Chatham Winter Rentals & Holiday Homes
Discover winter rentals Chatham - We found 63 exact matches
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About Chatham Winter Rental on SunSkiResorts
Planning a winter vacation in Chatham? Discover 63 places to stay, ideal for families, friends, groups, or wedding retreats.
At SunSkiResorts, explore a wide array of accommodations in Chatham, IL perfect for your seasonal escape. Our listings include private vacation homes, cabins, condos, villas, resorts, and pet-friendly apartments. SunSki's winter vacation homes feature top amenities such as Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Winter accommodations in Chatham start at US $293. The most popular properties in Chatham include cabins, bungalows, and rental homes. Planning a snowboarding adventure? Explore our snowboard-friendly ski resorts, chalets, and cabins available for short-term or long-term stays. Whether it's a weekend getaway, monthly retreat, or an extended stay, SunSki ensures a memorable winter trip.
To book your winter vacation homes in Chatham, visit SunSki's filter option, enter your travel dates, narrow down your preferences, and choose from our extensive list of rentals hassle-free. Explore our interactive map to uncover all accommodations in or around Chatham and unlock incredible deals.
Frequently Asked Questions About Chatham Winter Rentals
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:
- Maison Blanc Noir - Victorian Estate with Two King Beds
- Gorgeous 4BDR in Chicago/15mins from DWTN Brand New!
- Luxe Loft vibe –4BR/3BA Apt– King Suite-11 minutes from downtown-Families-Groups
- Luxe Loft vibe with King Suite - 4BR 3Ba
- Beautiful 4 bedroom 2 bathroom apartment near everything
- “The Marlowe” A Couples Getaway
- Gorgeous 5 Bedroom Gem Sleeps 18 with Pool, Ping Pong, Pac Man, Tons of Games!
- 2 Mi to Calumet Park & Beach: Windy City Escape!
- Modern 3-bedroom 2.5 Bathroom house with Garage Parking and experienced host.
- Superb townhome with Near Lake in vibrant Chicago
- Superb townhome with Near Lake in vibrant Chicago
- Beautiful 4 bedroom 2 bathroom apartment near everything
- “The Marlowe” A Couples Getaway
- Luxe Loft vibe with King Suite - 4BR 3Ba
See all pet-friendly vacation rentals in Chatham on SunSkiResorts
About 63 holiday rentals in Chatham boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
