those who prefer a peaceful retreat and seek lower rates on accommodations here.

Average Temperature Daytime: 35°F - Nighttime: 20°F

Early Spring (March to April)

In early spring, the area transitions into warmer weather, but it remains less crowded, providing an excellent opportunity to book affordable accommodations while enjoying a serene environment.

Average Temperature Daytime: 55°F - Nighttime: 35°F

Weekly Weather Forecast for Crestwood

How to Book Your Crestwood Accommodations

What's our booking process?

Our platform allows you to browse a curated selection of accommodations. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

Search Properties

Use our filters to find the right property that fits your needs.

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Crestwood

More Top-Rated Accommodations in Crestwood Area

Common Accommodations Amenities

What amenities can you expect?

Our Accommodations 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 a private outdoor space with a backyard or patio for relaxing and entertaining amidst nature.
Take advantage of a beautiful garden area to unwind and soak in the fresh regional air.
Benefit from access to outdoor grilling facilities, perfect for cookouts during your stay.
Make the most of shared or private outdoor seating areas designed for outdoor dining or lounging.
Experience the convenience of parking spaces that accommodate outdoor activities and excursions.
Discover nearby walking trails or parks connected to your accommodations for outdoor exploration.
Utilize outdoor recreational amenities such as sports courts or playgrounds, ideal for family fun here in the region.

Top Attractions Around Crestwood

What attractions are nearby?

In Crestwood, Illinois, you can enjoy a variety of outdoor activities and local attractions that make this area an appealing destination for visitors seeking both relaxation and adventure during their stay.

Family Activities

Hickory Hills Park Enjoy outdoor adventures and family picnics at this scenic park nearby, offering playgrounds and walking trails for all ages.
Harold G. Rydberg Park Discover a peaceful setting with sports facilities and open spaces where your family can engage in recreational activities together.
Village Square Shopping Center Experience family-friendly shopping and dining options, making it a convenient stop for entertainment and meals during your stay.
Crestwood Public Library Engage in local storytelling sessions and educational programs that are perfect for children to explore new interests.

Adult Activities

River Oaks Golf Course Enhance your visit by playing a round at this well-maintained golf course, perfect for a relaxing day outdoors in the area.
Grocery Shopping at Local Markets Discover fresh produce and regional specialties at nearby markets, ideal for preparing meals during your stay in the region.
Fitness Centers and Wellness Studios Maintain your fitness routine or unwind with a massage at one of the local gyms or wellness centers in town.
Dining Experiences Savor diverse culinary options at restaurants that showcase the flavors of this destination, offering both casual and fine dining experiences.

Crestwood Travel Tips

How Can You Make the Most of Your Stay?

Research local attractions: Explore the unique features of Crestwood, Illinois to tailor your stay around experiences that truly interest you.
Choose a central location: Select accommodations in the heart of the area to maximize your time and convenience while visiting local shops and dining options.
Plan transportation ahead: Consider nearby public transit options or rental services to easily navigate this destination without hassle.
Utilize local resources: Take advantage of visitor guides and recommendations available locally to discover hidden gems and popular spots.

Transportation Options

Chicago Midway International Airport This major airport offers convenient domestic flights, making it easy for you to arrive or depart from here with minimal travel time.
Metra Rail Service The nearby commuter train system connects the area to downtown Chicago and other regional destinations efficiently and comfortably.
Local Bus Services Public bus routes serve the region well, providing affordable transportation options within Crestwood and to neighboring communities.
Taxi and Rideshare Options Reliable taxi services and popular rideshare platforms like Uber and Lyft are readily available for quick and flexible transit around this part of Illinois.

Local Customs Options

Community Festivals: Local festivals celebrate Crestwood's heritage and foster a sense of community, offering visitors an authentic experience of the area's traditions.
Respect for Local Heritage: Visitors are encouraged to honor the region’s history by participating respectfully in cultural events and maintaining the integrity of local sites.
Dining Etiquette: In this area, casual dining is common, but polite table manners and appreciation of regional cuisine enhance your stay and interactions with residents.
Support for Small Businesses: The community emphasizes shopping local, making it ideal for you to explore neighborhood shops and enjoy personalized service during your visit.

Frequently Asked Questions about Crestwood Accommodations

1. What are the top Accommodations in Crestwood?

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

2. How many Accommodations are available in Crestwood?

Currently, the total number of properties listed by RBO in 2026 is over 124 in the Crestwood area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Accommodations in Crestwood. 

3. What is the cancellation policy for accommodations in Crestwood, Illinois?

Cancellation policies vary by listing. You should review the specific property's cancellation terms on its page or contact the owner directly to understand your options.

4. Are there any special amenities or features available at properties in this region?

Amenities differ between listings, so it's best to check each property’s details to see what features are included, such as Wi-Fi, parking, or kitchen facilities.

5. How do I secure a booking during peak seasons or local events?

Availability can be limited during busy periods. To ensure your stay, consider booking well in advance and reaching out to the host if you have specific requirements.

6. What should I know about checking in and checking out at accommodations here?

Check-in and check-out procedures vary by property. You will find detailed instructions on the listing or can contact the owner for personalized guidance.

7. Is it possible to modify or cancel my reservation in case of unforeseen circumstances?

Modification and cancellation policies depend on the individual property. Please review the listing’s terms or contact the host directly for assistance.