Discover winter rentals Chatham - We found 10 exact matches
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About Chatham Winter Rental on Vacation Cottage
At Vacation Cottage, we showcase a diverse array of accommodations in Chatham, 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 Chatham. 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 Chatham and unlock incredible deals. Life is Better at the Cottage with Vacation Cottage.
Frequently Asked Questions About Chatham Winter Rentals
What are the top rated Winter Rentals in Chatham?
There are a lot of options in Chatham. If you plan on staying in the Chatham area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Chatham:
- Exquisite Victorian
- NEW & Modern | 3bed/2 bath
- Hampton Inn & Suites Springfield-Southwest
- Courtyard by Marriott Springfield
- Sleep Inn Springfield West
- Hampton Inn & Suites, Springfield SW
- Motel 6 Springfield, IL
- Spark by Hilton Springfield Southwest
- Spark by Hilton Springfield Southwest
- Courtyard by Marriott Springfield
How much does it cost to rent a place to stay near Chatham in the wintertime?
The average cost for winter rentals in Chatham is $264 per night. Vacation Cottage has a wide list of great winter places to stay near Chatham that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Chatham that allow pets?
Yes, here are the top cottage/chalet rentals in Chatham that allow you to bring your pet or dog:
- The Hidden Gem- Suburb 7-bedroom Studio with arcade & theatre
- Quality Inn & Suites Springfield Southwest near I-72
- Quality Inn and Suites Springfield Southwest near I-72
- Abe's Hideaway - Arcade, Hot Tub, Home Theater - Quiet upscale neighborhood
- NEW & Modern | 3bed/2 bath
- SpringHill Suites by Marriott Springfield Southwest
- Motel 6 Springfield, IL
- Blue Slate 2-bedroom w/Garage
See all pet-friendly vacation rentals in Chatham on Vacation Cottage
Do you have any winter rentals in Chatham that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Chatham to find what works for you.
Are there winter accommodations in Chatham that have indoor swimming pools?
As of 2026, the data from Vacation Cottage shows that there are over 10 private swimming pools or indoor pools accommodations near Chatham along with other great amenities.
Do any winter holiday rentals in Chatham have hot tubs?
About 10 holiday rentals in Chatham boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Chatham?
Yes, there are many luxury places to stay in Chatham for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Chatham with all the best amenities for your next trip.
