155+ Hotel & Resort Deals in Crestwood |
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Crestwood Hotels, Resorts, and Rentals

About Crestwood Vacation Rentals

There are more than 155 places to stay in Crestwood that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Crestwood.

Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Crestwood, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Crestwood. Places to stay near Crestwood are 339.89 ft² on average, with prices averaging US $205 a night.

Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Crestwood with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.

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Top Hotels, Resorts, Rentals, Villas, Vacation Homes, Cottages, B&B and Cabins Accommodation Types in Crestwood

Type Count
Vacation Homes 72
Holiday Apartments 32
Cottages 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in Crestwood

★ Pro Tip: Hotala has aggregated the supply of many of the leading websites including providers of short-term rentals, OTAs (including Booking.com, Agoda, Airbnb, and others). Use the Advanced Filter feature at the top to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and more. We want to help you find the hottest places and best places to stay in Crestwood.

Weather in Crestwood, IL

View the weather forecast for Crestwood before booking your Crestwood Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Stay Near Crestwood's Top Attractions

Hotala can help you find hotels, resorts, and rentals near many of Crestwood's top attractions, neighborhoods, and points of interest.


Navy Pier
McCormick Place
Millennium Park
Union Station
Soldier Field
Willis Tower
Art Institute of Chicago
United Center
Grant Park
John G. Shedd Aquarium
Chicago Museum of Science and Industry
Chicago Theatre
Chicago Riverwalk
Field Museum of Natural History
University of Chicago
Brookfield Zoo
John Hancock Center
Water Tower Place
University of Illinois Chicago
House of Blues Chicago

Complexes around Crestwood, IL


Naperville Inn 3 Properties

Frequently Asked Questions About Crestwood?

What are the top hotels or resorts in Crestwood?

You have a lot of choices in or near Crestwood. If you need a hotel in the Crestwood area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Crestwood:

How many vacation rentals have private pools in Crestwood?

There are 1 accommodation options with private pools in or near Crestwood. Top-rated hotels, resorts, and places to stay that have access to a swimming pool include:

How many hotels, resorts, or rentals are available in Crestwood?

At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2025 is over 155 in the Crestwood area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Crestwood.


People Also Ask

There are 40 hotels in Crestwood and 105 rentals

Recently Booked Hotels, Resorts, or Rentals in Crestwood