Discover winter rentals Clearing - We found 32 exact matches
About Clearing Winter Rental on Vacation Cottage
At Vacation Cottage, we showcase a diverse array of accommodations in Clearing, IL perfect for your winter retreat or seasonal escape. Our listings encompass hotels, private vacation homes, cabins, condos, villas, resorts, and pet-friendly apartments, ensuring travelers find their ideal accommodation. Vacation Cottage's winter vacation homes boast premier amenities such as Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Whether you're seeking to escape the snow or embrace it, Vacation Cottage facilitates your connection to the finest cabins, bungalows, lodges, rent-by-owner homes, and the best accommodations in both sunny retreats and ski resorts. Vacation Cottage ensures your winter getaway becomes an unforgettable experience.
Vacation Cottage presents luxury options for travelers seeking to rent a place in Clearing. To access these benefits and book your winter vacation home, simply utilize the Vacation Cottage filter option. Enter your travel dates, refine your search with filters for property type and amenities, then choose from our extensive list of exceptional winter vacation rentals hassle-free. Our interactive map further enhances your experience, allowing you to explore destinations worldwide or within Clearing and unlock incredible deals. Life is Better at the Cottage with Vacation Cottage.
Frequently Asked Questions About Clearing Winter Rentals
What are the top rated Winter Rentals in Clearing?
There are a lot of options in Clearing. If you plan on staying in the Clearing area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Clearing:
- Hampton Inn by Hilton Chicago-Midway Airport
- Hilton Garden Inn Chicago/Midway Airport
- Sleep Inn Midway Airport Bedford Park
- Carlton Inn Midway
- ⭐️ Mario's Pad ⭐️ Hot tub, Spa,Arcade 20 mins to city center 5 king beds
- SUNSHINY SPACIOUS 3 BEDROOM 2 BATHROOM CONDO WITH ATTACHED ROOFTOP PATIO
- Lovely Clean 2 Bedroom Apartment
- Midway Airport 2 Bedroom with full Kitchen
How much does it cost to rent a place to stay near Clearing in the wintertime?
The average cost for winter rentals in Clearing is $242 per night. Vacation Cottage has a wide list of great winter places to stay near Clearing that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Clearing that allow pets?
Yes, here are the top cottage/chalet rentals in Clearing that allow you to bring your pet or dog:
- Cozy 2- bedroom w/patio mins from Midway Airport
- Fairfield Inn & Suites Chicago Midway Airport
- Residence Inn Marriott Chicago Midway
- Chicago FHS Rental - Narragansett
See all pet-friendly vacation rentals in Clearing on Vacation Cottage
Do you have any winter rentals in Clearing that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Clearing to find what works for you.
Are there winter accommodations in Clearing that have indoor swimming pools?
As of 2026, the data from Vacation Cottage shows that there are over 32 private swimming pools or indoor pools accommodations near Clearing along with other great amenities.
Do any winter holiday rentals in Clearing have hot tubs?
About 32 holiday rentals in Clearing boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Clearing?
Yes, there are many luxury places to stay in Clearing for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Clearing with all the best amenities for your next trip.
