Crestwood Resorts
2 Guests
2 Bedrooms
1 Bathroom
Couples Retreat
Apartment
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $1,467/Night
For 7 Nights US $10,270
1097.92 ft²
7 Guests
4 Bedrooms
2 Bathrooms
Villa
- Pet Friendly
- Parking
- Air Conditioner
US $232/Night
For 7 Nights US $1,624
1 Bathroom
Couples Retreat
Hotel
- Pool
- Breakfast
- Internet
US $129/Night
For 7 Nights US $901
12 Guests
6 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $566/Night
For 7 Nights US $3,964
947.22 ft²
7 Guests
3 Bedrooms
1 Bathroom
Free Cancellation
Apartment
- Oceanfront
- Spa
- Fireplace/Heating
US $213/Night
For 7 Nights US $1,493
6 Guests
3 Bedrooms
2 Bathrooms
Pet Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $204/Night
For 7 Nights US $1,426
1485.42 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Parking
- Internet
US $265/Night
For 7 Nights US $1,855
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Condo
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $80/Night
For 7 Nights US $562
2195.84 ft²
6 Guests
3 Bedrooms
1 Bathroom
Apartment
- Fireplace/Heating
- Parking
- Internet
US $145/Night
For 7 Nights US $1,015
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $133/Night
For 7 Nights US $933
1194.79 ft²
4 Guests
3 Bedrooms
2 Bathrooms
Apartment
- Pet Friendly
- Parking
- Air Conditioner
US $275/Night
For 7 Nights US $1,925
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $174/Night
For 7 Nights US $1,215
Why Choose Rent By Owner for your Crestwood Resorts?
What makes our Resorts 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.
Weekly Weather Forecast for Crestwood
How to Book Your Crestwood Resorts
What's our booking process?
Our platform allows you to browse a curated selection of resorts. 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.
Explore and book the perfect rental in Crestwood
Common Resorts Amenities
What amenities can you expect?
Our Resorts 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
Crestwood Resorts Frequently Asked Questions
1. What are the top Resorts 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 Resorts in Crestwood:
- New&Modern Apartment only 4 miles away from Midway Airport.
- Charming 3-bedroom apartment in superb Chicago with WiFi
- The Country Life - house
- Large Space With Garage
- Oak Lawn big 2nd floor Condo for 8 ppl 3 bedroom 2 bath Sofa bed Garage Parking.
- Days Inn by Wyndham Calumet Park
- Crestwood Gem! Family and pets friendly 3-bedroom house with WiFi, AC
- *The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
- Quiet cul-de-sac with huge fenced in backyard
- Private Home Awaits
2. How many Resorts are available in Crestwood?
Currently, the total number of properties listed by RBO in 2026 is over 173 in the Crestwood area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Resorts in Crestwood.
More Rentals You May Like Near Crestwood
7 Guests
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- Parking
- Air Conditioner
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US $225/Night
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950 ft²
8 Guests
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- Kitchen
US $148/Night
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6 Guests
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2 Guests
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US $152/Night
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3 Guests
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1 Bathroom
Couples Retreat
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- Fireplace/Heating
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- Air Conditioner
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3 Guests
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- Kitchen
- Parking
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1 Guest
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- Fireplace/Heating
- Air Conditioner
- Internet
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2 Guests
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- Air Conditioner
- Internet
US $111/Night
For 7 Nights US $774
