162+ Pet Friendly Hotels and Vacation Rentals in Crestwood |
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Crestwood Pet Friendly Vacation Rentals

About Crestwood Vacation Rentals

There are more than 162 places to stay in Crestwood and many that are available that welcome pets. These options include dog-friendly 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 pet-friendly places to stay in Crestwood.

Are you seeking a last-minute pets-allowed 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 PetFriendly Crestwood, you can quickly compare different options to find the hottest deals with a single click. Looking for pet travel at 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 327.94 ft² on average, with prices averaging US $204 a night.

PetFriendly 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 pet-friendly place to stay today.

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Top Dog Hotels, Pet-Friendly Vacation Rentals, and Places to Stay in Crestwood

Type Count
Vacation Homes 75
Holiday Apartments 33
Cottages 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in Crestwood

★ Pro Tip: PetFriendly™ has the best results when it comes to finding places to stay that accept pets anywhere around the world. Travelers can find and compare over 10 million listings from all over the world. Use the intelligent Filter feature to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, inns, resorts, and more. Enjoy Pet Travel without Hassle in Crestwood.

Weather in Crestwood, IL

View the weather forecast for Crestwood before booking your hotel or rental.

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, IL

PetFriendly finds and compares Pet-Friendly hotels, rentals, and resort listings near many of Crestwood's attractions.


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

Frequently Asked Questions About Crestwood?

What are the top vacation rentals in Crestwood?

Find the best options in or near Crestwood for pet-friendly travel. If you are planning a trip or vacation in Crestwood, consider a week or two at exciting pets-allowed hotels, resorts, or other suggested properties best known as Top Vacation Rentals and Places to Stay in Crestwood:

Which vacation homes in Crestwood are best for families?

Are you looking for a family-friendly and pet-friendly hotel, resort, or vacation home in Crestwood? Check these highly-rated pet accommodations and places to stay with excellent reviews for families or groups staying in Crestwood:

How many PetFriendly vacation rentals are available in Crestwood?

PetFriendly™ updates its properties regularly to bring you a great selection of places to stay with their pet policies clearly spelled out. At present, the total number of active properties listed by PetFriendly in 2026 is over 162 in the Crestwood area, and still growing every day. When we combine listings from multiple websites and travel providers, PetFriendly can provide you with a huge selection of the best places to stay that welcome pets in Crestwood.


People Also Ask

There are 162 Crestwood, IL Vacation Rentals

Recently Booked Pet Friendly Hotels and Vacation Rentals in Crestwood