Illinois Winter Rentals & Holiday Homes
Discover winter rentals Illinois - We found 6365 exact matches
About Illinois Winter Rental on PickleTrip
Planning on a winter vacation in Illinois? Discover 6365 places to stay in Illinois, for those traveling with their family, friends, in groups, or for a wedding retreat.
At PickleTrip™, we have a wide range of listings for accommodations in Illinois, IL that are perfect for your winter trip or seasonal escape. Our listings have private vacation homes, cabins, condos, villas, resorts, or pet-friendly apartments that you would love. PickleTrip™ winter vacation homes have top amenities, including Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Illinois winter accommodation starts at US $361, and the most popular properties in Illinois are cabins, bungalows, and rental homes by owner. Planning snowboarding on your next winter vacation? We have many snowboard-friendly ski resorts, chalets, and cabins that are available for you to rent. These rentals are available for both short-term stays and long-term stays, whether you are traveling for a weekend, monthly, or a longer stay, PickleTrip will make your winter trip memorable.
PickleTrip™ offers a great deal for travelers planning on renting a place in Illinois, to enjoy these benefits and to book your winter vacation homes, go to PickleTrip™ filter option, enter your travel date, check the filters to narrow down your property type and amenities, then choose from a long list of our winter vacation rentals without hassle. Our interactive map is also available, to view all places to stay in or around Illinois and unlock even more amazing deals.
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Frequently Asked Questions About Illinois Winter Rentals
There are a lot of options in Illinois. If you plan on staying in the Illinois area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Illinois:
- WIFI FLEXCATION & RELAXATION! Cozy fireplace, reading, movies, fire pit & more!
- Welcome to your Galena Get Away!
- Eagle's Nest - Make Winter Memories @ Galena's Premier 8 BR Home - Hot Tub
- Perfect Getaway - Cozy Cottage in The Galena Territory
- Festive Luxury Resort Hideaway - 4 BR/4Bath, Pool Table, Hot Tub and Firepit!
- Enjoy connecting around the fire pit as well as the view and the hot tub
- Panoramic riverfront view/King bed/5 min off I-80/Nature trails/Clean and Quiet!
- Lakeside is a spacious, flowing home located on the north shores of Lake Galena
- Stunning on South Golf Course; Golden Tee, Patio TV, Fire Pit, Hot Tub & More!
- Luxurious Galena Territory 5 Bedroom home, Hot Tub, Firepit
- Galena Oak Glen Getaway near Shopping, Golfing, Hiking
- Lamberson Guest House
- The Sono Chicago
- Shop, ski, stay and enjoy the Territory!
See all pet-friendly vacation rentals in Illinois on PickleTrip
About 6365 holiday rentals in Illinois boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
